10-K
Table of Contents

 
UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
Form 10-K
 
     
þ
  ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d)
OF THE SECURITIES EXCHANGE ACT OF 1934
    For the fiscal year ended December 31, 2007
    OR
o
  TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d)
OF THE SECURITIES EXCHANGE ACT OF 1934
    For the transition period from          to          
 
Commission file number: 001-32883
DARWIN PROFESSIONAL UNDERWRITERS, INC.
(Exact name of registrant as specified in its charter)
 
     
Delaware
  03-0510450
(State or other jurisdiction of
  (I.R.S. Employer
incorporation or organization)
 
Identification Number)
9 Farm Springs Road
  06032
(Address of principal executive offices)
  (Zip Code)
 
Registrant’s telephone number, including area code:
860-284-1300
 
Securities registered pursuant to Section 12(b) of the Act:
 
     
Title of Each Class
 
Name of Each Exchange on Which Registered
 
Common Stock, $0.01 par value
  New York Stock Exchange
 
Securities registered pursuant to Section 12(g) of the Act:
Not applicable
 
Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act.  Yes o     No þ
 
Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act.  Yes o     No þ
 
Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.  Yes þ     No o
 
Indicate by check mark if disclosure of delinquent filers pursuant to Item 405 of Regulation S-K is not contained herein, and will not be contained, to the best of registrant’s knowledge, in definitive proxy or information statements incorporated by reference in Part III of this Form 10-K or any amendment to this Form 10-K.  þ
 
Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting company. See the definitions of “large accelerated filer,” “accelerated filer” and “smaller reporting company” in Ruler 12b-2 of the Exchange Act. (Check one):
 
             
Large accelerated filer o
  Accelerated filer þ   Non-accelerated filer o   Smaller reporting company o
        (Do not check if a smaller reporting company)    
 
Indicate by check mark whether the registrant is a shell company.  Yes o     No þ
 
As of February 25, 2008, 17,025,051 shares, par value $0.01 per share, of Common Stock of the registrant were outstanding. The aggregate market value (based upon the closing price of these shares on the NYSE as of June 29, 2007) of the shares of Common Stock of registrant held by non-affiliates was approximately $156,282,000.
 
DOCUMENTS INCORPORATED BY REFERENCE
 
Portions of the Proxy Statement relating to the Annual Meeting of Stockholders of Darwin Professional Underwriters, Inc. to be held on May 2, 2008 are incorporated by reference into Part III of this Form 10-K Report.
 


 

 
Darwin Professional Underwriters, Inc.
 
Annual Report on Form 10-K
 
For Fiscal Year Ended December 31, 2007
 
TABLE OF CONTENTS
 
                 
Item
 
Description
  Page
 
 
1.
    Business     3  
 
1A.
    Risk Factors     32  
 
1B.
    Unresolved Staff Comments     41  
 
2.
    Properties     41  
 
3.
    Legal Proceedings     41  
 
4.
    Submission of Matters to a Vote of Security     42  
 
 
5.
    Market for Registrant’s Common Equity Holders and Related Stockholder Matters and Issuer Purchases of Equity Securities     42  
 
6.
    Selected Financial Data     45  
 
7.
    Management’s Discussion and Analysis of Financial Condition and Results of Operations     47  
 
7A.
    Quantitative and Qualitative Disclosures About Market Risk     73  
 
8.
    Financial Statements and Supplementary Data     74  
 
9.
    Changes in and Disagreements With Accountants on Accounting and Financial Disclosure     74  
 
9A.
    Controls and Procedures     74  
 
9B.
    Other Information     75  
 
 
10.
    Directors and Executive Officers and Corporate Governance of the Registrant     76  
 
11.
    Executive Compensation     76  
 
12.
    Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters     76  
 
13.
    Certain Relationships and Related Transactions and Director Independence     76  
 
14.
    Principal Accountant Fees and Services     76  
 
 
15.
    Exhibits and Financial Statement Schedules     76  
        Signatures     77  
        Index to Consolidated Financial Statements and Schedules     F-1  
 EX-21: LIST OF SUBSIDIARIES
 EX-23: CONSENT OF KPMG LLP
 EX-31.1: CERTIFICATION
 EX-31.2: CERTIFICATION
 EX-32.1: CERTIFICATION
 EX-32.2: CERTIFICATION


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PART I
 
Unless the context requires otherwise, references in this Annual Report on Form 10-K to “Darwin,” the “Company,” “we,” “our” and “us” are to Darwin Professional Underwriters, Inc. and its subsidiaries, taken as a whole, unless the context otherwise requires. We also refer to Darwin Professional Underwriters, Inc., excluding its subsidiaries, as “DPUI.” References to “Alleghany” are to Alleghany Corporation, our ultimate parent company, which is a holding company primarily engaged, through its subsidiaries, in the property and casualty insurance business. Our intermediate holding company subsidiaries are Darwin Group, Inc. (referred to herein as “Darwin Group”) and Evolution Underwriting Inc. as of November 30, 2007 (referred to herein as “Evolution”). References to (a) “DNA” are to our subsidiary Darwin National Assurance Company, (b) “Darwin Select” are to DNA’s subsidiary Darwin Select Insurance Company and (c) “Vantapro” are to DNA’s subsidiary Vantapro Specialty Insurance Company (formerly named “Midway Insurance Company of Illinois”), and (d) “AMS” are to Evolution’s subsidiaries acquired on January 4, 2008, Agency Marketing Services, Inc., Allsouth Professional Liability, Inc. and Raincross Insurance, Inc., collective. Whenever in this Annual Report we refer to business generated, written or produced by Darwin, we include business produced by DPUI and written on policies of certain insurance company subsidiaries of Alleghany (which we refer to as the “Capitol Companies”), , all of which policies are now fully reinsured by DNA. This Annual Report gives effect to certain reorganization and reinsurance transactions that were implemented prior to our May 2006 initial public offering as though the structure of our business resulting there from had been in effect since our inception in March 2003. See “Business” for a description of these transactions.
 
ITEM 1.   Business.
 
Overview
 
Darwin is a holding company, the subsidiaries of which are engaged in insurance underwriting and distribution across a spectrum of the specialty commercial property-casualty insurance market within four major lines of business. The bulk of our business is the underwriting and administration of liability insurance policies within one of three broad professional liability lines: Directors and Officers Liability (“D&O”); Errors and Omissions Liability (“E&O”); and Medical Malpractice Liability. Additionally, we introduced a program of general liability (“GL”) business during 2007, and we expect to consider additional GL business as attractive opportunities arise in the future. During November 2007, we announced that we had formed Evolution as a new subsidiary to serve as a holding company for our non-risk bearing insurance operations. Concurrently, we announced that Evolution had agreed to acquire all of the stock of the three affiliated insurance distribution entities in Florida, referred to herein as AMS. With Evolution’s acquisition of AMS in January 2008, we became the parent of a regional program administrator and wholesale brokerage operation based in Florida. AMS represents diversification from our risk-bearing insurance operation, but we expect that the business generated by AMS will account for only a small portion of our overall revenues and profits.
 
Our principal objective is to create and sustain superior returns for stockholders by generating consistent underwriting profits across our product lines and through all market cycles. We believe that this can be best accomplished by directing our efforts toward continual growth of our small and middle market business, while taking advantage of opportunities when they are presented by larger accounts in the professional liability insurance market.
 
Since our formation almost five years ago, we have grown our business to produce $280.3 million of gross premiums written in calendar year 2007, which was up 13.8% from the $246.3 million of gross premiums written in calendar year 2006. Although price levels have been deteriorating within the lines we write, we believe there continue to be growth opportunities for our Company, via penetration of other sectors within the overall market for our target lines of business, which we estimate exceeds $20 billion in annual premium volume. Although, at any given time, our focus will be on those sectors of the market that then represent the most attractive new opportunities, we believe our existing market share (currently less than 2%) allows substantial potential for growth within our existing lines.
 
Stephen Sills, our President and Chief Executive Officer, and Alleghany formed DPUI in March 2003. At that time, our target classes of business were attractively priced as a result of prior industry losses and the corresponding price increases that resulted. We also took advantage of the opportunity to develop proprietary insurance systems


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using current technology, and we believe these systems now provide us with a competitive advantage compared to insurance companies that are encumbered by older systems and processes. Since 2003, we have gradually increased the number and variety of coverages offered by our subsidiaries, most recently adding a professional liability product for long-term care facilities, a media liability product and a general liability program for short-line railroads. In November 2007 we formed Evolution and announced its planned acquisition of AMS, our Florida-based program administration and wholesale brokerage firm. The AMS acquisition will add insurance product distribution to Darwin’s business mix and modestly diversifies our revenue stream.
 
These actions demonstrate the high value we place on diversification within our portfolio of insurance products. We will continue to introduce new products from time to time. While our underwriting activities are likely to remain predominantly oriented toward professional liability coverages in the D&O, E&O and Medical Malpractice Liability lines, other specialty property-casualty businesses will also be explored. Our insurance company subsidiaries are currently rated “A−” (Excellent) by A.M. Best Company (“Best”).
 
The executives who founded and continue to lead our Company have significant experience in the insurance industry in general, and particularly in the specialty lines of business that we write. Five of the seven executives who constitute our management team, including Mr. Sills, worked together at Executive Risk Inc., a specialty insurance company that was acquired by The Chubb Corporation in 1999. Company directors, management and other employees own a significant portion of the Company’s issued and outstanding shares, an aggregate amount which approximates 10% of such shares (includes ownership in the form of shares awarded under the Company’s restricted stock plan). Our majority shareholder, Alleghany, indirectly owns approximately 55% of the Company’s issued and outstanding common stock. In August 2007, we filed a Registration Statement on Form S-3 with the Securities and Exchange Commission (“SEC”) under which we registered for sale all of the Darwin shares held by Alleghany’s subsidiary. The registration statement was made effective under SEC Rule 415 (the “shelf registration” rule) on August 20, 2007. As of the date hereof, Alleghany has not sold any shares of Common Stock under the August 2007 Registration Statement, but it may decide to sell some or all of the registered shares at any time in its sole discretion.
 
Our insurance group includes both an admitted company (DNA) and a surplus lines company (Darwin Select) (see “Management’s Discussion and Analysis of Financial Condition and Results of Operations — Our History”). In addition, we purchased a dormant property-casualty company named “Midway Insurance Company of Illinois” from Fireman’s Fund Insurance Company (“Fireman’s Fund”) that held no operating assets or liabilities in November 2007, and we have filed for regulatory approval of our plan to redomesticate that company from Illinois to Arkansas. We have re-named the new acquisition Vantapro Specialty Insurance Company and we intend to obtain surplus lines approvals for Vantapro in a number of states so as to enhance distribution flexibility for our products. Together, these companies provide us with the ability to write business both on an admitted basis and on a surplus lines basis throughout much of the United States. Surplus lines insurance covers risks that do not fit the underwriting criteria of standard, admitted carriers, usually because of the perceived risk associated with aspects of the insured’s business. In contrast to an admitted insurance company, which is required to be licensed in each state where it writes insurance, a surplus lines insurance company does not have to apply for and maintain a license in each state where it writes insurance. It is, however, either required to meet suitability standards or else be subject to approval under each particular state’s surplus lines laws in order to be an eligible surplus lines insurance company. Because insureds in the surplus lines market are generally considered higher risk, surplus lines carriers may offer more restrictive coverage at higher prices than would be offered by the standard admitted market. We have written the majority of our business on surplus lines policies (based on the number and dollar amounts of policies written), but we expect our percentage of policies written on an admitted basis to grow over the next few years.
 
As of December 31, 2007, we had GAAP-based stockholders equity of $254.2 million and statutory surplus of DNA of $218.8 million which includes its investments in DSI and Vantapro. We believe that this level of capital provides us with a conservative balance sheet relative to our net premiums written of $199.7 million in 2007, particularly when taking into consideration the fact that we did not write any insurance business prior to 2003. Based on our capital position at year-end 2007, Best reaffirmed in February 2008 its “A−” (Excellent) rating for DNA and its “A−” (Excellent) rating for Darwin Select on a reinsured basis (based on DNA’s relationship with Darwin Select).


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Our Competitive Strengths
 
Although smaller than many of the specialty insurers in our markets, we believe the Company possesses a number of strengths which position it to compete effectively. These competitive strengths include:
 
Experienced Management.  Our executive officers have significant experience in the insurance industry in general, and particularly in the specialty lines of business that we write. Our President and Chief Executive Officer, Stephen Sills, has more than 30 years of insurance industry experience and is the former Chief Executive Officer of Executive Risk Inc., which he helped grow from a small, private D&O facility into a leading, publicly-traded specialty lines insurance carrier. Four of our senior executives worked together with Mr. Sills at Executive Risk Inc. prior to its acquisition by The Chubb Corporation in 1999. The seven members of our senior management team average over 25 years of experience in the insurance industry.
 
Specialized Product Offerings and Underwriting Expertise.  We focus on specialty professional liability products, a targeted approach which allows us to better understand the unique needs of our customers and to tailor products and services to meet their needs. We believe it also allows us both to identify opportunities (such as underserved markets, where, in our judgment, the perception of risk is greater than the actual risk) and to recognize problems quickly so that we are able to address them promptly. We believe the Company’s specialty focus, disciplined underwriting, collaborative processes and entrepreneurial culture also facilitate our ability to bring new product offerings to market quickly.
 
Our Knowledge of the Healthcare Industry.  We have built a team of professionals dedicated to the specialty insurance needs of the healthcare industry. Their expertise extends across all of our major lines of business and includes underwriting, claims, risk management and actuarial backgrounds. We believe that these experienced professionals and our track record in developing insurance solutions provide us with a competitive advantage within the healthcare industry.
 
Focused Distribution.  We are selective when choosing our distribution partners. As of year-end 2007, we have developed a network of approximately 180 distribution partners that focuses on the lines and classes of business in the professional liability insurance market that we find attractive. Four of our current distribution partners are classified as program administrators, third-party entities authorized to bind business for us subject to underwriting guidelines that we prescribe. In choosing our distribution partners, we look for technical expertise; a shared commitment to excellent service (including value-added elements like risk management and loss control); an ability to significantly penetrate the portion of the distributor’s business that is of greatest interest to us; and a willingness to innovate with us in new technologies, processes and products.
 
Innovative Use of Technology.  Our systems platform uses technology that we believe significantly enhances the effectiveness and flexibility of our key functions, including underwriting, claims, finance and accounting. This technology platform facilitates significant “real-time” management reporting capability and allows us to interact efficiently with our distribution partners. We have developed and rolled out i-bind, our web-based underwriting system, to selected distribution partners. The i-bind underwriting system allows on-line submission of applications, rating, quoting, proposal, binder and policy issuance.
 
Strong Rating.  Best reaffirmed in February 2008 ratings of “A−” (Excellent), which is the fourth highest rating of Best’s 16 rating categories, for DNA and Darwin Select. Best assigns ratings that are intended to provide an independent opinion of an insurance company’s ability to meet its obligations to policyholders; therefore, our subsidiaries’ ratings are not evaluations directed to the protection of investors. Best’s opinions are derived from its evaluation of an insurer’s balance sheet strength, operating performance and business profile. While our current ratings are strong, there are business risks associated with the possibility that our rating could decline at some point in the future (see “Risks Related to Our Business”).
 
Conservative Balance Sheet.  As of December 31, 2007, we had stockholders’ equity of $254.2 million, with $199.7 million of net premiums written in 2007. We believe that our capital base is sufficient to support a greater volume of net premiums than we currently write. Additionally, we believe that our investment portfolio is conservative. As of December 31, 2007, our investment portfolio was entirely invested in cash, fixed-income and equity securities that had an average adjusted duration of 3.90 years, and 95.8% of the fixed-income securities had a quality rating of A or higher from Standard & Poor’s or Moody’s. We are currently moving


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forward with plans for diversifying our portfolio to include some classes of common equity for a small percentage of the Company’s total portfolio holdings.
 
Our Strategy
 
We have developed strategies that we believe assist us in pursuing our objective of creating and sustaining superior returns for our stockholders by generating consistent underwriting profits across our product lines and through all market cycles. These strategies include:
 
A Balanced Book of Business with a Bias to Smaller Accounts.  We strive to balance our four broad lines of business (D&O, E&O, Medical Malpractice Liability and GL), subject to market conditions in any particular segment. Due to softening conditions in recent quarters, the percentage of D&O business has fallen somewhat relative to the other two professional liability lines. Also, during 2007 we began a process of diversifying outside our principal professional liability lines when we commenced writing general liability policies for short-line railroads. While that program is expected to remain small, relative to our specialty liability businesses, we believe that other general liability initiatives are possible over the next several years. We also continue our efforts to grow that portion of our book comprised of small and mid-sized account business, which we believe will maintain more consistent profitability through market cycles and over sustained periods. Smaller businesses represent a significant market opportunity for Darwin, and we believe that i-bind will assist us and our distribution partners in producing and managing small account business in a cost-effective manner. However, when market conditions warrant, we plan also to selectively write profitable larger accounts.
 
A Culture Focused on Underwriting Profitability.  Sustained profitability requires careful class of business and individual risk selection, as well as the consistent monitoring of underwriting results, identification of trends and implementation of corrective action when necessary. We believe our management reporting capability enhances our ability to monitor results and make timely, accurate decisions to manage our business profitably. As part of the monitoring process, we hold regular “roundtable” reviews of underwriting risks; we engage in price and trend monitoring discussions among underwriting, claims and actuarial personnel, as well as senior management; we conduct claim reviews, including quarterly meetings of claims, actuarial and underwriting personnel and senior management to review serious and potentially serious claims; and we perform periodic internal audits of the claims and underwriting functions. We believe these processes are enhanced by our collaborative culture and by the substantial centralization of core functions at our headquarters in Farmington, CT. In addition, our commitment to underwriting profitability is augmented by management’s equity ownership interest in the Company and by the incentive compensation structure for our key employees, which ties bonus compensation to long-term underwriting results.
 
Limited Commodity Business.  We seek to avoid business where our products and services are seen as being interchangeable with those of our competitors. Such commodity relationships are difficult to sustain and, generally, are profitable only during the most favorable market conditions. We limit commodity business by:
 
  •  Emphasizing primary and first excess layer business.  We believe that, at these attachment points, we have more influence over terms, conditions, rates, and handling of claims, and that our greater degree of involvement in these matters enables us both to form stronger relationships with customers and to better demonstrate our service capabilities directly to the customers.
 
  •  Providing added value to insureds.  We believe both our profitability and the “stickiness” (loyalty) of our producer and customer relationships are improved when we provide value-enhancing activities, such as risk management and loss control assistance, to insureds.
 
  •  Constantly looking for new niche opportunities.  We believe that we are better positioned than our competitors to capitalize on new opportunities that arise from market dislocations, such as an underserved market, an unmet need for innovation and speed, or a disparity between the perception and reality of a particular type of risk.
 
Technology that Optimizes Efficiency.  As we have built our business, we have used current technology to automate operational functions and processes, and to automatically feed transactional data between systems.


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Presently, our underwriting, claims, financial reporting and accounts receivable and payable systems and processes benefit from these integrated transactional data transfers. We believe that our technology design and the absence of any legacy systems enable us to transact business more efficiently, and to maintain high quality service levels with fewer employees than would be needed if these processes and systems were not in place.
 
Expanded Use of i-bind.  Our proprietary i-bind methodology has the potential to significantly assist us in the cost-effective production and underwriting of small account and small premium professional liability business. Because we believe that insurance purchasers want to have an agent or broker to advise them in the purchase of professional liability products, we designed i-bind so that, rather than displacing the intermediary, it enables the agent or broker to operate more efficiently. i-bind is a dynamic on-line tool that asks for only the relevant information (which is iterative, based on prior answers) and provides intelligent underwriting through the several thousand rules embedded in the system. Users of i-bind can get an instantaneous quote upon completion of their application, can bind that quote and print or have emailed to them a completed policy form immediately upon binding. As of December 31, 2007, i-bind had been introduced to approximately 60 producers, up from 19 producers at year-end 2006. During 2008, we plan to continue expanding the number of distribution partners who can access the system, as well as the products available on it.
 
Grow Responsibly into Our Capital Base.  We believe our capital base is sufficient to support a greater volume of net premiums than we currently write. In 2007, we had net premiums written of $199.7 million, an increase of 27.2% over 2006. The ratio of net premiums written to statutory surplus is a common industry measure for capital utilization. Our ratio for 2007 was 0.91 : 1, which compares favorably to the 0.96 to 1 ratio reported in a Best study of 214 insurers focused on commercial casualty lines, for net premiums written for 2006 to statutory surplus as of December 31, 2006 (the most recent year for which data is available). Based upon current market conditions, we believe there are opportunities to produce significant premium growth over the next three to five years. Over time, we will continue to deploy our capital while maintaining our focus on underwriting profitability. We also intend to maintain reinsurance buying and investment practices that will protect our balance sheet strength as we increase our volume of net premiums written relative to our capital base.
 
Selective Acquisitions.  We have acquired three insurance company subsidiaries since 2004, the most recent being Vantapro which was acquired as a shell company from Fireman’s Fund in November 2007. In addition, we formed Evolution in late 2007 and completed the AMS acquisition in early 2008 (see “Evolution and subsidiaries”). We believe other attractive acquisition possibilities may arise from time to time, presenting further opportunity to diversify our business profitably. Acquisition opportunities, which may include risk-bearing entities or distribution firms (e.g. program administrators), will be considered if they meet our criteria, which include: enhancing our portfolio of product offerings for our current distribution base, expanding our distribution capabilities for specialty liability insurance and/or increasing our geographic spread of business.
 
Industry Dynamics
 
The property and casualty insurance business has historically been subject to cyclical fluctuation in pricing and availability. “Soft” markets are characterized by an excess of capital and underwriting capacity, and by pricing and policy terms that are relatively less favorable to insurers. Soft markets generally result in intense premium rate competition, an erosion of underwriting discipline and poor operating performance. Quite often, a “soft” market will be followed by a period of diminishing capacity and increased underwriting discipline; companies may exit unprofitable areas of business and/or increase premiums in order to improve operating performance. This phase of the cycle is generally referred to as a “hard” market.
 
Although the specialty liability businesses on which we focus are subject to “soft” and “hard” market cycles, the individual lines of business generally have discrete dynamics and rarely move in perfect correlation with one another. For example, over the past several years, the public D&O market has been impacted by options backdating and, more recently, sub-prime mortgage lending issues. On the other hand, the market for insurance agents’ E&O has been impacted by natural disasters, and the managed care E&O market is still somewhat impacted by certain class-actions brought earlier in the decade. In addition, compared to the smaller and mid-sized accounts that we focus on, large commercial insureds tend to be more impacted by market cycles, are more volatile, and generally more difficult to write profitably over long periods of time. Conversely, we believe that small and mid-sized


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accounts experience rate increases in hard markets, while their rate decreases are more modest during softer periods.
 
A survey sponsored by The Council of Insurance Agents & Brokers reported that in 2007 (through the fourth quarter) commercial property and casualty rates for the average small account (defined as accounts with less than $25,000 in commission and fees) decreased by 8.4%,while rates for the average mid-sized account (commissions and fees ranging from $25,000 to $100,000) decreased by 13.5% and rates for the average large account (more than $100,000 in commissions and fees) decreased by 14.4%. Our belief that losses are generally more stable in small and mid-sized risks is also supported by the 2006 Directors and Officers Liability Survey Report by Towers Perrin. According to that study both claims frequency (the average number of claims per participant) and claims susceptibility (the likelihood of incurring a claim) correlate to the insurer’s asset size. Entities with smaller asset sizes had significantly less loss frequency and susceptibility than the larger asset size companies. The report noted a particularly strong correlation between entities with asset sizes below $100 million and a reduced susceptibility to and frequency of claims.
 
Admitted Business and Surplus Lines Business
 
Our admitted company, DNA, is required to be licensed in each state where it operates. In general, an admitted carrier must file premium and rate schedules and policy or coverage forms for review and approval by the insurance regulators. In many states, an admitted carrier’s rates and policy forms must be approved prior to use, and insurance regulators have broad discretion in judging whether an insurer’s rates are adequate, not excessive and not unfairly discriminatory. In some states, commercial lines have been deregulated so that admitted insurers are able to write certain commercial risks without obtaining prior review or approval of rates and/or forms, although the content of the policy is still regulated.
 
Our surplus lines carrier, Darwin Select, is not subject to rate and form requirements and does not participate in the various states’ guaranty fund programs. Darwin Select can implement changes in policy terms and underwriting guidelines or rates more quickly than DNA. Because of the greater ability to respond to market changes, we use Darwin Select’s surplus lines policies where acceptable to the market. However, as described in the discussion of specific classes below, in states where forms and rates have been deregulated for larger commercial insureds, we will write some classes on an admitted basis. If surplus lines are not authorized by regulators for certain business, or if market conditions make surplus lines unacceptable, then we issue policies on an admitted basis.
 
In November 2007 we acquired Vantapro from Fireman’s Fund. Vantapro has one state license (Illinois), but it had been not been writing insurance business for several years. Vantapro has filed for regulatory approval to be re-domesticated to Arkansas, and upon obtaining surplus lines approvals in other states, it will become an additional distribution vehicle for our surplus lines products and services. During 2007, Vantapro did not write any insurance business.
 
Our Products and Markets
 
We group our products into the following principal lines of business: Directors and Officers liability (“D&O”), Errors and Omissions liability (“E&O”), Medical Malpractice (also known as Medical Professional Liability) and General Liability (“GL”). Within each of these lines of business we target specific classes that we believe exhibit adequate pricing and favorable terms and conditions. We have gradually diversified the number of classes in which we do business, expanding into areas where we were able to add expertise by hiring key employees or contracting with experienced program administrators. During 2007, for example, we added clinical research facilities and media companies to our product roster. We also commenced new professional liability insurance programs for senior living facilities, as well as a new general liability program for short-line railroads. Like all our program administration relationships, these arrangements call for underwriting by third parties within parameters established and monitored by Darwin. All reinsurance and claims handling for our program business is handled internally by our own employees, except in the case of the short-line railroad program, where we have selected a third-party administrator for claims handling.


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The following table sets forth gross premiums written by line of business during each of the past three years:
 
                                                 
    Year Ended December 31,  
    2007     2006     2005  
    Amount     Percent     Amount     Percent     Amount     Percent  
    (Dollars in thousands)  
 
Directors and Officers
  $ 38,737       13.8 %   $ 40,626       16.5 %   $ 32,926       19.9 %
Errors and Omissions
    140,013       49.9 %     111,039       45.1 %     58,867       35.5 %
Medical Malpractice Liability
    100,783       36.0 %     94,587       38.4 %     74,031       44.6 %
General Liability
    750       0.3 %           0.0 %           0.0 %
                                                 
Total
  $ 280,283       100.0 %   $ 246,252       100.0 %   $ 165,824       100.0 %
                                                 
 
Each of these businesses has underwriting and service needs that are unique to its operations and, therefore, we believe that each provides a distinct underwriting opportunity for us.
 
Although we generally seek to build a balanced book of business in our four lines, we will write more business in one line or in one industry concentration than another when we see favorable market opportunities. For example, in 2007 our E&O Liability line, where we observed favorable market conditions, totaled 49.9% of gross premiums written.
 
The overwhelming numbers of our policies are “claims-made,” although we do write a small amount of “occurrence” coverage. Claims-made policies cover only those lawsuits or other claims that are asserted during the policy period. Occurrence policies cover claims no matter when they are asserted, so long as they are based on incidents that took place during the policy period. Claims-made policies are generally considered to have a shorter “tail,” meaning that the insurer can recognize its ultimate liabilities, if any, more quickly than under longer-tailed occurrence policies, where the claim may not be asserted until years after the policy period.
 
D&O.  Under various state laws, a corporation is authorized to indemnify its directors and officers against legal claims arising in connection with their work on behalf of the corporation. In order to attract and retain qualified directors and officers, corporations purchase D&O insurance. D&O insurance for public corporations covers directors and officers when the corporation is not legally permitted, or is financially unable, to indemnify them, and policies that address only this exposure are known as “A-side D&O” coverage. Many D&O policies also cover the corporation to the extent that the corporation has indemnified directors and officers, and they also frequently cover the corporation directly for claims relating to violations of the securities laws. D&O insurance for private or non-profit accounts generally provides broader coverage for the entity, but has little or no exposure to securities claims.
 
Public Accounts.  We write policies providing up to $20 million of coverage in this class of our business, a significant portion of which has resulted from strong service relationships we’ve established with a small number of wholesale brokers. Pricing in the public D&O market was hard when we began our business in 2003, but it has since softened. As a result, we have limited our writings in this line of business, and public D&O has declined as a percentage of our total gross premiums written.
 
Private Accounts and Non-Profit Accounts.  This business focuses on small private businesses and non-profit organizations. The U.S. Small Business Administration has estimated that there are over twenty million for-profit, non-farm small businesses in the U.S. We believe that this class has had favorable loss experience in recent years, and we expect this class to represent an increasing part of our D&O business in the near term. We generally write business in this class on an admitted basis and generally issue primary policies. We currently offer limits of up to $15 million in this class, but most of our issued policies have limits of $2 million or less. Average policy premium in this class is relatively low (for calendar year 2007, approximately $4 thousand), and we believe that our i-bind system presents an opportunity for us to expand our writings in this class.
 
We did not market to non-profit accounts until late 2005, when we added a D&O product for non-profit organizations to i-bind. One national information source on U.S. non-profits lists over 1.5 million IRS-recognized organizations in its database, which represents a significant market. Private and non-profit D&O coverage is frequently sold with both management liability and employment practices liability (“EPL”) coverage. Through i-bind, we also offer a stand-alone EPL product for those purchasers who are only interested in the EPL coverage.


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Healthcare Management Liability.  Our target buyers in this class are non-profit health systems and hospitals and managed care organizations. As we are one of the few insurers that write both managed care E&O and D&O, the two products are frequently marketed together to managed care organizations. Most of our D&O for managed care organizations is written on a surplus lines basis, while the majority of our business for hospitals is written on an admitted basis. We currently offer policies with limits of up to $15 million in this class.
 
Financial Institutions D&O/E&O:  In 2006, Darwin began to selectively underwrite risks in the Financial Institutions (“FI”) sector. This segment includes a variety of financial institutions including banks, insurance companies, investment advisors, mutual funds, hedge funds and private equity funds. These products provide D&O and E&O on a stand-alone and blended basis, and currently offer policy limits of up to $20 million for A-side D&O and $10 million for all other classes. The majority of business in this class is written on a surplus lines basis, with admitted policies available in select states.
 
E&O.  This coverage protects insureds, generally business owners and professional service providers, against claims by clients, customers and other parties that services rendered by the insured were executed negligently or outside of professional standards. We provide insurance against underlying liability claims as well as the legal fees in connection with defending such claims. Some types of organizations or professionals receive a specialized form of policy that is highly customized for their needs and risks (e.g., insurance agents, law firms). Miscellaneous E&O refers to those coverages that can be written on a more generic, less customized form of policy. Our principal E&O product lines are Managed Care E&O, Lawyers Professional E&O and Insurance Agents E&O. Although relatively new additions to our E&O product capabilities, we believe that Technology E&O, Miscellaneous Professional E&O, Standard Lawyers Professional Liability, Municipal Entity and Public Officials E&O and Insurance Company E&O have the potential to be significant contributors to our future growth. E&O tends to be a more fragmented and regionalized marketplace than D&O, since the risks vary significantly depending on the nature of the profession and the geographic area in which it is practiced. Despite this fragmentation and diversity, the E&O business is generally competitive. Despite the increasingly competitive market conditions, we believe that certain classes remain adequately priced and that, with knowledgeable underwriting and well-conceived distribution and claims handling systems, we can be successful in these lines.
 
Managed Care E&O.  Managed Care E&O provides protection for some business activities of managed care organizations such as evaluating the appropriateness of medical services provided for purposes of coverage under a health care plan (utilization review), and selecting, evaluating or contracting with providers of medical services (provider selection). Our E&O policies specifically exclude coverage for any medical professional service (except for vicarious liability claims). We believe that the Managed Care E&O market has comparatively few competitors for the primary and first excess layer business that we target. Therefore, we believe we have become a significant supplier in this class of business. We issue Managed Care E&O policies with limits of up to $20 million. We are most interested in primary and first excess layer placements in this class. The business we have written to date is either on a surplus lines basis or, in states where there has been deregulation which allows us to write business without regulatory review or approval of rates and forms, on an admitted basis.
 
Lawyers Professional E&O.  In this class, we have historically targeted small to mid-sized firms (generally with fewer than 50 attorneys) which the market considers “non-standard.” Non-standard generally refers to legal specialties that are considered to be more complicated and to carry the potential for greater exposure. We typically write this business on a surplus lines basis, offering liability limits up to $10 million, although actual policy limits are typically between $1 million and $2 million. We believe that with careful underwriting and appropriate pricing, non-standard risks in the lawyers E&O class can produce attractive profits. During 2006, we entered the standard small and mid-size markets. A significant portion of the business that we write in this class are written on an admitted basis and are produced via one or more program administration arrangements with leading agencies in selected geographic areas.
 
We selectively offer limits of up to $5 million to large law firm risks under appropriate circumstances, although the market in this segment is quite competitive, and opportunities that offer attractive pricing are increasingly rare. In general, we believe that, compared to small and mid-sized law firm business, large law firm business is more volatile and more difficult to write profitably over long periods. Our current overall market share in Lawyers


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Professional E&O is very small. However, we believe that the pricing for the law firm risks in our targeted segments remains attractive and that there are significant opportunities to expand this book of business.
 
Insurance Agents E&O.  Claims against insurance agents and agencies tend to increase in frequency and severity following large systemic losses. As a result of the significant catastrophe and liability losses that occurred in the U.S. in recent years, the insurance agents’ E&O marketplace had been in a “hard market” cycle. While this segment has been profitable during the past several years, new entrants have caused the market to become more competitive. We focus primarily on the mid-sized managing general agents, managing general underwriters, and wholesale agents and brokers. We will also write more complex business in this class (such as larger specialist retailers and third party administrators) where we see favorable opportunities. We currently offer policies with limits of up to $15 million, and nearly all of our business in this class is being written on a surplus lines basis.
 
Insurance Company D&O and E&O.  In 2006 we began writing coverages for alternative risk transfer (“A.R.T”.) facilities, including captives, risk retention groups, reciprocals, and exchanges, as well as for privately held non-rated insurance companies (i.e., insurance companies without an A.M. Best Company financial strength rating). The product is a combined management and professional liability policy, and it is geared towards A.R.T. facilities that offer property and casualty, workers’ compensation, and life, accident, and health insurance, so long as they write $250 million or less in annual gross written premium. The coverages include D&O, E&O and employment practices liability (“EPL”) components. Coverage is also available for subsidiary operations, including claims administrators, captive managers, and managing general agents/underwriters. The business is produced by both retail and wholesale producers, and is written on a surplus lines basis.
 
Technology E&O.  Technology E&O is one of our newer classes of business. While businesses that provide technology services comprise a significant part of this market, the widespread use of technology in virtually every American industry creates opportunities to provide coverage to companies that use technology. In addition to providing coverage for negligent technology services, a Technology E&O policy may cover risks relating to network security, on-line media, privacy and intellectual property. In addition to liability coverage, some competitors also offer first-party business interruption coverage for certain technology events. We are considering offering this type of first-party coverage as well. Our strategy has been to identify niches where we can develop a depth of knowledge that will allow us to quantify the technology exposures. In addition to technology providers, our Technology E&O business focuses increasingly on technology users providing network security and privacy coverage. We currently offer policies with limits of up to $10 million in this class. A significant portion of the business that we write is produced through wholesale brokers and written on a surplus lines basis.
 
Municipal Entity and Public Officials E&O.  We have entered into an agreement with Professional Government Underwriters, Inc. (“PGU”), a program administrator that specializes in Municipal Entity and Public Officials E&O. PGU’s Municipal Entity and Public Officials E&O business consists of three distinct subclasses: Educators Professional Liability; Police Professionals Liability; and Public Officials Liability. PGU’s business focuses on smaller jurisdictions rather than on major metropolitan areas. We believe that this niche of smaller-sized public entity business represents about $600 million to $750 million of gross premiums annually. PGU customers typically are municipalities that seek to purchase professional liability coverages separately from standard property and casualty coverages. Our policies cover the municipality and/or municipal employee for claims such as employment discrimination, mismanagement or improper use of funds, and failure to or improper discharge of official duties. In July 2007, we announced an optional enhancement to our Educators Professional Liability product, which provides coverage for limits up to $250 thousand for crisis management expenses incurred by the named insured following an act of school violence. We currently offer policy limits up to $5 million in this class. Most of the business is written on a surplus lines basis, but in a few states it is offered on an admitted basis. Under this program, PGU markets the program, receives applications and binds the coverage, subject to our underwriting guidelines. We retain responsibility for administration of claims and for any reinsurance.
 
Psychologists E&O.  In 2006 we entered into a program administration agreement with American Professional Agency (“APA”) to provide Psychologist’s E&O Insurance to its nationwide group of mental health professionals. The APA program coverage offers individual limits of up to $2.0 million, and is available in all states on an admitted and surplus lines basis. A wide range of mental health professionals, including psychologists, marriage and family counselors, school counselors, employed counselors, bachelor’s-level employed counselors,


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clergy and pastoral counselors, certified hypnotists, sex counselors, psychoanalysts, and employed marriage and family therapists, are eligible for coverage. Policies are marketed by APA, which also accepts applications, underwrites and binds coverage, in accordance with underwriting guidelines prepared and maintained by our in-house experts. We are solely responsible for all claims administration and reinsurance matters. APA, which also administers our Psychiatrist’s Program (see below under Medical Malpractice Liability), is a New York-based risk program administrator with long experience in insuring mental health professionals.
 
Media Liability.  During 2007, Darwin entered the media liability market with a policy form which provides either a claims-made or occurrence coverage, at the purchaser’s option. Media liability insurance is intended to provide defense and indemnity for claims arising out of the perils (e.g. defamation, infringement, privacy claims) faced by companies that create, fund, produce or disseminate content into the public domain. Our target segments include publishers, broadcasters, advertising agencies, advertisers, TV and film producers, authors and music industry risks. We have estimated that size of the overall U.S. media liability market is approximately $300 million, and we believe the market is expanding with non-media companies’ offering more content to the public via the Internet. Darwin offers media liability limits up to $10 million through its existing wholesale and retail producer network, generally on a surplus lines basis.
 
Miscellaneous Professional E&O.  Miscellaneous Professional E&O refers to coverages that are written on a more generic, less customized form of policy. Claims are usually made by clients alleging errors and omissions in the performance of professional services. The insurance industry typically recognizes more than fifty sub-classes within this class, such as travel agents, notary publics, title agents and abstractors. We have written a small amount of Miscellaneous Professional E&O to date, but believe that there is potential to grow this business over the long term as we expand the use of i-bind, generally on a surplus lines basis.
 
Medical Malpractice Liability.  We are currently engaged in four distinct classes within our Medical Malpractice Liability line of business: Hospital Professional Liability; Miscellaneous Medical Facilities; Physicians and Physician Groups; and Psychiatrists. In this line of business, we provide coverage to physicians and other healthcare providers as individual practitioners or as members of practice groups. Our insurance protects policyholders against losses arising from professional liability claims and the related defense costs for injuries in which the patient alleges that medical error or malpractice has occurred. Optional coverage is available for the professional corporations in which some physicians practice. We believe that our development and underwriting of these products demonstrates our commitment to, and expertise in, the healthcare market. If current market conditions continue, we believe our Medical Malpractice Liability line should continue to present an opportunity for growth. Most of our Medical Malpractice Liability line is produced by large retailers, regional specialty retailers and wholesalers. In the Medical Malpractice Liability line, we generally write primary and first excess layer placements.
 
Hospital Professional Liability.  Our hospital professional liability book is the largest class within our Medical Malpractice Liability line of business and consists of a portfolio of community hospitals, typically with 300 or fewer licensed beds, located throughout the United States. In this class, we currently offer limits of up to $16 million, generally written on a surplus lines basis (except in a small number of states where we write this business on an admitted basis).
 
Miscellaneous Medical Facilities.  This class consists of surgical centers, out-patient clinics and other specialty medical facilities. Most of the business is written on a surplus lines basis with policy limits in the range of $1 million to $5 million, with maximum limits of $11 million. In 2007 we introduced a product customized for a special niche within this segment, clinical trial professionals, clinical researchers and research facilities, and in 2007 we commenced a program designed specifically for organ-procurement organizations.
 
Physicians and Physician Groups.  Our business in this class falls into two categories: small to mid-sized physician group (generally, groups with fewer than 50 physicians) policies, such groups where a fraction of the physicians who are in the group have raised an underwriting complexity, and individual physicians who are in the non-standard marketplace, such as physicians with prior claims experience or physicians performing particularly high-risk procedures (for example, bariatric surgery). Most of this business is written on a surplus lines basis with policy limits in the range of $1 million to $2 million, with maximum policy limits of $11 million on larger physician groups.


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Psychiatrists.  This class of business is written through APA, which as noted above (see Psychologists E&O) is a program administrator that specializes in this class. These policies are written on an admitted basis with policy limits of up to $1 million, except that, in certain jurisdictions where we are required to do so, we offer policy limits of $2 million. Under this program, APA has authority to bind policies, subject to our underwriting guidelines. We retain responsibility for administration of claims and any reinsurance.
 
Senior Living Professional Liability.  In September 2007, we announced a new underwriting services agreement with K&B Underwriters, LLC (“K&B”) to provide coverage for the professional and general liability exposures faced by non-hospital based residential healthcare facilities serving seniors. Eligible risks span the entire spectrum of healthcare delivery; including providers of sub-acute/skilled nursing and intermediate care to assisted/independent living facilities and continuing care retirement communities. We estimate that the current market for those accounts meeting our eligibility requirements represents approximately $700 million in gross premiums annually. The insurance program underwritten by K&B provides primary coverage for $1 million per claim, with up to additional $10 million umbrella coverage available, subject to in-house approval by a Darwin underwriter. Coverage is available in most states exclusively on a surplus lines basis and is offered predominately as claims-made. Under this agreement, K&B markets the program, receives applications and binds the coverage, subject to our underwriting guidelines. We retain responsibility for administration of claims and for any reinsurance.
 
General Liability:  Until 2007, our exposure base had been limited to professional liability lines (such as management and professional liability, malpractice and E&O), the sole exception being GL coverage attendant to our medical malpractice products. As discussed below, we initiated a new GL program in 2007, and we would expect to consider additional GL business as attractive opportunities arise in the future.
 
Liability for Short-line Railroads.  In July 2007, we entered into a new program administration agreement with Empire Insurance Services, LLC (“Empire”) to provide railroad liability coverage for short-line railroads; terminal and switching railroads; tourist, excursion and scenic railroads; railroad museums and other railroad-related accounts associated with, or serving the short line industry. Empire’s business is directed towards small to medium sized accounts, generally limited to Class III railroads (U.S. Surface Transportation Board classification) and similar risks, with annual revenues less than $25 million. Based on publicly available data from various U.S. government agency and trade association sources, we estimate that the current market for this niche segment of the larger railroad industry represents approximately $100 million in gross premiums annually. The Empire program provides coverage for up to $10 million per claim, on a claims-made basis, for railroad liability exposures. This business is currently written on a surplus lines basis and is available in all states. Under this program, Empire markets the program, receives applications and binds the coverage, subject to our underwriting guidelines. We retain responsibility for any reinsurance placements and have entered into a contract with Railroad Claims Services, Inc. (“RCSI”), a third party claims administrator with extensive experience in this line, for administration of claims and for loss control and risk management services.


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Geographic Concentration
 
The following table sets forth the geographic distribution of our gross premiums written for the years ended December 31, 2007, 2006, and 2005:
 
                                                 
    Year Ended December 31,  
    2007     2006     2005  
          Percent of
          Percent of
          Percent of
 
    Amount     Total     Amount     Total     Amount     Total  
                (Dollars in thousands)              
 
California(1)
  $ 28,998       10.4 %   $ 22,567       9.2 %   $ 14,156       8.5 %
Pennsylvania
    23,803       8.5 %     20,206       8.2 %     10,696       6.4 %
Texas
    21,738       7.8 %     18,205       7.4 %     14,786       8.9 %
New York(2)
    21,149       7.5 %     18,240       7.4 %     12,441       7.5 %
Florida
    19,599       7.0 %     16,168       6.6 %     14,557       8.8 %
Illinois
    18,909       6.7 %     14,714       6.0 %     9,405       5.7 %
New Jersey
    12,874       4.6 %     10,636       4.3 %     6,289       3.8 %
Connecticut
    9,893       3.5 %     7,033       2.8 %     5,437       3.3 %
Arizona
    8,515       3.0 %     6,210       2.5 %     2,654       1.6 %
Ohio
    7,851       2.8 %     5,395       2.2 %     4,591       2.8 %
All others
    106,954       38.2 %     106,878       43.4 %     70,812       42.7 %
                                                 
Total
  $ 280,283       100.0 %   $ 246,252       100.0 %   $ 165,824       100.0 %
                                                 
 
 
(1) Darwin Select is currently eligible as a surplus lines carrier in California. DNA received its California license during the fourth quarter of 2007.
 
(2) DNA is currently licensed in New York. Darwin Select became an eligible surplus lines carrier in New York during the first quarter of 2008.
 
Concentration by Statutory Line
 
The following table sets forth our gross premiums written by statutory line for the years ended December 31, 2007, 2006, and 2005:
 
                                                 
    Year Ended December 31,  
    2007     2006     2005  
          Percent of
          Percent of
          Percent of
 
    Amount     Total     Amount     Total     Amount     Total  
                (Dollars in thousands)              
 
Other liability(1), claims-made
  $ 175,266       62.5 %   $ 147,687       60.0 %   $ 91,494       55.2 %
Other liability(1), occurrence
    4,234       1.5 %     3,978       1.6 %     299       0.2 %
Medical malpractice liability, claims made
    100,783       36.0 %     94,587       38.4 %     74,031       44.6 %
                                                 
Total
  $ 280,283       100.0 %   $ 246,252       100.0 %   $ 165,824       100.0 %
                                                 
 
 
(1) Under statutory reporting standards, “Other liability” includes, but is not limited to, D&O, E&O, and GL.
 
Underwriting
 
Our underwriting approach focuses on disciplined analysis, pricing appropriate to risk assumed and prudent coverage terms, accompanied by multi-level underwriting and actuarial reviews. Formal rating strategies and plans have been adopted for each line of business. Underwriting acceptability depends on business class, claims history, experience of the insured’s management team, financial stability and other relevant factors. The information is obtained from, among other sources, application forms, underlying insurance coverage (if any), the applicant’s


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policies and procedures, financial condition, public disclosures and interviews with the management team. If an account does not meet acceptability parameters, coverage is declined. In connection with renewal, claims activity is reviewed to test the accuracy of our original profitability assessments and the information obtained during the prior underwriting of the insured is updated.
 
Darwin’s operations are organized so as to maintain underwriting discipline. We have a technical group of product specialists and actuaries which sets underwriting policies and guidelines, which are then implemented by underwriters who maintain relationships with distribution partners. The technical group consists of approximately ten members, headed up by our chief underwriting officer and our chief actuary. In consultation with all relevant disciplines, this group is responsible for product design, rating, underwriting guidelines, testing and overall quality control. Daily underwriting business, including reviews of individual submissions, is conducted by centralized underwriting teams, grouped according to business line and industry. The underwriting authority for each underwriter, who typically specializes in a specific line or class of business, is determined on an individual basis. Except for business bound by program administrators (third-party entities authorized to bind business for us, subject to underwriting guidelines that we prescribe), our in-house underwriters make all underwriting decisions.
 
We actively monitor the growth and profitability of our business, with the goal of ensuring continued profitability. Included within this monitoring process are: “roundtable” reviews of underwriting risks; price and trend monitoring discussions among our underwriting, claims and actuarial groups, as well as senior management; quarterly meetings of claims, actuarial, and underwriting personnel (including senior management) to review serious and potentially serious claims; and periodic internal audits of the claims and underwriting functions. We believe that disciplined monitoring of the business we’re writing is a key to continued underwriting success, as it provides us with the ability to react quickly to changing market conditions.
 
Our commitment to sustaining underwriting profitability is reflected in and augmented by our incentive structure for senior management, which ties bonus compensation to long-term underwriting results. Darwin has a Long-Term Incentive Plan (“LTIP”) under which a profit pool is established for each year. Management personnel selected by the Compensation Committee of Darwin’s Board of Directors are assigned percentage participations in the profit pool established for each year. In order to encourage management retention, participants vest in each calendar year’s profit pool over a four-year period, with payouts generally made over the fourth, fifth and sixth years following the end of the subject profit pool year. The payout schedule is intended to hold management accountable for loss development over a six-year period. In addition, the LTIP provides for loss carryforwards and loss carrybacks, so that amounts under profit pools for different years are offset against one another and any loss arising in one profit pool needs to be “made whole” by offset from available credit under another profit pool. We believe that the structure of the LTIP aligns management’s interests with the primary objective of creating and sustaining superior returns by generating consistent underwriting profits across product lines and through all market cycles.
 
Marketing and Distribution
 
We distribute our products through a select group of approximately 180 distribution partners, including brokers, agents and program administrators. Our business development staff is responsible for selecting the brokers and agents we do business with, as well as training them to market and sell our products and monitoring to ensure compliance with our production and profitability standards. For calendar years 2007, 2006 and 2005, we generated quote ratios (business quoted to applications submitted) of 52.0%, 46.7% and 30.4%, respectively. Among the total policies quoted, we bound 29.8% in 2007, compared with 27.3% and 31.7% in 2006 and 2005. Distribution of our products is somewhat concentrated, with approximately 27.2% of our gross premiums written for calendar year 2007 being distributed through two of our distribution partners: APA and Marsh Inc.
 
In choosing distribution partners, we look for technical expertise; a shared commitment to excellent service (including value-added elements like risk management and loss control); ability to significantly penetrate the portion of the distributor’s business that is of greatest interest to us; and willingness to innovate with us in new technologies, processes and products. We have developed a rating scale to assess new potential partners, which is based on the factors listed above. Approvals for new brokers are limited, and are often granted by line and class of business, rather than on a blanket basis. Since we have used the application process and rating scale, we have reached what we believe to be an optimally sized distribution force based upon the business segments at this time.


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As discussed above, we currently use program administrators in a number of lines. Program administrators are independent product line specialist firms which are authorized to solicit and accept applications for insurance and to issue policies on our behalf within underwriting guidelines that we prescribe. We retain responsibility for administration of claims, although we may opt to outsource claims in selected situations, as we have with the third-party administrator (“TPA”) we hired to handle the Empire program’s short-line railroad claims. In all cases, we retain sole responsibility for reinsurance on the program business. Before we enter into a program administration relationship, we analyze historical loss data associated with the program business and perform a diligence review of the administrator’s underwriting, financial condition and information technology. In selecting program administrators, we consider the integrity, experience and reputation of the program administrator, the availability of reinsurance, and the potential profitability of the business. In order to assure the continuing integrity of the underwriting and related business operations in our program business, we conduct additional reviews and audits on an ongoing basis. To help align our interests with those of our program administrators, profit incentives based on long-term underwriting results are a significant component of their fees.
 
Our distribution partners produce business through traditional channels as well as through i-bind, our proprietary web-based underwriting system. As of year-end 2007, i-bind has been introduced to approximately sixty producers for our private and non-profit D&O and certain E&O products. We believe that the continuing expansion of our i-bind network has the potential to significantly contribute to the growth of the small account business that we target, and we intend to continue our efforts to increase both the number of distributors using i-bind and the products available through the system.
 
Arrangements with the Capitol Companies
 
The Company was initially formed in March 2003 as a non risk-bearing underwriting manager for the Capitol Companies, pending the establishment or acquisition of a separate insurance carrier for Darwin business. Effective June 1, 2003, DPUI entered into an underwriting management agreement with each of the Capitol Companies pursuant to which DPUI was appointed by each of the Capitol Companies to underwrite and administer specialty liability insurance business. These policies are written by the Capitol Companies pursuant to the underwriting management agreements currently in effect and are fully reinsured by DNA. During the third quarter of 2006, DNA collateralized reinsurance payables to the Capitol Companies with the establishment of reinsurance trusts which are, and are required in the future to be, funded at 100% of the reinsurance payables outstanding from time to time.
 
Since November 2005, when our insurance company subsidiaries obtained their own A.M. Best ratings of “A−” (Excellent), DPUI has written coverage on policies issued by DNA or Darwin Select whenever possible. Regulatory constraints prevent our writing on DNA in some states, however. In addition, the Capitol Companies have A.M. Best ratings of “A” (Excellent), and insureds in certain classes (primarily public company D&O) require policies issued by an “A” rated insurer. Consequently, although we write the majority of our business on DNA or Darwin Select policies, we continue to depend for a portion of our business on our ability to underwrite policies issued by the Capitol Companies’ subsidiaries, under the underwriting management agreements with each of them, each of which is fully reinsured by DNA. For the year ended December 31, 2007, we wrote gross premiums of $42.9 million (15.3% of our total gross premium written) through the Capitol Companies arrangement. This is a decrease from the year ended December 31, 2006, when we wrote gross premiums of $65.8 million (26.7% of our total gross premiums written) through the Capitol Companies arrangement. Of the 2007 amount, $29.6 million related to business where our insured required a policy from an A.M. Best “A” rated carrier. While our reliance on the Capital Companies arrangement related to regulatory constraints has greatly diminished during 2007, we do not expect that our issuance of policies written on the Capitol Companies for the insureds who require an A.M. Best rating of “A” (Excellent) will decline so long as our rating is “A−” (Excellent). Most of the insureds in this category are public companies purchasing D&O insurance.
 
The following table indicates the amount of public company D&O gross premiums written in each of the periods presented as a percentage of total gross premiums written for such period. Management believes that public


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company D&O is the most rating sensitive class of business we write and, accordingly, that it provides the best available indicator of our level of rating sensitive business.
 
                         
    Year Ended December 31,  
    2007     2006     2005  
    (Dollars in millions)  
 
Public D&O Gross Premiums Written
  $ 21.0     $ 29.0     $ 26.3  
Total Gross Premiums Written
  $ 280.3     $ 246.3     $ 165.8  
Percentage of Total Represented by Public D&O
    7.5 %     11.8 %     15.9 %
 
The fees charged to Darwin for the issuance of Capitol Companies’ policies in respect of business produced by DPUI during 2007 were 3.0% of gross premiums written. In addition, under the fee arrangements, Darwin is required to reimburse the Capitol Companies for direct expenses that they incur in connection with the issuance of Darwin-produced policies (such as premium taxes and guaranty association assessments). Pursuant to the fee arrangements, Darwin incurred fees payable to the Capitol Companies of $1.3 million in 2007, and reimbursed the Capitol Companies an additional $0.5 million during 2007 for direct expenses incurred, in connection with the business written on policies of the Capitol Companies.
 
The term of the underwriting management agreements between DPUI and the Capitol Companies run from June 1 through May 31 of each year. However, either party may terminate effective upon an expiration date, provided that the terminating party provides 60 days prior notice of termination. In addition, a Capitol Company may terminate at any time, by written notice, when Alleghany does not own at least 51% of the outstanding equity interests in DPUI or upon a sale of all or substantially all of the assets of DPUI to a person other than Alleghany or an affiliate of Alleghany. DPUI may terminate its underwriting management agreement with a Capitol Company at any time, by written notice, when Alleghany does not own at least 51% of the outstanding equity interests in the subject Capitol Company or upon a sale of all or substantially all of the assets of the subject Capitol Company to any person other than Alleghany or an affiliate of Alleghany. Effective as of the end of 2007, DPUI delegated the performance of obligations under the underwriting management agreements to its subsidiary, DNA, with the Capital Companies’ consent.
 
Reinsurance
 
Ceded Reinsurance
 
We reinsure a portion of our business with other insurance companies. Ceding reinsurance permits us to diversify risk and limit our exposure to loss arising from large or unusually hazardous risks or catastrophic events in addition to frequency risks. We are subject to credit risk with respect to our reinsurers, as ceding risk to reinsurers does not relieve us of liability to our insureds. To mitigate reinsurer credit risk, we cede business to reinsurers only if they meet our requirement of an A.M. Best rating of “A−” (Excellent). If a reinsurer’s A.M. Best rating falls below “A−” (Excellent), our contract with the reinsurer generally provides that we may prospectively terminate the reinsurer’s participation in our reinsurance program upon 30 days’ notice.
 
In general we retain the first $1 million of loss per claim across most classes of business including many of the E&O classes, private and non-profit D&O and most medical malpractice classes. However for commercial D&O, healthcare management and FI D&O, managed care and FI E&O and short-line railroad liability we retain the first $2 million of loss per claim. On other specific classes we retain lower limits that currently range from $0.3 million to $0.5 million of loss per claim. In addition we retain various additional amounts known as co-insurances that vary between 10% and 25% of the limits above these retentions. The table below provides more details of our retentions and the maximum amount we retain for the largest policy amount that we write.
 
Generally, there are two types of traditional reinsurance, treaty reinsurance and facultative (individual risk) reinsurance. We currently purchase treaty reinsurance and, as described below, in certain cases we purchase facultative reinsurance.
 
Treaty Reinsurance.  Our treaty reinsurance program consists of excess of loss reinsurance.


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The following is a summary of our major treaty reinsurance coverages effective for policies written at December 31, 2007:
 
                     
                    Total Company
                    Retention at
    Product Lines
  MaximumPolicy
  Reinsurance
  Description of
  Maximum Limit
Treaty
 
Covered
 
Limits Offered
 
Coverage
 
Company Retention
 
Offered
 
Professional Lines(1)   Commercial, Healthcare and FI D&O, FI E&O and Shortline Railroad General Liability   $20 million per claim for A-Side D&O; $15 million per claim for Healthcare D&O; and $10 million per claim for all other classes   $18 million excess of $2 million per claim for A-Side D&O; $13 million excess of $2 million for Healthcare D&O; $8 million excess of $2 million per claim for all other classes   First $2 million per claim; 25% of the next $3 million of loss per claim; 15% of the next $10 million of loss per claim; and 10% of the next $5 million of loss per claim   $4.75 million per claim for A-Side D&O; $4.25 million per claim for Healthcare D&O; and $3.5 million per claim for all other classes
Professional Lines(1)   Private and Non-Profit D&O, E&O (Technology E&O, Lawyers Professional E&O for law firms with fewer than 100 lawyers, Insurance Agents E&O, Insurance Company E&O, Miscellaneous Professional E&O, and Media)   $15 million per claim for Private and Non-Profit D&O and Insurance Agents E&O; and $10 million per claim for all other classes   $14 million excess of $1 million per claim for Private and Non- Profit D&O and Insurance Agents E&O; $9 million excess of $1 million per claim for all other classes   First $1 million per claim; 25% of the next $4 million of loss per claim; and 15% of the next $10 million of loss per claim   $3.5 million per claim for Private and Non-Profit D&O and Insurance Agents E&O; $2.75 million per claim for all other classes
Managed Care E&O(1)   Managed Care E&O   $20 million per claim for Managed Care E&O   $18 million excess of $2 million per claim   First $2 million per claim; 25% of the next $3 million of loss per claim; 15% of the next $5 million of loss per claim; and 10% of the next $10 million of loss per claim   $4.5 million per claim
Medical Malpractice(1)   Physicians, Hospitals   $16 million per claim   $10 million excess of $1.0 million per claim   First $1 million per claim; 15% of loss in excess of $1 million per claim   $2.5 million per claim
Psychiatrists
  Psychiatrists Professional Liability   $2 million per claim   $1.5 million excess of $0.5 million per claim   $0.5 million per claim   $0.5 million per claim
Psychologists
  Psychologists E&O Liability   $2 million per claim   $1.50 million excess of $0.5 million per claim   $0.5 million per claim   $0.5 million per claim
Public Entity(1)
  Municipal Entity and Public Officials, Police and Governmental Employees E&O   $5 million per claim   $4.7 million excess of $0.3 million per claim   First $0.3 million per claim; 15% of $1 million in excess of $1 million per claim; 10% of $3 million in excess of $2 million per claim   $0.75 million per claim
 
 
(1) Caps or aggregate limits apply to various layers of coverage as set forth in each reinsurance contract.
 
We purchase excess of loss reinsurance to mitigate the volatility of our book of business by limiting exposure to frequency and severity losses. We purchase both fixed rate and variable rate excess of loss reinsurance.
 
  •  Fixed rate excess of loss reinsurance, under which we cede a fixed percentage of premiums to our reinsurers depending upon the policy limits written, provides indemnification to us in excess of a fixed amount of losses incurred up to a maximum recoverable amount. The maximum amount recoverable is expressed as


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  either a dollar amount or a loss ratio cap which is expressed as a percentage of the maximum amount of the ceded premium. In some instances the contracts are expressed as the greater of a dollar amount or a loss ratio cap. The maximum amounts recoverable when expressed as a loss ratio cap vary from a minimum of 250% to a maximum in excess of 700% of ceded premium payable within the terms of the contracts.
 
  •  Variable rate excess of loss reinsurance is structured on a basis that enables us to retain a greater portion of premium if our ultimate loss ratio is lower than an initial loss pick threshold set by our reinsurers. For these contracts our ultimate ceded premium incurred on these treaties is determined by the loss ratio on the business subject to the reinsurance treaty. As the expected ultimate loss ratio increases or decreases, the ceded premiums and losses recoverable from reinsurers will also increase or decrease relationally within a minimum and maximum range for ceded premium and up to a loss ratio cap for losses recoverable. Until such time as the ceded premium reaches the maximum rate within the terms of the contract, ceded premium paid to the reinsurer will be in excess of the amount of any losses recoverable from reinsurers. After the ceded premium incurred reaches the maximum rate stated in the contract, losses incurred covered within the contract are recoverable from reinsurers up to a maximum amount recoverable, without any required additional ceded premium payment. The maximum amount recoverable is expressed as either a dollar amount or a loss ratio cap which is expressed as a percentage of the maximum amount of the ceded premium. In some instances the contracts are expressed as the greater of a dollar amount or a loss ratio cap. When expressed as a loss ratio cap these variable rated contracts vary from 225% to 300% of the maximum rate of ceded premium payable within the terms of the contracts. As a result, the same uncertainties associated with estimating loss and loss adjustment expense (“LAE”) reserves affect the estimates of ceded premiums and losses recoverable from reinsurers on these contracts. In some instances we have purchased variable rated excess of loss reinsurance that has no maximum amount recoverable.
 
We also purchase pro rata reinsurance for certain portions of our book of business. Pro rata reinsurance allows us to grow our book of business cautiously by managing our loss exposure and net premiums written position. Furthermore, pro rata reinsurance allows us to collect a ceding commission equal to a percentage of ceded premiums. We typically use such ceding commission on pro rata reinsurance to offset product development expenses and policy acquisition costs.
 
The principal reinsurance intermediary used by Darwin, R.K. Carvill & Co., Ltd., employs the brother of our Senior Vice President — Underwriting, David Newman, who is a member of Darwin management’s reinsurance purchasing committee. Mr. Newman’s brother, who resides in the United Kingdom, is compensated with respect to reinsurance transactions in which the Company engages, but Mr. Newman receives no personal benefit from such compensation. The Company’s reinsurance purchasing committee also consists of the Company’s Chief Executive Officer, Chief Financial Officer and Chief Actuary.
 
Facultative Reinsurance.  If a particular risk that we would like to write falls outside of the underwriting parameters of our treaty reinsurance, we utilize the facultative reinsurance market. Generally, facultative reinsurance enables us to take advantage of opportunities that arise from time to time to write specific, one-off risks on terms that we believe to be favorable.
 
Risk Transfer Requirements.  Reinsurance contracts that do not result in a reasonable possibility that the reinsurer may realize a significant loss from the insurance risk assumed and that do not provide for the transfer of significant insurance risk generally do not meet the requirements for reinsurance accounting and are accounted for as deposits. Darwin has no contracts with third-party reinsurers that do not meet the risk transfer provisions of Financial Accounting Standards Board (FASB) Statement No. 113, Accounting for Reinsurance (SFAS No. 113).
 
Darwin Select Reinsurance Recoverable.  In connection with its acquisition from Ulico Casualty Company in May 2005, the entity that became Darwin Select ceded all liabilities on insurance business it had written or assumed prior to the acquisition to Ulico Casualty Company. Darwin Select and Ulico Casualty Company also entered into a trust agreement under which Ulico Casualty Company established a trust account for the benefit of Darwin Select. Under the trust agreement, the obligations of Ulico Casualty Company to Darwin Select are collateralized by a deposit of trust assets, which are limited to cash and investment securities permitted by Arkansas insurance laws. At December 31, 2007, the aggregate amount of gross reserves in respect of the liabilities reinsured under the reinsurance agreement carried on the balance sheet of Darwin Select was $1.5 million. In addition, Ulico


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Casualty Company has agreed to indemnify both DNA (the purchaser) and Darwin Select against liabilities arising out of the operations prior to the closing. ULLICO Inc. has guaranteed the performance by Ulico Casualty Company of its indemnification obligations and of its obligations under the reinsurance agreement and the trust agreement. The trust fund balance was in excess of $1.5 million as of December 31, 2007.
 
Vantapro Reinsurance Recoverable.  In connection with the acquisition of Vantapro in November 2007 from Fireman’s Fund, Vantapro ceded all liabilities on insurance business it had written or assumed prior to the acquisition to Fireman’s Fund. At December 31, 2007, the aggregate amount of gross reserves in respect of liabilities reinsured under that reinsurance agreement was $449,000. In addition to the reinsurance contract, Fireman’s Fund has indemnified Vantapro for all remaining liabilities or obligations arising prior to the sale. Fireman’s Fund is rated “A” (Excellent) by A.M. Best.
 
Principal Reinsurers
 
The following table sets forth our ten largest reinsurers in terms of amounts recoverable as of December 31, 2007. Also shown are the amounts of ceded unearned reinsurance premiums for each reinsurer less net ceded premiums payable and amounts in trust accounts or secured by letters of credit to determine the net credit exposure by reinsurer as of December 31, 2007.
 
                                                         
                                        Reinsurance
 
                            Less
          Recoverable
 
                      Less
    Amounts in
          on Losses as a
 
          Reinsurance
          Reinsurance
    Trust
          % of Total
 
          Recoverable on
    Ceded
    Ceded
    Accounts
          Reinsurance
 
    A.M.
    Paid
    Unearned
    Premiums
    or Secured
    Net
    Recoverable
 
    Best
    and Unpaid
    Reinsurance
    Payable
    by Letters
    Exposure to
    on Paid and
 
Reinsurer
  Rating     Losses     Premiums     (Receivable)     of Credit     Reinsurer     Unpaid Losses  
                (Dollars in thousands)              
 
Transatlantic Reinsurance Company
    A+     $ 31,642     $ 8,293     $ 1,411     $     $ 38,524       23.2 %
Max Re Limited
    A−       18,571       7,690       2,078       24,183             13.6 %
AXIS Reinsurance Company
    A       16,986       8,953       3,506             22,433       12.5 %
ACE Property and Casualty Insurance Company
    A+       15,224       355       (181 )           15,760       11.2 %
Allied World Assurance Corporation
    A       14,745       3,511       1,257       17,000             10.8 %
Liberty Syndicate 4472(1)
    A       11,245       5,923       2,504             14,664       8.2 %
Platinum Underwriters Reinsurance, Inc. 
    A       11,142       6,277       1,433             15,986       8.2 %
Partner Reinsurance Company of the U.S. 
    A+       3,322       96       (322 )           3,740       2.5 %
American Reinsurance Company
    A       2,516       130       (8 )           2,654       1.8 %
Ulico Casualty Company
    B+       1,515                   1,528             1.1 %
                                                         
Subtotal
            126,908       41,228       11,678       42,711       113,761       93.1 %
All other reinsurers
            9,462       2,016       38       1,712       9,728       6.9 %
                                                         
Total reinsurance receivable
          $ 136,370     $ 43,244     $ 11,716     $ 44,423     $ 123,489       100.0 %
                                                         
 
 
(1) Liberty Syndicate 4472 is a wholly-owned subsidiary of Liberty Mutual Group Inc.
 
Reinsurance Assumed from the Capitol Companies.  As described above ( See “Arrangements with the Capitol Companies”), all of the obligations of the Capitol Companies relating to business produced by DPUI and


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written on policies of the Capitol Companies are fully reinsured by DNA and fully collateralized by a reinsurance trust. At December 31, 2007, the market value of trust assets was $217.6 million. Darwin retains ownership rights to the investments held in the trust and the investment income continues to accrue to the Company. In addition, Darwin has authority to substitute similar assets without prior notification to the Capitol Companies.
 
Claims Management and Administration
 
Our claims department, which is organized by product, manages all claims arising under insurance policies we have underwritten, except for claims in connection with our short-line railroad program which are managed for us by a third-party administrator with special expertise in that business. The policies we write may be either “duty to defend” or “indemnity” coverages. With duty to defend policies, we are obliged to appoint counsel to defend our insured. In connection with this, we have developed lists of counsel who have the expertise to defend claims professionally and in a cost-effective manner. With indemnity policies, the insured selects the defense counsel, subject to our approval. In either case, our claims department is actively involved in the evaluation, strategy and resolution of any case. With regard to our most severe claims, or claims which may involve coverage disputes, we retain monitoring counsel. These lawyers represent our interests, but may also add value to the defense team’s ability to resolve a claim.
 
Setting accurate and timely case reserves is an important function of the claims department. We use a severity code system to help assure that claims are being properly monitored and reserved, with more severe claims receiving the most attention but with all claims monitored through a diary system. Each claims handler is assigned the reserving and settlement authority that we believe is appropriate for his or her experience and the nature of the claims they handle.
 
Our claims professionals are located at our Farmington, CT headquarters and have regular interaction with underwriters, actuaries and the finance and accounting department. We also have quarterly claims meetings of claims and underwriting personnel and senior management to review serious claims and claims with the potential to become serious claims. We believe that this regular interaction provides us with the ability to efficiently monitor results.
 
Reserves for Unpaid Losses and LAE
 
We establish reserves on our balance sheet for unpaid losses and LAE related to our insurance contracts. As of any particular balance sheet date, there are claims that have not yet been reported. Although most of our insurance policies are issued on a claims-made basis, we do have some occurrence policies. In the case of occurrence policies, there may be claims that are not reported for years after the date that a loss event occurs. As a result, for both claims-made and occurrence business, the liability for unpaid losses and LAE at any given date includes significant estimates for claims incurred but not reported. Additionally, many of the claims that have been reported will be in various stages of resolution. Each claim is resolved individually based upon its merits, and some may take years to resolve, especially if litigated. As a result, the liability for unpaid losses and LAE at any given date reflects significant judgments, assumptions and estimates made by management relating to the ultimate losses that will arise from the claims. Due to the inherent uncertainties in the process of establishing these liabilities, the actual ultimate loss from a claim is likely to differ, perhaps materially, from the liability initially recorded, and the amount of the difference between the actual ultimate loss and the recorded amount could be material to the results of our operations.
 
As with any insurance company’s balance sheet date, some of the claims that have occurred will have not yet been reported; some that have been reported will not have been resolved. The time period between occurrence of a loss and its resolution by the insurer is referred to as the claims “tail.” Although Darwin’s predominance of claims-made policies has a positive impact in terms of reducing claim tails, most of our coverages are nonetheless regarded as having moderate or longer tails. This is because our lines of business frequently involve litigation by third parties against insureds, and the litigation may take years before resolution by judgment or settlement. Our reference to moderate and longer tail business generally refers to claim tails of between three and seven years.
 
We use a variety of techniques that employ significant judgments and assumptions to establish the liabilities for unpaid losses and LAE recorded on the balance sheet date. These techniques include statistical analyses and


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standard actuarial methodologies applied to our claim history supplemented with loss experience for the insurance industry overall (through use of publicly-available data). The techniques may consider open and closed claims counts, settlement activity, claim frequency, internal loss experience, loss reporting and payout patterns, reported and projected ultimate loss ratios, changes in pricing or coverages, and severity data, depending upon the statistical credibility of the available information. Subjective techniques are used to complement actuarial analyses, especially when statistical data is insufficient or unavailable. These liabilities also reflect implicit or explicit assumptions regarding the potential effects of future inflation, changes in price levels, judicial decisions, changes in laws and recent trends in such factors, as well as a number of actuarial assumptions that vary across our lines of business. This data is analyzed by line of business and accident/report year, as appropriate.
 
Our loss reserve review process uses actuarial methods and underlying assumptions from which we select the carried reserve for each class of business. The estimates underlying the liabilities for loss reserves are derived from generally accepted actuarial techniques, applied to our actual experience, though limited to our approximate five years of operating history, and take into account insurance industry data to the extent judged relevant to our operations.
 
While not necessarily indicative of future results, in the years since our inception, reported losses have been below expectations. The relatively low volume of losses to date limits the applicability of many standard actuarial analysis methods (which require a significantly higher volume of losses). The actuarial methods used by Darwin include the Bornhuetter-Ferguson method for incurred losses. We continually evaluate the potential for changes, both positive and negative, in our estimates of such liabilities and use the results of these evaluations to adjust both recorded liabilities and underwriting criteria. With respect to liabilities for unpaid losses and LAE established in prior years, such liabilities are periodically analyzed and their expected ultimate cost adjusted, where necessary, to reflect positive or negative development in loss experience and new information. Adjustments to previously recorded liabilities for unpaid losses and LAE, both positive and negative, are reflected in our financial results for the periods in which such adjustments are made and are referred to as prior year reserve development.
 
Changes in Historical Net Loss and LAE Reserves
 
The following table shows changes in our historical net loss and LAE reserves for years 2003 through 2007. Reported reserve development is derived primarily from information included in statutory financial statements of the Capitol Companies and of our insurance company subsidiaries DNA and Darwin Select. The “Net liability as of the end of the period” line of the table shows the net reserves at December 31 of each of years 2003, 2004, 2005, 2006 and 2007, representing the estimated amounts of net outstanding losses and LAE for claims arising during the period and in all prior periods that are unpaid, including losses that have been incurred but not yet reported. The “Cumulative amount of net liability paid as of” line of the table shows the cumulative net amounts paid with respect to the net reserve liability for each period. The “Net liability re-estimated as of” line of the table shows the re-estimated amount of the previously recorded net reserves for each period based on experience as of the end of each succeeding period. The estimate changes as more information becomes known about claims for individual periods. The “Gross cumulative redundancy (deficiency)” represents, as of December 31, 2007, the difference between the latest re-estimated liability and the reserves as originally estimated. A redundancy means the original estimate was higher than the current estimate; and a deficiency means that the current estimate is higher than the original estimate.


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Conditions and trends that have affected the development of the net reserve liability in the past may not necessarily occur in the future. Accordingly, you should not extrapolate future redundancies or deficiencies based on this table.
 
                                         
    Year Ended December 31,  
    2003     2004     2005     2006     2007  
          (Dollars in thousands)        
 
Gross liability-end of period
  $ 3,485     $ 47,207     $ 138,404     $ 263,549     $ 387,865  
Reinsurance recoverable on unpaid losses-end of period
    990       15,572       51,229       96,258       136,012  
                                         
Net liability-end of period
    2,495       31,635       87,175       167,291       251,853  
                                         
Cumulative amount of net liability paid as of:
                                       
One year later
    50       1,782       6,231       11,999          
Two years later
    555       3,250       12,023                  
Three years later
    557       4,134                          
Four years later
    549                                  
Net liability re-estimates as of:
                                       
One year later
    2,495       31,601       84,915       153,505          
Two years later
    2,527       29,341       77,158                  
Three years later
    2,186       22,495                          
Four years later
    1,066                                  
                                         
Net cumulative redundancy (deficiency)
  $ 1,429     $ 9,140     $ 10,017     $ 13,786          
                                         
Gross liability-end of period
  $ 3,485     $ 47,207     $ 138,404     $ 263,549     $ 387,865  
Reinsurance recoverable on unpaid losses-end of period
    990       15,572       51,229       96,258       136,012  
                                         
Net liability-end of period
  $ 2,495     $ 31,635     $ 87,175     $ 167,291     $ 251,853  
                                         
Gross re-estimated liability-latest
  $ 1,596     $ 30,745     $ 113,044     $ 238,015          
Re-estimated recoverable-latest
    530       8,250       35,886       84,510          
                                         
Net re-estimate liability-latest
    1,066       22,495       77,158       153,505          
                                         
Gross cumulative redundancy (deficiency)
  $ 1,889     $ 16,462     $ 25,360     $ 25,534          
                                         
 
Net Loss and LAE Reserves
 
The reconciliation between our aggregate net loss and LAE reserves reported in the annual statements filed with state insurance departments prepared in accordance with statutory accounting principles (“SAP”) and those reported in our historical consolidated financial statements prepared in accordance with GAAP is shown below:
 
Reconciliation of Reserves for Losses and LAE from SAP Basis to GAAP Basis
 
                         
    Year Ended December 31,  
    2007     2006     2005  
    (Dollars in thousands)  
 
Statutory reserves
  $ 251,853     $ 167,291     $ 87,175  
Reinsurance recoverables on unpaid losses
    136,012       96,258       51,229  
                         
GAAP reserves
  $ 387,865     $ 263,549     $ 138,404  
                         


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The reconciliation of beginning and ending aggregate reserves for unpaid losses and LAE is shown below:
 
Reconciliation of Reserves for Losses and LAE
 
                         
    2007     2006     2005  
    (Dollars in thousands)  
 
Gross reserves balance at January 1,
  $ 263,549     $ 138,404     $ 47,207  
Less reinsurance recoverables on unpaid losses
    (96,258 )     (51,229 )     (15,572 )
                         
Net reserves balance at January 1,
    167,291       87,175       31,635  
Add acquired gross reserves
    449             6,693  
Less reinsured acquired gross reserves
    (449 )           (6,693 )
                         
Net reserve balance
    167,291       87,175       31,635  
                         
Incurred losses and LAE, net of reinsurance, related to:
                       
Current period
    115,064       90,879       58,640  
Prior periods
    (13,786 )     (2,260 )     (34 )
                         
Total incurred
    101,278       88,619       58,606  
                         
Paid losses and LAE, net of reinsurance, related to:
                       
Current period
    4,717       2,272       1,284  
Prior periods
    11,999       6,231       1,782  
                         
Total paid
    16,716       8,503       3,066  
                         
Net reserve balance at December 31,
    251,853       167,291       87,175  
Plus reinsurance recoverables on unpaid losses
    136,012       96,258       51,229  
                         
Gross reserves balance at December 31,
  $ 387,865     $ 263,549     $ 138,404  
                         
 
Ceded Premium Adjustments for Prior Periods’ Reduction in Estimated Incurred Losses and LAE
 
Part of the Company’s reinsurance ceded excess of loss program is structured on a variable cost basis, which enables us to retain a greater portion of the premium if the ultimate loss ratio is lower than our agreed-upon benchmark. For these contracts our ultimate ceded premium incurred on these treaties is determined by the loss ratio on the business subject to the reinsurance treaty. As the expected ultimate loss ratio increases or decreases, the ceded premiums and losses recoverable from reinsurers will also increase or decrease relationally within a minimum and maximum range for ceded premium and up to a loss ratio cap for losses recoverable. The prior period’s reduction in estimated loss and LAE incurred above have resulted in the reporting of downward ceded premium adjustments for the reinsurance ceded variable cost contracts. The following table presents the downward ceded premium adjustment recorded in the years ending December 31, 2007, 2006, and 2005 by accident year:
 
                                         
    Ceded
                         
    Premium
                         
    Adjustment
    Accident Year Ending December 31,  
Calendar Year
  Amount     2006     2005     2004     2003  
          (Dollars in thousands)        
 
2005
  $ 293     $     $     $     $ 293  
2006
    1,700                   1,259       441  
2007
    7,406       741       5,005       1,659       1  
                                         
Totals
  $ 9,399     $ 741     $ 5,005     $ 2,918     $ 735  
                                         


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Asbestos, Environmental Impairment and Mold Claims Reserves
 
We believe that we have not provided insurance coverage that could reasonably be expected to produce material levels of asbestos, environmental or mold claims activity.
 
Sub-prime Lending Claims and Exposure
 
Sub-prime mortgages and related credit practices have emerged as a new potential source of liability for many American businesses. Although the full extent of potential sub-prime related loss on insurance policies is still developing, we have attempted to analyze our potential exposure. To date, we have received notice of only three such claims. Each involves excess policies, two of which were issued to the same insured (one claim related to a D&O policy and the other to a fiduciary liability policy). The third claim entails excess coverage on an “A-side” only basis (i.e., for directors individually where corporate indemnification is unavailable.) All claims are in very early stages; their ultimate outcomes and our exposure on them are uncertain.
 
With regard to any future exposure beyond these claims, we believe that we are currently well-positioned to avoid substantial loss. Much of the sub-prime litigation to date has involved financial institutions that originated, securitized, or purchased sub-prime instruments. Darwin has written insurance policies for only a modest number of financial institutions. Litigation has also focused on businesses related to real estate such as home builders, mortgage brokers, and real estate appraisers. We have substantially avoided real estate-related classes in our underwriting decisions. In addition to our internal analysis, several independent sources such as Bear Stearns and Advisen have created lists of entities that they believe may have a sub-prime exposure. A review of these outside lists offers additional support to our current belief that our policyholder exposure to sub-prime losses should be relatively modest. However, the scope of sub-prime exposures and underlying theories of liability are still developing.
 
Competition
 
The property-casualty insurance industry is highly competitive, and it is trending toward even more competitive conditions in the future as additional insurers enter the marketplace. We compete with domestic and foreign insurers and reinsurers, some of which have greater financial, marketing and management resources than we do. We may also be subject to additional future competition from new market entrants. Competition is based on many factors, including the perceived financial strength of the insurer, pricing and other terms and conditions, services provided, ratings assigned by independent rating organizations (including A.M. Best), the speed of claims payment and the reputation and experience of the insurer. Our competitors vary by line and class of business. Collectively, however, we consider our major competitors to include American International Group, Inc., The Chubb Corporation, XL Capital Ltd., The Travelers Companies, Inc., Lloyd’s of London, ACE Limited, Liberty Mutual Group Inc., The Hartford Financial Services Group, Inc., The Navigators Group, Inc., HCC Insurance Holdings, Inc., United States Liability Insurance Group, OneBeacon Insurance Group LLC, RSUI, Great American Insurance Group, Endurance Specialty Insurance Ltd., CNA Financial Corporation, Arch Insurance Group, Inc., AXIS Capital Holdings Limited, W.R. Berkeley, Markel Insurance Company and Zurich Financial Services.
 
Ratings
 
Best is the leading provider of ratings, news, data and financial information for the global insurance industry, and Best ratings currently range from “A++” (Superior) to “F” (Liquidation), with a total of 16 separate ratings categories. The objective of Best’s rating system is to provide an independent opinion as to an insurer’s financial strength and ability to meet obligations to policyholders. Best’s opinions are derived from an evaluation of a company’s balance sheet strength, operating performance and business profile. Particularly for companies that have limited operating histories like us, Best’s rating methodology incorporates a conservative view of business risks and balance sheet position. As a result, in order to optimize our Best’s rating we currently hold capital that we believe is significantly in excess of the level required to support our current premium volume. We expect that this additional capital will be available to support our future growth.
 
In February 2008, Best reaffirmed its prior assignment to DNA of an independent “A−” (Excellent) rating and its assignment to Darwin Select of an “A−” (Excellent) rating on a reinsured basis. According to A Guide to Best’s


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Financial Strength Ratings, which is available on Best’s website, “A”/“A−” (Excellent) ratings are assigned to insurers that have, in Best’s opinion, an excellent ability to meet their ongoing obligations to policyholders. Best bases its ratings on factors that concern policyholders and not upon factors concerning investor protection. Accordingly, such ratings are subject to change and are not recommendations to buy, sell or hold securities.
 
Our insurance ratings are subject to periodic review by Best, and may be revised or revoked at any time at Best’s sole discretion. A downgrade of our ratings could cause our current and future distribution partners and insureds to choose higher-rated competitors and could also increase the cost or reduce the availability of reinsurance to us. As a result, a downgrade in our ratings could cause a substantial reduction in the number of policies we write, which would have a material adverse effect on our financial condition and results of operations.
 
Evolution and Subsidiaries
 
In November 2007, we announced that we had formed Evolution as a new subsidiary to serve as a holding company for our non-risk bearing insurance operations. Concurrently, we announced that Evolution had agreed to acquire all of the stock of the three affiliated AMS insurance distribution entities in Florida. Effective with the acquisition of AMS on January 4, 2008, this also includes a program administrator and wholesale broker for a lawyers professional liability insurance program for small law firms in Florida. Allsouth Professional Liability, Inc. is a wholesale broker for a variety of professional liability and other products for accounts located throughout the southeastern U.S., and Raincross Insurance Inc. is currently dormant. Together, the new subsidiaries had produced insurance premiums totaling $35.4 million during 2007, approximately $0.3 million of such total being on Darwin policies.
 
The new Evolution subsidiaries are located in St. Pete Beach, Florida. We have employed two Florida Lawyers Professional Liability (“LPL”) specialists, Boyd Wolf and David Gough, to serve as senior managers of AMS. Messrs. Wolf and Gough had been principals of Wolf Professional Risk, Inc., a Tampa-based program administrator with which we had in place a program for Florida-based LPL accounts. With their employment by AMS, Wolf Professional Risk is now dormant and its program business is being rolled into AMS. We have entered into a new program administration relationship with Agency Marketing Services, Inc. (“AMS Inc.”). In all other respects, we expect to treat the AMS entities as independent third-party intermediaries, and we will compete for their business on an arm’s length basis, alongside of the other underwriting companies with which AMS Inc. and Allsouth have long-established relationships.
 
Employees
 
At January 31, 2008, we employed 163 full-time and 12 part-time employees. Of that total, 136 were DNA employees located at our headquarters in Farmington, 7 were DNA employees located at remote offices and 32 were employees of the Evolution subsidiaries in Florida. Up until December 31, 2007, the 136 DNA employees had been employees of DPUI. None of our employees is subject to collective bargaining agreements and we know of no current efforts to implement such agreements. We believe that we have an excellent relationship with our employees.
 
Available Information on the Internet
 
This report and all other filings made by the Company with the Securities and Exchange Commission (“SEC”) pursuant to Section 13(a) or 15(d) of the Securities Exchange Act are made available to the public by the SEC. All filings can be read and copied at the SEC Public Reference Room, located at 100 F Street, NE, Washington, DC 20549. Information pertaining to the operation of the Public Reference Room can be obtained by calling 1-800-SEC-0330. Further, the Company is an electronic filer, so all reports, proxy and information statements, and other information can be found at the SEC website, www.sec.gov. The Company’s website address is http://www.darwinpro.com. Through its website, the Company makes available, free of charge, its Annual Report on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K and all amendments to those reports as soon as reasonably practicable after such material is electronically filed with or furnished to the SEC. The Annual Report to stockholders, press releases and recordings of our earnings release conference calls are also provided on our website.


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State Regulation
 
General
 
We are regulated by insurance regulatory agencies in the states in which we conduct business. State insurance laws and regulations generally are designed to protect the interests of policyholders, consumers or claimants rather than stockholders or other investors. The nature and extent of state regulation varies by jurisdiction, and state insurance regulators generally have broad administrative power relating to, among other matters, setting capital and surplus requirements, licensing of insurers and agents, establishing standards for reserve adequacy, prescribing statutory accounting methods and the form and content of statutory financial reports, regulating certain transactions with affiliates, prescribing the types and amounts of investments, payments of dividends and of distributions and proposed acquisitions or control of domestic or licensed insurers. Additionally, although the federal government does not directly regulate the business of insurance, federal initiatives often affect the insurance industry in a variety of ways.
 
Certain types of state insurance regulation applicable to us are described more fully below.
 
Required Licensing
 
DNA is organized under the laws of Delaware and is authorized (licensed) in Delaware to transact certain lines of property and casualty insurance. As of year-end 2007, DNA was licensed in 50 jurisdictions (including the District of Columbia) and was eligible to write on a surplus lines basis in one other state. Insurance licenses are issued by state insurance regulators and may be of perpetual duration or may require periodic renewal. We must obtain appropriate new licenses before we can expand into a new state on an admitted basis or offer new lines of insurance that require separate or additional licensing.
 
As an admitted insurer DNA must usually file its premium rates and policy forms for review and approval by each state’s insurance regulators. In many states, rates and forms must be approved prior to use, and insurance regulators have broad discretion in judging whether an insurer’s rates are adequate, not excessive and not unfairly discriminatory. In some states, there has been deregulation for large commercial risks, which may reduce or eliminate form and rate approval requirements in certain circumstances.
 
Darwin Select is organized under the laws of Arkansas and authorized (licensed) in Arkansas to transact certain lines of property and casualty insurance. In certain other states, Darwin Select policies may be placed on a surplus lines basis. As of December 31, 2007, Darwin Select was eligible to have its policies placed on a surplus lines basis in 49 jurisdictions (including the District of Columbia). Darwin Select is not required to apply for or maintain a license in those states. However, in order to remain an eligible surplus lines insurer in a particular jurisdiction, Darwin Select must either meet suitability standards or obtain approval under such jurisdiction’s surplus lines laws. Except for Arkansas (where it is licensed) Darwin Select maintains surplus lines eligibility in all of the states where it operates. As a surplus lines writer, Darwin Select does not file rates or policy forms, and it can therefore adjust its pricing and coverage terms more quickly than an admitted insurer can.
 
All of the business of Darwin Select is written through licensed surplus lines agents and brokers who must comply with specific rules and regulations concerning surplus lines placements. For example, surplus lines agents and brokers are often required to certify that a certain number of licensed admitted insurers had been offered and declined to write a particular risk prior to placing that risk with Darwin Select.
 
In November 2007 we acquired Midway Insurance Company of Illinois from Fireman’s Fund. That entity, which we have renamed Vantapro Specialty Insurance Company, is domiciled in Illinois and licensed by Illinois to transact certain lines of property and casualty insurance business. We have filed an application to redomesticate Vantapro to Arkansas. During the first quarter of 2008 we expect to commence the process of obtaining for Vantapro eligibility to write on a surplus lines basis in states other than Arkansas. Vantapro will be available to offer coverage in situations where Darwin Select cannot, due to its existing program relationships or other contractual constraints.


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Insurance holding company laws
 
We operate within the insurance holding company system and are subject to regulation in the states in which our insurance company subsidiaries are domiciled. These laws require that each of our insurance company subsidiaries register with the insurance department of its state of domicile and furnish information about the operations of the companies within the insurance holding company system that may materially affect the operations, management or financial condition of the insurers within the system. These laws also provide that all transactions between the insurer domiciled in that jurisdiction and any member of its holding company system must be fair and reasonable. Transactions between insurance company subsidiaries and their parents and affiliates generally must be disclosed to the state regulators, and notice and prior approval of the state insurance regulator is required for material or extraordinary transactions. Transactions between DNA, Darwin Select or Vantapro, on the one hand, and Alleghany or any other member of the Alleghany holding company system (including the subsidiaries we refer to as the Capitol Companies), on the other hand, are subject to these regulatory requirements of notice and prior approval.
 
Payment of dividends
 
General.  DPUI has not historically had significant operations other than our underwriting manager business, and we anticipate that subsidiary payments, including dividends paid by our subsidiaries, will be our primary source of funds for the foreseeable future. To protect insurer solvency, state insurance laws restrict insurance subsidiaries’ ability to pay dividends or to make other payments to holding companies. Regulators require insurance companies to maintain specified levels of statutory capital and surplus. Generally, dividends may only be paid out of earned surplus, and the insurer’s surplus following payment of any dividends must be both reasonable in relation to its outstanding liabilities and adequate to meet its financial needs. Also, prior approval of the insurance department of its state of domicile is required before any of our insurance company subsidiaries can declare and pay an “extraordinary dividend” to us. In February 2007, the Delaware Insurance Department approved the declaration by DNA of a $3.5 million extraordinary dividend to DPUI. The following paragraph outlines the statutory criteria for the payment of extraordinary dividends:
 
Delaware.  Under Delaware law, DNA may not pay an “extraordinary” dividend, which includes a dividend or distribution paid at a time when the Company does not have a positive earned surplus balance, or a dividend the fair market value of which, together with that of other dividends or distributions made within the preceding 12 months, exceeds the greater of (i) 10% of statutory surplus as of the prior year-end or (ii) statutory net income less realized capital gains for such prior year, until thirty days after the Insurance Commissioner of the State of Delaware (“Delaware Commissioner”) has received notice of such dividend and has either (i) not disapproved such dividend within such thirty day period or (ii) approved such dividends within such thirty day period. In addition, DNA must provide notice to the Delaware Commissioner of all dividends and other distributions to stockholders within five business days after declaration and at least ten days prior to payment.
 
Arkansas.  Darwin Select is domiciled in Arkansas and Vantapro has filed with the insurance regulator an application to be re-domesticated to Arkansas. Under that State’s Arkansas law it may not pay an “extraordinary” dividend, defined as any dividend or distribution, the fair market value of which, together with that of other dividends or distributions made within the preceding 12 months, exceeds the greater of (i) 10% of statutory surplus as of the prior year-end or (ii) statutory net income less realized capital gains for such prior year, until thirty days after the Insurance Commissioner of the State of Arkansas (“Arkansas Commissioner”) has received notice of such dividend and has either (i) not disapproved such dividend within such thirty day period or (ii) approved such dividends within such thirty day period. In addition, an Arkansas insurance company must provide notice to the Arkansas Commissioner of all dividends and other distributions to stockholders within five business days after the declaration thereof and at least ten days prior to payment.
 
The dividend and distribution limitations imposed by the state insurance laws described above are based on the statutory financial results of the respective insurance company subsidiaries as determined by statutory accounting principles, which differ from GAAP in various ways. Key differences relate to, among other things, deferred policy acquisition costs, limitations on deferred income taxes and required investment reserves. See “Statutory Accounting Principles” below. Insurance regulators can block payments to us from our insurance company subsidiaries that


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would otherwise be permitted without prior approval if the regulators determine that the payments (such as payments under our underwriting management agreements or tax sharing agreements or payments for employee or other services) would be adverse to the interests of policyholders or creditors.
 
As noted, DNA paid an extraordinary dividend to us in 2007. Based on the dividend restrictions under applicable laws and regulations described above, we believe that DNA is now in financial position to declare and pay regular dividends to us. Neither Darwin Select nor Vantapro has paid any dividends to DNA.
 
Change of control
 
Many state insurance laws contain provisions for advance approval by the insurance commissioner of any change of control of an insurer domiciled (or, in some cases, has such substantial business that it is deemed to be commercially domiciled) in that state. Before approving an application to acquire control of an insurer, a commissioner will typically consider such factors as the acquirer’s financial strength, the integrity of its directors and executive officers, its plans for future operations of the insurer and any anti-competitive result that may arise from the change of control. Generally, state statutes provide that control of an insurer is presumed to exist if any person, directly or indirectly, owns, controls, holds with the power to vote, or holds proxies representing, 10% or more of the voting shares of the insurer or of any company that controls the insurer, although this presumption of control may be rebutted. Therefore, if any person were to acquire 10% or more of DPUI’s voting shares without prior approval of the Delaware and the Arkansas Commissioners there would be a violation of those states’ laws, subjecting such acquirer to injunctive action as the relevant regulator may determine appropriate, such as, for example, required disposition of the common stock or prohibition against voting such stock.
 
In addition, the laws of many states contain provisions requiring pre-notification to a regulatory agency prior to any change of control of a non-domestic insurance company admitted to transact business in that jurisdiction. While these pre-notification statutes do not authorize the regulatory agency to disapprove the change of control, they do authorize issuance of cease and desist orders with respect to the non-domestic insurer if it is determined that some conditions, such as undue market concentration, would result from the change of control.
 
These requirements may discourage acquisition proposals and may delay or prevent transactions affecting the control of our common stock, including transactions, and in particular unsolicited transactions, that some or all of our stockholders may consider desirable.
 
Statutory accounting principles
 
Statutory accounting principles (or “SAP”) is a basis of accounting developed to assist insurance regulators in monitoring and regulating the solvency of insurance companies. SAP was developed primarily to measure the ability to pay all current and future obligations to policyholders and creditors. Regulators in the domiciliary states of our insurance company subsidiaries, Delaware and Arkansas, have adopted the NAIC’s statutory principles, with certain modifications. SAP and related regulations determine, among other things, the amount of statutory surplus and statutory net income of our insurance company subsidiaries and thus determine, in part, the amount of funds these subsidiaries have available to pay to us as dividends.
 
The values for assets, liabilities and equity reflected in financial statements prepared in accordance with GAAP may be different from those reflected in financial statements prepared under SAP. GAAP is designed to measure a business on a going-concern basis. It gives more consideration to the matching of revenue and expenses than SAP does and, as a result, certain expenses are capitalized when incurred and then amortized over the life of the associated policies. The valuation of assets and liabilities under GAAP is based in part upon best estimates made by the insurer. Stockholder’s equity represents both amounts currently available and amounts expected to become available over the life of the business.
 
Guaranty association assessments
 
Most of the states require property and casualty insurers writing business on an admitted basis in that state to participate in guaranty associations. These associations are organized to pay benefits owed to policyholders and claimants pursuant to insurance policies issued by insurers which have become impaired or insolvent. Typically, a


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state assesses each licensed insurer an amount related to the licensed insurer’s proportionate share of premiums written by all licensed insurers in the state in the line of business in which the impaired or insolvent insurer was engaged. Some states permit licensed insurers to recover a portion of these payments through full or partial premium tax credits or, in limited circumstances, by surcharging policyholders. In some states where full and partial premium tax credits are allowed, there have been legislative efforts to limit or repeal the tax offset provisions.
 
For the year ended December 31, 2007, assessments aggregating $130,000 were levied against either DNA or Darwin Select. No assessments were levied against Vantapro. Although the amount and timing of future assessments are not predictable, we have established liabilities for guaranty fund assessments that we consider adequate for assessments with respect to insurers that currently are subject to insolvency proceedings in states where our insurance company subsidiaries are licensed to transact business.
 
Insurance Regulatory Information System
 
The NAIC Insurance Regulatory Information System, or IRIS, was developed to help state regulators identify companies that may require special attention. IRIS identifies twelve key financial ratios and specifies “usual ranges” for each ratio. Insurers typically submit financial information about themselves to the NAIC annually, which in turn analyzes the data using the prescribed ratios. These ratios assist state insurance departments in executing their statutory mandates to oversee the financial condition of insurance companies operating in their respective states.
 
Departures from the usual ranges of ratios may lead to inquiries from the insurance departments. Generally, regulators will begin to investigate or monitor an insurance company if four or more of its ratios fall outside the usual ranges. Due to the significant impact of year-over-year growth in premiums and reserves on the finances of our relatively young insurance company subsidiaries, we expect to generate unusual IRIS values within each of our insurance company subsidiaries for the coming years. However, we are not aware of any insurance company subsidiary being subject to regulatory scrutiny because of these ratios.
 
Risk-based capital
 
In order to enhance the regulation of insurer solvency, the NAIC has adopted a formula and a model law to implement risk-based capital, or RBC, requirements to assess the minimum amount of capital that an insurance company needs to support its overall business operations and to assure that it has an acceptably low likelihood of becoming financially impaired. The RBC formula takes into account various risk factors including asset risk, credit risk, underwriting risk and interest rate risk. As the ratio of an insurer’s total adjusted capital and surplus decreases relative to its risk-based capital, the RBC laws provide for increasing levels of regulatory intervention such as supervision and rehabilitation, and culminating with mandatory control of the operations of the insurer by the domiciliary insurance department at the so-called mandatory control level. As of December 31, 2007, the RBC ratios of our insurance company subsidiaries are above the range that would trigger any regulatory or corrective action.
 
Market conduct examinations
 
The laws and regulations of the states where our insurance company subsidiaries operate include numerous provisions governing the marketplace activities of admitted insurers, including provisions governing the form and content of disclosure to consumers, product illustrations, advertising, sales and underwriting practices, complaint handling and claims handling. These provisions are enforced by the state insurance regulatory agencies through periodic market conduct examinations.
 
Financial examinations
 
As part of the regulatory oversight process, state insurance departments conduct periodic detailed examinations of the books, records, accounts, policy filings and business practices of insurers domiciled in their state, generally once every three to five years. These examinations generally are conducted in cooperation with the insurance departments of two or three other states or jurisdictions, representing each of the NAIC zones, under


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guidelines promulgated by the NAIC. The most recent financial exam for DNA was conducted during 2007 for the year ended December 31, 2005 and did not result in any significant findings or adjustments.
 
Insurance reserves
 
Under the laws and regulations of their respective states of domicile, our insurance company subsidiaries are required to conduct annual analyses of the sufficiency of their reserves. In addition, other states in which DNA is licensed and in which Darwin Select or Vantapro is an eligible surplus lines carrier may have certain reserve requirements that differ from those of their domiciliary states. In each case, a qualified actuary must submit an opinion that states that the aggregate statutory reserves, when considered in light of the assets held with respect to those reserves, make adequate provisions for the associated contractual obligations and related expenses of the insurer.
 
Regulation of investments
 
Our insurance company subsidiaries are subject to laws and regulations that require diversification of their investment portfolios and limit the amount of investments in certain asset categories, such as below investment grade fixed-income securities, equity real estate, other equity investments and derivatives. Failure to comply with these laws and regulations would cause investments exceeding regulatory limitations to be treated as non-admitted assets (which are assets or portions thereof that are not permitted to be reported as admitted assets in an insurer’s annual statement prepared in accordance with SAP) for purposes of measuring surplus, and, in some instances, would require divestiture of such non-complying investments. We believe that the investments made by our insurance company subsidiaries comply with these laws and regulations.
 
Federal Regulation
 
General
 
The federal government generally does not directly regulate the insurance business. However, various federal legislation and administrative policies in several areas, including terrorism and financial transparency, do affect the insurance business. Congress has also considered and discussed so-called optional federal charter proposals, which would afford insurers the option to be regulated at the state level or at the federal level. We are not able to predict the effect of these federal legislative initiatives on the level of competition we may face or on our results of operations.
 
Terrorism Risk Insurance Program Reauthorization Act of 2007
 
The Terrorism Risk Insurance Act of 2002 (“TRIA”) generally requires primary commercial property and casualty insurers to make insurance coverage for certified acts of terrorism available to their policyholders at the same limits and terms as are available for other coverages. TRIA, which was set to expire on December 31, 2005, has been extended through December 31, 2014 with the passage of the Terrorism Risk Insurance Program Reauthorization Act of 2007 (“TRIPRA”). Under TRIPRA, we believe that we are required to offer terrorism coverage only on our D&O line. Subject to applicable deductibles, insurance losses on our D&O policies attributable to certified acts of terrorism are reinsured by the federal government. Because our deductible is based upon the aggregate amount of premiums written by all insurance company subsidiaries of Alleghany, it is possible that we could receive little or no benefit from the federal reinsurance program.
 
USA PATRIOT Act and OFAC
 
The Uniting and Strengthening America by Providing Appropriate Tools Required to Intercept and Obstruct Terrorism Act of 2001, (or “Patriot Act”) contains anti-money laundering and financial transparency laws and mandates the implementation of various new regulations applicable to financial services companies including insurance companies. The Treasury Department’s Office of Foreign Assets Control (“OFAC”) maintains various economic sanction regulations against certain foreign countries and groups and prohibits “U.S. Persons” from engaging in certain transactions with certain persons or entities in or associated with those countries or groups. Together, the Patriot Act and OFAC increase obligations of financial institutions to identify their customers, watch for and report suspicious transactions, respond to requests for information by regulatory authorities and law


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enforcement agencies, and share information with other financial institutions. To satisfy these obligations, financial institutions are required to implement and maintain internal practices, procedures and controls. We believe that we have appropriate internal practices, procedures and controls to enable us to comply with the provisions of these federal regulations.
 
ITEM 1A.   Risk Factors.
 
Risks Related to Our Business
 
In addition to the risks referenced in “Note on Forward Looking Statements” included in “Management’s Discussion and Analysis of Financial Conditions and Results of Operation” herein and elsewhere in this Annual Report on Form 10-K, there are a number of risk factors which could impact our performance, including those listed below.
 
We have a limited operating and financial history, and our historical financial results may not accurately or reliably predict our future performance.
 
We were formed in March 2003 as an underwriting manager for the Capitol Companies pending the establishment or acquisition of a separate insurance carrier for Darwin business. In May 2004, we acquired DNA, an admitted insurance company. In May 2005, we acquired Darwin Select, a surplus lines insurance company. We therefore have limited operating and financial history available upon which to evaluate our past performance. In addition, because we focus our efforts on certain specialized sectors of the insurance market, and because we do not have an extensive claims history to date, our historical financial results may not accurately predict our future performance. Moreover, companies in their initial stages of development present substantial business and financial risks and may suffer significant losses.
 
A decline in our financial strength ratings could cause us to lose substantially all of our business.
 
Best currently rates DNA at “A−” (Excellent) and Darwin Select at “A−” (Excellent) (reinsured rating). A rating of “A−” (Excellent) is the fourth highest of 16 separate Best rating categories that currently range from “A++” (Superior) to “F” (Liquidation). Our insurance company subsidiaries’ ratings are subject to periodic review, and may be revised downward or revoked at any time at Best’s sole discretion. A downgrade could cause our current and future distribution partners (brokers, agents and licensed insurance agents who are delegated authority to manage part of our insurance business, whom we refer to as “program administrators”) and insureds to choose other, more highly rated competitors and could also increase the cost or reduce the availability of reinsurance to us. As a result, a downgrade in our ratings could cause a substantial reduction in the number of policies we write which would have a material adverse effect on our financial condition and results of operations. Further, a downgrade of our ratings could adversely impact our ability to attract investment capital on favorable terms.
 
We do not have employment agreements or non-competition agreements with most of our key management personnel, and if we lose key personnel or are unable to recruit qualified personnel, our ability to implement our business strategies could be delayed or hindered.
 
Our success depends, in part, upon the efforts of our executive officers and other key personnel, including Stephen Sills, our President and Chief Executive Officer. The loss of Mr. Sills or any of our other key personnel could prevent us from fully implementing our business strategies and could materially and adversely affect our business, financial condition and results of operations. We have not entered into employment agreements with any of our key management personnel other than Mr. Sills and Mark I. Rosen, our Senior Vice President and General Counsel. Our executive officers and key personnel, other than Mr. Sills and Mr. Rosen, are not subject to non-competition agreements.
 
Our employment agreement with Mr. Sills provides that he has the right to terminate his agreement for any reason. Mr. Sills’ agreement provides that he can terminate for “good reason” under certain circumstances, for which he would be entitled to receive certain payments and benefits upon termination. We could be materially adversely affected by the termination of Mr. Sills’ employment as our President and Chief Executive Officer.


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We do not have key person insurance on the life of Mr. Sills or on the lives of any of our other key management personnel. As we continue to grow, we will need to recruit and retain additional qualified management personnel, but our ability to recruit and retain such personnel will depend upon a number of factors, such as our results of operations, prospects and the level of competition then prevailing in the market for qualified personnel.
 
If we are unable to underwrite risks accurately and to charge adequate rates to policyholders, our financial condition and results of operations could be adversely affected.
 
In the insurance business the product is priced and sold before the underlying costs are known. This requires significant reliance on estimates and assumptions in setting prices. Rate adequacy is necessary, together with investment income, to generate sufficient revenue to offset losses, LAE and other underwriting expenses (which include the aggregate of policy acquisition costs, including commissions, and the portion of administrative, general and other expenses attributable to underwriting operations) and to earn a profit. If we fail to assess accurately the risks we assume, we may fail to charge adequate premium rates, which could reduce income and have a material adverse effect on our financial condition and results of operations.
 
In order to price accurately, we must collect and analyze a substantial volume of data; test and apply appropriate rating formulae; monitor and timely recognize changes in trends; and project both severity and frequency of losses with reasonable accuracy. We must also implement our pricing accurately in accordance with our assumptions. Our ability to undertake these efforts successfully, and as a result price accurately, is subject to risks and uncertainties, including, but not limited to: availability of sufficient reliable data; incorrect or incomplete analysis of available data; uncertainties inherent in estimates and assumptions, generally; selection and implementation of appropriate rating formulae or other pricing methodologies; ability to predict investment yields and the duration of our liability for losses and LAE accurately; and unanticipated court decisions, legislation or regulatory action.
 
Our actual incurred losses and LAE may be greater than our loss and LAE reserves, which could have a material adverse effect on our financial condition and results of operations.
 
We are liable for incurred losses and LAE under the terms of the insurance policies we underwrite. In many cases, several years may elapse between the occurrence of an insured loss event, the making of a claim, and our resolution of that claim. We establish loss and LAE reserves for the estimated ultimate payment of all losses and LAE incurred. We estimate loss and LAE reserves using individual case-basis valuations of reported claims. We also use statistical analyses to estimate the cost of losses that have been incurred but not reported to us. These estimates are based on historical information and on estimates of future trends that may affect the frequency of claims and changes in the average cost of claims that may arise in the future. They are by their nature imprecise, and our ultimate losses and LAE may vary from established reserves. In addition, our business consists of low frequency, high severity claims experience which also makes precise estimation more difficult. Because of our relatively short operating history, we have less claims experience than do other carriers on which to base reserves. Consequently, the techniques that we currently utilize to establish our loss and LAE reserves primarily take into account relevant insurance industry data. If our loss and LAE reserves should prove to be inadequate, we will be required to increase reserves, thereby reducing net earnings and stockholders’ equity in the period in which the deficiency is identified. Future loss experience, if substantially in excess of established reserves, could also have a material adverse effect on future earnings and liquidity and our financial position. Furthermore, factors that are difficult to predict may impact future loss and LAE, such as claims inflation, claims development patterns, legislative activity, social and economic patterns and litigation and regulatory trends.
 
We currently rely on certain Alleghany subsidiaries to write some of the insurance policies that we produce, and a termination of our arrangements with them could have an adverse effect on our business, financial condition and results of operations.
 
We have underwriting management agreements with each of the Capitol Companies to write policies produced by DPUI. Initially, all business produced by DPUI was written on policies of the Capitol Companies. Since each of DNA and Darwin Select obtained its own Best rating of “A−” (Excellent) in November 2005, whenever possible, DPUI has written coverage on policies issued by DNA or Darwin Select. However, DNA does not yet have in place


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all rate and form filings required to write insurance business in every jurisdiction where it is licensed. In addition, the Capitol Companies have Best ratings of “A” (Excellent), and we believe that insureds in certain classes of our business (primarily public company D&O) require policies issued by an insurer with an Best rating of “A” (Excellent). Consequently, although an increasing percentage of our business is written on policies of our own subsidiaries, we continue to depend upon the Capitol Companies to write policies for a portion of the business produced by DPUI. For the year ended December 31, 2007, we wrote gross premiums of $42.9 million (15.3% of our total gross premium written) through the Capitol Companies arrangement, and of that amount, $29.6 million related to business where our insured required a policy from a Best “A” rated carrier.
 
We do not expect that our policies written on the Capitol Companies for the insureds who require a Best rating of “A” (Excellent) will decline so long as our rating is “A−” (Excellent). Most of the insureds in this category are public companies purchasing D&O insurance. While our public D&O writings have declined as a percentage of our total writings, we will continue to have a need to utilize the policies of the Capitol Companies in the future.
 
The terms and conditions of our underwriting agreements with the Capitol Companies are discussed elsewhere in this Report (see “Business — Arrangements with the Capitol Companies” above.) We could be materially and adversely affected if such agreements were terminated at a time when we still depended on the Capitol Companies to write a material portion of the business produced by DPUI, or if the Capitol Companies were downgraded from their current Best ratings of “A” (Excellent). There is no guaranty that we would be able to locate other entities to write such business and to negotiate new agreements with such other entities (which new agreements might involve additional expense to us).
 
If we are not able to renew our existing reinsurance or obtain new reinsurance or if we were to increase our retention levels in premiums written, either our net exposures would increase or we would have to reduce the level of our underwriting commitment, both of which could increase the volatility of our revenues and negatively impact our results of operations.
 
We purchase reinsurance, primarily excess of loss reinsurance, to spread their risk on substantially all of our lines of business. (See “Business — Ceded Reinsurance” above.) Volatile reinsurance market conditions beyond our control determine the availability and cost of the reinsurance protection that we purchase. Consequently, we must evaluate our use of reinsurance and assess whether to increase, decrease or eliminate the amount of liability we cede to reinsurers, depending upon cost and availability. If we were to increase the levels of risk we retain, our net exposures would increase and this could cause our earnings and results of operations to be more volatile.
 
Our reinsurance facilities generally are subject to annual renewal, and there is no assurance that we will be able to maintain our current reinsurance facilities or that we will be able to obtain other reinsurance facilities in adequate amounts and at favorable rates. If we are unable to renew our expiring contracts or to make new arrangements, or if the cost of reinsurance increased to an amount we were unwilling to pay, our net exposure would increase, which would cause our earnings and results of operations to be more volatile. If we were unwilling to bear an increase in net exposures, we would have to reduce the level of our underwriting commitments, which would reduce our revenues.
 
If our reinsurers do not pay claims made by us in a timely fashion, our business, financial condition and results of operations could be materially adversely affected.
 
Although reinsurance makes the reinsurer liable to us to the extent the risk is transferred or ceded to the reinsurer, it does not relieve us (the reinsured) of our liability to our policyholders. Accordingly, we are subject to credit risk with respect to our reinsurers. Our reinsurers may not pay claims made by us on a timely basis, or they may not pay some or all of our claims. Either event would increase our costs and could have a material adverse effect on our business, financial condition and results of operations.
 
If our reinsurance contracts did not pass the transfer of risk provisions of FAS 113, we would be required to restate our financial results.
 
Evaluating risk transfer involves significant assumptions relating to the amount and timing of expected cash flows, as well as interpretations of underlying contract terms, to determine if contracts meet the conditions


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established by SFAS No. 113. These tests include a number of subjective judgments. Because of this subjectivity and in the context of evolving practices and application of existing and future standards, we could be required in the future to adjust our accounting treatment of these transactions. This could have a material effect on our financial condition and results of operations.
 
If our relationship with one of our larger distribution partners were terminated, our financial condition and results of operations could be materially adversely affected.
 
As discussed above (see “Business — Marketing and Distribution” above), we distribute our products through a select group of distribution partners, including brokers, agents and program administrators. For the year ended December 31, 2007, approximately 27.2% of our gross premiums written was produced by two of our distribution partners: American Professional Agency (a program administrator) and Marsh Inc. Our program administration agreements are terminable upon 180 days notice. We do not have exclusive arrangements with our brokers and agents, and they can terminate our relationship at any time. Thus, we cannot be sure that relationships with our distribution partners will continue. The termination of a relationship with one or more of these producers could result in lower gross premiums written and have a material adverse effect on our financial condition and results of operations.
 
If a program administrator were to exceed its underwriting authority or otherwise breach obligations owed to us, we could be materially adversely affected.
 
In the programs currently in place, we authorize the program administrators to write business on our behalf within underwriting guidelines that we prescribe. In this structure, we rely on the underwriting controls of our program administrators to write business within the underwriting guidelines that we prescribe. Although we monitor our programs on an ongoing basis, our monitoring efforts may not be adequate or our program administrators may exceed their underwriting authorities or otherwise breach obligations owed to us. We are liable to policyholders under the terms of policies underwritten by our program administrators and, to the extent that our program administrators exceed underwriting authorities or otherwise breach obligations owed to us, our financial condition and results of operations could be materially adversely affected.
 
We rely heavily on our information technology and telecommunication systems, both generally and in connection with i-bind; failure of these systems could materially and adversely affect our business.
 
Our business is more highly dependent than many others on successful, uninterrupted functioning of our information technology (IT) and telecommunications systems. In addition to supporting our proprietary i-bind online submission platform, we rely on our IT systems to process new and renewal business, provide customer service, make claims payments and facilitate collections and cancellations. These systems also enable us to perform actuarial and other modeling functions necessary for underwriting and rate development. A failure of these systems or the termination of a third-party software license upon which any of these systems are based could materially impact our ability to evaluate and write new business. If we do not maintain adequate IT and telecommunications systems, we could experience adverse consequences, including: inadequate information on which to base critical decisions; loss of existing customers; difficulty in attracting new distribution partners or disputes with our present distribution partners; regulatory problems, such as failure to meet prompt payment obligations; litigation exposure; and increased administrative expenses. Thus, our failure to update our systems to reflect technological advancements or to protect our systems could have a material adverse effect on our business, financial condition and results of operations.
 
Our investment results and, therefore, financial condition and results of operations, may be materially adversely impacted by changes in the business, financial condition or operating results of the entities in which we invest, as well as changes in interest rates, government monetary policies, general economic conditions and overall capital market conditions.
 
Our results of operations depend, in part, on the performance of our invested assets. Fluctuations in interest rates affect our returns on, and the fair value of, our investments in fixed-income securities. As a result, interest rate fluctuations could impact our net income. Substantially all of our fixed-income securities are classified as available


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for sale, and unrealized gains and losses on such securities are recognized in accumulated other comprehensive income (loss), net of taxes, and increase or decrease our stockholders’ equity. In addition, issuers of the fixed-income securities that we own may default on principal and interest payments, as a result of economic downturn, events of corporate malfeasance or other factors which would cause a decline in the value of our fixed-income portfolio and cause our net earnings to decline through lost investment income and credit write-down of principal.
 
Our fixed-income investment portfolio includes mortgage-backed securities. The fair value of these securities fluctuates with the market, and in addition changes in interest rates expose these securities to prepayment risk. That is, in periods of declining interest rates, mortgage prepayments (generally from refinancings) increase and the securities are paid down more quickly, requiring us, as the investor, to reinvest repayments at the then lower market rates. Conversely, during periods of rising interest rates, prepayments generally slow. Mortgage/asset-backed securities that have an amortized cost that is less than par (i.e. purchased at a discount) may incur a decrease in yield as a result of a slower rate of prepayment.
 
Certain asset-backed and municipal securities held by Darwin are backed by a financial guarantee insurance policy from a mono-line insurance guarantor (“mono-lines”) to strengthen the overall credit quality of the security. These mono-lines have historically been rated at the highest credit quality ratings from the major rating agencies (Standard & Poors’, Moody’s and Fitch). Recent volatility in the credit market, particularly related to the sub-prime credit market, has caused large losses for these mono-lines, reduced their capital and put their credit ratings at risk. Several have been downgraded and/or are on a negative credit watch by the major rating agencies. When a security is backed by a mono-line insurance company guarantee, and that mono-line has a credit rating higher than the underlying credit rating of the issuer, it may trade at a price higher than it would if there was no guarantee. When acquiring fixed income securities that are backed by a financial guarantee insurance policy, Darwin’s investment philosophy is to evaluate the credit quality of the underlying issuer assuming that no insurance guarantee is in place and purchase those securities based upon the assumption that no insurance policy would be available to make payment on the securities. A subsequent downgrade of that mono-line insurance carrier’s credit rating could have an adverse impact on the fair market value of the securities that are backed by that mono-line carrier’s insurance guarantee.
 
The Company has recently completed a search for an equity investment manager and has begun investing in equity securities with the goal of investing approximately 10% of our investment portfolio in this class over time. The performance of an equity portfolio depends on a number of factors, including many of the same that affect the performance of fixed-income securities (although those factors can have the opposite effect on the market prices of equity securities. The equity markets as a whole have been relatively volatile in recent years, and we will need to exercise care in selecting equity securities for investment, and our equity investments may be negatively affected by market conditions outside our control.
 
If we do not structure our investment portfolio so that it appropriately matches our insurance liabilities, we may be forced to liquidate investments prior to maturity at a significant loss to cover such liabilities. In addition, if we do not succeed in targeting an appropriate overall risk level for our investment portfolio, the return on our investments may be insufficient to meet our long-term profit targets.
 
As a holding company and underwriting manager, we are dependent on the results of operations of our insurance company subsidiaries, and we rely upon the regulatory and financial capacity of our subsidiaries to pay dividends to us. The inability of our subsidiaries to pay dividends to us in sufficient amounts could harm our ability to meet our obligations.
 
As an insurance holding company without significant operations of our own (other than our underwriting manager business), payments from our subsidiaries under our underwriting management and tax sharing agreements are currently our sole sources of funds to pay holding company expenses. We anticipate that such payments, together with dividends paid by subsidiaries, will be the primary source of funds for our holding company.
 
State insurance laws restrict the ability of our insurance company subsidiaries to declare stockholder dividends. State insurance regulators require insurance companies to maintain specified levels of statutory capital and surplus. (See “Business — Regulation, Payment of Dividends” above.) In addition, insurance regulators can block payments to us from our insurance company subsidiaries that would otherwise be permitted without prior approval if the regulators determine that the payments (such as payments under tax sharing agreements or payments


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for employee or other services) would be adverse to the interests of policyholders or creditors. As a result, we may not be able to receive dividends or other payments from our subsidiaries at times and in amounts necessary to pay corporate expenses or meet other obligations. If the ability of our insurance company subsidiaries to pay dividends or make other payments to us is materially restricted by regulatory requirements, it could adversely affect our ability to pay our corporate expenses.
 
If we are unable to raise additional capital in the future, whether on favorable terms or at all, we may not have sufficient funds to implement our operating plans, and our business, financial condition or results of operations could be materially adversely affected.
 
We have in place a $25 million credit facility with a consortium of lending institutions led by JPMorgan Chase Bank, N.A., extending until March 2010, under which there was approximately $20 million of borrowing capacity at December 31, 2007. Based on our current operating plan, we believe that such credit availability, together with payments under our tax sharing agreements and such dividends as we are permitted by regulators to receive from our subsidiaries will support operations for the foreseeable future without the need for additional capital. However many factors will affect our capital needs and their amount and timing. Such factors include: our growth and profitability; claims experience and the availability of reinsurance; and possible acquisition opportunities, market disruptions and other unforeseeable developments. If we have to raise additional capital, equity or debt financing may not be available at all or may be available only on unfavorable terms and may, in an equity financing, dilute our stockholders’ interests. In any case, such securities may confer rights, preferences and privileges that are senior to those of the common stock shares or may impose covenants that impair our operations.
 
Litigation and legal proceedings against our insurance company subsidiaries could have an adverse effect on our financial condition and results of operations.
 
We are subject to routine legal proceedings in the normal course of operating our business, including litigation regarding claims, and we expect to continue to be subject to legal proceedings in the ordinary course of our business. We are not currently involved in any legal proceeding that we believe could reasonably be expected to have a material adverse effect on our business, financial condition or results of operations. However, if such litigation were to develop, adverse judgments in one or more of such lawsuits could require us to pay significant damage amounts or to change aspects of our operations, which could have a material adverse effect on our business, financial condition and results of operations.
 
If we acquire other insurance businesses and are unable to integrate them successfully with our business, our financial condition and results of operations could be materially adversely affected.
 
As noted elsewhere in this Report (see “Business — Evolution and Subsidiaries”) we acquired AMS, a group of Florida-based insurance distribution corporations, in early 2008. We do not currently have plans to acquire any other insurance business. However, we believe we will be presented from time to time with acquisition opportunities which would allow us to grow our business while achieving our profitability goals. Therefore, if we are presented with an appropriate opportunity, we may pursue acquisition of one or more specialty insurance businesses or books of business. Some of these acquisitions could be material in size and scope. If a potential acquisition opportunity is identified, there can be no assurance that we will consummate such acquisition. If any such acquisition does occur it may not be successful in enhancing our business, may not be accretive to earnings or book value or may not generate an underwriting profit. In addition, to the extent that we do acquire new businesses, such acquisitions could pose a number of special risks, including the diversion of management’s attention, the unsuccessful integration of the acquired operations and personnel, adverse short-term effects on reported operating results, impairment of acquired intangible assets and the loss of key employees.
 
We may, in the future, issue additional common stock in connection with one or more acquisitions, which may dilute our stockholders. Alternatively, we may incur debt, which could limit our future financial flexibility. Additionally, with respect to future acquisitions, our stockholders may not have an opportunity to review the financial statements of the entity being acquired or to vote on such acquisitions.


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Our capital adequacy requirements could negatively affect our return on equity for a long time. In addition, if we are unable to grow into our capital base as quickly as we anticipate, our return on equity could be negatively affected.
 
We need to satisfy certain capital requirements in order to maintain our A.M. Best ratings. We are also subject to capital adequacy requirements imposed by insurance regulators. These requirements may lead us to maintain a higher level of capital in our insurance company subsidiaries than we otherwise would, which could hold down our return on equity. Either capitalization requirement could persist for a relatively long period, meaning that our return on equity would be decreased for a number of years into the future.
 
Risks Related to Our Industry
 
Our business is cyclical in nature, which may affect our financial performance.
 
The insurance business historically has been a cyclical industry, with periods of intense price competition and broad coverage terms (referred to as “soft market” conditions), and other periods when insuring capacity is tight, resulting in high premium levels and restrictive coverage terms (“hard markets”). An increase in the supply of risk-bearing capacity, due either to new entrants’ bringing in new capital or to additional capital being contributed by existing insurers, causes less favorable pricing and policy terms and may decrease demand for our underwriting services. Additionally, periodic changes in loss frequency and severity within a particular insurance line will impact the cycle of the insurance business significantly.
 
Our returns will generally be impacted by the cyclical nature of the industry. Though each of our lines and classes is cyclical, each is subject to its own insurance cycle and the prevailing conditions in one class may or may not be reflective of conditions in another. While difficult to generalize, we believe markets for the E&O and Medical Malpractice Liability lines have become more competitive during the past several years, and as a result, virtually all of our major business lines are experiencing “soft” or highly competitive market conditions. We endeavor to target market segments where conditions are favorable to insurers, but downturns in market conditions could affect our ability to write insurance at rates that we consider appropriate relative to the risk assumed. If we were unable to write our specialty lines of insurance at appropriate rates, we would have to reduce the level of our underwriting commitments, which would reduce our revenues.
 
Some of our competitors have greater financial resources than we have, or have more market recognition than we do, and, we may not be successful in competing effectively with them.
 
We compete with a large number of other companies in our selected lines of business. Many of our competitors have significantly greater financial resources than we have and may also have lower total expense ratios, allowing them to price their products more competitively than we can. In addition, some of our competitors operate from tax-advantaged jurisdictions and have the ability to offer lower rates due to such tax advantages.
 
If we are unable to compete effectively in the markets in which we operate or to expand our operations into new markets, our underwriting revenues and net income may grow more slowly than expected or may decline. Competition is based on many factors, including: perceived market strength of the insurer; pricing and other terms and conditions; services provided; speed of claims payment; reputation and experience of the key management and underwriting staff; and ratings assigned by independent rating organizations such as Best. A number of potential new developments could further increase competition in our industry. These developments could include, for example, an increase in capital-raising by companies in our lines of business, which could result in new entrants to our markets and an excess of capital in the industry. Competition from new entrants or increased competition from our existing competitors could affect our ability to price our products at rates that are likely to generate underwriting profits.


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We are subject to extensive regulation, which may adversely affect our ability to achieve our business objectives. In addition, if we fail to comply with regulations, we may be subject to penalties, including fines and suspensions, which may adversely affect our results of operations.
 
Our insurance company subsidiaries are subject to extensive regulation, primarily by DNA’s state of domicile Delaware, and Darwin Select’s state of domicile Arkansas. To a lesser extent, our insurance company subsidiaries are also subject to regulation in the other states where they operate. Significant changes the laws and regulations of these states could further limit our discretion or make it more expensive to conduct our business. State insurance departments also conduct periodic examinations of the affairs of insurance companies and require the filing of annual and other reports relating to financial condition, holding company issues and other matters. These regulatory requirements may impose timing and expense constraints that could adversely affect our ability to achieve some or all of our business objectives.
 
In addition, regulatory authorities have broad discretion to deny or revoke licenses for various reasons, including the violation of regulations. In some instances, where there is uncertainty as to applicability, we follow practices based on our interpretations of regulations or practices that we believe to be generally followed by the industry. These practices may turn out to be different from the interpretations of regulatory authorities. If we do not have the requisite licenses and approvals or do not comply with applicable regulatory requirements, insurance regulatory authorities could preclude or temporarily suspend us from carrying on some or all of our activities or otherwise penalize us. This could adversely affect our ability to operate our business. Further, changes in the level of regulation of the insurance industry or changes in laws or regulations themselves or interpretations by regulatory authorities could interfere with our operations and require us to bear additional costs of compliance, which could adversely affect our ability to operate our business.
 
The effects of emerging claim and coverage issues on our business are uncertain and could materially adversely affect our business, financial condition and results of operations.
 
As industry practices and legal, judicial, social and other environmental conditions change, unexpected issues related to claims and coverage may emerge. These issues may adversely affect our business by either extending coverage beyond our underwriting intent or by increasing the number or size of claims. In some instances, these changes may not become apparent until some time after we have issued the insurance affected by the changes. As a result, the full extent of our liability may not be known for years after a contract is issued. Recent liabilities related to options award practices and to sub-prime lending and collateralized debt obligations are examples of claims and coverage issues that can emerge from time to time. Another recent example of an emerging claims and coverage trend is the larger amount of settlements and jury awards against professionals and corporate directors and officers covered by professional liability and directors and officers liability insurance. The effects of claims and coverage trends are extremely hard to quantify or predict and could harm our results of operations.
 
The passage of tort reform and the subsequent review of such laws by the courts could have a material impact on our operations.
 
“Tort reform” generally refers to laws restricting a plaintiff’s ability to recover damages by imposing one or more limitations, including: eliminating certain claims that can be heard in a court, limiting the amounts or types of damages; reducing statutes of limitation; or limiting venue or court selection. Certain states in which we do business have enacted, or are considering, tort reform legislation. However, many reform laws are being challenged in state courts, and there is no assurance that they will ultimately be upheld. While the effects of tort reform would appear beneficial to our business generally, there can be no assurance that such reforms will be effective. If tort reforms are effective, providing professional and other liability insurance may become more attractive, thereby causing an increase in competition for our business. In addition, there is no assurance that the benefits of tort reform will not be accompanied by regulatory actions that may be detrimental to our business such as expanded coverage requirements and premium rate limitations or rollback of premiums charged.


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Risks Related to Our Corporate Structure
 
We are a majority-owned subsidiary of Alleghany and the ownership of our shares is highly concentrated. A future sale of all or a substantial portion of Alleghany’s shares of our common stock, or the possibility of such future sales, could adversely affect the market price of our common stock.
 
Alleghany and our management stockholders beneficially own approximately 65% of our outstanding common stock. At the time of our IPO in May 2006, Alleghany was granted the right under a Registration Rights Agreement to require us to register some or all of the Alleghany shares for sale under the U.S. securities laws. In August 2007 we registered all of Alleghany’s 9,371,096 shares of Common Stock in accordance with the Registration Rights Agreement. As of the date hereof, Alleghany has not sold any shares of Common Stock under the August 2007 Registration Statement, but it may decide to sell some or all of the registered shares at any time in its sole discretion. Alleghany’s sale of Common Stock could have an adverse effect on our stock price. We cannot predict what effect, if any, future sales of shares by Alleghany or others, or the availability of shares for future sale, may have on the prevailing market price of our Common Stock. If such sales, or the possibility of such sales, reduce the market price of our Common Stock, our ability to raise additional capital in the equity markets may be adversely affected.
 
Alleghany has significant control over us and may not always exercise its control in a way that benefits the other security holders. Also, conflicts of interest that may arise between us and Alleghany could be resolved in a manner unfavorable to us.
 
As our majority stockholder, Alleghany has the ability to exert significant influence over our policies and affairs, including the power to affect the election of our directors, appointment of our management, our dividend policy and the approval of any action requiring a stockholder vote, such as amendments to our certificate of incorporation, transactions with affiliates, mergers or sales of substantially all of our assets. Because Alleghany’s interests may differ from the interests of our other security holders, actions Alleghany takes with respect to us, as our controlling stockholder, may not be favorable to such other investors.
 
Additionally, questions relating to conflicts of interest may arise between us and Alleghany from time to time. One of our directors is an officer and director of Alleghany, and two other of our directors are also officers of Alleghany. Ownership interests of our directors in Alleghany shares, or service as a director or officer of both our company and Alleghany, could give rise to potential conflicts of interest when a director or officer is faced with a decision that could have different implications for the two companies. These potential conflicts could arise, for example, over matters such as the desirability of an acquisition opportunity, employee retention or recruiting, or our dividend policy.
 
The corporate opportunity policy set forth in our certificate of incorporation addresses potential conflicts of interest between Darwin, on the one hand, and Alleghany and its officers and directors who are directors of the Company, on the other hand. It provides that, subject to any written agreement to the contrary, Alleghany has no legal duty to refrain from engaging in the same or similar business activities or lines of business as we do, or from doing business with any of our clients, customers or vendors. The policy also provides that if Alleghany acquires knowledge of a potential transaction or matter which may be a corporate opportunity for both us and Alleghany, or a person who is an affiliate of Alleghany, then unless the corporate opportunity was expressly offered to Alleghany in its capacity as a stockholder of Darwin, the corporate opportunity will be deemed to be renounced by us such that we waive any claim that the corporate opportunity should have been presented to us, and Alleghany will have no duty to communicate or present that corporate opportunity to us. The policy further provides that if one of our directors or officers who is also a director, officer, employee or agent of Alleghany learns of a potential transaction or matter that may be a corporate opportunity for both us and Alleghany, or a person who is an affiliate of Alleghany, then unless the corporate opportunity is expressly offered to such person solely in his or her capacity as our director or officer, the corporate opportunity will be deemed to be renounced by us such that we waive any claim that the corporate opportunity should have been presented to us, and such director or officer will have no duty to communicate or present that corporate opportunity to us.


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If a conflict of interest arises between us and Alleghany, the corporate opportunity policy set forth in our certificate of incorporation may result in a conflict resolution that would be unfavorable to us.
 
Because Alleghany, through certain of its insurance company subsidiaries, engages in some of the same lines of specialty insurance that we write, our ability to successfully operate and expand our business may be adversely affected.
 
Alleghany has no obligation to refrain from engaging in the same or similar business activities or lines of business as us, or doing business with, or in competition with, any of our clients, customers or vendors. Some of Alleghany’s insurance company subsidiaries compete with us in some of the same lines of specialty insurance that we write. Because of Alleghany’s significant financial resources, Alleghany could have a significant competitive advantage over us should it decide to expand its business in any of the specialty insurance lines that we write.
 
We are a “controlled company” within the meaning of the NYSE rules and qualify for exemptions from certain corporate governance requirements. As a result, our stockholders are not afforded all of the same protections as stockholders of companies that are subject to all of the corporate governance requirements of the Exchange.
 
A company of which more than 50% of the voting power is held by an individual, a group or another company is a “controlled company” and may elect not to comply with certain corporate governance requirements of the NYSE. As a “controlled company” (because Alleghany holds more than 50% of the voting power of DPUI), we rely upon the “controlled company” exemptions of the NYSE corporate governance standards. These exemptions free us from the obligation to comply with certain NYSE corporate governance requirements, including the requirements that a majority of our board of directors consist of independent directors; that we have a nominating/corporate governance committee consisting entirely of independent directors with a written charter addressing the committee’s purpose and responsibilities; and that we have a compensation committee consisting entirely of independent directors with a written charter addressing the committee’s purpose and responsibilities. Accordingly, our stockholders do not have the same protections afforded to stockholders of companies that are subject to all of the corporate governance requirements of the NYSE.
 
ITEM 1B.   Unresolved Staff Comments.
 
We have not received any written comments from the SEC staff regarding our periodic or current reports filed during 2007, including the 12/31/06 Form 10-K.
 
ITEM 2.   Properties
 
The majority of our employees work out of our headquarter offices located in approximately 30,000 square feet of leased office space on the second floor of 9 Farm Springs Road in Farmington, Connecticut, for which we paid rent of $0.6 million in 2007. The terms of our principal lease extend our tenancy through 2011 and require that we take occupancy of the remaining second floor space (approximately 7,000 sq. ft.) adjacent to our existing offices. In addition, we signed a sublease in December 2007 under which we will be permitted to occupy an additional 17,600 square feet within our Farmington headquarters building, upon the existing tenant’s vacancy later in 2008. We believe that the space available to us under our principal lease and the sublease will be sufficient to meet our needs at the headquarters location for the foreseeable future. In addition to our Farmington headquarters, we rent a small office for DNA employees in New York City. Finally, in connection with our acquisition of AMS, Allsouth and Raincross, we entered into a short term lease for the 8,000 sq. ft. building already occupied by those corporations in St. Pete Beach, FL.
 
ITEM 3.   Legal Proceedings
 
We are subject to routine legal proceedings in the normal course of operating our business, including litigation regarding claims. We are not involved in any legal proceeding which we believe could reasonably be expected to have a material adverse effect on our business, results of operations or financial condition. We anticipate that, like other insurers, we will continue to be subject to legal proceedings in the ordinary course of our business.


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ITEM 4.   Submission of Matters to a Vote of Security Holders.
 
There were no matters submitted to a vote of security holders during the fourth quarter of 2007.
 
PART II
 
ITEM 5.   Market for the Registrant’s Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities.
 
Shares and Stockholders:  Our common stock is traded on the NYSE under the ticker symbol “DR”. We have two classes of authorized capital stock: 50,000,000 shares of common stock, par value $0.01 per share (the “Common Stock”), and 10,000,000 shares of preferred stock, par value $0.10 per share (the “Preferred Stock”).
 
As of February 25, 2008, there were 17,025,051 shares of Common Stock issued and outstanding, and based upon requests for proxy material, we estimate that there are approximately 2,500 holders of our Common Stock. As of that date, there were no shares of Preferred Stock issued and outstanding. We did not issue any shares of Common Stock that were not registered under the Securities Act on 1933, and no repurchases of the Company’s shares of Common Stock were made during the year ended December 31, 2007.
 
Price Range of Common Stock
 
The high and low sales prices for the quarters ended March 31, June 30, September 30 and December 31, 2007 and 2006, and the closing prices as of each period’s end, beginning with Darwin’s Initial Public Offering on May 19, 2006 were as follows:
 
                         
Quarter Ended
  High     Low     Close  
 
2006
                       
5/19/2006 — 6/30/2006
  $ 20.12     $ 16.00     $ 17.66  
Third Quarter 2006
  $ 23.50     $ 17.75     $ 22.21  
Fourth Quarter 2006
  $ 25.29     $ 20.61     $ 23.45  
2007
                       
First Quarter 2007
  $ 27.16     $ 22.25     $ 25.15  
Second Quarter 2007
  $ 27.50     $ 26.84     $ 25.17  
Third Quarter 2007
  $ 26.84     $ 19.06     $ 21.60  
Fourth Quarter 2007
  $ 26.50     $ 21.33     $ 24.17  


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Performance Graph
 
The following graph compares, for the period from our initial public offering price of $16.00 per share on May 19, 2006 to December 31, 2007, the cumulative total stockholder return on each of Darwin’s Common Stock, the Standard & Poor’s 500 Stock Index (the “S&P 500”) and the Standard & Poor’s Property and Casualty Insurance Index (the “P&C Index”). The graph shows the value at the end of such period of $100 invested as of May 19, 2006 in the Common Stock, the S&P 500 and the P&C Index.
 
COMPARISON OF CUMULATIVE TOTAL RETURN
 
Cumulative total return graph
 
                                                                                 
                        Indexed Returns                  
      Base
                Quarter Ending                  
      Period
                                 
Company/Index     5/19/06     6/30/06     9/30/06     12/31/06     3/31/07     6/30/07     9/30/07     12/31/07
Darwin Professional Underwriters, Inc. 
      100         110.37         138.81         146.56         157.19         157.31         135.00         151.06  
 
S&P 500 Index
      100         100.38         106.06         113.17         113.89         121.04         123.50         119.39  
 
S&P Property & Casualty Insurance Index
      100         98.50         105.17         112.34         106.93         112.67         106.27         96.65  
 
 
The foregoing graph is based on the assumptions that any cash dividends are reinvested on the ex-dividend date in respect of such dividend.
 
Dividend Policy
 
In connection with the initial public offering on May 19, 2006 our Board approved a 33-for-two stock split on our Common Stock, which was effective in May 2006. There are no current plans for any additional stock split or stock dividend.
 
We have not paid or declared a cash dividend on our Common Stock. While there is presently no intention to pay cash dividends on the common stock, future declarations, if any, are at the discretion of our Board of Directors, and the amounts of such dividends will be dependent on, among other things, Company earnings, our financial condition and business needs, any restrictive covenant under a credit facility, the capital and surplus requirements of our subsidiaries and applicable government regulations. The Company is prohibited from paying dividends on its Common Stock pursuant to its existing credit agreement with lenders under its credit facility.


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Initial Public Offering and Repurchase of Preferred Stock
 
In May 2006, we completed the initial public offering of our Common Stock at an offering price of $16.00 per share. Gross proceeds from the sale of the 6,000,000 shares of Common Stock were $96.0 million. After underwriting and offering costs, net proceeds from the offering, including the over-allotment option, were $86.3 million.
 
The net proceeds from the offering were used to redeem all of the then-outstanding shares of Series A Preferred Stock at the aggregate liquidation preference of $2.3 million and all then-outstanding shares of the Series C Convertible Preferred Stock with an aggregate liquidation preference of $2.5 million. The remaining proceeds of $81.5 million were used to redeem a portion of the outstanding Series B Convertible Preferred Stock at a redemption price per share, on an as-converted basis, equal to the public offering price less underwriting costs or 5,478,904 shares of common stock on an as-converted basis. The remaining outstanding shares of the Series B Convertible Preferred Stock were converted into 9,371,096 shares of Common Stock. As a result of the foregoing, the net proceeds of the offering were used to reduce Alleghany’s ownership in the Company to approximately 55%.


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ITEM 6.   Selected Financial Data.
 
The selected historical consolidated financial data set forth below for the twelve-month periods ended December 31, 2007, 2006, 2005 and 2004, and the period March 3, 2003 to December 31, 2003 have been derived from the historical consolidated financial statements, which have been audited by KPMG LLP, independent registered public accounting firm, and should be read in conjunction with the audited consolidated financial statements and accompanying notes, and with “Management’s Discussion and Analysis of Financial Condition and Results of Operations” elsewhere in this Annual Report on Form 10-K.
 
The selected historical consolidated financial statements for the periods ended December 31, 2005, 2004, and 2003 give retroactive effect to Darwin’s reorganization. See “Management’s Discussion and Analysis of Financial Condition and Results of Operations — Our History” and Note 1(b) to the audited condensed consolidated financial statements.
 
                                         
                            Period
 
                            March 3, 2003
 
    Year Ended December 31,     to December 31,
 
    2007     2006     2005     2004     2003  
    (Dollars in thousands, except per share amounts)  
 
Revenues:
                                       
Net premiums earned
  $ 180,900     $ 132,378     $ 84,698     $ 46,092     $ 4,115  
Net investment income
    22,574       16,442       4,920       949       11  
Net realized investment gains (losses)
    (28 )     12       (176 )     1        
Other income
                14              
                                         
Total revenues
    203,446       148,832       89,456       47,042       4,126  
                                         
Costs and expenses:
                                       
Losses and loss adjustment expenses
    101,278       88,619       58,606       29,628       2,683  
Commissions and brokerage expenses
    22,618       14,609       9,191       6,167       504  
Other underwriting, acquistion and operating expenses
    28,286       21,603       14,574       10,221       4,488  
Other expenses
    5,857       750       1,102       904        
                                         
Total costs and expenses
    158,039       125,581       83,473       46,920       7,675  
                                         
Earnings before income taxes
    45,407       23,251       5,983       122       (3,549 )
                                         
Income tax expense
    13,165       7,286       2,276       74       (1,219 )
                                         
Net earnings
  $ 32,242     $ 15,965     $ 3,707     $ 48     $ (2,330 )
                                         
Underwriting ratios:
                                       
Loss ratio(1)
    56.0 %     66.9 %     69.2 %     64.3 %     65.2 %
                                         
Commissions and brokerage expense ratio(2)
    12.5 %     11.0 %     10.9 %     13.4 %     12.2 %
Other underwriting, acquistion and operating expense ratio(3)
    15.6 %     16.3 %     17.2 %     22.2 %     109.1 %
                                         
Total expense ratio(4)
    28.1 %     27.4 %     28.1 %     35.6 %     121.3 %
                                         
Combined ratio(5)
    84.1 %     94.3 %     97.3 %     99.9 %     186.5 %
                                         
Basic earnings per share:
                                       
Net earnings per share
  $ 1.96     $ 1.38     $ 0.56     $ 0.01     $ (0.35 )
                                         
Weighted average shares outstanding
    16,424,448       9,770,268       6,600,000       6,600,000       6,600,000  
                                         
Diluted earnings per share:
                                       
Net earnings per share
  $ 1.89     $ 0.95     $ 0.46     $ 0.01     $ (0.35 )
                                         
Weighted average shares outstanding
    17,071,505       16,785,721       8,119,370       8,167,500       6,600,000  
                                         


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    As of December 31,  
    2007     2006     2005     2004     2003  
    (Dollars in thousands)  
 
Balance sheet data:
                                       
Cash and investments
  $ 564,407     $ 426,256     $ 315,113     $ 86,832     $ 12,640  
Reinsurance recoverables on paid and unpaid losses
    136,370       96,371       51,260       15,572       990  
All other assets
    126,358       112,637       81,225       47,199       15,117  
                                         
Total assets
  $ 827,135     $ 635,264     $ 447,598     $ 149,603     $ 28,747  
                                         
Loss and loss adjustment expense reserves
  $ 387,865     $ 263,549     $ 138,404     $ 47,207     $ 3,485  
Unearned premium reserves
    141,126       123,796       88,280       54,274       18,791  
                                         
All other liabilities
    43,971       30,069       21,391       12,514       6,695  
                                         
Total liabilities
    572,962       417,414       248,075       113,995       28,971  
Series A Preferred Stock
                2,106       2,106       2,106  
Total stockholders’ equity
    254,173       217,850       197,417       33,502       (2,330 )
                                         
Total liabilities and stockholders’ equity
  $ 827,135     $ 635,264     $ 447,598     $ 149,603     $ 28,747  
                                         
 
 
(1) Loss ratio is calculated by dividing total incurred losses and loss adjustment expenses by net premiums earned.
 
(2) Commissions and brokerage expense ratio is calculated by dividing total commissions and brokerage expenses by net premiums earned.
 
(3) Other underwriting, acquisition and operating expense ratio is calculated by dividing total other underwriting, acquisition and operating expenses by net premiums earned.
 
(4) Total expense ratio is the sum of the commissions and brokerage expense ratio and the other underwriting, acquisition and operating expense ratio.
 
(5) Combined ratio is the sum of the loss ratio and the total expense ratio.


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Item 7.   Management’s Discussion and Analysis of Financial Condition and Results of Operations.
 
The following discussion and analysis of our financial condition and results of operations should be read in conjunction with the audited consolidated financial statements and accompanying notes included herein. Some of the information contained in this discussion and analysis or set forth elsewhere in this Form 10-K constitutes forward-looking statements that involve risks and uncertainties. Please see “Note on Forward-Looking Statements” for a discussion of important factors that could cause actual results to differ materially from the results described in or implied by the forward-looking statements contained herein.
 
Note on Forward Looking Statements
 
Some statements in this Report are “forward-looking statements” as defined in the Private Securities Litigation Reform Act of 1995, as amended. All statements other than historical information or statements of current condition contained in this Report, including statements regarding our future financial performance, our business strategy and expected developments in the commercial insurance market, are forward-looking statements. The words “expect,” “intend,” “plan,” “believe,” “project,” “may,” “estimate,” “continue,” “anticipate,” “will,” and similar expressions of a future or forward-looking nature identify forward-looking statements. We have based these forward-looking statements on management’s current expectations. Such statements are subject to a number of risks, uncertainties and other factors that may cause actual events or results to differ materially from those expressed or implied by any of these statements.
 
Factors that could cause actual events or results to differ materially from our forward-looking statements include, but are not limited to, the following: global economic conditions which could affect the market for specialty liability insurance generally as well as alter the intensity of competition within our markets; changes in the laws, rules and regulations which apply to our insurance companies and which affect how they do business; effects of newly-emerging claim and coverage issues on our insurance businesses, including adverse judicial decisions or regulatory rulings; unexpected loss of key personnel or higher-than-anticipated turnover within our staff; effects of rating agency policies and practices which could impact our insurance companies’ claims paying and financial strength ratings; market developments affecting the availability and/or the cost of reinsurance, including changes in the recoverability of reinsurance receivables; impact on financial results of actual claims levels exceeding our loss reserves, or changes in what level of loss reserves are estimated to be necessary; impact of industry changes required as a result of insurance industry investigations by state and federal authorities; developments within the securities markets which affect the price or yield on investment securities we purchase and hold in our investment portfolio; our inability for any reason to execute announced and/or future strategic initiatives as planned; and other factors identified in filings with the SEC, including those discussed in the “Risk Factors” above.
 
These statements should not be regarded as a representation by us or any other person that any anticipated event, future plan or other expectation described or discussed in this Report will be achieved. We undertake no obligation to update publicly or review for any reason any forward-looking statement after the date of this Report or to conform these statements to actual results or changes in our expectations. All subsequent written and oral forward-looking statements attributable to us or individuals acting on our behalf are expressly qualified in their entirety by this paragraph.
 
Our History
 
Darwin Professional Underwriters Incorporated (DPUI) was originally formed by Stephen Sills, our President and Chief Executive Officer, and Alleghany in March 2003 as an underwriting manager to underwrite professional liability coverages in the D&O, E&O and medical malpractice liability lines for three insurance companies that are wholly-owned subsidiaries of Alleghany Corporation (“Alleghany”): Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation and Platte River Insurance Company (which we refer to, collectively, as the “Capitol Companies”). DPUI also writes the same professional liability coverages on its two wholly-owned carriers Darwin National Assurance Company (DNA) and Darwin Select Insurance Company (Darwin Select). Since inception, we have had full responsibility for managing the business produced by DPUI and issued on policies of the Capitol Companies, including responsibility for obtaining reinsurance on such business and responsibility for administering claims. Whenever we refer to business generated, written or produced by any of the aforementioned


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Darwin legal entities (Darwin), we include business produced by DPUI and written on policies of the Capitol Companies (whether before or after the acquisitions of DNA and Darwin Select), all of which policies are now fully reinsured by DNA.
 
In February 2004, Alleghany formed Darwin Group, Inc. (“Darwin Group”), a wholly-owned subsidiary of Alleghany, in order to acquire DNA, an admitted insurance company domiciled in Delaware, from Aegis Holding, Inc., a subsidiary of Associated Electric & Gas Insurance Services Limited. At the time of acquisition, DNA (then named U.S. Aegis Insurance Company) was licensed in 40 states. As of December 31, 2007, DNA was licensed in 50 jurisdictions (including the District of Columbia) and was eligible to write on a surplus lines basis in one additional state (Arkansas).
 
In May 2005, Darwin Group, through its subsidiary DNA, acquired Darwin Select, a surplus lines insurance company (then named Ulico Indemnity Company) domiciled in Arkansas, from Ulico Casualty Company, a subsidiary of ULLICO Inc. As of December 31, 2007, Darwin Select was licensed to write insurance in Arkansas and was eligible to operate on a surplus lines basis in 48 additional states.
 
In November 2007, Darwin Group, through its subsidiary DNA, acquired Midway Insurance Company of Illinois from Fireman’s Fund Insurance Company (“Fireman’s Fund”). It has a license in one state (Illinois), but has been dormant for several years. Midway Insurance Company of Illinois’ name has been changed to Vantapro Specialty Insurance Company (Vantapro) and an application has been filed to redomesticate Vantapro to Arkansas.
 
Our Corporate Reorganization
 
Effective October 1, 2005, Darwin Group, through its subsidiary DNA, entered into a series of reinsurance and commutation agreements with the Capitol Companies. Overall, these reinsurance agreements had the effect of transferring to DNA all of the in-force business produced by DPUI and issued on policies of the Capitol Companies, along with the corresponding financial statement effects of these policies. In addition, in November 2005, Alleghany made a capital contribution of $135,000 to Darwin Group, which subsequently contributed this capital to DNA.
 
Effective January 1, 2006, DPUI became the parent of Darwin Group and its subsidiaries, DNA and Darwin Select and, in connection therewith, DPUI issued to Alleghany Insurance Holdings, LLC (“AIHL”) shares of Series B Convertible Preferred Stock with an aggregate liquidation preference of $197,178, equal to the book value of Darwin Group on December 31, 2005, in exchange for all of the outstanding common stock of Darwin Group held by AIHL. In addition, AIHL exchanged its 6,600,000 shares of common stock of DPUI, representing 80% of the issued and outstanding shares of DPUI, for 9,560 additional shares of Series A Preferred Stock of DPUI having an additional aggregate liquidation preference of $20 per share, representing 80% of the book value of DPUI on December 31, 2005. We refer to these transactions, collectively, as the “Reorganization.” As a result of the Reorganization, the only shares of common stock outstanding as of January 1, 2006 were unvested restricted shares.
 
The financial statements for 2005, 2004 and 2003 give retroactive effect to both the transfer of the in-force business to Darwin Group from the Capitol Companies and the contribution of Darwin Group to DPUI as transactions between entities under common control, accounted for as a pooling of interests. This results in a presentation that reflects the actual business produced and managed by DPUI, regardless of the originating insurance carrier, with all periods presented as if DPUI and Darwin Group, including the transferred in-force business, had always been combined.
 
On May 3, 2006, the DPUI Board of Directors approved a 33-for-two stock split of the DPUI’s shares of common stock, to be effected on the effective date of DPUI’s registration statement on Form S-1 in connection with its initial public offering, which occurred on May 19, 2006. In addition, the par value of the common stock has been adjusted to $0.01 per common share from $0.10 per common share. The resulting increase in common stock was offset by a decrease in additional paid-in capital.
 
All common stock and per share data included in these consolidated financial statements, and the exchange ratios for the Series B Convertible Preferred Stock, have been retroactively adjusted to reflect the 33-for-two stock split and the change in par value for all periods presented.


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After giving effect to the Reorganization and the IPO, Alleghany owned approximately 55% of Darwin’s common stock and our management owned approximately 10% (with management’s equity interest held through a restricted stock plan).
 
Our Consolidated Financial Information
 
The accompanying historical consolidated financial statements are presented on a basis that reflects the actual business written by DPUI, regardless of the originating insurance carrier and include the stand-alone operations of DPUI, Darwin Group and its subsidiaries, DNA, Darwin Select and Vantapro, and certain assets, liabilities and results of operations of the Capitol Companies resulting from the business produced by DPUI and issued on policies of the Capitol Companies. All of the business produced by DPUI and issued on policies of the Capitol Companies was assumed through reinsurance by DNA for all periods presented in these financial statements.
 
These consolidated financial statements are presented in accordance with U.S. generally accepted accounting principles (GAAP). The preparation of financial statements requires management to make estimates and assumptions that affect amounts reported in the financial statements and accompanying notes. Actual results could differ significantly from those estimates.
 
Critical Accounting Estimates
 
Loss and Loss Adjustment Expense (LAE) Reserves.  Darwin establishes reserves on its balance sheets for unpaid losses and LAE related to our insurance contracts. The reserves are our estimated ultimate cost for all reported and unreported loss and LAE incurred and unpaid as of the balance sheet date.
 
The estimate of Darwin’s loss and LAE reserves reflects the types of contracts written by Darwin. Darwin’s insurance contracts are predominantly written on a “claims-made” basis. Claims-made insurance contracts are commonly used in Darwin’s lines of business and provide coverage for claims related to covered events described in the insurance contract that are made against the insured during the term of the contract and reported to the insurer during a period provided for in the contract.
 
A small percentage of Darwin’s insurance contracts are written on an “occurrence” basis. Occurrence basis insurance contracts provide coverage for losses related to covered events described in the insurance contract that occur during the term of the contract, regardless of the date the loss is reported to the insurer.
 
For both claims-made and occurrence contracts, a significant amount of time can elapse between the occurrence of an insured event, the reporting of the occurrence to the insurer and the final settlement of the claim (including related settlement costs). Since reporting periods are defined and limited in time under claims-made contracts but are not defined and limited in time under occurrence contracts, the ultimate settlement period for similar losses incurred under claims-made contracts is generally shorter than under occurrence contracts.
 
The major components of our loss and LAE reserves are (1) case reserves and (2) reserves for losses and LAE incurred but not reported (IBNR). Both include a provision for LAE. We divide LAE into two types: (1) “allocated” expenses (ALAE) are those that arise from defending and settling specific claims, such as the cost of outside defense counsel, and (2) “unallocated” expenses (ULAE) are those that do not arise from and cannot be assigned to specific claims, such as the general expense of maintaining an internal claims department.
 
Case reserves are liabilities for unpaid losses and ALAE on reported cases. Case reserves are established by claims adjustors as soon as sufficient information has been reported for a reasonable estimate of the expected cost of the claim. The amount of time required for the information to be reported may vary depending on the circumstances of the event that produced the loss. Claims adjusters seek to establish case reserves that are equal to the ultimate payments. The amount of each reserve is based upon an evaluation of the type of claim involved, the circumstances surrounding each claim, the policy provisions relating to the loss, the level of insured deductibles, retentions or co-insurance provisions within the contract and other factors relevant to the specific claim. For claims involving litigation, Darwin utilizes outside attorneys with expertise in the area of litigation as monitoring counsel or defense counsel. In addition to relying on his or her own experience and judgment, a claims adjuster will consider monitoring or defense counsel’s estimate of ultimate liability on a claim in the establishment of case reserves. Expenses incurred by the monitoring or defense counsel are included as ALAE reserves. During the loss adjustment


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period, these estimates are revised as deemed necessary by our claims department based upon developments and periodic reviews of cases. Individual case reserves on all claims are reviewed regularly by claims management. Individual case reserves on severe claims are reviewed for adequacy at least quarterly by senior management.
 
IBNR is the estimated liability for (1) changes in the values of claims that have been reported to the Company but are not yet settled, as well as (2) claims that have occurred but have not yet been reported. Each claim is settled individually based upon its merits, and it is not unusual for a claim to take years after being reported to settle, especially if legal action is involved. As a result, reserves for unpaid losses and ALAE include significant estimates for IBNR reserves.
 
Case and IBNR reserves together constitute the reserve for losses and ALAE. In addition, a ULAE reserve is established on a formula basis as a percentage of loss and ALAE case and IBNR reserves. In total, these amounts represent management’s best estimate, as of each reserve evaluation date, of ultimate settlement costs based on the assessment of facts and circumstances known at that time.
 
Darwin relies on two actuarial methods that employ significant judgments and assumptions to establish loss and ALAE reserves recorded on the balance sheet. Darwin’s choice of actuarial methodologies is limited by the fact that, due to Darwin’s relatively short history, its loss and ALAE emergence since inception lacks sufficient data to be statistically credible for many methodologies.
 
For each line of business, Darwin uses two methodologies. These methodologies are generally accepted actuarial methods for estimating IBNR and are as follows:
 
1) The Bornhuetter-Ferguson (B-F) methodology.  This methodology utilizes:
 
a) Darwin’s initial expected loss ratio. Darwin selects this ratio based primarily on historical insurance industry results. “Loss ratio” means the ratio of loss and ALAE to premiums earned.
 
b) Expected reporting and development patterns for losses and ALAE. We utilize historical insurance industry results for Darwin’s product lines of insurance.
 
c) Darwin’s actual reported losses and ALAE.
 
The B-F method blends actual reported losses with expected losses based on insurance industry experience.
 
2) The Expected Loss Ratio methodology.  This methodology applies the expected loss and ALAE ratio to premiums earned (which is the portion of property and casualty premiums written that apply to the expired portion of the policy term). Darwin’s selected expected loss and ALAE ratios under this method are based primarily on historical insurance industry results adjusted for price and loss trends by product line.
 
Darwin believes that both of the methodologies used are well-suited to Darwin’s relatively short history and low level of reported losses and ALAE, and we utilize an actuarial weighting of the two methodologies. The weighting relies predominantly on the Expected Loss Ratio methodology, which has generally produced higher reserve estimates, but allows the B-F methodology to have a modest impact on our ultimate loss estimates initially. The weighting of the B-F methodology for each individual accident year increases over time as Darwin’s actual loss and ALAE history becomes more mature and as the volume of business Darwin writes reaches levels where actuarial projections relying on this data are statistically credible.
 
The two methodologies are complementary. The Expected Loss Ratio methodology directly reflects the historical, and thus potential, impact of high severity losses. The historical loss and ALAE ratios that form the basis of the Expected Loss Ratio method are directly impacted by large losses (severity) as they reflect composite industry data. By comparison, the historical insurance industry expected reporting and development patterns utilized in the B-F methodology are most predictive as reported losses and ALAE mature and/or reach a credible volume. As our losses and ALAE continue to mature, we expect that the B-F methodology will become a more reliable methodology for us, and that the actuarial weighting will utilize it as a more significant predictor of ultimate loss and ALAE.


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The actuarial weights may be subject to revision as losses are reported and develop toward ultimate values. For example, if all claims reported in an experience year are settled and closed more quickly than expected based upon industry data, the weight applied to the indication for that year resulting from the B-F methodology may be adjusted.
 
The weight applied to the B-F indication for each experience year is 0% at 12 months of maturity and increases to 100% no later than 72 months of maturity. For example, assuming no judgmental acceleration based on our experience, losses reported to Darwin during 2004:
 
  •  Are at 12 months of maturity when evaluated on 12/31/04. The B-F indications would receive 0% weighting.
 
  •  Are at 36 months of maturity when evaluated on 12/31/06. The B-F indications would receive 30% weighting.
 
  •  Are at 72 months of maturity when evaluated on 12/31/09. The B-F indication would receive 100% weighting.
 
Complementary weights are applied to the Expected Loss Ratio methodology for each experience year. This is designed to provide both stability (Expected Loss Ratio method) and moderate responsiveness (B-F method) in determining loss and ALAE reserves.
 
In using the weighted loss and ALAE ratios to select our ultimate loss and ALAE incurred, we have adopted the weighted gross loss and ALAE ratios by product line for accident year 2006 earlier in the emergence and development of our 2006 loss experience than we had for prior accident years. We did this because the volume and credibility of our 2006 experience were sufficient to allow earlier estimates by product line than we have reported in previous years.
 
In the fourth quarter of 2007, we selectively revised weights for the first time. Specifically, for accident years 2003 and 2004, a detailed review of the remaining open claims strengthened our confidence that loss emergence for certain lines of business is significantly better than expected. We therefore began adjusting loss ratios for these lines of business more quickly toward the B-F indications than would occur using our standard weights as discussed above. In general, such adjustments will be considered each quarter as loss experience for each accident year matures.
 
Thus, as of fourth quarter 2007, gross and net loss ratios for 2003 and 2004 are moderately below the loss ratios indicated by our standard weighting methodology. For accident years 2005, 2006 and 2007 gross and net, we have adopted the weighted loss ratios with one exception — 2005 Public Company D&O, which is moderately higher than the indication. We selected our 2005 Public Company D&O gross and net ratios based on a detailed assessment of several Public Company D&O claims for this accident year. Based on the detailed assessment, the limits outstanding on the underlying policies and the potential volatility in the loss ratio given the potential severity of these claims, we determined that a slightly higher loss ratio was appropriate.
 
For the year ended December 31, 2007, the impact of the actuarial weighting methodology and management judgment was a net reduction of $13.8 million, or 5.5%, of the total December 31, 2007 net loss and ALAE reserves, reflecting overall favorable loss and ALAE emergence for the 2003 through 2006 accident years.
 
As mentioned above, ULAE represents claims-related expenses that do not arise from and cannot be assigned to specific claims, such as the general expense of maintaining an internal claims department. In the fourth quarter of 2006, we revised our methodology for calculating the ULAE reserve. Darwin’s experience had matured to the point that we adopted a generally accepted methodology that assumes that (1) 50% of ULAE is incurred when a claim is first reported, analyzed and a case reserve is established, and (2) the remaining 50% of ULAE is incurred over the life of the claim. The ULAE reserve is determined by applying a fixed percentage to 50% of our loss and ALAE case reserves and 100% of our loss and ALAE IBNR reserves. We selected a fixed percentage of 3.2% based on our analysis of insurance industry averages.
 
Darwin’s loss reserve analysis calculates a point estimate rather than a range of reserve estimates. This is done because a significant portion of Darwin’s loss and LAE reserves relate to lines of business that are driven by severity rather than frequency of claims. High severity lines of business tend to produce a wide range of reserve estimates which limit the usefulness of the range for selecting reserves. We believe that point estimates based on appropriate


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actuarial methodologies and reasonable assumptions are more actuarially reasonable. The point estimates are recorded in Darwin’s financial statements. Also, we do not discount (recognize the time value of money) in establishing our reserve for losses and LAE.
 
Darwin could be exposed to losses resulting from a significant liability event, such as an unexpected adverse court decision that impacts multiple insureds, or the occurrence of an unusually high number of liability losses in one reporting period. Such events could have a material adverse impact on Darwin’s results during such period, and such impact may not be mitigated by the Company’s current reinsurance structure. In general, liability claims are susceptible to changes in the legal environment, such as changes in laws impacting claims or changes resulting from judicial decisions interpreting insurance contracts. However, it is often difficult to quantify the impact that such changes in the environment might have on Darwin’s reserves. Not all environmental changes are necessarily detrimental to Darwin’s loss ratio and reserves. For example, recent medical malpractice tort reform legislation at the state level could result in mitigation of loss which, if not offset by significant reductions in price levels, would result in improvement in Darwin’s loss and LAE ratio.
 
The liabilities that we establish for loss and LAE reserves reflect implicit assumptions regarding economic, legal and insurance variables. These include changes in insurance price levels, the potential effects of future inflation, impacts from law changes and/or judicial decisions, as well as a number of actuarial assumptions that vary across Darwin’s lines of business. This data is analyzed by line of business and report/accident year, as appropriate. Along with claim severity, as discussed above and incorporated through the use of industry loss and LAE ratios, two variables that can have significant impact on actuarial analysis of loss and LAE reserves are recent trends in insurance price levels and claim frequency.
 
For the twelve months ended December 31, 2007 and 2006, Darwin experienced average price decreases on its renewal policies of 11.6% and 5.1%, respectively, across all its product lines. We believe that these decreases are not unusual during the insurance pricing cycle. Without mitigating factors, such as favorable loss emergence, such reductions in prior price levels could result in a commensurate increase in the expected loss and LAE ratio that is utilized in actuarial methodologies.
 
Darwin monitors changes in claim frequency (number of claims). Such changes vary by line of business and can impact the expected loss and LAE ratio. For example, Darwin writes D&O liability insurance for public companies, and securities class action suits have historically generated significant losses in this line.
 
The liabilities for loss and LAE reserves include significant judgments, assumptions and estimates made by management relating to the ultimate losses that will arise from the claims. Due to the inherent uncertainties in the process of establishing these liabilities, the actual ultimate loss from a claim is likely to differ, perhaps materially, from the liability initially recorded and could be material to the results of Darwin’s operations. The accounting policies used in connection with the establishment of these liabilities are considered to be critical accounting policies.
 
Darwin establishes its best estimate for liabilities for loss and LAE reserves. Because of the high level of uncertainty regarding the setting of liabilities for loss and LAE reserves, it is the practice of Darwin to engage, at least annually, an independent actuary to evaluate and opine on the reasonableness of these gross and net liabilities. Based on the Company’s analyses and the independent actuarial opinions as of December 31, 2007, management believes that the reserves for loss and LAE established as of December 31, 2007 are adequate and represent the best estimate of Darwin’s liabilities. For December 31, 2007, our independent actuaries issued unqualified statements of actuarial opinion as to the reasonableness of net reserves on a statutory basis for each of DNA, Darwin Select, and Vantapro. These unqualified statements were filed with the insurance departments of the respective states of domicile of DNA, Darwin Select, and Vantapro (Delaware, Arkansas, and Illinois). The statements of actuarial opinion issued by our independent actuaries indicate that the opinions may be relied upon only by DNA, Darwin Select, and Vantapro and the insurance departments of the various states with which the companies file annual statutory statements.


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The following tables show the breakdown of our reserves between case reserves, IBNR reserves and ULAE reserves both gross and net of reinsurance:
 
Gross Loss and LAE Reserves
 
                                                                 
    At December 31, 2007     At December 31, 2006  
Statutory Line of Business
  Case     IBNR     ULAE     Total     Case     IBNR     ULAE     Total  
    (Dollars in thousands)  
 
Other liability, claims-made
  $ 27,020     $ 204,768     $ 5,884     $ 237,672     $ 17,779     $ 135,938     $ 3,931     $ 157,648  
Other liability, occurrence
    20       4,114       110       4,244             1,725       47       1,772  
Medical malpractice liability, claims-made
    20,382       119,787       5,331       145,500       15,334       84,952       3,843       104,129  
Private passenger auto liabilty(1)
    300       149             449                          
                                                                 
Total
  $ 47,722     $ 328,818     $ 11,325     $ 387,865     $ 33,113     $ 222,615     $ 7,821     $ 263,549  
                                                                 
Percentage of total gross reserves
    12.3 %     84.8 %     2.9 %     100.0 %     12.6 %     84.4 %     3.0 %     100.0 %
 
Loss and LAE Reserves, Net of Reinsurance
 
                                                                 
    At December 31, 2007     At December 31, 2006  
Statutory Line of Business
  Case     IBNR     ULAE     Total     Case     IBNR     ULAE     Total  
 
Other liability, claims-made
  $ 22,329     $ 123,333     $ 5,848     $ 151,510     $ 14,653     $ 82,887     $ 3,895     $ 101,435  
Other liability, occurrence
    20       3,102       110       3,232             1,364       47       1,411  
Medical malpractice liability, claims-made
    16,976       74,804       5,331       97,111       12,556       48,046       3,843       64,445  
Private passenger auto liabilty(1)
                                               
                                                                 
Total
  $ 39,325     $ 201,239     $ 11,289     $ 251,853     $ 27,209     $ 132,297     $ 7,785     $ 167,291  
                                                                 
Percentage of total net reserves
    15.6 %     79.9 %     4.5 %     100.0 %     16.3 %     79.0 %     4.7 %     100.0 %
 
 
(1) Private passenger auto liability reserves are gross outstanding reserves from the acquisition of Vantapro. These reserves are 100% ceded to Fireman’s Fund, the former parent of Vantapro.
 
For the B-F and Expected Loss Ratio methodologies that Darwin uses in reserve estimation, important assumptions are related to the insurance industry historical experience that forms the basis for Darwin’s estimates. These assumptions are that (1) the Expected Loss and LAE ratio is a credible estimate of Darwin’s ultimate loss ratio and (2) industry expected reporting and development patterns for losses and ALAE are indicative of the emergence pattern that Darwin will experience.
 
The sensitivity of indicated reserves to changes in assumptions is estimated by creating several scenarios and applying Darwin’s actuarial methodologies. The scenarios assume:
 
(1) The expected loss and LAE ratios vary by as much as 5 percentage points above and below the key assumptions underlying our selected loss reserving methodologies. Both methodologies are sensitive to this assumption.


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(2) Loss development factors change by an average of 5% from the key assumptions underlying our selected loss reserving methodologies. A decrease in loss development means that Darwin’s reported losses are assumed to be closer to ultimate value and thus have less development remaining than insurance industry data would indicate. An increase in loss development means that Darwin’s reported losses and LAE are assumed to have more development remaining before ultimate values are reached than insurance industry data would indicate. The B-F method is sensitive to this assumption.
 
These scenarios are well within historical variation for Darwin’s lines of business in the industry and we believe they create a reasonable sensitivity test of Darwin’s reserves. Neither of these adjustments is believed to be more likely than the other in the assumptions underlying Darwin’s reserves.
 
The tables below present the potential changes in Darwin’s loss reserves as of December 31, 2007 (assuming no benefit from reinsurance), before and after the effect of tax, that could result based upon changes of the key assumptions underlying our selected loss reserving methodologies:
 
Pre-Tax
 
                         
    Change in Loss
 
    Development / Emergence  
    5% Average
          5% Average
 
Change in Expected Loss and LAE Ratio
  Decrease     No Change     Increase  
    (Dollars in thousands)  
 
5 percentage point increase
  $ 5,430     $ 24,823     $ 42,277  
No change
    (17,842 )           16,290  
5 percentage point decrease
    (41,502 )     (24,823 )     (10,084 )
 
After-Tax (Assumes a 35% tax rate)
 
                         
    Change in Loss
 
    Development / Emergence  
    5% Average
          5% Averge
 
Change in Expected Loss and LAE Ratio
  Decrease     No Change     Increase  
    (Dollars in thousands)  
 
5 percentage point increase
  $ 3,530     $ 16,135     $ 27,480  
No change
    (11,597 )           10,589  
5 percentage point decrease
    (26,976 )     (16,135 )     (6,555 )
 
The results summarized above assume no benefit of reinsurance. The effect of Darwin’s reinsurance program on the scenarios reflected above would depend on the nature of the loss activity that generated a change in loss development/emergence. Darwin’s reinsurance program is predominantly excess of loss in structure and will respond to the occurrence of individual large losses (severity). If the changes were produced by a large number (frequency) of small losses, the reinsurance would not respond and the scenario results would be unchanged.
 
Darwin continually evaluates the potential for changes, both positive and negative, in its estimates of liabilities and uses the results of these evaluations to adjust both recorded liabilities and underwriting criteria. With respect to liabilities for loss and LAE reserves established in prior years, such liabilities are periodically analyzed and their expected ultimate cost adjusted, where necessary, to reflect positive or negative development in loss experience and new information, including revised industry estimates of the results of a particular line of business. Adjustments to previously recorded loss and LAE reserves, both positive and negative, are reflected in Darwin’s financial results in the periods in which such adjustments are made and are referred to as prior year reserve development.
 
Reinsurance and Reinsurance Recoverables.  Darwin purchases third-party treaty reinsurance for substantially all of its lines of business. Treaty reinsurance provides protection over entire classes or lines of business to mitigate the volatility of our book of business by limiting exposure to a frequency of severity losses. On a limited basis, Darwin has purchased facultative reinsurance (which is reinsurance obtained on a case-by-case basis for all or


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part of the insurance with respect to a single risk, exposure, or policy) to provide reinsurance protection on individual risks. Accounting for reinsurance contracts is complex and requires a number of significant judgments and estimates to be made regarding the calculation of amounts payable to reinsurers, amounts recoverable from reinsurers and the ultimate collectibility of those reinsurance recoverables from reinsurers. In addition, significant judgments are required in the determination of the compliance with overall risk transfer provisions that guide the accounting for reinsurance. These judgments and estimates are critical accounting estimates for Darwin.
 
We purchase both fixed rate and variable rate excess of loss reinsurance. Fixed rate excess of loss reinsurance, under which we cede a fixed percentage of premiums to our reinsurers depending upon the policy limits written, provides indemnification to us in excess of a fixed amount of losses incurred up to a maximum recoverable amount. The maximum amount recoverable is expressed as either a dollar amount or a loss ratio cap which is expressed as a percentage of the maximum amount of the ceded premium. In some instances the contracts are expressed as the greater of a dollar amount or a loss ratio cap. The maximum amounts recoverable when expressed as a loss ratio cap vary from a minimum of 250% to a maximum in excess of 700% of ceded premium payable within the terms of the contracts.
 
The part of our excess of loss reinsurance program structured on a variable-rated basis enables us to retain a greater portion of premium if our ultimate loss ratio is lower than an initial provisional loss ratio set out in the reinsurance contract. For these contracts our ceded premium incurred on these treaties is determined by the loss ratio on the business subject to the reinsurance treaty. As the expected ultimate loss ratio increases or decreases, the ceded premiums and losses recoverable from reinsurers will also increase or decrease relationally within a minimum and maximum range for ceded premium and subject to a loss ratio cap for losses recoverable. Until such time as the ceded premium incurred reaches the maximum rate within the terms of the contract, ceded premium paid to the reinsurers will be in excess of the amount recoverable from reinsurers. After the ceded premium incurred reaches the maximum rate stated in the contract, losses incurred covered within the contract are recoverable from reinsurers up to a maximum amount recoverable, without any required additional ceded premium payment. The maximum amount recoverable is expressed as either a dollar amount or a loss ratio cap which is expressed as a percentage of the maximum amount of the ceded premium. In some instances the contracts are expressed as the greater of a dollar amount or a loss ratio cap. When expressed as a loss ratio cap these variable rated contracts vary from 225% to 300% of the maximum rate of ceded premium payable within the terms of the contracts. As a result, the same uncertainties associated with estimating loss and loss adjustment expense (LAE) reserves affect the estimates of ceded premiums and losses recoverable from reinsurers on these contracts. In some instances we have purchased variable rated excess of loss reinsurance that has no maximum amount recoverable.
 
Darwin’s estimated loss and LAE reserve experience has resulted in downward adjustment of ceded premium for the variable-rated excess of loss contracts. For the years ended December 31, 2007, 2006 and 2005, these amounts were $7.4 million, $1.7 million and $0.3 million, respectively. The total ceded premium recoverable balances arising from these adjustments were $9.4 million and $2.0 million as of December 31, 2007 and 2006, respectively.
 
In general we retain the first $1 million of loss per claim across most classes of business including many of the E&O classes, private and non-profit D&O and most medical malpractice classes. However for Commercial, Healthcare and FI D&O, Managed Care and FI E&O and Shortline Railroad Liability we retain the first $2 million of loss per claim. On other specific classes we retain lower limits that currently range from $0.3 million to $0.5 million of loss per claim. In addition we retain various additional amounts known as co-insurances that vary between 10% and 25% of the limits above these retentions.
 
Unpaid ceded reinsurance premium balances payable to the reinsurers are reported as liabilities and estimated ceded premiums recoverable from reinsurers are reported as assets.
 
Reinsurance contracts that do not result in a reasonable possibility that the reinsurer may realize a significant loss from the insurance risk assumed and that do not provide for the transfer of significant insurance risk generally do not meet the requirements for reinsurance accounting and are accounted for as deposits.
 
Darwin performs analyses of its reinsurance contracts to ascertain whether or not they meet the risk transfer provisions of Financial Accounting Standards Board (FASB) Statement No. 113, Accounting for Reinsurance


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(SFAS No. 113). Evaluating risk transfer involves significant assumptions relating to the amount and timing of expected cash flows, as well as interpretations of underlying contract terms, to determine if contracts meet the conditions established by SFAS No. 113. These tests include a number of subjective judgments. Because of this subjectivity and in the context of evolving practices and application of existing and future standards, we could be required in the future to adjust our accounting treatment of these transactions. This could have a material effect on our financial condition and results of operations. Based upon the analysis performed on our reinsurance contracts, we believe that all of our contracts with third party reinsurers meet the risk transfer provisions of SFAS No. 113, and therefore we do not account for any of our reinsurance contracts as deposits.
 
Reinsurance recoverables on paid and unpaid losses (including amounts related to settlement expenses and claims incurred but not reported) and ceded unearned reinsurance premiums are reported as assets. Amounts recoverable on unpaid losses from reinsurers are estimated in a manner consistent with the claim liability associated with the reinsured business.
 
Ceded unearned reinsurance premiums (the portion of premiums representing the unexpired portion of the policy term as of a certain date), reinsurance recoverable on paid and unpaid losses and settlement expenses and ceded premiums recoverable are reported separately as assets, rather than being netted with the related liabilities, since reinsurance does not relieve us of our liability to policyholders. Such balances are subject to the credit risk associated with the individual reinsurer. We continually monitor the financial condition of our reinsurers. Any estimate of unrecoverable amounts from troubled or insolvent reinsurers is charged to earnings at the time of determination that recoverability is in doubt. To date, Darwin has not recorded a charge to earnings for uncollectibility of reinsurance recoverables from reinsurers.
 
Investment Valuation.  Darwin holds its equity and fixed-income securities as available for sale, and as such, these securities are recorded at fair value. Unrealized gains and losses during the year, net of the related tax effect applicable to available-for-sale securities, are excluded from earnings and reflected in other comprehensive income (loss) and the cumulative effect is reported as a separate component of common stockholders’ equity until realized.
 
Equity and fixed maturities deemed to have declines in value that are other-than-temporary are written down to carrying values equal to their estimated fair values in the consolidated statement of operations. On a quarterly basis, all securities with an unrealized loss are reviewed to determine whether the decline in the fair value of any investment below cost is other-than-temporary. Considerations relevant to this determination include the persistence and magnitude of the decline of the issuer, issuer-specific financial conditions rather than general market or industry conditions and extraordinary events including negative news releases and rating agency downgrades. Risks and uncertainties are inherent in our assessment methodology for determining whether a decline in value is other-than-temporary. Risks and uncertainties could include, but are not limited to, incorrect or overly optimistic assumptions about financial condition or liquidity, incorrect or overly optimistic assumptions about future prospects, inadequacy of any underlying collateral, unfavorable changes in economic or social conditions and unfavorable changes in interest rates or credit ratings.
 
Impairment losses result in a reduction of the underlying investment’s cost basis. Significant changes in these factors could result in a considerable charge for impairment losses as reported in the consolidated financial statements.
 
Part of our evaluation of whether particular securities are other-than-temporarily impaired involves assessing whether we have both the intent and ability to continue to hold securities in an unrealized loss position until they recover to full value. Since our formation in March 2003, we have not sold any securities held in our investment portfolio for the purpose of generating cash to pay claims or dividends or to meet any other expense or obligation. Accordingly, we believe that our sale activity supports our ability to continue to hold securities in an unrealized loss position until our cost may be recovered. Based on management’s review of the factors above, no securities are considered to be other-than-temporarily impaired.
 
Given recent rating agency actions on sub-prime securities, we performed additional procedures to review for any impairment on our mortgage/asset-backed securities that are classified as sub-prime mortgage obligations. Based on these procedures, we do not believe we have any other-than-temporarily impaired fixed income securities classified as “sub-prime” or Alt-A mortgage obligations.


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Certain asset-backed and municipal securities held by Darwin are backed by a financial guarantee insurance policy from a mono-line insurance guarantor (“mono-lines”) to strengthen the overall credit quality of the security. These mono-lines have historically been rated at the highest credit quality ratings from the major rating agencies (Standard & Poors’, Moody’s and Fitch). Recent volatility in the credit market, particularly related to the sub-prime credit market, has caused large losses for these mono-lines, reduced their capital and put their credit ratings at risk. Several have been downgraded and/or are on a negative credit watch list by the major rating agencies. When a security is backed by a mono-line insurance company guarantee, and that mono-line has a credit rating higher than the underlying credit rating of the issuer, it may trade at a price higher than it would if there was no guarantee. A subsequent downgrade of that mono-line insurance carrier’s credit rating could have an adverse impact on the fair market value of the securities that are backed by that mono-line carrier’s insurance guarantee. When acquiring fixed income securities that are backed by a financial guarantee insurance policy, Darwin’s investment philosophy is to evaluate the credit quality of the underlying issuer assuming that no insurance guarantee is in place and purchase those securities based upon the assumption that no insurance policy would be available to make payment on the securities.
 
Deferred Taxes.  Deferred tax assets and liabilities are recognized for the future tax consequences attributable to differences between the financial statement carrying amount of existing assets and liabilities and their respective tax bases and operating loss and tax credit carry forwards. Deferred tax assets and liabilities are measured using enacted tax rates expected to apply to taxable income in the years in which those temporary differences are expected to be recovered or settled. The effect on deferred tax assets and liabilities of a change in tax rates is recognized in income in the period that includes the enactment date. At December 31, 2007, net deferred tax assets of $13.5 million were recorded, which consisted of gross deferred tax assets of $21.3 million and gross deferred tax liabilities of $7.8 million. At December 31, 2006, net deferred tax assets of $8.7 million were recorded, which consisted of gross deferred tax assets of $14.2 million and gross deferred tax liabilities of $5.5 million.
 
Darwin regularly assesses the recoverability of its deferred tax assets. A valuation allowance is provided when it is more likely than not that some portion of the deferred tax asset will not be realized. In assessing the recoverability of deferred tax assets, management considers whether it is more likely than not that some portion or all of the deferred tax assets will not be realized. The ultimate realization of deferred tax assets is dependent upon the generation of future taxable income during the periods in which those temporary differences become deductible. Management considers the scheduled reversal of deferred tax liabilities, projected future taxable income, and tax planning strategies in making this assessment. Based upon the projections for future taxable income over the periods which the deferred tax assets are deductible as well as our 2007 taxable income, management believes it is more likely than not the Company will realize the benefits of these deductible differences. The amount of the deferred tax asset considered realizable, however, could be reduced in future periods, if estimates of future taxable income are lower than expected.
 
Since its inception, and until the initial public offering on May 19, 2006, Darwin filed a consolidated federal income tax return with its ultimate parent, Alleghany. Darwin filed its own consolidated federal income tax return for the period May 19, 2006 through December 31, 2006 and will continue to file its own return for all subsequent tax reporting periods. Alleghany included the Darwin results from January 1, 2006 through May 18, 2006 in the parent’s December 31, 2006 consolidated tax return. The Alleghany tax sharing agreement requires Darwin to retain tax records, to cooperate with Alleghany in tax matters, and to bear its share of costs of tax return preparation, tax audits and contests, and interest and penalties related to Darwin’s tax liabilities reflected in the Alleghany consolidated income tax return. Also, provided Darwin performed every obligation under the tax sharing agreement, Alleghany agreed to indemnify the Company for any federal income taxes imposed on the Alleghany consolidated group. Alleghany’s 2004 income tax return is currently under examination by the Internal Revenue Service. Alleghany’s 2005 and 2006 income tax returns remain open to examination.
 
Intangible Assets.  Darwin recognized intangible assets in connection with the acquisitions of DNA, Darwin Select and Vantapro. Darwin accounts for intangible assets in accordance with SFAS No. 142, Goodwill and Other Intangible Assets (SFAS No. 142). Management has determined that these intangible assets have an indefinite life.
 
SFAS No. 142 requires that intangible assets with indefinite useful lives be capitalized and tested for impairment at least annually. An annual assessment is performed by Darwin to evaluate the continued recoverability of the intangible asset balance. The Company did not recognize any impairment of intangibles during fiscal years ended December 31, 2007, 2006, and 2005.


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The critical accounting estimates described above should be read in conjunction with Darwin’s other accounting policies as they are described in Note 2 to the December 31, 2007 consolidated financial statements presented in this 10-K. The accounting policies described in Note 2 require Darwin to make estimates and judgments that affect the reported amounts of assets, liabilities, revenues and expenses, and related disclosure of contingent assets and liabilities but do not meet the level of materiality required for a determination that the accounting policy is a critical accounting policy. On an ongoing basis, Darwin evaluates its estimates, including those related to the value of long-lived assets, bad debts, deferred insurance acquisition costs, and contingencies and litigation. Darwin’s estimates are based on historical experience and on various other assumptions that are believed to be reasonable under the circumstances. Actual results may differ from these estimates under different assumptions or conditions.
 
Consolidated Results of Operations
 
The following table sets forth our consolidated results of operations and underwriting results. . The consolidated results of operations give retroactive effect to our reorganization for 2005. All significant inter-company accounts and transactions have been eliminated.
 
                                         
    Year Ended December 31,     % Change
    % Change
 
    2007     2006     2005     2007 vs 2006     2006 vs 2005  
    (Dollars in thousands)              
 
Insurance Revenues:
                                       
Gross premiums written
  $ 280,283     $ 246,252     $ 165,824       13.8 %     48.5 %
Ceded premiums written
    (80,554 )     (89,248 )     (65,174 )     (9.7 )%     36.9 %
                                         
Net premiums written
    199,729       157,004       100,650       27.2 %     56.0 %
Increase in unearned premiums
    (18,829 )     (24,626 )     (15,952 )     (23.5 )%     54.4 %
                                         
Net premiums earned
    180,900       132,378       84,698       36.7 %     56.3 %
Net investment income
    22,574       16,442       4,920       37.3 %     234.2 %
Realized investment gains (losses)
    (28 )     12       (176 )     (333.3 )%     (106.8 )%
Other income
                14       *     (100.0 )%
                                         
Total revenues
    203,446       148,832       89,456       36.7 %     66.4 %
Costs and Expenses:
                                       
Losses and loss adjustment expenses incurred
    101,278       88,619       58,606       14.3 %     51.2 %
Commissions and brokerage expenses
    22,618       14,609       9,191       54.8 %     58.9 %
Other underwriting, acquisition and operating expenses
    28,286       21,603       14,574       30.9 %     48.2 %
Other expenses
    5,857       750       1,102       680.9 %     (31.9 )%
                                         
Total costs and expenses
    158,039       125,581       83,473       25.8 %     50.4 %
                                         
Earnings before income taxes
    45,407       23,251       5,983       95.3 %     288.6 %
Income tax expense
    13,165       7,286       2,276       80.7 %     220.1 %
                                         
Net earnings
  $ 32,242     $ 15,965     $ 3,707       102.0 %     330.7 %
                                         
 


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                      Change
    Change
 
                      2007 vs 2006     2006 vs 2005  
 
Underwriting ratios to net premiums earned:
                                       
Loss ratio(1)
    56.0 %     66.9 %     69.2 %     (10.9 )%     (2.3 )%
                                         
Commissions and brokerage expense ratio(2)
    12.5 %     11.1 %     10.9 %     1.4 %     0.2 %
Other underwriting, acquisition and operating expense ratio(3)
    15.6 %     16.3 %     17.2 %     (0.7 )%     (0.9 )%
                                         
Total expense ratio(4)
    28.1 %     27.4 %     28.1 %     0.7 %     (0.7 )%
                                         
Combined ratio(5)
    84.1 %     94.3 %     97.3 %     (10.2 )%     (3.0 )%
                                         
Net premiums written/gross premiums written
    71.3 %     63.8 %     60.7 %     7.5 %     3.1 %
Net premiums earned/net premiums written
    90.6 %     84.3 %     84.2 %     6.3 %     0.1 %
 
 
* Denotes not meaningful
 
(1) Loss ratio is calculated by dividing total incurred losses and loss adjustment expenses by net premiums earned.
 
(2) Commissions and brokerage expense ratio is calculated by dividing total commissions and brokerage expenses by net premiums earned.
 
(3) Other underwriting, acquisition and operating expense ratio is calculated by dividing total other underwriting, acquisition and operating expenses by net premiums earned.
 
(4) Total expense ratio is the sum of the commissions and brokerage expense ratio and the other underwriting, acquisition and operating expense ratio.
 
(5) Combined ratio is the sum of the loss ratio and the total expense ratio.
 
Year-end December 31, 2007 Compared to Year- end December 31, 2006
 
Net earnings.  Darwin reported net earnings of $32.2 million for the year ended December 31, 2007 compared to $16.0 million for the year ended December 31, 2006, an increase of $16.2 million or 102.0%. The increase in net earnings is primarily due to increases in net premiums earned (which is the portion of net premiums written that is recognized for accounting purposes as income during a period) and net investment income partially offset by an increase in total costs and expenses for 2007 compared to 2006. Darwin reported a combined ratio of 84.1% for the year ended December 31, 2007 compared with a combined ratio of 94.3% for the year ended December 31, 2006. The improvement in combined ratios primarily reflects the favorable development of prior year loss reserves. Darwin recognized approximately $16.2 million in earnings ($10.5 million, net of tax) in 2007 from the change in estimate of prior year loss reserves and the corresponding ceded premium, net of incentive compensation and profit-sharing expenses. For 2006, Darwin recognized approximately $3.2 million ($2.1 million, net of taxes) from the change in estimate of prior year loss reserves and the corresponding ceded premium, net of incentive compensation expenses. Darwin’s net investment income increased to $22.6 million in 2007 compared to $16.4 million in 2006 as a result of an increase in average invested assets.
 
Gross premiums written.  Gross premiums written were $280.3 million for the year ended December 31, 2007 compared to $246.3 million for the year ended December 31, 2006, an increase of $34.0 million, or 13.8%. The increase in gross premiums written during 2007 compared to 2006 reflects significant growth across most of Darwin’s lines of business. Of the $280.3 million of gross premiums written in 2007, $140.0 million was attributable to E&O business, $100.8 million was attributable to medical malpractice liability business, $38.8 million was attributable to D&O business and $0.7 million was attributable to general liability business.
 
Our E&O gross premiums written increased by $29.0 million or 26.1% to $140.0 million for the year ended December 31, 2007, compared to $111.0 million for the year ended December 31, 2006. This increase resulted from the writing of new E&O policies of approximately $55.0 million and the renewal of policies for $85.0 million of gross premiums written for the year ended December 31, 2007. New business writings were primarily in our managed care, psychologists, lawyers and insurance agents E&O classes of business. Darwin experienced a

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decrease in average rate for our E&O business in 2007 of approximately 12.5% when compared to 2006. These decreases in rate were primarily the result of competitive pricing pressures in our managed care, lawyers and insurance agents E&O classes of business.
 
Our medical malpractice liability premiums increased by $6.2 million or 6.6% to $100.8 million for the year ended December 31, 2007, compared to $94.6 million for the year ended December 31, 2006. This increase resulted from the writing of new medical malpractice liability policies for gross premiums of approximately $29.2 million, primarily in our hospital professional liability and miscellaneous medical facility classes of business, and the renewal of existing policies for $71.6 million of medical malpractice liability premiums. Due to competitive pricing pressures, Darwin experienced an average decrease in rate for our medical malpractice liability renewal business in 2007 of approximately 10.2% when compared to 2006.
 
Our D&O gross premiums written decreased by $1.9 million or 4.6% to $38.7 million for the year ended December 31, 2007, compared to $40.6 million for the year ended December 31, 2006. This decrease resulted from competitive pricing pressures. We wrote new policies for D&O gross premiums written of approximately $12.7 million for the year ended December 31, 2007 and we renewed policies for $26.0 million of gross premiums written for the year ended December 31, 2007. Our average premium rate for D&O business renewed in 2007 decreased by 11.9% when compared to 2006.
 
We began writing GL insurance in July 2007 through our program administrator agreement with Empire Insurance Services, LLC. This program administrator writes GL business for short-line railroads. For the year ended December 31, 2007, we wrote GL written premiums of approximately $0.7 million.
 
Ceded premiums written.  Ceded premiums written were $80.6 million for the year ended December 31, 2007, compared to $89.2 million for the year ended December 31, 2006, a decrease of $8.6 million or 9.7%. The ratio of ceded premiums written to gross premiums written was 28.7% for the year ended December 31, 2007 compared to 36.2% for the year ended December 31, 2006. Ceded premiums written were reduced in 2007 by $7.6 million due to the favorable adjustments for 2003 through 2006 accident year loss results. The decrease in our estimate of expected ultimate losses incurred for the 2003 through 2006 accident years reduced our estimated ultimate ceded premium cost on certain of our variable rated reinsurance contracts in-force during the 2003 through 2006 accident years. The decrease in ceded premiums written as a percentage of gross premiums written was attributable to the adjustment to ceded premiums described above, the growth in classes of business for which Darwin ceded lesser amounts under our reinsurance contracts and to the restructuring of our reinsurance program for policies written beginning on April 1, 2007. This new reinsurance program utilized less variable rated reinsurance, was at better pricing terms than our expiring programs and will generally reduce the overall cost of reinsurance on each policy.
 
Net premiums written.  Net premiums written were $199.7 million for the year ended December 31, 2007 compared to $157.0 million for the year ended December 31, 2006, an increase of $42.7 million or 27.2%. The growth in net premiums written is attributable to the growth in gross premiums written and mix of retained business and the reductions to ceded premiums noted above.
 
Net premiums earned.  Net premiums earned were $180.9 million for the year ended December 31, 2007 compared to $132.4 million for the year ended December 31, 2006, an increase of $48.5 million or 36.7%. The increase in net premiums earned is attributable to the growth in net premiums written across all lines of business as described above. The ratio of net premiums earned to net premiums written was 90.6% for the year ended December 31, 2007 and 84.3% for the year ended December 31, 2006.
 
Net investment income and realized investment gains (losses).  Net investment income increased to $22.6 million for the year ended December 31, 2007 compared to $16.4 million for the year ended December 31, 2006, an increase of $6.2 million, or 37.3%. This increase in net investment income was the result of an increase of $131.6 million or 38.0% in average invested assets as of December 31, 2007 of $478.2 million compared to average invested assets of $346.6 million at December 31, 2006 primarily due to the growth in our business. The book investment yield, which is the weighted average earnings to maturity on all investments in the portfolio determined at the time of purchase, was 4.59% on investments held at December 31, 2007 as compared to 4.92% on investments held at December 31, 2006. The decrease in book investment yield was primarily attributable to the investment of


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operating cash flows in mostly lower yielding tax-exempt municipal fixed maturity securities. The tax-equivalent yield, which is the weighted average expected earnings adjusted for any estimated tax savings on investments with such savings for all investments in the portfolio yield determined at the time of purchase, was 5.32% on investments held at December 31, 2007 as compared to 5.53% on investments held at December 31, 2006. Darwin recognized net realized losses of $28 thousand in 2007 compared to $12 thousand of realized gains in 2006.
 
Losses and LAE incurred.  Losses and LAE incurred was $101.3 million for the year ended December 31, 2007 compared to $88.6 million for the year ended December 31, 2006, an increase of $12.7 million or 14.3%. Losses and LAE incurred increased over the prior year due to the estimated losses on the increased premium volume, offset by actual and anticipated reinsurance recoveries for the losses (including a provision for recoveries on IBNR losses and LAE). The increase in losses and LAE primarily reflects increased net premiums earned. During 2007, Darwin recognized favorable loss development of $13.8 million net of anticipated reinsurance recoveries on the 2003 through 2006 accident years. Darwin’s loss ratio for the year ended December 31, 2007 decreased to 56.0% compared to 66.9% for the year ended December 31, 2006. The decrease in loss ratio for 2007 compared to 2006 was primarily due to adjustments totaling $21.4 million ($13.8 million to net losses incurred and $7.6 million to ceded premiums earned) due to Darwin’s revision of its ultimate loss ratio on its 2003 through 2006 accident years.
 
Commissions and brokerage expenses.  Commissions and brokerage expenses were $22.6 million for the year ended December 31, 2007 compared to $14.6 million for the year ended December 31, 2006, an increase of $8.0 million or 54.8%. The ratio of commissions and brokerage expenses to net premiums earned increased to 12.5% for the year ended December 31, 2007 from 11.1% for the year ended December 31, 2006. The increase in commissions and brokerage expenses is attributable to growth in net premiums earned as well as the increase in the overall commissions paid as a percentage of net premiums earned. The increase in the commission and brokerage expense ratio for 2007 compared to 2006 is due to changes in mix of business as well as profit sharing expenses associated with certain program administrators whose arrangements allow for participation in the favorable loss development recognized during 2007 and the higher rate for the Capitol Companies policy issuance fee in 2007. For certain of our classes of business, particularly business written for insureds with smaller average premiums and risk profiles, the commission rate was higher. In addition, Darwin raised its commission rates an average of approximately 2.0% on new business during 2007, resulting in higher average commission rates being paid on our overall business. These increases in gross commission and brokerage expense were partially offset by increased ceded commission expense. The ceded commission expense increased to $21.2 million or 15.1% of net premiums earned for 2007 from $14.0 million or 12.2% of net premiums earned for 2006, an increase of $7.2 million or 51.4%. The increase in ceded commission expenses was due to increased earned ceded premiums and restructuring certain reinsurance agreements to increase the premiums subject to ceding commissions and higher ceding commission rates.
 
Other underwriting, acquisition and operating expenses.  Other underwriting, acquisition and operating expenses were $28.3 million for the year ended December 31, 2007 compared to $21.6 million for the year ended December 31, 2006, an increase of $6.7 million or 30.9%. This increase is primarily attributable to an increase in personnel costs incurred to support the growth in premiums and general expenses incurred in connection with the expansion of our business. The ratio of other underwriting, acquisition and operating expenses to premiums earned decreased to 15.6% in 2007 from 16.3% in 2006 as earned premiums grew at a faster pace than our expenses.
 
Darwin’s total expense ratio increased to 28.1% for the year ended December 31, 2007 compared to 27.4% for the year ended December 31, 2006. The increase is attributable to an increase in commission expenses incurred, as well as personnel costs incurred to support the growth in premiums and general expenses incurred in connection with the expansion of our business. Growth in our business has been at a greater rate than our operating expenses, which has allowed us to spread our other underwriting, acquisition and operating expenses over a larger premium base.
 
Other expenses.  Other expenses incurred were $5.9 million for the year ended December 31, 2007 compared to $0.8 million for the year ended December 31, 2006, an increase of $5.1 million. These expenses were primarily attributable to Darwin’s long-term incentive plan which is based on net underwriting profitability. The increase in


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2007 compared to 2006 is primarily due to the more favorable underwriting results primarily attributable to the favorable loss development recognized in 2007, as noted above.
 
Income tax expense.  Income tax expense incurred was $13.2 million for the year ended December 31, 2007 compared to $7.3 million for the year ended December 31, 2006, an increase of $5.9 million. The increase was due to the increased profitability for the year ended December 31, 2007 compared to the year ended December 31, 2006, partially offset by a decrease in the effective tax rate. The effective tax rate decreased to 29.0% for the year ended December 31, 2007 from 31.3% for the year ended December 31, 2006. The decrease in the effective tax rates was attributable primarily to an increase in the portion of net investment income received on tax-exempt municipal securities.
 
Year-end December 31, 2006 Compared to Year end December 31, 2005
 
Net earnings.  Darwin reported net earnings of $16.0 million for the year ended December 31, 2006 compared to $3.7 million for the year ended December 31, 2005, an increase of 330.7%. The increase in net earnings is primarily due to significant increases in net premiums earned (which is the portion of net premiums written that is recognized for accounting purposes as income during a period) and net investment income partially offset by an increase in total costs and expenses for 2006 compared to 2005. Darwin reported a combined ratio of 94.3% for the year ended December 31, 2006 compared with a combined ratio of 97.3% for the year ended December 31, 2005. The improvement in the combined ratio primarily reflects an increase in net premiums earned which grew at a faster pace than operating expenses. This resulted in an improvement in the total expense ratio to 27.4% for the year ended December 31, 2006 from 28.1% for the year ended December 31, 2005. Additionally, for the year ended December 31, 2006, Darwin recognized approximately $4.0 million in earnings ($2.6 million, net of tax), from the change in estimate of prior year loss reserves and the corresponding ceded premium, related to the 2003 and 2004 accident years. Additionally, Darwin recognized approximately $0.9 million ($0.6 million after-tax) for the year-end December 31, 2006 due to the change in estimate of ULAE. Darwin’s net investment income increased to $16.4 million in 2006 compared to $4.9 million in 2005 as a result of an increase in average invested assets and an increase in our investment yield.
 
Gross premiums written.  Gross premiums written were $246.3 million for the year ended December 31, 2006 compared to $165.8 million for the year ended December 31, 2005, an increase of $80.5 million, or 48.5%. The increase in gross premiums written during 2006 compared to 2005 reflects significant growth across all of Darwin’s lines of business. Of the $246.3 million of gross premiums written in 2006, $111.1 million was attributable to E&O business, $94.6 million was attributable to medical malpractice liability business and $40.6 million was attributable to D&O business.
 
Our E&O gross premiums written increased by $52.2 million to $111.1 million for the year ended December 31, 2006, compared to $58.9 million for the year ended December 31, 2005. This increase resulted from the writing of new E&O policies for approximately $65.2 million and the renewal of policies for $45.9 million of gross premiums written for the year ended December 31, 2006. New business writings were primarily in our managed care, public officials, lawyers and insurance agents E&O classes of business. Darwin experienced a weighted average rate decrease for our E&O business in 2006 of approximately 8.4% when compared to 2005. These decreases in rate were primarily the result of competitive pricing pressures in our managed care, lawyers and insurance agents E&O classes of business.
 
Our medical malpractice liability premiums increased by $20.6 million to $94.6 million for the year ended December 31, 2006, compared to $74.0 million for the year ended December 31, 2005. This increase resulted from the writing of new medical malpractice liability policies for gross premiums of approximately $53.1 million, primarily in our hospital professional liability and miscellaneous medical facility classes of business, and the renewal of existing policies for $41.5 million of medical malpractice liability premiums. Darwin experienced a weighted average decrease in rate for our medical malpractice liability renewal business in 2006 of approximately 3.2% when compared to 2005.
 
Our D&O gross premiums written increased by $7.7 million to $40.6 million for the year ended December 31, 2006, compared to $32.9 million for the year ended December 31, 2005. This increase resulted from the writing of new policies for D&O gross premiums written of approximately $21.0 million, primarily for publicly-held


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companies with market capitalizations of less than $2 billion, and the renewal of policies for $19.6 million of gross premiums written for the year ended December 31, 2006. Our weighted average premium rate for D&O business renewed in 2006 decreased by 1.5% when compared to 2005.
 
Ceded premiums written.  Ceded premiums written were $89.2 million for the year ended December 31, 2006, compared to $65.2 million for the year ended December 31, 2005, an increase of $24.0 million or 36.9%. The ratio of ceded premiums written to gross premiums written was 36.2% for the year ended December 31, 2006 compared to 39.3% for the year ended December 31, 2005. Ceded premiums written were reduced for the year ended December 31, 2006 by $1.7 million due to the favorable adjustments for 2003 and 2004 accident year loss results. The decrease in our estimate of expected ultimate losses incurred for the 2003 and 2004 accident year reduced our estimated ultimate ceded premium cost on certain of our variable rated reinsurance contracts in-force during accident years 2003 and 2004. The decrease in ceded premiums written as a percentage of gross premiums written was attributable to the adjustment to ceded premiums described above and the growth in classes of business for which Darwin ceded lesser amounts under our reinsurance contracts.
 
Net premiums written.  Net premiums written were $157.0 million for the year ended December 31, 2006 compared to $100.7 million for the year ended December 31, 2005, an increase of $56.3 million or 56.0%. The growth in net premiums written is attributable to the growth in gross premiums written and mix of retained business.
 
Net premiums earned.  Net premiums earned were $132.4 million for the year ended December 31, 2006 compared to $84.7 million for the year ended December 31, 2005, an increase of $47.7 million or 56.3%. The increase in net premiums earned is attributable to the growth in net premiums written across the lines of business as described above. The ratio of net premiums earned to net premiums written was 84.3% for the year ended December 31, 2006 and 84.2% for the year ended December 31, 2005.
 
Net investment income and realized investment gains (losses).  Net investment income increased to $16.4 million for the year ended December 31, 2006 compared to $4.9 million for the year ended December 31, 2005, an increase of $11.5 million, or 234.2%. The increase in net investment income was the result of an increase in average invested assets as of December 31, 2006 compared to December 31, 2005 and increased returns on the investments. The increase in average invested assets is primarily due to the growth in our business and capital contributions from Alleghany in the amount of $135.0 million during the fourth quarter of 2005. The total return on fixed maturities for the year ended December 31, 2006 was 5.72%, compared to 2.89% for the same twelve month period in 2005. The increase in net investment income was also the result of an increase in our book investment yield. The book investment yield was 4.93% on investments held at December 31, 2006 as compared to 4.20% on investments held at December 31, 2005. The increase in book investment yield was primarily attributable to the investment in 2006 of the above-noted operating cash flows and capital contribution at market yields that were higher than the book yield on investments held at December 31, 2005. Darwin recognized realized gains of $12 thousand in 2006 compared to $176 thousand in realized losses in 2005.
 
Losses and LAE incurred.  Losses and LAE incurred was $88.6 million for the year ended December 31, 2006 compared to $58.6 million for the year ended December 31, 2005, an increase of $30.0 million or 51.2%. Losses and LAE incurred increased over the prior year due to the estimated losses on the increased premium volume in 2006 compared to 2005, offset by actual and anticipated reinsurance recoveries for the losses (including a provision for recoveries on IBNR losses and LAE). The increase in losses and LAE incurred primarily reflects increased net premiums earned across all of our lines of business. For the year ended December 31, 2006, Darwin recognized favorable loss development of $2.3 million net of anticipated reinsurance recoveries on accident years 2003 and 2004. Darwin’s loss ratio for the year ended December 31, 2006 decreased to 66.9% compared to 69.2% for the year ended December 31, 2005. The decrease in loss ratio for the year ended December 31, 2006 compared to the same period in 2005 was primarily due to the adjustments totaling $4.0 million ($2.3 million to net losses incurred and $1.7 million to ceded premiums earned) due to Darwin’s revision of its ultimate loss ratio on its 2003 and 2004 accident years. Additionally, Darwin recognized $0.9 million for the year-end December 31, 2006 due to the change in estimate of ULAE.
 
Commissions and brokerage expenses.  Commissions and brokerage expenses were $14.6 million for the year ended December 31, 2006 compared to $9.2 million for the year ended December 31, 2005, an increase of $5.4 million or 58.9%. The increase in commissions and brokerage expenses is attributable to growth in net


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premiums earned. The ratio of commissions and brokerage expenses to net premiums earned increased slightly to 11.1% for the year ended December 31, 2006 from 10.9% for the year ended December 31, 2005, resulting from business written at a higher commission rate.
 
Other underwriting, acquisition and operating expenses.  Other underwriting, acquisition and operating expenses were $21.6 million for the year ended December 31, 2006 compared to $14.6 million for the year ended December 31, 2005, an increase of $7.0 million or 48.2%. The increase is primarily attributable to an increase in personnel costs incurred to support the growth in premiums and general expenses incurred in connection with the expansion of our business. In addition, for the year ending December 31, 2006, Darwin incurred approximately $1.0 million in compensation expense in connection with stock options and restricted shares issued to employees and directors at the time of our initial public offering. The ratio of other underwriting, acquisition and operating expenses to premiums earned decreased to 16.3% from 17.2% for the year ended December 31, 2006 compared to the year ended December 31, 2005.
 
Darwin’s total expense ratio decreased to 27.4% for the year ended December 31, 2006 compared to 28.1% for the year ended December 31, 2005. The decrease in the total expense ratio for the year ended December 31, 2006 compared to the year ended December 31, 2005 is due to a decrease in other underwriting, acquisition and operating expenses as a percentage of net premiums earned. Growth in our business has been at a greater rate than growth of our operating expenses, which has allowed us to spread our other underwriting, acquisition and operating expenses over a larger premium base.
 
Other expenses.  Other expenses incurred were $0.8 million for the year ended December 31, 2006 compared to $1.1 million for the year ended December 31, 2005, a decrease of $0.3 million or 31.9%. These expenses were primarily attributable to Darwin’s Long-Term Incentive Plan (“LTIP”). The decrease for the year ended December 31, 2006 compared the year ended December 31, 2005 is due to a change in the formula for the calculation of the long-term incentive compensation payable to certain key employees. Effective January 1, 2006, the long-term incentive plan was changed to introduce a net underwriting profitability hurdle rate and imputed investment income was no longer credited to participants.
 
Income tax expense.  Income tax expense incurred was $7.3 million for the year ended December 31, 2006 compared to $2.3 million for the year ended December 31, 2005, an increase of $5.0 million. These increases were due to the increased profitability for the year ended December 31, 2006 compared to the year ended December 31, 2005, partially offset by a decrease in the effective tax rate. The effective tax rate decreased to 31.3% year ended December 31, 2006 from 38.0% for the year ended December 31, 2005. The decrease in effective tax rate was attributable primarily to an increase in net investment income received on tax-exempt municipal securities.
 
Liquidity and Capital Resources
 
DPUI Only
 
General.  DPUI is the ultimate parent of Darwin Group, DNA, Darwin Select, Vantapro, Evolution and AMS. Until December 31, 2007, DPUI provided underwriting, claims, management, and administrative services to DNA and Darwin Select under a Service Agreement in exchange for management fees. The management fees were determined based upon agreements between DPUI and each of DNA and Darwin Select, which have been filed with and approved by the insurance departments responsible for regulatory oversight of each of such insurance companies. These agreements provided for payments to DPUI at a rate equal to 32.0% of gross premiums written on business produced by DPUI and written on the policy of the relevant insurance company or, if lower, in an allocable amount based upon the total operating expense actually incurred by DPUI. Additional payment to DPUI was due upon the achievement of profitability levels that would trigger a payout under our LTIP. On December 31, 2007, the agreement was terminated and the underwriting, claims, management, administrative services, and related staff were transferred to DNA. DPUI continues to bear the direct expenses incurred in connection with being a holding company and to be an agent for the insurance companies. These include expenses associated with owning the fixed assets and leasing real property that are used by the insurance companies. DPUI and DNA have agreed in principle to the execution of a Cost Sharing Agreement under which DPUI will charge back to DNA and to its other direct subsidiary, Evolution, each subsidiary’s allocable share of the corporate expenses, rent and the tangible assets and software.


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Dividends.  State insurance laws restrict the ability of our insurance company subsidiaries to declare dividends. State insurance regulators require insurance companies to maintain specified levels of statutory capital and surplus. Generally, dividends may only be paid out of earned surplus, and the amount of an insurer’s surplus following payment of any dividends must be reasonable in relation to the insurer’s outstanding liabilities and adequate to meet its financial needs. Further, prior approval of the insurance department of its state of domicile is required before either of our insurance company subsidiaries can declare and pay an “extraordinary dividend” to us.
 
DNA is domiciled in Delaware. Under Delaware law, DNA may not pay an “extraordinary” dividend, which is defined as any dividend or distribution, the fair market value of which, together with that of other dividends or distributions made within the preceding 12 months, exceeds the greater of (i) 10% of statutory surplus as of the prior year-end or (ii) statutory net income less realized capital gains for such prior year, until thirty days after the Insurance Commissioner of the State of Delaware (“Delaware Commissioner”) has received notice of such dividend and has either (i) not disapproved such dividend within such thirty day period or (ii) approved such dividends within such thirty day period. In addition, DNA must provide notice to the Delaware Commissioner of all dividends and other distributions to stockholders within five business days after declaration and at least ten days prior to payment. As of December 31, 2007, DNA could pay approximately $32.2 million in dividends to DPUI without prior approval of the Commissioner. Since DNA operated at a statutory loss in 2005 and had no earned surplus, no ordinary dividend distribution could be paid by DNA to DPUI in 2006. DNA received approval on February 28, 2007 from the Delaware Insurance Department to pay DPUI a dividend of $3.5 million, which was paid to DPUI in March 2007.
 
Darwin Select is domiciled in Arkansas. Under Arkansas law, Darwin Select may not pay an “extraordinary” dividend, which is defined as any dividend or distribution, the fair market value of which, together with that of other dividends or distributions made within the preceding 12 months, exceeds the greater of (i) 10% of statutory surplus as of the prior year-end or (ii) statutory net income less realized capital gains for such prior year, until thirty days after the Insurance Commissioner of the State of Arkansas (“Arkansas Commissioner”) has received notice of such dividend and has either (i) not disapproved such dividend within such thirty day period or (ii) approved such dividends within such thirty day period. In addition, Darwin Select must provide notice to the Arkansas Commissioner of all dividends and other distributions to stockholders within five business days after the declaration thereof and at least ten days prior to the payment. As of December 31, 2007, Darwin Select could pay approximately $4.6 million in dividends to DNA without prior approval of the Commissioner. Darwin Select did not pay any dividends in 2007 and 2006.
 
Vantapro is domiciled in Illinois. Vantapro has filed an application to redomesticate to Arkansas. Since Vantapro has minimum capital and earned surplus at December 31, 2007 of $7 thousand, no ordinary dividend distribution may be paid by Vantapro to DNA in 2008 without prior approval from the Insurance Commissioner.
 
Credit Agreements.  In March 2007, the Company entered into a three-year secured credit agreement with a bank syndicate (Credit Agreement), which provides commitments for revolving credit loans in an aggregate principal amount of up to $25.0 million. The loan is secured by the common stock of DNA. Borrowing under the Credit Agreement is intended to be used for general corporate purposes and for strategic merger and acquisition purposes. The cost of funds drawn down is at an annual interest rate of LIBOR plus 112.5 basis points. The Credit Agreement also has a commitment fee of 0.25% per annum for any unused amount of the aggregate principal amount.
 
In December 2007, the Company borrowed $5.0 million under the Credit Agreement at an interest rate of 5.47%. The Company incurred interest expense of $3 thousand, commitment fees of $44 thousand and credit facility origination expenses of $32 thousand in 2007 relating to the Credit Agreement. The Credit Agreement contains certain covenants requiring the Company to maintain a 2.0 debt interest coverage ratio, a maximum ratio of net premiums written to surplus of 2.0 to 1.0, a covenant limiting the Company’s debt to total capital ratio to 35%, and a covenant prohibiting the payment of dividends on its equity securities. The Company must also have a minimum net worth equal to 80% of year end December 31, 2006 GAAP net worth plus an amount equal to 50% of subsequent earned profits. At December 31, 2007, the Company was in full compliance with the Credit Agreement’s requirements and restrictions.


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Darwin Consolidated Financial Position
 
Capital Resources.  Total stockholders’ equity increased to $254.2 million as of December 31, 2007 from $217.9 million as of December 31, 2006, an increase of $36.3 million or 16.7%. The increase was primarily due to the net income for the year ended December 31, 2007 of $32.2 million, $2.6 million of unrealized gains after taxes on fixed securities, and $1.5 million of stock-based compensation, excess tax benefits on shares vested and proceeds on options exercised during the period. Total stockholders’ equity increased to $217.9 million as of December 31, 2006 from $197.4 million as of December 31, 2005, an increase of $20.5 million or 10.4%. The increase was primarily due to the net income for the year ended December 31, 2006 of $16.0 million, $1.0 million of unrealized gains after taxes on fixed securities, and $1.3 million of stock-based compensation and the corresponding tax benefits on shares vested during the period.
 
Capital Transactions.  Effective as of January 1, 2006, 197,178 shares of Series B Convertible Preferred Stock with an aggregate liquidation preference of $197.2 million were issued to Alleghany in exchange for all of the outstanding unrestricted common stock of Darwin Group held by Alleghany. In addition, Alleghany exchanged its 6,600,000 shares of common stock of DPUI for 9,560 additional shares of Series A Preferred Stock having an additional aggregate liquidation preference of $0.2 million.
 
On April 1, 2006, the Company declared a dividend of $2.5 million in the form of Series C Preferred Stock to the holders of Series B Convertible Preferred Stock.
 
The Company’s Registration Statement filed with the Securities and Exchange Commission for the purpose of making an initial public offering of Common Stock was declared effective on May 18, 2006 for the issuance of 5,217,391 shares of common stock at an initial offering price of $16.00 per share. Subsequently, the underwriters of the initial public offering exercised their over-allotment option in which an additional 782,609 shares of Common Stock were issued at the $16.00 per share initial public offering price. Gross proceeds from the sale of the 6,000,000 shares of Common Stock were $96.0 million. Total costs associated with the initial public offering included $9.7 million of underwriting costs and offering expenses. Net proceeds from the offering, after deducting underwriting costs and offering expenses, were $86.3 million.
 
The net proceeds from the offering were used to redeem all of the shares of Series A Preferred Stock at the aggregate liquidation preference of $2.3 million and all of the shares of Series C Convertible Preferred Stock with an aggregate liquidation preference of $2.5 million. The remaining proceeds of $81.5 million were used to redeem a portion of the shares of Series B Convertible Preferred Stock at a redemption price per share, on an as-converted basis, equal to the public offering price less underwriting costs ($14.88 per share) or 5,478,904 shares of Common Stock on an as-converted basis. The remaining outstanding shares of the Series B Convertible Preferred Stock were converted into 9,371,096 shares of Common Stock. As a result of the Company’s initial public offering and use of net proceeds of the offering, Alleghany’s ownership in the Company was reduced to approximately 55%.
 
Book Value Per Common Share.  As of December 31, 2007, DPUI’s book value per common share was $14.93 per share and the tangible book value per common share was $14.49 per share. This compares to the book value per common share of $12.78 per share and the tangible book value per common share of $12.35 per share as of December 31, 2006. Tangible book value per common share is determined by dividing our tangible book value (total assets excluding intangible assets less total liabilities) by the number of our common shares outstanding on the date that the book value is determined. The Company believes that the change in book value per share and tangible book value per common share over time are important indicators as to the long-term common share value of the Company.
 
Cash Flows.  We have three primary types of cash flows: (1) cash flows from operating activities, which consist mainly of cash generated by our underwriting operations and income earned on our investment portfolio, (2) cash flows from investing activities related to the purchase, sale and maturity of investments, and (3) cash flows from financing activities that impact our capital structure, such as capital contributions, borrowing under the Credit Agreement and changes in paid-in capital and shares outstanding.
 
For the year ended December 31, 2007, there was a net decrease in cash of $19.4 million as the Company invested excess cash in equities, fixed income securities, and short-term investments. Cash flow from operating activities increased in 2007 to $127.4 million compared to $108.3 million in 2006, due primarily to an increase in


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premium volume and limited paid loss activity on current and prior accident years. Cash flows used in investing activities increased to $152.1 million in 2007 as compared to $91.9 million in 2006 primarily due to the fact that in 2007 a greater amount of cash flows generated from operations and available cash balances were invested in our investment portfolio. Cash flows from financing activities increased during 2007 to $5.3 million for 2007 compared to 0.3 million for 2006. The 2007 amount was due to the borrowing of $5.0 million under the credit facility in December 2007 and to $0.3 million in excess tax benefit on vesting restricted shares and proceeds from stock options exercised.
 
The following table summarizes these cash flows for the years ended December 31, 2007 and 2006:
 
                 
    Year Ended
 
    December 31,  
    2007     2006  
    (Dollars in thousands)  
 
Cash flows from operating activities
  $ 127,358     $ 108,283  
Cash flows used in investing activities
    (152,077 )     (91,967 )
Cash flows from financing activities
    5,315       302  
                 
Net increase (decrease) in cash
  $ (19,404 )   $ 16,618  
                 
Net paid losses and loss adjustment expenses
  $ 16,716     $ 8,503  
                 
 
Investment Securities.  At December 31, 2007, we had cash, short-term investments and other investments of $564.4 million, including cash, short-term investments and fixed maturities due within one year of approximately $120.6 million and fixed maturities of $114.2 million maturing within one to five years. Total cash, short-term investments and fixed maturities due within one year represented 21.4% of Darwin’s total investment portfolio and cash balances at December 31, 2007. This compares to December 31, 2006, when we had cash, short-term investments and other investments of $426.3 million, including cash, short-term investments and fixed maturities due within one year of approximately $103.5 million and fixed maturities of $67.6 million maturing within one to five years. Total cash, short-term investments and fixed maturities due within one year represented 24.3% of Darwin’s total investment portfolio and cash balances at December 31, 2006.
 
Contractual Obligations.  We have certain obligations to make future payments under contracts and commitments. At December 31, 2007, certain long-term aggregate contractual obligations and commitments were as follows:
 
                                         
                More Than
    More Than
       
                1 Year But
    3 Years But
    More Than
 
Contractual Obligations
  Total     Within 1 Year     Within 3 Years     Within 5 Years     5 Years  
    (Dollars in thousands)  
 
Operating lease obligations
  $ 3,664     $ 1,036     $ 2,199     $ 429     $  
Other long-term liabilities reflected on consolidated balance sheet under GAAP(1)
    8,245       2,473       4,520       1,188       64  
Debt
    5,000             5,000              
Loss and LAE reserves
    387,865       100,680       187,610       38,829       60,746  
                                         
Total
  $ 404,774     $ 104,189     $ 199,329     $ 40,446     $ 60,810  
                                         
 
 
(1) Other long-term liabilities primarily reflect Darwin’s LTIP obligations.
 
Darwin has obligations to make certain payments for losses and LAE pursuant to insurance policies we issue. These future payments are reflected as reserves on our financial statements. With respect to reserves for losses and LAE, there is typically no minimum contractual commitment associated with insurance contracts and the timing and ultimate amount of actual claims related to these reserves is uncertain. The table above estimates the expected payment pattern of loss and LAE reserves. Given our limited loss experience and operating history, we have utilized


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industry experience in estimating these amounts. Our actual future payment experience could differ materially. For additional information regarding reserves for losses and LAE, including information regarding the timing of payments of these expenses, see “Critical Accounting Estimates — Loss and LAE Reserves.”
 
Investments.  We utilize a third-party investment manager, General Re-New England Asset Management, to manage our investments. We have provided our investment manager with investment guidelines and the Finance and Investment Committee of our Board of Directors reviews our investment performance and the investment manager’s compliance with our investment guidelines on a quarterly basis. We believe that we have a conservative approach to our investment and capital management strategy with an objective of providing a stable source of income and preserving capital to offset underwriting risk. We maintain an investment portfolio representing funds that have not yet been paid out as claims, as well as the capital we hold for our stockholders. As of December 31, 2007, our investment portfolio had a fair value of $556.9 million, an increase of $157.5 million over the December 31, 2006 investment portfolio fair value of $399.4 million. The increase in invested assets at December 31, 2007 when compared to December 31, 2006 was primarily due to cash flows from operations, investing excess cash balances, invested income, and unrealized gains. Our investment portfolio consists of preferred stocks, long-term fixed income and short-term investment securities. We are currently moving forward with plans for diversifying our portfolio to include some classes of common equity for a small percentage of the Company’s total portfolio holdings.
 
The following table presents the dollar and percentage distributions of investments as of December 31, 2007 and December 31, 2006:
 
                                 
    December 31, 2007     December 31, 2006  
    Fair
          Fair
       
    Value     %     Value     %  
    (Dollars in thousands)  
 
Equity securities:
                               
Preferred stock
  $ 3,680       0.7 %   $        
                                 
Fixed maturities securities:
                               
U.S. Government and government agencies
    41,359       7.4 %     22,239       5.6 %
State and municipal
    219,533       39.4 %     129,743       32.5 %
Mortgage/asset-backed securities
    126,124       22.7 %     106,615       26.7 %
Corporate and other
    58,645       10.5 %     71,249       17.8 %
                                 
Total fixed maturities
    445,661       80.0 %     329,846       82.6 %
Short term investments
    107,597       19.3 %     69,537       17.4 %
                                 
Total investments
  $ 556,938       100.0 %   $ 399,383       100.0 %
                                 
 
The following table presents the book and tax-equivalent yield on all investments as of December 31, 2007 and December 31, 2006:
 
                 
    At December 31,
    2007   2006
 
Book yield on all investments
    4.59 %     4.92 %
                 
Tax-equivalent yield on all investments
    5.32 %     5.53 %
                 
 
The decrease in the investment yields from December 31, 2006 to December 31, 2007 was primarily due to lower interest rates. The five-year treasury yield rate decreased 125 basis points to a rate of 3.45% as of December 31, 2007 from a rate of 4.70% as of December 31, 2006.
 
The table below compares returns on our total investments to a comparable public index. While there is no directly comparable index to our portfolio, the Lehman Intermediate Aggregate Bond Index is a widely used industry benchmark. Both our performance and the indices include changes in unrealized gains and losses. While the broader Lehman index benefited from investors transferring money into treasuries which have experienced an


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increased yield in response to the volatility in the credit markets, Darwin’s investment portfolio is more heavily weighted towards municipal securities which have not experienced the positive impact.
 
                 
    For the Year Ended
    December 31,
    2007   2006
 
Return on total investments
    6.24 %     5.72 %
                 
Lehman Intermediate Aggregate Bond Index
    7.02 %     4.58 %
                 
 
The book yield on all investments is the weighted average earnings to maturity on all investments in the portfolio determined at the time of purchase. Tax-equivalent yield on all investments is the weighted average expected earnings adjusted for any estimated tax savings. The tax-equivalent yield on each investment in the portfolio is determined at the time of purchase. Total return on investments is the change in market value and accrued interest, adjusted for time weighted cash inflows and outflows, divided by the beginning market value and accrued interest plus the sum of the weighted cash flows for the period. The total return on investment is the modified Dietz method required by the Global Investment Performance Standard handbook. The Company believes book yield, tax-equivalent yield and total return on investments are important indicators for investors to measure and compare the performance of the Company’s investments.
 
Our fixed-income portfolio is invested in investment grade bonds. The National Association of Insurance Commissioners (NAIC) assigns ratings that range from Class 1 (highest quality) to Class 6 (lowest quality). The following table shows our fixed income portfolio by independent rating agency and comparable NAIC designations as of December 31, 2007 and December 31, 2006:
 
                                     
        December 31,
    December 31,
 
Financial
      2007     2006  
Strength
  NAIC
  Fair
    %
    Fair
    %
 
Ratings (1)
 
Designation
  Value     Total     Value     Total  
    (Dollars in thousands)        
 
AAA
  1   $ 334,787       75.2 %   $ 233,228       70.7 %
AA+
  1     25,543       5.7 %     11,603       3.5 %
AA
  1     26,584       6.0 %     21,278       6.5 %
AA−
  1     12,539       2.8 %     10,180       3.1 %
A+
  1     8,043       1.8 %     13,379       4.0 %
A
  1     19,185       4.3 %     18,865       5.7 %
A−
  1     11,528       2.6 %     17,403       5.3 %
BBB+
  2     5,972       1.3 %     3,415       1.0 %
BBB
  2     1,480       0.3 %     495       0.2 %
                                     
Total fixed maturities
      $ 445,661       100.0 %   $ 329,846       100.0 %
                                     
 
 
(1) Ratings are the lowest rating assigned by Standard & Poor’s, a division of The McGraw-Hill Companies, Inc., or Moody’s Investors Service. Where a rating is not available from either rating agency, ratings are determined by other independent sources.
 
The maturity distribution of fixed income securities held as of December 31, 2007 and December 31, 2006 are shown below. Actual maturities may differ from contractual maturities because borrowers may have the right to call or prepay obligations with or without call or prepayment penalties.
 


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    At December 31,
    At December 31,
 
    2007     2006  
    Fair
          Fair
       
    Value     %     Value     %  
    (Dollars in thousands)  
 
Due in one year or less
  $ 5,507       1.2 %   $ 7,106       2.2 %
Due after one year through five years
    114,152       25.6 %     67,565       20.5 %
Due after five years through ten years
    77,578       17.4 %     32,003       9.7 %
Due after ten years
    122,300       27.5 %     116,557       35.3 %
Mortgage backed securities
    126,124       28.3 %     106,615       32.3 %
                                 
Total fixed maturities
  $ 445,661       100.0 %   $ 329,846       100.0 %
                                 
 
As of December 31, 2007, the average option adjusted duration of our fixed-income portfolio was 3.90 years compared to 3.99 years as of December 31, 2006. The concept of average option adjusted duration takes into consideration the probability of having the various option features associated with many of the fixed-income investments we hold exercised. Fixed maturity securities are frequently issued with call provisions which provide the option of adjusting the maturity of the security at the option of the issuer. In 2007, the duration decreased slightly due to declining interest rates leading to a slight reduction in the mortgage-back securities’ average life.
 
Impairments of Investment Securities
 
We regularly review investment securities for impairment in accordance with our impairment policy, which includes both quantitative and qualitative criteria. Quantitative criteria include length of time and amount that each security is in an unrealized loss position and for fixed maturity securities, whether the issuer is in compliance with terms and covenants of the security. Our qualitative criteria include the underlying financial strength of the issuer of the security and specific prospects for the issuer as well as our intent to hold the security until recovery.
 
An investment in a preferred equity or fixed maturity security which is available for sale is impaired if its fair value falls below its cost or amortized cost, and the decline is considered to be other-than-temporary. Darwin’s assessment of a decline in fair value includes a current judgment as to the financial position and future prospects of the issuing entity of the security, the length of time and extent to which fair value has been below cost, and Darwin’s ability and intent to hold the investment for a period of time sufficient to allow for an anticipated recovery. As of December 31, 2007, Darwin did not own any fixed maturity or equity securities which were considered to be impaired.

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The following table presents the gross unrealized losses and estimated fair values of our investment securities, aggregated by investment type and length of time that individual investment securities have been in a continuous unrealized loss position, as of December 31, 2007.
 
                                                 
    December 31, 2007  
    Less Than 12 Months     12 Months or More     Total  
          Gross
          Gross
          Gross
 
    Fair
    Unrealized
    Fair
    Unrealized
    Fair
    Unrealized
 
Type of investment
  Value     Loss     Value     Loss     Value     Loss  
    (Dollars in thousands)  
 
Equities:
                                               
Preferred stock
  $ 3,680     $ (320 )   $     $     $ 3,680     $ (320 )
                                                 
Fixed maturities:
                                               
U.S. Government bonds
    1,390       (1 )     1,008       (1 )     2,398       (2 )
State and municipal bonds
    11,336       (83 )     5,055       (22 )     16,391       (105 )
Mortgage/asset-backed securities
    34,331       (345 )     6,171       (104 )     40,502       (449 )
Corporate bonds and notes
    6,571       (102 )     2,987       (47 )     9,558       (149 )
                                                 
Total fixed maturities
    53,628       (531 )     15,221       (174 )     68,849       (705 )
                                                 
Total equities and fixed maturies
  $ 57,308     $ (851 )   $ 15,221     $ (174 )   $ 72,529     $ (1,025 )
                                                 
 
The unrealized losses on preferred stock and fixed maturity securities are primarily interest rate related. The Company’s unrealized loss increased $0.2 million to $1.0 million from December 31, 2006 to December 31, 2007. Each of the securities with an unrealized loss at December 31, 2007 has a fair value that is greater than 92.0% of its amortized cost, with the exception of one security which was valued at 87.7% of cost due largely to concerns over a bond insurer’s rating. With the exception of this one security, the remaining 16 securities have been in an unrealized loss position for longer than 12 month and have a fair value that is greater than 97.7% of its amortized cost. None of the preferred stock or fixed maturity securities with unrealized losses has ever missed, or been delinquent on, a scheduled dividend, principal or interest payment, and none is rated below investment grade. As of January 31, 2008, 8 of these securities have recovered their unrealized losses and are trading in excess of their cost basis. Of the remaining securities, all but two of the securities have shown improvement in the fair market value since December 31, 2007 and are paying interest currently and we remain comfortable with the credit quality of the issuer. Based on management’s review of the factors above, no securities are considered to be other-than-temporarily impaired.
 
Given recent rating agency actions on sub-prime securities, we performed additional procedures to review for any impairment on our mortgage/asset-backed securities that are classified as sub-prime mortgage obligations. As of December 31, 2007, we held sub-prime fixed income securities totaling $1.3 million. All of these securities (4 in total) are currently rated AAA and none is currently under watch by a major rating agency. The remaining average life of each of these securities is less than 3 months and all are currently paying down their balances. The total unrealized loss on these securities as of December 31, 2007 was approximately $8 thousand. In addition to the sub-prime mortgage obligations, we hold $8.5 million of Alt-A mortgage obligations, commonly known as low documentation mortgages, which have historically had lower default rates than sub-prime mortgages. Similar to the sub-prime mortgage obligations, all of these securities (7 in total) are currently rated AAA, have a remaining average life of less than 1.8 years (except one with a remaining average life of 5.1 years) and have total unrealized losses as of December 31, 2007 of less than $22 thousand. As such, we do not believe we have any other-than-temporarily impaired fixed income securities classified as “sub-prime” or Alt-A mortgage obligations.
 
Certain asset-backed and municipal securities held by Darwin are backed by a financial guarantee insurance policy from a mono-line insurance guarantor (“mono-lines”) to strengthen the overall credit quality of the security. These mono-lines have historically been rated at the highest credit quality ratings from the major rating agencies (Standard & Poors’, Moody’s and Fitch). Recent volatility in the credit market, particularly related to the sub-prime credit market, has caused large losses for these mono-lines, reduced their capital and put their credit ratings at risk. Several have been downgraded and/or are on a negative credit watch by the major rating agencies. When a security


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is backed by a mono-line insurance company guarantee, and that mono-line has a credit rating higher than the underlying credit rating of the issuer, it may trade at a price higher than it would if there was no guarantee. A subsequent downgrade of that mono-line insurance carrier’s credit rating could have an adverse impact on the fair market value of the securities that are backed by that mono-line carrier’s insurance guarantee.
 
When acquiring fixed income securities that are backed by a financial guarantee insurance policy, Darwin’s investment philosophy is to evaluate the credit quality of the underlying issuer assuming that no insurance guarantee is in place and purchase those securities based upon the assumption that no insurance policy would be available to make payment on the securities.
 
Darwin’s fixed income securities portfolio currently includes approximately $124.3 million, or 22.3% of Darwin’s total investments, in securities that are backed by mono-line insurance companies that have been, or could be, negatively impacted by the credit markets. Based on a review by our investment managers of these underlying securities which are presented in the table below, we have determined that the average credit quality of the underlying securities is AA−. Furthermore, since purchased by Darwin, these securities are currently in a $1.3 million unrealized gain position. Based on these facts, we have determined that no impairment adjustment is necessary for these securities.
 
                                         
                    Market
             
                    Value of
             
                Rating of
  Underlying
             
    Rating of Insurance Company*   Underlying
  Securities
    Gain/Loss
       
    S&P   Moody’s   Fitch   Security   at 12/31/07     at 12/31/07        
 
AMBAC Financial Group
  AA**   Aa2**   AA**   AA−   $ 22,631     $ 366          
FGIC Corporation
  BBB**   Ba1**   AA**   AA     25,957       145          
Financial Security Assurance, Inc. 
  AAA   Aaa   AAA   AA−     43,603       598          
MBIA, Inc. 
  AA−   Aa3**   AA**   AA−     30,069       223          
XL Capital, LTD. 
  A−   Baa1   A   A+     2,134       12          
                                         
Subtotal
              AA−     124,394       1,344          
                                         
Total Investments
                  $ 556,938     $ 3,630          
                                         
% of Total Investments
                    22.3 %     37.0 %        
                                         
 
 
* Credit rating as of February 27, 2008.
 
** Credit rating is currently on an agency watchlist with potential negative implications.
 
Recent Accounting Standards
 
In September 2005, the Accounting Standards Executive Committee issued Statement of Position 05-1, Accounting by Insurance Enterprises for Deferred Acquisition Costs in Connection with Modifications or Exchanges of Insurance Contracts (SOP 05-1). SOP 05-1 provides guidance on accounting by insurance enterprises for deferred acquisition costs on internal replacements of insurance and investment contracts other than those specifically described in SFAS No. 97, Accounting and Reporting by Insurance Enterprises for Certain Long-Duration Contracts and for Realized Gains and Losses from the Sale of Investments. SOP 05-1 defines an internal replacement as a modification in product benefits, features, rights, or coverages that occurs by the exchange of a contract for a new contract, or by amendment, endorsement, or rider to a contract, or by the election of a feature of coverage within a contract. Darwin adopted SOP 05-01 as of January 1, 2007, and the implementation did not have a material impact on the Company’s results of operations or financial condition.
 
In March 2006, the Financial Accounting Standards Board (FASB) issued Statement No. 155 (SFAS No. 155), Accounting for Certain Hybrid Instruments, an amendment to FASB Statement No. 133 and 140. This Statement permits fair value re-measurement for any hybrid financial instrument that contains an embedded derivative that otherwise would require bifurcation, and establishes a requirement to evaluate interests in securitized financial assets to identify interests that are freestanding derivatives or that are hybrid financial instruments that contain an embedded derivative requiring bifurcation. This Statement is effective for all financial instruments acquired or issued after the beginning of an entity’s first fiscal year that begins after September 15, 2006. Darwin adopted the


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provisions of this Statement as of January 1, 2007, and the implementation did not have a material impact on the Company’s results of operations or financial condition.
 
In July 2006, FASB issued Interpretation No. 48, Accounting for Uncertainty in Income Taxes. The Interpretation clarifies the accounting for income taxes recognized in an enterprise’s financial statements in accordance with FASB Statement No. 109, Accounting for Income Taxes. The Interpretation prescribes a recognition threshold and measurement attribute for the financial statement recognition and measurement of a tax position taken or expected to be taken in a tax return. This Interpretation also provides guidance on de-recognition, classification, interest and penalties, accounting in interim periods, disclosure and transition. Darwin adopted the provisions of this Interpretation as of January 1, 2007, and the implementation did not have a material impact on the Company’s results of operations or financial condition.
 
In September 2006, FASB issued Statement No. 157, Fair Value Measurements. This Statement provides guidance for using fair value to measure assets and liabilities. The Statement does not expand the use of fair value in any new circumstances. The Statement is effective for financial statements prepared for fiscal years beginning after November 15, 2007, and interim periods within those fiscal years. Darwin does not anticipate that this Statement will have a material impact on the Company’s results of operations or financial condition.
 
In February 2007, FASB Statement No. 159, The Fair Value Option for Financial Assets and Financial Liabilities — Including an amendment of FASB Statement No. 115, was issued. This Statement permits entities to choose to measure many financial instruments and certain other items at fair value, at specified election dates, with unrealized gains and losses reported in earnings at each subsequent reporting date. This Statement is effective as of the beginning of an entity’s first fiscal year that begins after November 15, 2007. Early adoption is permitted as of the beginning of a fiscal year that begins on or before November 15, 2007, provided the entity also elects to apply the provisions of FASB Statement No. 157, Fair Value Measurements. Darwin does not anticipate that this Statement will have a material impact on the Company’s results of operations or financial condition.
 
In December 2007, FASB Statement No. 141 (revised 2007), Business Combinations was issued. The Statement requires the acquiring entity in a business combination to recognize all (and only) the assets acquired and liabilities assumed in the transaction, establishes the acquisition-date fair value as the measurement objective for all assets acquired and liabilities assumed, and requires the acquirer to disclose additional information regarding the nature and financial effect of the business combination. This Statement is effective for the first annual reporting period beginning after December 15, 2008. Darwin will adopt the statement for all business combinations initiated after December 31, 2008.
 
In December 2007, FASB Statement 160, Non-controlling Interests in Consolidated Financial Statements (“SFAS 160”) was issued. SFAS 160 requires all entities to report non-controlling (minority) interests in subsidiaries as equity in the consolidated financial statements. SFAS 160 also requires disclosure, on the face of the consolidated statement of income, of the amounts of consolidated net income attributable to the parent and to the non-controlling interest. We will adopt SFAS 160 for all business combinations initiated after December 31, 2008.
 
Off-balance Sheet Arrangements
 
The Company does not have any off-balance sheet arrangements, as defined for purposes of the SEC rules, which are not accounted for or disclosed in the consolidated financial statements as of December 31, 2007.
 
Item 7A.   Quantitative and Qualitative Disclosures About Market Risk.
 
Market risk is the risk of loss from adverse changes in market prices that results from factors, such as changes in interest rates, foreign currency exchange rates and commodity prices. The primary risk related to our non-trading financial instruments is the risk of loss associated with adverse changes in interest rates. Our investment portfolios may contain, from time to time, debt securities with fixed maturities that are exposed to both risk related to adverse changes in interest rates and/or individual credit exposure changes, as well as equity securities which are subject to fluctuations in market value. Darwin has made one preferred stock investment to date and holds its debt securities as


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available for sale. Any changes in the fair value in these securities, net of tax, would be reflected in Darwin’s accumulated other comprehensive income as a component of stockholders’ equity.
 
The table below presents a sensitivity analysis of the debt securities of Darwin that are sensitive to changes in interest rates. Sensitivity analysis is defined as the measurement of potential changes in future earnings, fair values or cash flows of market sensitive instruments resulting from one or more selected hypothetical changes in interest rates over a selected time. In this sensitivity analysis model, we measure the potential change of +/− 100, +/− 200, and +/− 300 basis point range of change in interest rates to determine the hypothetical change in fair value of the financial instruments included in the analysis. The change in fair value is determined by calculating hypothetical December 31, 2007 ending prices based on yields adjusted to reflect the hypothetical changes in interest rates, comparing such hypothetical ending prices to actual ending prices, and multiplying the difference by the principal amount of the security. The sensitivity analysis is based on estimates. The estimated changes presented below and actual changes to the portfolio for interest rate shifts could significantly differ.
 
Sensitivity Analysis at
At December 31, 2007
 
                                                         
Interest Rate Shifts (in basis points)
  −300     −200     −100     0     100     200     300  
 
Fixed Maturities Securities
                                                       
Portfolio value
  $ 509,391     $ 487,866     $ 466,830     $ 445,661     $ 424,180     $ 403,679     $ 381,931  
Change
    63,730       42,205       21,169             (21,481 )     (41,982 )     (63,730 )
% Change
    14.30 %     9.47 %     4.75 %     0.00 %     (4.82 )%     (9.42 )%     (14.30 )%
 
Item 8.   Financial Statements and Supplementary Data.
 
The financial statements and financial statement schedules listed in the accompanying Index to Consolidated Financial Statements and Schedules are filed as part of this Annual Report on Form 10-K.
 
Item 9.   Changes in and Disagreements with Accountants on Accounting and Financial Disclosure.
 
None.
 
Item 9A.   Controls and Procedures.
 
Disclosure Controls and Procedures
 
Management’s Annual Report on Internal Control over Financial Reporting
 
Our management is responsible for establishing and maintaining adequate internal control over financial reporting, as defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act. Our internal control system was designed to provide reasonable assurance to our management and Board of Directors regarding the preparation and fair presentation of financial statements for external purposes.
 
We carried out an evaluation, under the supervision and with the participation of our management, including our CEO and CFO, of the effectiveness of our internal control over financial reporting based on the framework in Internal Control-Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission. Based on that evaluation, our management, including our CEO and CFO, concluded that, as of December 31, 2007, our internal control over financial reporting was effective. Our independent registered public accounting firm that audited the consolidated financial statements included in this Form 10-K Report has also audited the effectiveness of our internal control over financial reporting. We note that all internal control systems, no matter how well designed, have inherent limitations. Therefore, even those systems determined to be effective can provide only reasonable assurance with respect to financial statement preparation and presentation.


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Change in Internal Control over Financial Reporting
 
During the third quarter of 2006, the Company created and staffed its own internal audit function, reporting directly to the Audit Committee of the Board of Directors, which is expected to plan and perform a number of the internal audits previously performed by Alleghany’s internal audit staff. In connection with the evaluation required by Rule 13a-15(d) or Rule 15d-15(d) under the Exchange Act (the “Rules”), the Company’s management, with the participation of the Chief Executive Officer and Chief Financial Officer, concluded that other than as stated in the immediately preceding sentence, there was no change in the Company’s internal control over financial reporting (as that term is defined in the Rules) that occurred during the quarter ended December 31, 2007 that materially affected, or is reasonably likely to materially affect, the Company’s internal control over financial reporting.
 
NYSE CEO Certification
 
On April 3, 2007, we filed with the NYSE the certification of our President and Chief Executive Officer, under Rule 5.3(m) of the NYSE Bylaws, which certified that he was not then aware of any violation by us of the NYSE corporate governance listing standards.
 
Item 9B.   Other Information.
 
None.


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PART III
 
Item 10.   Directors, Executive Officers and Corporate Governance of the Registrant.
 
The information called for by this Item and not provided herein will be contained in the Company’s Proxy Statement for the 2008 Annual Meeting of Stockholders (the “2008 Proxy Statement”), which the Company intends to file by or before April 29, 2008, the 120th day following the end of the Company’s fiscal year ended December 31, 2007, and such information is incorporated by reference.
 
In May 2006, the Company adopted a Code of Business Conduct and Ethics that applies to our executive officers, including our Chief Executive Officer and Chief Financial Officer. A copy of the Code of Business Conduct and Ethics is filed as an Exhibit to this Annual Report on Form 10-K. The Code of Business Conduct and Ethics is posted on the Company’s website at www.darwinpro.com under the Investor Relations tab, and a copy may also be obtained, free of charge, upon request mailed to our corporate Secretary.
 
ITEM 11.   Executive Compensation.
 
The information called for by this item will be contained in the Company’s Proxy Statement, which the Company intends to file on or before April 29, 2008, the 120th day following the end of the Company’s fiscal year ended December 31, 2007 and such information is incorporated herein by reference.
 
ITEM 12.   Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters.
 
The information called for by this item will be contained in the Company’s 2008 Proxy Statement, which the Company intends to file on or before April 29, 2008, the 120th day following the end of the Company’s fiscal year ended December 31, 2007 and such information is incorporated herein by reference.
 
ITEM 13.   Certain Relationships and Related Transactions and Director Independence.
 
The information called for by this item will be contained in the Company’s 2008 Proxy Statement, which the Company intends to file on or before April 29, 2008, the 120th day following the end of the Company’s fiscal year ended December 31, 2007 and such information is incorporated herein by reference.
 
ITEM 14.   Principal Accountant Fees and Services.
 
The information called for by this item will be contained in the Company’s 2008 Proxy Statement, which the Company intends to file on or before April 29, 2008, the 120th day following the end of the Company’s fiscal year ended December 31, 2007 and such information is incorporated herein by reference.
 
PART IV
 
Item 15.   Exhibits and Financial Statements Schedules.
 
The following documents are filed as part of this report:
 
(a) Financial Statements and Schedules:  The financial statements and financial statement schedules listed in the accompanying Index to Consolidated Financial Statements and Schedules are filed as part of this Annual Report on Form 10-K.
 
(b) Exhibits:  The exhibits listed in the accompanying Index to Exhibits are filed as part of this Annual Report on Form 10-K.


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SIGNATURES
 
Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.
 
DARWIN PROFESSIONAL UNDERWRITERS, INC. (Registrant)
 
  By 
/s/  Stephen J. Sills,
Stephen J. Sills,
President
 
Date: February 28, 2008
 
Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of the registrant and in the capacities and on the dates indicated.
 
  By 
    
R. Bruce Albro
Director
 
Date: February 28, 2008
 
  By 
/s/  Phillip N. Ben-Zvi
Phillip N. Ben-Zvi
Director
 
Date: February 28, 2008
 
  By 
/s/  Christopher K. Dalrymple
Christopher K. Dalrymple
Director
 
Date: February 28, 2008
 
  By 
/s/  Michael E. Hanrahan
Michael E. Hanrahan
Corporate Controller
(Principal Accounting Officer)
 
Date: February 28, 2008


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By 
/s/  Weston M. Hicks
Weston M. Hicks
Director
 
Date: February 28, 2008
 
  By 
/s/  William C. Popik
William C. Popik
Director
 
Date: February 28, 2008
 
  By 
/s/  George M. Reider, Jr.
George M. Reider, Jr.
Director
 
Date: February 28, 2008
 
  By 
/s/  John L. Sennott, Jr.
John L. Sennott, Jr.
Senior Vice President and Director
(Principal Financial Officer)
 
Date: February 28, 2008
 
  By 
/s/  Stephen J. Sills
Stephen J. Sills
President and Director
(Principal Executive Officer)
 
Date: February 28, 2008
 
  By 
/s/  James P. Slattery
James P. Slattery
Director
 
Date: February 28, 2008
 
  By 
/s/  Irving B. Yoskowitz
Irving B. Yoskowitz
Director
 
Date: February 28, 2008


78


 

 
INDEX TO CONSOLIDATED FINANCIAL STATEMENTS AND SCHEDULES
 
         
Description
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SCHEDULE:
       
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Report of Independent Registered Public Accounting Firm
 
The Board of Directors and Stockholders
Darwin Professional Underwriters, Inc.:
 
We have audited the accompanying consolidated balance sheets of Darwin Professional Underwriters, Inc. and subsidiaries as of December 31, 2007 and 2006, and the related consolidated statements of operations, changes in stockholders’ equity and comprehensive income (loss), and cash flows for each of the years in the three-year period ended December 31, 2007. In connection with our audits of the consolidated financial statements, we also have audited financial statement schedules I to VI. These consolidated financial statements and financial statement schedules are the responsibility of the Company’s management. Our responsibility is to express an opinion on these consolidated financial statements and financial statement schedules based on our audits.
 
We conducted our audits in accordance with the standards of the Public Company Accounting Oversight Board (United States). Those standards require that we plan and perform the audit to obtain reasonable assurance about whether the financial statements are free of material misstatement. An audit includes examining, on a test basis, evidence supporting the amounts and disclosures in the financial statements. An audit also includes assessing the accounting principles used and significant estimates made by management, as well as evaluating the overall financial statement presentation. We believe that our audits provide a reasonable basis for our opinion.
 
In our opinion, the consolidated financial statements referred to above present fairly, in all material respects, the financial position of Darwin Professional Underwriters, Inc. and subsidiaries as of December 31, 2007 and 2006, and the results of their operations and their cash flows for each of the years in the three-year period ended December 31, 2007, in conformity with U.S. generally accepted accounting principles. Also in our opinion, the related financial statement schedules, when considered in relation to the basic consolidated financial statements taken as a whole, present fairly, in all material respects, the information set forth therein.
 
We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States), Darwin Professional Underwriters, Inc. and subsidiaries internal control over financial reporting as of December 31, 2007, based on criteria established in Internal Control — Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO), and our report dated February 25, 2008 expressed an unqualified opinion on the effectiveness of the Company’s internal control over financial reporting.
 
(-s- KPMG LLP)
 
 
Hartford, Connecticut
February 25, 2008


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Report of Independent Registered Public Accounting Firm
 
The Board of Directors and Stockholders
Darwin Professional Underwriters, Inc.:
 
We have audited Darwin Professional Underwriters, Inc. and subsidiaries’ (the Company) internal control over financial reporting as of December 31, 2007, based on criteria established in Internal Control — Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission (COSO). The Company’s management is responsible for maintaining effective internal control over financial reporting and for its assessment of the effectiveness of internal control over financial reporting, included in the accompanying Management’s Annual Report on Internal Control Over Financial Reporting contained in Item 9A, Controls and Procedures, of the Company’s 2007 Form 10-K. Our responsibility is to express an opinion on the Company’s internal control over financial reporting based on our audit.
 
We conducted our audit in accordance with the standards of the Public Company Accounting Oversight Board (United States). Those standards require that we plan and perform the audit to obtain reasonable assurance about whether effective internal control over financial reporting was maintained in all material respects. Our audit included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, and testing and evaluating the design and operating effectiveness of internal control based on the assessed risk. Our audit also included performing such other procedures as we considered necessary in the circumstances. We believe that our audit provides a reasonable basis for our opinion.
 
A company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles. A company’s internal control over financial reporting includes those policies and procedures that (1) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of the assets of the company; (2) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are being made only in accordance with authorizations of management and directors of the company; and (3) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use, or disposition of the company’s assets that could have a material effect on the financial statements.
 
Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliance with the policies or procedures may deteriorate.
 
In our opinion, Darwin Professional Underwriters, Inc. and subsidiaries maintained, in all material respects, effective internal control over financial reporting as of December 31, 2007, based on criteria established in Internal Control — Integrated Framework issued by the Committee of Sponsoring Organizations of the Treadway Commission.
 
We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States), the consolidated balance sheets of Darwin Professional Underwriters, Inc. and subsidiaries as of December 31, 2007 and 2006, and the related consolidated statements of operations, changes in stockholders’ equity and comprehensive income (loss), and cash flows for each of the years in the three-year period ended December 31, 2007, and our report dated February 25, 2008 expressed an unqualified opinion on those consolidated financial statements.
 
(-s- KPMG LLP)
 
Hartford, Connecticut
February 25, 2008


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Consolidated Balance Sheets
December 31, 2007 and 2006
 
                 
    2007     2006  
    (Dollars in thousands, except per share amounts)  
 
ASSETS:
Available for sale securities, at fair value:
               
Equity securities (cost: 2007, $4,000)
  $ 3,680     $  
Fixed maturities (amortized cost: 2007, $439,748; 2006, $328,201)
    445,661       329,846  
Short-term investments, at cost which approximates fair value
    107,597       69,537  
                 
Total investments
    556,938       399,383  
                 
Cash
    7,469       26,873  
Premiums receivable (net of allowance for doubtful accounts of $75 as of December 31, 2007 and 2006)
    30,986       31,094  
Reinsurance recoverable on paid and unpaid losses
    136,370       96,371  
Ceded unearned reinsurance premiums
    43,244       44,742  
Deferred insurance acquisition costs
    13,814       12,724  
Property and equipment at cost, less accumulated depreciation
    1,783       1,895  
Intangible assets
    7,455       7,306  
Net deferred income tax asset
    13,546       8,720  
Other assets
    15,530       6,156  
                 
Total assets
  $ 827,135     $ 635,264  
                 
 
LIABILITIES AND STOCKHOLDERS’ EQUITY:
Loss and loss adjustment expense reserves
  $ 387,865     $ 263,549  
Unearned premium reserves
    141,126       123,796  
Reinsurance payable
    20,999       21,385  
Debt
    5,000        
Current income taxes payable
    1,155       865  
Accrued expenses and other liabilities
    16,817       7,819  
                 
Total liabilities
    572,962       417,414  
Commitments and Contingencies (Note 24)
               
Stockholders’ equity (Notes 1(b), 11, and 12):
               
Common stock; $0.01 par value. Authorized 50,000,000 shares; issued and outstanding 17,025,501 shares at December 31, 2007 and 17,047,222 shares at December 31, 2006
    170       170  
Additional paid-in capital
    204,583       203,095  
Retained earnings
    45,790       13,548  
Accumulated other comprehensive income
    3,630       1,037  
                 
Total stockholders’ equity
    254,173       217,850  
                 
Total liabilities and stockholders’ equity
  $ 827,135     $ 635,264  
                 
 
See accompanying notes to consolidated financial statements.


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Consolidated Statements of Operations
For the years ended December 31, 2007, 2006, and 2005
 
                         
    2007     2006     2005  
    (Dollars in thousands, except per share amounts)  
 
Revenues:
                       
Net premiums earned
  $ 180,900     $ 132,378     $ 84,698  
Net investment income
    22,574       16,442       4,920  
Net realized investment gains (losses)
    (28 )     12       (176 )
Other income
                14  
                         
Total revenues
    203,446       148,832       89,456  
                         
Costs and expenses:
                       
Losses and loss adjustment expenses
    101,278       88,619       58,606  
Commissions and brokerage expenses
    22,618       14,609       9,191  
Other underwriting, acquisition and operating expenses
    28,286       21,603       14,574  
Other expenses
    5,857       750       1,102  
                         
Total costs and expenses
    158,039       125,581       83,473  
                         
Earnings before income taxes
    45,407       23,251       5,983  
                         
Income tax expense
    13,165       7,286       2,276  
                         
Net earnings
  $ 32,242     $ 15,965     $ 3,707  
                         
Basic earnings per share:
                       
Net earnings per share
  $ 1.96     $ 1.38     $ 0.56  
                         
Weighted average shares outstanding
    16,424,448       9,770,268       6,600,000  
                         
Diluted earnings per share:
                       
Net earnings per share
  $ 1.89     $ 0.95     $ 0.46  
                         
Weighted average shares outstanding
    17,071,505       16,785,721       8,119,370  
                         
 
See accompanying notes to consolidated financial statements.


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Consolidated Statements of Changes in Stockholders’ Equity and
Comprehensive Income (Loss)
For the years ended December 31, 2007, 2006, and 2005
 
                         
    2007     2006     2005  
    (Dollars in thousands)  
 
Common stock:
                       
Balance at beginning of year
  $ 170     $ 81     $ 81  
Exchange of common stock for Series A Preferred Stock
          (66 )      
Issuance of common stock
          60        
Conversion of Series B Preferred Stock
          94        
Issuance of restricted common stock
    1       1        
Forfeiture of restricted common stock
    (1 )            
                         
Balance at end of year
  $ 170     $ 170     $ 81  
                         
Additional paid-in capital:
                       
Balance at beginning of year
  $ 203,095     $ 195,950     $ 35,710  
Capital contributions
                160,240  
Exchange of common stock for Series A Preferred Stock
          66        
Contribution of Darwin Group, Inc. in exchange for Series B Convertible Preferred Stock
          (195,992 )      
Issuance of common stock, net of issuance costs
          86,228        
Conversion of Series B Preferred Stock
          115,558        
Stock-based compensation
    1,173       984        
Tax benefit on stock compensation plans
    291       302        
Proceeds from exercise of stock options
    24              
Issuance of restricted common stock
    (1 )     (1 )      
Forfeiture of restricted common stock
    1              
                         
Balance at end of year
    204,583       203,095       195,950  
                         
Retained earnings (deficit):
                       
Balance at beginning of year
  $ 13,548     $ 1,425     $ (2,282 )
Exchange of common stock for Series A Preferred Stock
          (191 )      
Contribution of Darwin Group, Inc. in exchange for Series B Convertible Preferred Stock
          (1,186 )      
Series C Preferred Stock dividend
          (2,465 )      
Net earnings
    32,242       15,965       3,707  
                         
Balance at end of year
  $ 45,790     $ 13,548     $ 1,425  
                         
Accumulated other comprehensive income (loss):
                       
Accumulated other comprehensive income (loss) at beginning of year
  $ 1,037     $ (39 )   $ (7 )
Other comprehensive income (loss):
                       
Unrealized appreciation (depreciation) of investments, net of tax
    2,593       1,076       (32 )
                         
Other comprehensive income (loss)
    2,593       1,076       (32 )
                         
Accumulated other comprehensive income (loss) at end of year
  $ 3,630     $ 1,037     $ (39 )
                         
Total stockholders’ equity at December 31,
  $ 254,173     $ 217,850     $ 197,417  
                         
Comprehensive income (loss):
                       
Net earnings
  $ 32,242     $ 15,965     $ 3,707  
Other comprehensive income (loss)
    2,593       1,076       (32 )
                         
Total comprehensive income
  $ 34,835     $ 17,041     $ 3,675  
                         
 
See accompanying notes to consolidated financial statements.


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Consolidated Statements of Cash Flows
For the years ended December 31, 2007, 2006, and 2005
 
                         
    2007     2006     2005  
    (Dollars in thousands)  
 
Cash flows provided by (used for) operating activities:
                       
Net earnings
  $ 32,242     $ 15,965     $ 3,707  
Adjustments to reconcile net earnings to net cash provided by (used for) operating activities:
                       
Deferred insurance acquisition costs
    (27,846 )     (20,724 )     (13,730 )
Amortization of insurance acquisition costs
    26,756       15,603       12,087  
Deferred income taxes
    (6,181 )     (3,050 )     (3,551 )
Depreciation and amortization
    670       601       422  
Net realized investment losses (gains)
    28       (12 )     176  
Stock-based compensation
    1,173       984        
Gain on the sale of fixed assets
                (14 )
Amortization of investment discounts and premiums
    (2,426 )     (3,883 )     (1,601 )
Change in:
                       
Premiums receivable
    108       (9,004 )     (8,323 )
Reinsurance recoverable on paid and unpaid losses
    (39,550 )     (45,111 )     (35,688 )
Ceded unearned reinsurance premiums
    1,498       (10,889 )     (18,055 )
Current income taxes payable/receivable
    292       1,148       (1,638 )
Other assets
    (9,215 )     (4,035 )     2,105  
Loss and loss adjustment expense reserves
    123,867       125,145       91,197  
Unearned premium reserves
    17,330       35,516       34,006  
Reinsurance payable
    (386 )     10,465       3,908  
Accrued expenses and other liabilities
    8,998       (436 )     4,057  
                         
Net cash provided by operating activities
    127,358       108,283       69,065  
Cash flows provided by (used for) investing activities:
                       
Proceeds from sales of available-for-sale securities
    120,332       21,688       11,490  
Maturities of available-for-sale securities
    38,960       12,687       15,989  
Purchases of available-for-sale securities
    (269,451 )     (242,320 )     (80,484 )
Purchases of equity securities
    (4,000 )            
Net sales (purchases) of short-term investments
    (34,074 )     119,023       (146,452 )
Due (from) to brokers for unsettled trades
    (130 )     (2,216 )     2,216  
Purchases of fixed assets
    (558 )     (616 )     (1,292 )
Proceeds from sales of fixed assets
                26  
Acquisition of insurance companies, net of cash acquired
    (3,156 )     (213 )     (25,575 )
                         
Net cash used for investing activities
    (152,077 )     (91,967 )     (224,082 )
Cash flows provided by (used for) financing activities:
                       
Proceeds from debt
    5,000              
Tax benefit on restricted stock vested
    291       302        
Proceeds from issuance of common stock- employee stock options
    24              
Proceeds from issuance of common stock
          96,000        
Issuance costs
          (9,712 )      
Redemption of Series A Preferred Stock
          (2,297 )      
Redemption of Series C Preferred Stock
          (2,465 )      
Redemption of Series B Convertible Preferred Stock
          (81,526 )      
Proceeds from capital contributions
                160,240  
                         
Net cash provided by financing activities
    5,315       302       160,240  
Net increase (decrease) in cash
    (19,404 )     16,618       5,223  
Cash, beginning of period
    26,873       10,255       5,032  
                         
Cash, end of period
  $ 7,469     $ 26,873     $ 10,255  
                         
Supplemental disclosures of cash flow information:
                       
Cash paid for federal and state income taxes
  $ 18,762     $ 8,907     $ 7,376  
 
See accompanying notes to consolidated financial statements.


F-7


Table of Contents

Darwin Professional Underwriters, Inc. and Subsidiaries

Notes to Consolidated Financial Statements
For the years ended December 31, 2007, 2006, and 2005
(Dollars in thousands except per share amounts),
 
(1)   Organization
 
(a)   Organization
 
Darwin Professional Underwriters, Inc. (DPUI), located in Farmington, Connecticut, is a majority-owned publicly-traded insurance underwriting subsidiary of AIHL, which is a wholly-owned subsidiary of Alleghany Corporation (Alleghany). On May 19, 2006, DPUI had its initial public offering (IPO) of its common stock (see Note 12).
 
DPUI was formed in March 2003 as an underwriting manager for certain insurance company subsidiaries of Alleghany, a publicly traded company, pending the establishment or acquisition of separate insurance companies for the DPUI business. Effective September 1, 2003, DPUI entered into underwriting management agreements with three wholly-owned subsidiaries of Alleghany, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, and Platte River Insurance Company (collectively, the Capitol Companies), to underwrite and administer specialty liability insurance business. DPUI’s specialty liability insurance business consists of Directors and Officers liability (D&O), Errors and Omissions liability (E&O), Medical Malpractice liability insurance, and beginning in 2007, General Liability (GL).
 
On February 3, 2004, Darwin Group, Inc. (Darwin Group), a wholly-owned subsidiary of AIHL, was formed as an insurance holding company for the purpose of acquiring Darwin National Assurance Company (DNA). DNA was acquired on May 3, 2004 as a wholly-owned subsidiary of Darwin Group. As of December 31, 2007, DNA is licensed to write property and casualty insurance on an admitted basis in 50 jurisdictions (including the District of Columbia) and is eligible to operate on an excess and surplus lines basis in one additional state (Arkansas). On May 2, 2005, DNA acquired Darwin Select Insurance Company (Darwin Select), as a wholly-owned insurance company subsidiary. As of December 31, 2007, Darwin Select is licensed to write property and casualty insurance on an admitted basis in Arkansas (its state of domicile) and is eligible to operate on an excess and surplus lines basis in 48 additional states. Effective as of January 1, 2006, Darwin Group was contributed by Alleghany to DPUI (see Note 1(b)).
 
The Capitol Companies are wholly-owned subsidiaries of AIHL and operate collectively in 50 states and the District of Columbia. In addition to the business produced by DPUI and issued on policies of the Capitol Companies, the Capitol Companies have significant independent operations that are not included in these consolidated financial statements.
 
In November 2007, DPUI formed Evolution Underwriting, Inc. in Delaware as the parent for its acquisition of Agency Marketing Services, Inc. and its affiliates, Allsouth Professional Liability, Inc. and Raincross Insurance, Inc. (collectively AMS) in January 2008. AMS is a regional program administrator and wholesale brokerage operation of specialty liability insurance products, including D&O and E&O, based in Florida.
 
On November 30, 2007, DNA acquired Midway Insurance Company of Illinois (Midway), as a wholly-owned insurance company subsidiary. Midway is a dormant insurance company domiciled and licensed in Illinois. Midway’s name was changed to Vantapro Specialty Insurance Company (Vantapro) and an application has been filed to redomesticate Vantapro to Arkansas.
 
DNA, Darwin Select and the Capitol Companies (in respect of the business produced by DPUI and issued on polices of the Capitol Companies) receive underwriting, claims, management, and administrative services from DPUI. On December 31, 2007, the agreement was terminated and the underwriting, claims, management, administrative services, and related staff were transferred to DNA. DPUI continues to bear the direct expenses incurred in connection with being a holding company (e.g. owns the fixed assets and leases real property that is used by the insurance companies and to be an agent for the insurance companies). DPUI and DNA have agreed in principle to the execution of a Cost Sharing Agreement under which DPUI will charge back to DNA and to its other


F-8


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
direct subsidiary, Evolution, each subsidiaries’ allocable share of the corporate expenses, rent and the tangible assets and software.
 
DPUI’s products are marketed through independent producers located throughout the United States.
 
(b)   Reorganization
 
Effective October 1, 2005, Darwin Group, through its subsidiary DNA, entered into a series of reinsurance and commutation agreements with the Capitol Companies. Overall, these reinsurance agreements had the effect of transferring to DNA all of the in-force business produced by DPUI and issued on policies of the Capitol Companies, along with the corresponding financial statement effects of these policies. In addition, in November 2005, Alleghany made a capital contribution of $135,000 to Darwin Group, which subsequently contributed this capital to DNA.
 
Effective January 1, 2006, DPUI became the parent of Darwin Group and its subsidiaries, DNA and Darwin Select and, in connection therewith, DPUI issued to AIHL shares of Series B Convertible Preferred Stock with an aggregate liquidation preference of $197,178, equal to the book value of Darwin Group on December 31, 2005, in exchange for all of the outstanding common stock of Darwin Group held by AIHL. In addition, AIHL exchanged its 6,600,000 shares of common stock of DPUI, representing 80% of the issued and outstanding shares of DPUI, for 9,560 additional shares of Series A Preferred Stock of DPUI having an additional aggregate liquidation preference of $20 per share, representing 80% of the book value of DPUI on December 31, 2005. As a result of the reorganization, the only shares of common stock outstanding as of January 1, 2006 were unvested restricted shares.
 
The consolidated financial statements give retroactive effect to both the transfer of the in-force business to Darwin Group from the Capitol Companies and the contribution of Darwin Group to DPUI as transactions between entities under common control, accounted for as a pooling of interests. This results in a presentation that reflects the actual business produced and managed by DPUI, regardless of the originating insurance carrier, with all periods presented as if DPUI and Darwin Group, including the transferred in-force business, had always been combined.
 
On May 3, 2006, the DPUI Board of Directors approved a 33-for-two stock split of the DPUI’s shares of common stock, to be effected on the effective date of DPUI’s registration statement on Form S-1 in connection with its initial public offering, which occurred on May 19, 2006. In addition, the par value of the common stock has been adjusted to $0.01 per common share from $0.10 per common share. The resulting increase in common stock was offset by a decrease in additional paid-in capital.
 
All common stock and per share data included in these consolidated financial statements, and the exchange ratios for the Series B Convertible Preferred Stock, have been retroactively adjusted to reflect the 33-for-two stock split and the change in par value for all periods presented.
 
Collectively these operations are referred to as “Darwin,” the “Company” or “our.”
 
(2)   Summary of Significant Accounting Policies
 
(a)   Basis of Presentation
 
The accompanying consolidated financial statements include the results of DPUI and its subsidiaries and have been prepared in accordance with U.S. generally accepted accounting principles. All significant inter-company accounts and transactions have been eliminated.
 
(b)   Investments and Fair Values of Financial Instruments
 
Darwin classifies all of its equity securities and fixed maturities with original maturities equal to or greater than one year at acquisition as available-for-sale. Accordingly, investments in equities and fixed maturities are reported at fair value. The fair value of available-for-sale equity and debt securities are recorded at fair value based on quoted market


F-9


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
prices or dealer quotes. Quoted market prices are typically available and utilized for equity securities and U.S. government obligations. Third party dealer quotes are typically utilized for all other types of fixed income securities. In developing such quotes, dealers will utilize the terms of the security and market-based inputs. Terms of the security include coupon, maturity date, and any special provisions that may, for example, enable the investor, at his election, to redeem the security prior to its scheduled maturity date. Market-based inputs include the level of interest rates applicable to comparable securities in the market place and current credit rating(s) of the security. Unrealized gains and losses during the year, net of the related tax effect, are excluded from earnings and reflected in comprehensive income (loss) and the cumulative effect is reported as a separate component of stockholders’ equity until realized. Available-for-sale securities deemed to have declines in value that are other-than-temporary are written down through the consolidated statement of operations to carrying values equal to their estimated fair values.
 
Premiums and discounts arising from the purchase of certain debt securities are treated as a yield adjustment over the estimated useful life of the securities, adjusted for anticipated prepayments using the retrospective interest method. Under this method, the effective yield on a security is estimated. Such estimates are based on the prepayment terms of the security, past actual cash flows and assumptions as to future expected cash flow. The future cash flow assumptions consider various prepayment assumptions based on historical experience, as well as current market conditions. Periodically, the effective yield is re-estimated to reflect actual prepayments and updated future cash flow assumptions. Upon a re-estimation, the security’s book value is restated at the most recently calculated effective yield, assuming that yield had been in effect since the security was purchased. This treatment results in an increase or decrease to net investment income (amortization of premium or discount) at the new measurement date.
 
Investment income is recorded when earned. Realized gains and losses on sales or declines deemed other-than-temporary are determined on the basis of specific identification of investments.
 
Investment income on mortgage-backed and asset-backed securities is initially based upon yield, cash flow, and prepayment assumptions at the date of purchase. Subsequent revisions in those assumptions are recorded using the retrospective method. Under the retrospective method, amortized cost of the security is adjusted to the amount that would have existed had the revised assumptions been in place at the date of purchase. The adjustments to amortized cost are recorded as a charge or credit to net investment income.
 
Short-term investments, consisting primarily of money market instruments and other debt issues purchased with a maturity of one year or less at acquisition, are carried at cost, which approximates fair value.
 
(c)   Cash
 
For purposes of the consolidated statement of cash flows, cash includes only funds that are available for immediate withdrawal.
 
(d)   Premiums and Unearned Premium Reserves
 
Premiums are recognized as revenue on a pro rata basis over the term of the insurance contracts, generally 12 months. Unearned premium reserves represent the unexpired portion of policy premiums. Premiums receivable are reported net of an allowance for estimated uncollectible amounts. Ceded premiums are charged to income over the term of the reinsurance contracts and the related policy premiums. Ceded unearned premiums represent the unexpired portion of premiums ceded to reinsurers.
 
(e)   Reinsurance Recoverables
 
Darwin reinsures a portion of the loss exposures on business it has written with other companies. This practice allows the Darwin insurance companies to diversify their business, reduce volatility, and to write larger policies, while limiting the extent of their ultimate net loss. Reinsuring loss exposures does not relieve Darwin from its primary obligation to policyholders. Darwin remains liable to its policyholders for the portion reinsured to the extent that any reinsurer does not meet the obligations assumed under the reinsurance arrangements. Darwin


F-10


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
regularly evaluates the financial condition of its reinsurers to determine the collectibility of the reinsurance recoverables.
 
Reinsurance recoverables (including amounts related to claims incurred but not reported) and ceded unearned reinsurance premiums are reported as assets. Amounts recoverable from reinsurers are estimated in a manner consistent with the claim liability associated with the reinsured business. Ceded premiums are charged to income over the applicable terms of the various reinsurance contracts with third party reinsurers. Reinsurance contracts that do not result in a reasonable possibility that the reinsurer may realize a significant loss from the insurance risk assumed and that do not provide for the transfer of significant insurance risk generally do not meet the conditions for reinsurance accounting and are accounted for as deposits. Darwin has no contracts with reinsurers that do not meet the risk transfer provisions of Statement of Financial Accounting Standards (SFAS) No. 113, Accounting for Reinsurance (SFAS No. 113).
 
(f)   Deferred Insurance Acquisition Costs
 
Insurance acquisition costs that vary with, and are directly related to, the production of premiums (principally commissions, premium taxes, and certain underwriting salaries) are deferred. Deferred insurance acquisition costs are amortized to expense as the related premiums are earned. Deferred insurance acquisition costs are reviewed to determine if they are recoverable from future income, and if not, are charged to expense. Future investment income attributable to the related premiums is taken into account in measuring the recoverability of the carrying value of this asset. All other acquisition costs are charged to expense as incurred.
 
(g)   Property and Equipment
 
Property and equipment are recorded at cost and depreciated over the asset’s estimated useful life on a straight-line basis using a mid-year convention. Useful lives for depreciation purposes are as follows:
 
     
Computer equipment
  3 years
Computer software
  5 years
Furniture and fixtures
  5 years
Leasehold improvements
  Shorter of useful life or life of lease
 
Improvements that extend the life of a specific asset are capitalized, while normal repair and maintenance costs are expensed as incurred. When property and equipment are sold or otherwise disposed of, the asset account and related accumulated depreciation accounts are removed from the balance sheet, with the resulting gain or loss being included in the consolidated statement of operations.
 
(h)   Intangible Assets
 
Darwin recognized intangible assets in connection with the acquisitions of DNA, Darwin Select, and Vantapro. Darwin accounts for intangible assets in accordance with SFAS No. 142, Goodwill and Other Intangible Assets (SFAS No. 142). Management has determined that these intangible assets have an indefinite life.
 
SFAS No. 142 requires that intangible assets with indefinite useful lives be capitalized and tested for impairment at least annually. An annual assessment is performed by Darwin to evaluate the continued recoverability of the intangible asset balance.
 
(i)   Income Taxes
 
Income taxes are accounted for under the asset and liability method. Deferred tax assets and liabilities are recognized for the future tax consequences attributable to differences between the financial statement carrying amounts of existing assets and liabilities and their respective tax bases and operating loss and tax credit carry forwards. Deferred tax assets and liabilities are measured using enacted tax rates expected to apply to taxable


F-11


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
income in the years in which those temporary differences are expected to be recovered or settled. The effect on deferred tax assets and liabilities of a change in tax rates is recognized in the statement of operations in the period that includes the enactment date.
 
From its inception, up until the time of our initial public offering on May 19, 2006, Darwin filed a consolidated federal income tax return with its ultimate parent, Alleghany. The provisions of the tax sharing agreement with Alleghany required each of the entities (together with the subsidiaries of that entity) to make payments to its immediate parent for the federal income tax imposed on its taxable income in a manner consistent with filing a separate federal income tax return (but subject to certain limitations that are applied to the Alleghany consolidated group as a whole). The Alleghany tax sharing agreement requires Darwin to retain tax records, to cooperate with Alleghany in tax matters, and to bear its share of costs of tax return preparation, tax audits and contests, and interest and penalties related to Darwin’s tax liabilities reflected in the Alleghany consolidated income tax return. Also, provided Darwin performed every obligation under the tax sharing agreement, Alleghany agreed to indemnify the Company for any federal income taxes imposed on the Alleghany consolidated group. Darwin has filed its own consolidated federal income tax return for the period May 19, 2006 through December 31, 2006 and will file it own for future periods. Thus, the tax sharing agreement between DPUI and Alleghany was cancelled on May 18, 2006. Alleghany included the Darwin results from January 1, 2006 through May 18, 2006 in the Alleghany December 31, 2006 consolidated tax return. Alleghany’s 2004 income tax return is currently under examination by the Internal Revenue Service. Alleghany’s 2005 and 2006 income tax returns remain open to examination.
 
(j)   Loss and Loss Adjustment Expense Reserves
 
The loss and loss adjustment expense (LAE) reserves represent the estimated ultimate cost of all reported and unreported losses and LAE incurred and unpaid on direct and assumed business at the balance sheet date. Loss and LAE reserves include: (1) case reserves, that are the accumulation of individual estimates for claims reported prior to the close of the accounting period; (2) estimates for incurred but not reported claims based on industry experience modified for current trends; and (3) estimates of expenses for investigating and settling claims based on industry experience. The liabilities recorded are based on estimates resulting from a continuous review process, and differences between estimates and ultimate payments are reflected in expense for the period in which the estimates are changed. The Company has estimated no subrogation recoveries in its determination of loss reserves due to the lack of any significant recoveries to date.
 
(k)   Comprehensive Income (Loss)
 
The Company reports and presents comprehensive income (loss) in accordance with SFAS No. 130, Reporting Comprehensive Income, which establishes standards for reporting and display of comprehensive income or loss and its components in financial statements. The objective of the statement is to report a measure of all changes in equity of an enterprise that result from transactions and other economic events of the period. The Company’s other comprehensive income or loss arise from unrealized gains and losses, net of tax effects, on investment securities categorized as available-for-sale. The Company has elected to display comprehensive income (loss) as a component of the consolidated statements of changes in stockholders’ equity and comprehensive income (loss), with additional disclosure in a comprehensive income footnote.
 
(l)   Segments
 
In accordance with SFAS No. 131, Disclosure About Segments of an Enterprise and Related Information, the financial information of the segment is presented consistent with the way results are regularly evaluated by the chief operating decision maker in deciding how to allocate resources and in assessing performance. Management organizes the business around the specialty liability insurance produced through brokers, agents and program administrators. Darwin’s specialty liability insurance operations comprise one business segment.


F-12


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
(m)   Estimates
 
The preparation of these consolidated financial statements in conformity with U.S. generally accepted accounting principles requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and the disclosure of contingent assets and liabilities at the date of these consolidated financial statements and the reported amounts of revenues and claims and expenses during the reporting period. Actual results could differ from those estimates.
 
(n)   Statutory Accounting Practices
 
DNA, domiciled in Delaware, Darwin Select, domiciled in Arkansas, and Vantapro, domiciled in Illinois, prepare statutory financial statements in accordance with accounting practices prescribed or permitted by the insurance departments of the state of domicile. Prescribed statutory accounting practices are those practices that are incorporated directly or by reference in state laws, regulations, and general administrative rules applicable to all insurance enterprises domiciled in a particular state. Permitted statutory accounting practices include practices not prescribed by the domiciliary state, but allowed by the domiciliary state regulatory authority. The Company is not currently utilizing any permitted statutory accounting practices in the preparation of its statutory financial statements.
 
(o)   Earnings Per Share of Common Stock
 
Basic earnings per share of common stock is based on the weighted average number of shares of common stock of Darwin (Common Stock) outstanding during the years ended December 31, 2007, 2006, and 2005, respectively. Diluted earnings are based on those shares used to calculate basic earnings per common share plus shares that would have been outstanding assuming issuance of shares of Common Stock for all dilutive potential shares of Common stock and convertible preferred stock outstanding.
 
(p)   Recent Accounting Standards
 
In September 2005, the Accounting Standards Executive Committee issued Statement of Position 05-1, Accounting by Insurance Enterprises for Deferred Acquisition Costs in Connection with Modifications or Exchanges of Insurance Contracts (SOP 05-1). SOP 05-1 provides guidance on accounting by insurance enterprises for deferred acquisition costs on internal replacements of insurance and investment contracts other than those specifically described in SFAS No. 97, Accounting and Reporting by Insurance Enterprises for Certain Long-Duration Contracts and for Realized Gains and Losses from the Sale of Investments. SOP 05-1 defines an internal replacement as a modification in product benefits, features, rights, or coverages that occurs by the exchange of a contract for a new contract, or by amendment, endorsement, or rider to a contract, or by the election of a feature of coverage within a contract. Darwin adopted SOP 05-01 as of January 1, 2007, and the implementation did not have a material impact on the Company’s operations or financial condition.
 
In March 2006, the Financial Accounting Standards Board (FASB) issued Statement No. 155 (SFAS No. 155), Accounting for Certain Hybrid Instruments, an amendment to FASB Statement No. 133 and 140. This Statement permits fair value re-measurement for any hybrid financial instrument that contains an embedded derivative that otherwise would require bifurcation, and establishes a requirement to evaluate interests in securitized financial assets to identify interests that are freestanding derivatives or that are hybrid financial instruments that contain an embedded derivative requiring bifurcation. This Statement is effective for all financial instruments acquired or issued after the beginning of an entity’s first fiscal year that begins after September 15, 2006. Darwin adopted the provisions of this Statement as of January 1, 2007, and the implementation did not have a material impact on the Company’s results of operations or financial condition.
 
In July 2006, FASB issued Interpretation No. 48, Accounting for Uncertainty in Income Taxes. The Interpretation clarifies the accounting for income taxes recognized in an enterprise’s financial statements in accordance


F-13


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
with FASB Statement No. 109, Accounting for Income Taxes. The Interpretation prescribes a recognition threshold and measurement attribute for the financial statement recognition and measurement of a tax position taken or expected to be taken in a tax return. This Interpretation also provides guidance on de-recognition, classification, interest and penalties, accounting in interim periods, disclosure and transition. Darwin adopted the provisions of this Interpretation as of January 1, 2007, and the implementation did not have a material impact on the Company’s results of operations or financial condition.
 
In September 2006, FASB issued Statement No. 157, Fair Value Measurements. This Statement provides guidance for using fair value to measure assets and liabilities. The Statement does not expand the use of fair value in any new circumstances. The Statement is effective for financial statements prepared for fiscal years beginning after November 15, 2007, and interim periods within those fiscal years. Darwin does not anticipate that this Statement will have a material impact on the Company’s results of operations or financial condition.
 
In February 2007, FASB Statement No. 159, The Fair Value Option for Financial Assets and Financial Liabilities — Including an amendment of FASB Statement No. 115, was issued. This Statement permits entities to choose to measure many financial instruments and certain other items at fair value, at specified election dates, with unrealized gains and losses reported in earnings at each subsequent reporting date. This Statement is effective as of the beginning of an entity’s first fiscal year that begins after November 15, 2007. Early adoption is permitted as of the beginning of a fiscal year that begins on or before November 15, 2007, provided the entity also elects to apply the provisions of FASB Statement No. 157, Fair Value Measurements. Darwin does not anticipate that this Statement will have a material impact on the Company’s results of operations or financial condition.
 
In December 2007, FASB Statement No. 141 (revised 2007), Business Combinations was issued. The Statement requires the acquiring entity in a business combination to recognize all (and only) the assets acquired and liabilities assumed in the transaction, establishes the acquisition-date fair value as the measurement objective for all assets acquired and liabilities assumed, and requires the acquirer to disclose additional information regarding the nature and financial effect of the business combination. This Statement is effective for the first annual reporting period beginning after December 15, 2008. Darwin will adopt the statement for all business combinations initiated after December 31, 2008.
 
In December 2007, FASB Statement 160, Non-controlling Interests in Consolidated Financial Statements (“SFAS 160”) was issued. SFAS 160 requires all entities to report non-controlling (minority) interests in subsidiaries as equity in the consolidated financial statements. SFAS 160 also requires disclosure, on the face of the consolidated statement of income, of the amounts of consolidated net income attributable to the parent and to the non-controlling interest. We will adopt SFAS 160 for all business combinations initiated after December 31, 2008.
 
(3)   Purchase Accounting
 
On November 30, 2007, DNA purchased all the issued and outstanding shares of Midway Insurance Company of Illinois, an Illinois domiciled company, from Fireman’s Fund Insurance Company for $3,156, which included acquisition costs of $50. Subsequent to the acquisition, Midway’s name was changed to Vantapro and an application has been filed to redomesticate Vantapro in Arkansas. The acquisition of Vantapro was accounted for as a purchase in accordance with FASB Statement No. 141, Business Combinations. Assets and liabilities acquired were recorded at their estimated fair value as of the acquisition date. The opening balance sheet amounts included investments in securities of $3,006, reinsurance recoverables on paid and unpaid losses of $449, loss and LAE reserves of $449 and an identifiable intangible asset of $150 for the fair value of the Vantapro state insurance license and expenses associated with the acquisition. In connection with the acquisition, Fireman’s Fund Insurance Company reinsured and indemnified Vantapro of all remaining liabilities or obligations outstanding as of November 30, 2007. As of December 31, 2007, Darwin had reinsurance recoverables of $449 for unpaid losses and LAE reserves under the Fireman’s Fund Insurance Company indemnity reinsurance and assumption agreement.


F-14


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
On May 2, 2005, DNA purchased all the issued and outstanding shares of Ulico Indemnity Company (Ulico Indemnity) for initial consideration of $25,668, which included acquisition costs of $428. Subsequent to the purchase, Ulico Indemnity was renamed Darwin Select Insurance Company. The acquisition of Darwin Select was accounted for as a purchase in accordance with FASB Statement No. 141, Business Combinations. Assets and liabilities acquired were recorded at their estimated fair value as of the acquisition date. Included in the assets acquired is an indefinite life intangible asset of $3,387 for the fair value of Darwin Select’s state insurance license and excess and surplus authorizations. In January, 2006, Darwin made an additional contingent payment in the amount of $213, in connection with a joint tax election, which increased the intangible asset to $3,600. In connection with the acquisition of Darwin Select, the seller, Ulico Casualty Company (Ulico Casualty), contractually reinsured all of the business written on policies of Darwin Select prior to the sale. At December 31, 2007, the reinsurance recoverable from Ulico Casualty for unpaid loss and LAE reserves was $1,515. The reinsurance recoverable from Ulico Casualty is fully collateralized by a trust agreement escrow fund. The trust fund balance was approximately $1,528 as of December 31, 2007. The escrow fund may only be drawn down by Darwin Select and is available for the settlement of reinsurance recoveries in the event of non-payment by Ulico Casualty. In addition, Ulico Casualty has indemnified DNA and Darwin Select against all liabilities arising out of the operations of Darwin Select prior to the date of acquisition. ULLICO Inc., the parent company of Ulico Casualty, has guaranteed the performance by Ulico Casualty of its indemnification obligations and of its obligations under the reinsurance agreement and the trust agreement.
 
An annual assessment was performed by Darwin to evaluate the continued recoverability of the intangible asset balance. The Company did not recognize any impairment of intangibles during fiscal years ended December 31, 2007, 2006, and 2005.
 
(4)   Investments
 
The amortized cost and estimated fair value of fixed maturities at December 31, 2007 and 2006 are as follows:
 
                                 
    Cost or
    Gross
    Gross
       
    Amortized
    Unrealized
    Unrealized
    Fair
 
    Cost     Gains     Losses     Value  
 
2007
                               
Type of investment
                               
Equity securities:
                               
Preferred stock
  $ 4,000     $     $ (320 )   $ 3,680  
                                 
Fixed maturities securities:
                               
U.S. Government and government agencies
    40,473       888       (2 )     41,359  
State and municipal
    216,114       3,524       (105 )     219,533  
Mortgage/asset-backed securities
    125,501       1,072       (449 )     126,124  
Corporate and other
    57,660       1,134       (149 )     58,645  
                                 
Total fixed maturities
    439,748       6,618       (705 )     445,661  
Short term investments
    107,597                   107,597  
                                 
Total investments
  $ 551,345     $ 6,618     $ (1,025 )   $ 556,938  
                                 
 


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Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
                                 
    Cost or
    Gross
    Gross
       
    Amortized
    Unrealized
    Unrealized
    Fair
 
    Cost     Gains     Losses     Value  
 
2006
                               
Type of investment
                               
Fixed maturities securities:
                               
U.S. Government and government agencies
  $ 22,349     $ 50     $ (160 )   $ 22,239  
State and municipal
    127,960       1,900       (117 )     129,743  
Mortgage/asset-backed securities
    106,473       411       (269 )     106,615  
Corporate and other
    71,419       138       (308 )     71,249  
                                 
Total fixed maturities
    328,201       2,499       (854 )     329,846  
Short term investments
    69,537                   69,537  
                                 
Total investments
  $ 397,738     $ 2,499     $ (854 )   $ 399,383  
                                 
 
The amortized cost and estimated fair value of fixed maturities at December 31, 2007, by contractual maturity, are shown below. Actual maturities may differ from contractual maturities because borrowers may have the right to call or prepay obligations with or without call or prepayment penalties.
 
                 
    Amortized
    Fair
 
    Costs     Value  
 
Due in one year or less
  $ 5,503     $ 5,507  
Due after one year through five years
    112,228       114,152  
Due after five years through ten years
    76,095       77,578  
Due after ten years
    120,421       122,300  
Mortgage backed securities
    125,501       126,124  
                 
Total fixed maturities
  $ 439,748     $ 445,661  
                 
 
An investment in an equity security or a fixed maturity which is available-for-sale is impaired if its fair value falls below its book value, and the decline is considered to be other-than-temporary. Darwin’s assessment of a decline in fair value includes its current judgment as to the financial position and future prospects of the issuing entity of the security, the length of time and extent to which fair value has been below cost, and Darwin’s ability and intent to hold the investment for a period of time sufficient to allow for an anticipated recovery.

F-16


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
The following table summarizes, for all fixed maturity and equity securities in an unrealized loss position at December 31, 2007, the aggregate fair value, and the gross unrealized loss by length of time such securities have continuously been in an unrealized loss position:
 
                                                 
    December 31, 2007  
    Less Than 12 Months     12 Months or More     Total  
          Gross
          Gross
          Gross
 
    Fair
    Unrealized
    Fair
    Unrealized
    Fair
    Unrealized
 
Type of investment
  Value     Loss     Value     Loss     Value     Loss  
    (Dollars in thousands)  
 
Equities:
                                               
Preferred stock
  $ 3,680     $ (320 )   $     $     $ 3,680     $ (320 )
                                                 
Fixed maturities:
                                               
U.S. Government bonds
    1,390       (1 )     1,008       (1 )     2,398       (2 )
State and municipal bonds
    11,336       (83 )     5,055       (22 )     16,391       (105 )
Mortgage/asset-backed securities
    34,331       (345 )     6,171       (104 )     40,502       (449 )
Corporate bonds and notes
    6,571       (102 )     2,987       (47 )     9,558       (149 )
                                                 
Total fixed maturities
    53,628       (531 )     15,221       (174 )     68,849       (705 )
                                                 
Total equities and fixed maturies
  $ 57,308     $ (851 )   $ 15,221     $ (174 )   $ 72,529     $ (1,025 )
                                                 
 
                                                 
    December 31, 2006  
    Less Than 12 Months     12 Months or More     Total  
          Gross
          Gross
          Gross
 
    Fair
    Unrealized
    Fair
    Unrealized
    Fair
    Unrealized
 
Type of investment
  Value     Loss     Value     Loss     Value     Loss  
    (Dollars in thousands)  
 
Fixed maturities:
                                               
U.S. Government bonds
    390       (9 )     9,145       (151 )     9,535       (160 )
State and municipal bonds
    18,543       (87 )     1,917       (30 )     20,460       (117 )
Mortgage/asset-backed securities
    49,799       (235 )     1,631       (34 )     51,430       (269 )
Corporate bonds and notes
    34,172       (234 )     4,156       (74 )     38,328       (308 )
                                                 
Total fixed maturities
    102,904       (565 )     16,849       (289 )     119,753       (854 )
                                                 
 
The unrealized losses on equity and fixed maturity securities are primarily interest rate related. The Company’s unrealized loss increased $0.2 million to $1.0 million from December 31, 2006 to December 31, 2007. Each of the securities with an unrealized loss at December 31, 2007 has a fair value that is greater than 92.0% of its amortized cost, with the exception of one security which was valued at 87.7% of cost due largely to concerns over a bond insurer’s rating. With the exception of this one security, the remaining 16 securities have been in an unrealized loss position for longer than 12 months and have a fair value that is greater than 97.7% of its amortized cost. None of the preferred stock or fixed maturity securities with unrealized losses has ever missed, or been delinquent on, a scheduled principal or interest payment, and none is rated below investment grade. As of January 31, 2008, eight of these securities have recovered their unrealized losses and are trading in excess of their cost basis. With the exception of this one security, the remaining securities have shown improvement in the fair market value since December 31, 2007 and are paying interest currently and we remain comfortable with the credit quality of the issuer. Based on management’s review of the factors above, no securities are considered to be other-than-temporarily impaired.


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Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
Realized gains (losses) and change in unrealized gains (losses) on fixed maturity and equity investments for the years ended December 31, 2007, 2006, and 2005 are as follows:
 
                         
    2007     2006     2005  
 
Realized gains (losses):
                       
Gross gains
  $ 18     $ 38     $ 1  
Gross losses
    (46 )     (26 )     (177 )
                         
Net realized gains (losses)
  $ (28 )   $ 12     $ (176 )
                         
Change in unrealized gains (losses)
  $ 3,948     $ 1,707     $ (51 )
Less effect of taxes
    (1,355 )     (631 )     19  
                         
Change in net unrealized gains (losses)
  $ 2,593     $ 1,076     $ (32 )
                         
 
Following is a summary of cumulative unrealized gains (losses) on fixed maturity and equity investments at December 31, 2007 and 2006:
 
                 
    2007     2006  
 
Unrealized gains (losses):
               
Gross unrealized gains
  $ 6,618     $ 2,499  
Gross unrealized losses
    (1,025 )     (854 )
                 
Net realized gains (losses)
    5,593       1,645  
Less effect of taxes
    (1,963 )     (608 )
                 
Net unrealized gains (losses)
  $ 3,630     $ 1,037  
                 
 
Investment income by category for the years ended December 31, 2007, 2006, and 2005 is as follows:
 
                         
    2007     2006     2005  
 
Fixed maturies
  $ 22,141     $ 11,776     $ 4,088  
Short-term
    1,066       5,302       985  
Dividend income
    104              
                         
Gross investment income
    23,311       17,078       5,073  
Investment expenses
    737       636       153  
                         
Net investment income
  $ 22,574     $ 16,442     $ 4,920  
                         
 
The fair value of securities on deposit with insurance regulators in accordance with statutory requirements was $13,817 and $11,983 at December 31, 2007 and 2006, respectively. As discussed in Note (5), Reinsurance, the Company has established trusts to collateralize the reinsurance obligations to the Capitol Companies. The investments held in the trusts had a fair value of $217,609 and $217,190 as of December 31, 2007 and 2006, respectively, and are included in the total investments on the consolidated balance sheets. Darwin retains ownership rights to the investments held in trust and the investment income continues to accrue to the Company. In addition, Darwin has authority to substitute similar assets without prior notification to the Capitol Companies.
 
(5)   Reinsurance
 
(a)   Ceded
 
Darwin purchases third party reinsurance coverage for substantially all of its lines of business. These arrangements provide for greater diversification of business, allow Darwin to control exposure to potential losses


F-18


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
arising from large risks, and provide additional capacity for growth. The specific reinsurance coverages are tailored to the specific risk characteristics of each class of business and Darwin’s retained amount varies by type of coverage. Given the nature of the loss exposure of Darwin’s lines of business, Darwin generally purchases excess of loss treaty reinsurance to mitigate the volatility of our book of business by limiting exposure to frequency and severity of losses.
 
The Company purchases both fixed rate and variable rate excess of loss reinsurance. The fixed rate excess of loss reinsurance, under which we cede a fixed percentage of premiums to our reinsurers depending upon the policy limits written, provides indemnification to us in excess of a fixed amount of losses incurred up to a maximum recoverable amount. The maximum amount recoverable is expressed as either a dollar amount or a loss ratio cap which is expressed as a percentage of the maximum amount of the ceded premium. In some instances the contracts are expressed as the greater of a dollar amount or a loss ratio cap. The maximum amounts recoverable when expressed as a loss ratio cap vary from a minimum of 250% to a maximum in excess of 700% of ceded premium payable within the terms of the contracts.
 
The part of our excess of loss reinsurance program structured on a variable-rated basis enables us to retain a greater portion of premium if our ultimate loss ratio is lower than an initial provisional loss ratio set out in the reinsurance contract. For these contracts our ceded premium incurred on these treaties is determined by the loss ratio on the business subject to the reinsurance treaty. As the expected ultimate loss ratio increases or decreases, the ceded premiums and losses recoverable from reinsurers will also increase or decrease relationally within a minimum and maximum range for ceded premium and subject to a loss ratio cap for losses recoverable. Until such time as the ceded premium reaches the maximum rate within the terms of the contract, ceded premium paid to recoverable from reinsurers. After the ceded premium incurred reaches the maximum rate stated in the contract, losses incurred covered within the contract are recoverable from reinsurers up to a maximum amount recoverable, without any required additional ceded premium payment. The maximum amount recoverable is expressed as either a dollar amount or a loss ratio cap which is expressed as a percentage of the maximum amount of the ceded premium. In some instances the contracts are expressed as the greater of a dollar amount or a loss ratio cap. When expressed as a loss ratio cap these variable rated contracts vary from 225% to 300% of the maximum rate of ceded premium payable within the terms of the contracts. As a result, the same uncertainties associated with estimating loss and loss adjustment expense (LAE) reserves affect the estimates of ceded premiums and losses recoverable from reinsurers on these contracts. In some instances we have purchased variable rated excess of loss reinsurance that has no maximum amount recoverable.
 
Darwin’s favorable experience resulting in loss and LAE adjustments has resulted in downward adjustment of ceded premium for the variable-rated excess of loss contracts. For the years ended December 31, 2007, 2006 and 2005, these amounts were $7,406, $1,700, and $293, respectively. The total ceded premium recoverable balances arising from these adjustments were $9,399 and $1,993 as of December 31, 2007 and 2006, respectively.
 
In general we retain the first $1,000 of loss per claim across most classes of business including many of the E&O classes, private and non-profit D&O and most medical malpractice classes. However for Commercial, Healthcare and FI D&O, Managed Care and FI E&O and Shortline Railroad Liability we retain the first $2,000 of loss per claim. On other specific classes we retain lower limits that currently range from $300 to $500 of loss per claim. In addition, we retain various additional amounts known as co-insurances that vary between 10% and 25% of the limits above these retentions.


F-19


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
The following is a summary of our major treaty reinsurance coverages effective for policies written at December 31, 2007 (in millions):
 
                     
                    TotalCompany
                    Retention at
    Product Lines
  MaximumPolicy
  Reinsurance
  Description of
  Maximum Limit
Treaty
 
Covered
 
Limits Offered
 
Coverage
 
Company Retention
 
Offered
 
Professional Lines(1)   Commercial, Healthcare and FI D&O, FI E&O and Shortline Railroad General Liability   $20 million per claim for A-Side D&O; $15 million per claim for Healthcare D&O; and $10 million per claim for all other classes   $18 million excess of $2 million per claim for A-Side D&O; $13 million excess of $2 million for Healthcare D&O; $8 million excess of $2 million per claim for all other classes   First $2 million per claim; 25% of the next $3 million of loss per claim; 15% of the next $10 million of loss per claim; and 10% of the next $5 million of loss per claim   $4.75 million per claim for A-Side D&O; $4.25 million per claim for Healthcare D&O; and $3.5 million per claim for all other classes
                     
Professional Lines(1)   Private and Non-Profit D&O, E&O (Technology E&O, Lawyers Professional E&O for law firms with fewer than 100 lawyers, Insurance Agents E&O, Insurance Company E&O, Miscellaneous Professional E&O, and Media)   $15 million per claim for Private and Non-Profit D&O and Insurance Agents E&O; and $10 million per claim for all other classes   $14 million excess of $1 million per claim for Private and Non- Profit D&O and Insurance Agents E&O; $9 million excess of $1 million per claim for all other classes   First $1 million per claim; 25% of the next $4 million of loss per claim; and 15% of the next $10 million of loss per claim   $3.5 million per claim for Private and Non-Profit D&O and Insurance Agents E&O; $2.75 million per claim for all other classes
Managed Care E&O(1)   Managed Care E&O   $20 million per claim for Managed Care E&O   $18 million excess of $2 million per claim   First $2 million per claim; 25% of the next $3 million of loss per claim; 15% of the next $5 million of loss per claim; and 10% of the next $10 million of loss per claim   $4.5 million per claim
Medical Malpractice(1)   Physicians, Hospitals   $16 million per claim   $10 million excess of $1.0 million per claim   First $1 million per claim; 15% of loss in excess of $1 million per claim   $2.5 million per claim
Psychiatrists
  Psychiatrists Professional Liability   $2 million per claim   $1.5 million excess of $0.5 million per claim   $0.5 million per claim   $0.5 million per claim
Psychologists
  Psychologists E&O Liability   $2 million per claim   $1.50 million excess of $0.5 million per claim   $0.5 million per claim   $0.5 million per claim
Public Entity(1)
  Municipal Entity and Public Officials, Police and Governmental Employees E&O   $5 million per claim   $4.7 million excess of $0.3 million per claim   First $0.3 million per claim; 15% of $1 million in excess of $1 million per claim; 10% of $3 million in excess of $2 million per claim   $0.75 million per claim
 
 
(1) Caps or aggregate limits apply to various layers of coverage as set forth in each reinsurance contract.


F-20


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
 
In connection with the acquisition of Vantapro and Darwin Select, Darwin recorded ceded reinsurance recoverables for the corresponding direct loss and LAE reserves. At December 31, 2007, such amounts for Vantapro were $449. At December 31, 2007 and December 31, 2006, such amounts for Darwin Select were $1,515 and $1,528, respectively, which were collateralized by a trust fund held in escrow. The trust fund for the Darwin Select balance was $1,528 as of December 31, 2007.
 
Reinsurance recoverables on paid and unpaid losses at December 31, 2007 and 2006 consist of the following:
 
                 
    2007     2006  
 
Reinsurance recoverables on paid losses
  $ 358     $ 113  
Ceded outstanding case losses and LAE
    8,397       5,904  
Ceded outstanding IBNR losses and LAE
    127,615       90,354  
                 
Gross reinsurance recoverables on paid and unpaid losses
  $ 136,370     $ 96,371  
                 
 
At December 31, 2007, the largest concentration of reinsurance recoverable on paid and unpaid losses was due from Transatlantic Reinsurance Company for $31,642 or 23.2% of the total, with an A.M. Best rating of A+ (superior) for its financial strength. As of December 31, 2007, approximately 99.96% or $136,309 of Darwin’s gross reinsurance recoverables on paid and unpaid losses is with reinsurers with an A.M. Best rating of A (excellent) or higher for financial strength or collateralized either by an irrevocable letter of credit or by an escrow fund under a trust agreement. Darwin had no allowance for uncollectible reinsurance as of December 31, 2007 or December 31, 2006.
 
Reinsurance contracts do not relieve Darwin from its obligations to policyholders. Darwin remains liable to its policyholders for the portion reinsured to the extent that any reinsurer does not meet the obligations assumed under the reinsurance agreements. Darwin regularly evaluates the financial condition of its reinsurers to determine the collectibility of the reinsurance recoverables. Amounts recoverable from reinsurers are estimated in a manner consistent with the claim liability associated with the reinsured policies.
 
(b)   Reinsurance Ceded and Assumed with the Capitol Companies
 
On July 1, 2004, Darwin Group, through its subsidiary DNA, entered into inter-company reinsurance agreements with each of the Capitol Companies, whereby any of the business produced by DPUI and written on polices of the Capitol Companies would be 100% assumed by DNA (“the 100% reinsurance agreement”). DNA then retroceded a portion to external reinsurers and 90% of the remaining balance, including direct business written by DNA, net of cessions to external reinsurers (“the 90% retrocession agreement”), to Capitol Indemnity Corporation.
 
Effective October 1, 2005, Darwin Group, through its subsidiary DNA, commuted the 90% retrocession agreement with Capitol Indemnity Corporation. The 100% reinsurance agreement between the Capitol Companies and DNA remains in effect for all business produced by DPUI and written on policies of the Capitol Companies.
 
In addition, Darwin Group, through its subsidiary DNA, entered into a loss portfolio transfer agreement, also effective as of October 1, 2005, whereby all of the outstanding loss and LAE reserves on the business produced by DPUI and written on policies of the Capitol Companies prior to July 1, 2004 were assumed by DNA. In exchange for assuming these outstanding loss and LAE reserves and related reinsurance recoverables on paid and unpaid losses, Darwin received cash. Under the agreement, to the extent that the Capitol Companies experience additional incurred losses, if any, related to the transferred loss portfolio, DNA will pay those additional amounts as they are recorded. The Capitol Companies have not experienced any additional losses under the agreement for the years ending December 31, 2007 and December 31, 2006.
 
The commutation and loss portfolio transfer transactions did not result in any gain or loss for DNA or the Capitol Companies. The overall effect of these arrangements was to transfer all of the business produced by DPUI and written on policies of the Capitol Companies, along with the corresponding assets, liabilities and related cash to Darwin Group’s subsidiary DNA. At the time of the transaction, DNA and the Capitol Companies were under common control by


F-21


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
Alleghany. The consolidated financial statements give retroactive effect to this transfer as a transaction between entities under common control, with all periods presented as if the transferred business had always been part of Darwin.
 
(c)   Reinsurance Effect on Operations
 
Net premiums written, net premiums earned, and net losses and LAE incurred included reinsurance activity for the years ended December 31, 2007, 2006, and 2005 are as follows:
 
                         
    Year Ended December 31,  
    2007     2006     2005  
 
Net Premiums Written:
                       
Direct premiums written
  $ 236,741     $ 179,776     $ 23,354  
Assumed premiums written — Capitol Companies
    42,860       65,763       142,470  
Assumed premiums written
    682       713        
Ceded premiums written
    (80,554 )     (89,248 )     (65,174 )
                         
Net premiums written
  $ 199,729     $ 157,004     $ 100,650  
                         
Net Premiums Earned:
                       
Direct premiums earned
  $ 210,051     $ 101,615     $ 11,021  
Assumed premiums earned — Capitol Companies
    52,200       108,684       120,799  
Assumed premiums earned
    703       436        
Ceded premiums earned
    (82,054 )     (78,357 )     (47,122 )
                         
Net premiums earned
  $ 180,900     $ 132,378     $ 84,698  
                         
Net Losses and LAE Incurred:
                       
Direct losses and LAE incurred
  $ 132,553     $ 68,073     $ 11,400  
Assumed losses and LAE incurred — Capitol Companies
    11,686       65,531       84,856  
Assumed losses and LAE incurred
    439       290        
Ceded losses and LAE incurred
    (43,400 )     (45,275 )     (37,650 )
                         
Net losses and LAE incurred
  $ 101,278     $ 88,619     $ 58,606  
                         
 
The net premiums written table above includes our gross premiums written on the policies of Capitol Companies (Assumed premiums written — Capitol Companies), as well as gross premiums written directly on DNA and Darwin Select (Direct premiums written). Since each of our insurance company subsidiaries obtained its own A.M. Best rating of “A−” (Excellent) in November 2005, whenever possible, DPUI has written coverage on policies issued by DNA or Darwin Select. However, our insurance company subsidiaries were not licensed (in the case of our admitted carrier DNA) or eligible to write business on a surplus lines basis (in the case of Darwin Select) in all U.S. jurisdictions throughout the year. In addition, the Capitol Companies have A.M. Best ratings of “A” (Excellent), and we believe that insureds in certain classes of our business (primarily public D&O) require policies issued by an insurer with an A.M. Best rating of “A” (Excellent). Consequently, although we expect to write the majority of our future business on policies of our insurance company subsidiaries, we continue to depend upon the Capitol Companies to write policies for a portion of the business produced by DPUI. For the years ended December 31, 2007, 2006, and 2005, we wrote $42,860, $65,763, and $142,470, respectively, of gross premiums through our arrangement with the Capitol Companies, representing 15.3%, 26.7%, and 85.9%, respectively, of the total gross premiums produced by DPUI.
 
In September 2006, the Company established three reinsurance security trusts with sufficient assets to adequately collateralize the reinsurance obligations to the Capitol Companies for the amounts assumed by Darwin. The trust balances are adjusted on a quarterly basis to ensure that the assets held in trust are sufficient to meet Darwin’s obligations to the Capitol Companies pertaining to the reinsurance agreements between the Capitol Companies and Darwin. Darwin retains all investment income earned by the trusts. The investments held in the trusts had a market value of $217,609 and $217,290 as of December 31, 2007 and December 31, 2006, respectively,


F-22


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
and are included in the total investments on the consolidated balance sheets. The obligations due to the Capitol Companies pertaining to the reinsurance agreements were $209,067 and $218,749 as of December 31, 2007 and December 31, 2006, respectively.
 
(6)   Deferred Insurance Acquisition Costs
 
An analysis of deferred insurance acquisition costs at December 31, 2007, 2006, and 2005 is as follows:
 
                         
    2007     2006     2005  
 
Balance at beginning of the year
  $ 12,724     $ 7,603     $ 5,960  
Insurance acquisition costs deferred:
                       
Commissions and brokerage expenses
    21,708       16,045       10,078  
Other underwriting, acquisition and operating expenses
    6,138       4,679       3,652  
                         
Total insurance acquisition costs deferred
    27,846       20,724       13,730  
Amortization of insurance acquisition costs
    (26,756 )     (15,603 )     (12,087 )
                         
Net Change for year
    1,090       5,121       1,643  
                         
Balance at end of the year
  $ 13,814     $ 12,724     $ 7,603  
                         
 
(7)   Property and Equipment, Net
 
Property and equipment at December 31, 2007 and 2006 consists of the following:
 
                 
    2007     2006  
 
Computer hardware and software
  $ 2,768     $ 2,246  
Furniture and fixtures
    567       548  
Leasehold improvements
    317       301  
                 
Property and equipment, at cost
    3,652       3,095  
Accumulated depreciation
    (1,869 )     (1,200 )
                 
Property and equipment, net
  $ 1,783     $ 1,895  
                 
 
Depreciation was $670, $601 and $422 for the years ended December 31, 2007, 2006, and 2005, respectively.


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Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
(8)   Loss and Loss Adjustment Expense Reserves
 
The following table provides a reconciliation of the beginning and ending loss and LAE reserves, net of reinsurance, at December 31, 2007, 2006, and 2005:
 
                         
    2007     2006     2005  
 
Gross reserves balance at January 1,
  $ 263,549     $ 138,404     $ 47,207  
Less reinsurance recoverables on unpaid losses
    (96,258 )     (51,229 )     (15,572 )
                         
Net reserves balance at January 1,
    167,291       87,175       31,635  
Add acquired gross reserves
    449             6,693  
Less resinured acquired gross reserves
    (449 )           (6,693 )
                         
Net reserve balance
    167,291       87,175       31,635  
                         
Incurred losses and LAE, net of reinsurance, related to:
                       
Current period
    115,064       90,879       58,640  
Prior periods
    (13,786 )     (2,260 )     (34 )
                         
Total incurred
    101,278       88,619       58,606  
                         
Paid losses and LAE, net of reinsurance, related to:
                       
Current period
    4,717       2,272       1,284  
Prior periods
    11,999       6,231       1,782  
                         
Total paid
    16,716       8,503       3,066  
                         
Net reserve balance at December 31,
    251,853       167,291       87,175  
Plus reinsurance recoverables on unpaid losses
    136,012       96,258       51,229  
                         
Gross reserves balance at December 31,
  $ 387,865     $ 263,549     $ 138,404  
                         
 
Darwin continually reviews its loss and LAE reserves and the related reinsurance recoverables. Differences between estimates and ultimate payments are reflected in expense for the period in which the estimates are changed. The actuarial estimates are based on industry claim experience and our own experience and consider current claim trends and premium volume, as well as social and economic conditions. While Darwin has recorded its best estimate of loss and LAE reserves as of December 31, 2007, 2006, and 2005, it is possible these estimates may materially change in the future.
 
Losses and LAE incurred have increased over the prior years due to the expected losses on the increased premiums earned, offset by actual and anticipated reinsurance recoveries (including a provision for recoveries on incurred but not reported losses) on the expected losses. The increase in gross and net loss and LAE reserves primarily reflects increased net premiums earned for most lines of business and limited paid loss activity for the current and prior accident years. These increases are offset by a reduction in prior year losses and LAE incurred of $13,786 for the year ending December 31, 2007 due to net favorable development on loss and LAE reserves recorded for accident years 2003 through 2006. Loss and LAE emergence on the 2003 through 2006 accident years has been more favorable than anticipated when the original gross and net loss reserves were established. For 2007, gross and ceded reserves also increased due to the acquisition of Vantapro. As of December 31, 2007, $449 in gross and ceded loss and LAE reserves incurred prior to the acquisition and reinsured by the seller of Vantapro remained outstanding. For the year ending December 31, 2006, a reduction in prior year losses and LAE incurred of $2,260 was recorded due to net favorable development on loss and LAE reserves recorded for accident years 2004 and 2003. Loss and LAE emergence on the 2004 and 2003 accident years also has been more favorable than anticipated when the original gross and net loss reserves were established. The loss and LAE reserve increases for 2005 are offset by a reduction in prior year losses and LAE incurred of $34 due to net favorable development on loss and LAE


F-24


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
reserves recorded for accident years 2004 and 2003. For the year ending December 31, 2005, gross reserves also increased due to the acquisition of Darwin Select. At the time of acquisition, Darwin Select had outstanding gross loss and LAE reserves of $6,693, that are 100% reinsured by the seller and are collateralized by a trust fund. As of December 31, 2007, $1,515 in gross loss and LAE reserves pertaining to the seller of Darwin Select remained outstanding.
 
(9)   Credit Facility Debt
 
In March 2007, Darwin entered into a three-year secured credit agreement with a bank syndicate (Credit Agreement), which provides commitments for revolving credit loans in an aggregate principal amount of up to $25,000. The loan is secured by the common stock of DNA. Borrowing under the Credit Agreement is intended to be used for general corporate purposes and for strategic merger and acquisition purposes. The cost of funds drawn down would be at an annual interest rate of LIBOR plus 112.5 basis points. The Credit Agreement also has a commitment fee of 0.25% per annum for any unused amount of the aggregate principal amount.
 
In December 2007, the Company borrowed $5,000 under the agreement at an interest rate of LIBOR plus 112.5 basis points fixed for a period of up to one year (currently at 5.47% fixed through December 2008). The Company incurred interest expense of $3, commitment fees of $44 and credit facility origination expenses of $32 in 2007 relating to the Credit Agreement. The Credit Agreement contains certain covenants requiring the Company to maintain a 2.0 debt interest coverage ratio, a maximum ratio of net premiums written to surplus of 2.0 to 1.0, a covenant limiting the Company debt to total capital ratio to 35%, and a covenant prohibiting the payment of dividends on its equity securities. Darwin must also have a minimum net worth equal to 80% of year end December 31, 2006 GAAP net worth plus an amount equal to 50% of subsequent earned profits. At December 31, 2007, Darwin was in full compliance with the Credit Agreement’s requirements and restrictions.
 
(10)   Income Taxes
 
From its inception, up until the time of its initial public offering on May 19, 2006, Darwin filed a consolidated federal income tax return with its ultimate parent, Alleghany. With the exception of Vantapro, each of the entities included in the consolidated financial statements was subject to a tax sharing agreement. The provisions of these agreements required each of the entities (together with the subsidiaries of that entity) to make payments to its immediate parent for the federal income tax imposed on its taxable income in a manner consistent with filing a separate federal income tax return (but subject to certain limitations that are applied to the Alleghany consolidated group as a whole). Darwin filed its own consolidated federal income tax return for the period May 19, 2006 through December 31, 2006 and will file its own future periods. Thus, the tax sharing agreement between DPUI and Alleghany was cancelled on May 18, 2006. Alleghany included the Darwin results from January 1, 2006 through May 18, 2006 in the Alleghany December 31, 2006 consolidated tax return.
 
With respect to the calculation of income taxes and the related balance sheet impacts, Darwin has consistently applied the same policies throughout 2007 and during each of the tax filing periods noted above. Income taxes are accounted for under the asset and liability method. Deferred tax assets and liabilities are recognized for the future tax consequences attributable to differences between the financial statement carrying amounts of existing assets and liabilities and their respective tax bases and operating loss and tax credit carry forwards. Deferred tax assets and liabilities are measured using enacted tax rates expected to apply to taxable income in the years in which those temporary differences are expected to be recovered or settled. The effect on deferred tax assets and liabilities of a change in tax rates is recognized in the statement of operations in the period that includes the enactment date. The Company adopted FIN 48 effective January 1, 2007. Management has reviewed the Company’s tax positions at January 1, 2007 and December 31, 2007 and determined that they are highly certain. As a result, the Company has not recognized a provision for tax uncertainties.


F-25


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
Darwin made federal tax payments of $18,394 and $5,575 to the Internal Revenue Service during 2007 and for the tax period after the initial public offering during 2006, respectively. Federal tax payments of $271, $2,707, and $3,785 were made by Darwin to Alleghany during 2007, 2006 and 2005, respectively. The federal tax payment of $271 to Alleghany made in 2007 represented a change of an estimate related to a tax provision to tax return adjustment recorded in 2007. The Company files separate state franchise and premium tax returns, as applicable. The components of current and deferred income tax expense (benefit) for the years ended December 31, 2007, 2006 and 2005 are as follows:
 
                         
    2007     2006     2005  
 
Current expense:
                       
Federal expense
  $ 20,036     $ 9,458     $ 5,017  
State expense (benefit)
    (690 )     906       772  
                         
Total current expense
    19,346       10,364       5,789  
                         
Deferred benefit:
                       
Federal deferred benefit
    (6,709 )     (2,786 )     (2,967 )
State deferred benefit (expense)
    528       (292 )     (546 )
                         
Total deferred benefit
    (6,181 )     (3,078 )     (3,513 )
                         
Income tax expense
  $ 13,165     $ 7,286     $ 2,276  
                         
 
The $690 current state tax benefit in 2007 primarily reflects a true up for the 2006 income tax provision to the income tax return filed in the third quarter of 2007.
 
Income tax expense (benefit), as reflected in the statements of operations, differed from the statutory federal income tax rate for the years ended December 31, 2007, 2006 and 2005 as follows:
 
                                                 
    2007     2006     2005  
    Dollars     Percent     Dollars     Percent     Dollars     Percent  
 
Federal income tax and rate
  $ 15,891       35 %   $ 8,138       35 %   $ 2,094       35 %
Tax effect of:
                                               
Municipal bond income, net of proration
    (2,634 )     (5.8 )%     (1,275 )     (5.5 )%     (181 )     (3.0 )%
State income taxes, net of federal effect
    (105 )     (0.2 )%     399       1.7 %     203       3.4 %
Other
    (14 )     (0.1 )%     (11 )           119       2.0 %
Nondeductible expenses
    27       0.1 %     35       0.1 %     68       1.1 %
Changes in estimate of future year taxes
                            (27 )     (0.5 )%
                                                 
Effective income tax and rate
  $ 13,165       29.0 %   $ 7,286       31.3 %   $ 2,276       38.0 %
                                                 


F-26


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
Deferred tax assets and liabilities are recognized for the future tax consequences attributable to differences between the financial statement carrying amount of existing assets and liabilities and their respective tax bases. Deferred tax assets and liabilities are measured using enacted tax rates expected to apply to taxable income in the years in which those temporary differences are expected to be recovered or settled. The effect on deferred tax assets and liabilities of a change in tax rates is recognized in income in the period that includes the enactment date. Significant components of the deferred tax assets and liabilities at December 31, 2007 and 2006 are as follows:
 
                 
    2007     2006  
 
Deferred tax assets:
               
Discounting of loss and LAE reserves
  $ 9,788     $ 6,736  
Unearned premium reserves
    6,930       5,842  
Accrued expenses
    3,631       1,192  
Stock-based compensation expenses
    913       392  
Allowance for doubtful accounts
    32       30  
Other
    30       46  
                 
Total deferred tax assets
    21,324       14,238  
                 
Deferred tax liabilities:
               
Deferred insurance acquisition costs
    4,879       4,274  
Tax depreciation adjustment
    55       253  
Purchase licenses and fees
    549       383  
Net unrealized gains on investment securities
    1,963       608  
Other
    332        
                 
Total deferred tax liabilities
    7,778       5,518  
                 
Net deferred tax asset
  $ 13,546     $ 8,720  
                 
 
Darwin regularly assesses the recoverability of its deferred tax assets. A valuation allowance is provided when it is more likely than not that some portion of the deferred tax asset will not be realized. In assessing the recoverability of deferred tax assets, management considers whether it is more likely than not that some portion or all of the deferred tax assets will not be realized. The ultimate realization of deferred tax assets is dependent upon the generation of future taxable income during the periods in which those temporary differences become deductible. Management considers the scheduled reversal of deferred tax liabilities, projected future taxable income, and tax planning strategies in making this assessment. Based on the Company’s assessments of recoverability, Darwin did not recognize any valuation allowance during fiscal years ended December 31, 2007, 2006, and 2005.
 
(11)   Preferred Stock
 
In 2003, in connection with the formation of the Company, DPUI entered into a subscription agreement with AIHL, whereby AIHL agreed to purchase up to 400,000 shares of Series A Preferred Stock of DPUI for total proceeds of $8,000. At December 31, 2005, 105,300 shares of Series A Preferred Stock had been issued. Effective as of January 1, 2006, the 6,600,000 shares of common stock of DPUI held by AIHL were exchanged for 9,560 additional shares of Series A Preferred Stock of DPUI, increasing the total shares of Series A Preferred Stock issued and outstanding to 114,860 with an aggregate liquidation preference of $2,297. The additional number of shares of Series A Preferred Stock issued was determined on the basis of the December 31, 2005 book value of shares of common stock of DPUI held by AIHL. The shares of Series A Preferred Stock were conditionally redeemable for cash and, in accordance with Emerging Issues Task Force (EITF) Abstract D-98: Classification and Measurement of Redeemable Securities (EITF D-98), were classified outside of permanent equity as of December 31, 2005. All outstanding shares of Series A Preferred Stock were redeemed in connection with the initial public offering.


F-27


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
In connection with the Company’s reorganization as of January 1, 2006, the shares of common stock of Darwin Group held by AIHL were exchanged for 197,178 shares of Series B Convertible Preferred Stock of DPUI (the parent company after the reorganization). The total number of shares of Series B Convertible Preferred Stock issued was determined on the basis of the December 31, 2005 book value of the shares of common stock of Darwin Group held by AIHL.
 
On April 1, 2006, the Company declared a dividend of $2,465, calculated at 5.0% of the liquidation preference of the Series B Convertible Preferred Stock, in the form of Series C Preferred Stock to the holders of Series B Preferred Stock.
 
In connection with the Company’s initial public offering on May 19, 2006, the net proceeds of $86,288 were utilized to redeem all of the shares of Series A Preferred Stock at the aggregate liquidation preference of $2,297, and all of the shares of Series C Preferred Stock outstanding at the aggregate liquidation preference of $2,465 and to redeem 5,478,904 shares of the Series B Convertible Preferred Stock at a redemption price per share, on an as-converted basis, equal to the public offering price less underwriting costs. The remaining outstanding shares of the Series B Convertible Preferred Stock were converted into 9,371,096 shares of common stock. With the redemption or conversion of all the shares of Series A Preferred Stock, Series B Convertible Preferred Stock and Series C Preferred Stock, no additional dividends are required or payable. In August 2006, the Company retired and eliminated the authorization of the Series A, Series B and Series C Preferred Stocks.
 
The following table provides for each series of preferred stock a reconciliation of the beginning and ending balances at December 31, 2007, 2006, and 2005:
 
                         
    2007     2006     2005  
 
Series A Preferred Stock:
                       
Balance at beginning of year
  $     $ 2,106     $ 2,106  
Exchange of common stock for Series A Preferred Stock
          191        
Redemption of Series A Preferred Stock
          (2,297 )      
                         
Balance at end of year
  $     $     $ 2,106  
                         
Series B Convertible Preferred Stock:
                       
Balance at beginning of year
  $     $     $  
Exchange Darwin Group, Inc. common stock for Series B Convertible Preferred Stock
          197,178        
Redemption of Series B Convertible Preferred Stock
          (81,526 )      
Conversion of Series B Convertible Preferred Stock to common stock
          (115,652 )      
                         
Balance at end of year
  $     $     $  
                         
Series C Preferred Stock:
                       
Balance at beginning of year
  $     $     $  
Issuance of Series C Preferred Stock
          2,465        
Redemption of Series C Preferred Stock
          (2,465 )      
                         
Balance at end of year
  $     $     $  
                         
 
In May 2006, the Company’s Certificate of Incorporation was amended to authorize 10,000,000 shares of preferred stock, none of which have been issued. Board of Directors authorization is required for any issuance of these preferred shares.


F-28


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
(12)   Capital Stock
 
The Company’s registration statement filed with the Securities and Exchange Commission for the purpose of making an initial public offering of common stock was effective on May 18, 2006 for the issuance of 5,217,391 shares of common stock at an initial offering price of $16.00 per share. Subsequently, the underwriters of the initial public offering exercised their over-allotment option in which an additional 782,609 shares of common stock were issued at the $16.00 initial public offering price. Gross proceeds from the sale of the 6,000,000 shares of common stock were $96,000. Total costs associated with the initial public offering included $6,720 of underwriting costs and $2,992 of offering expenses. Net proceeds from the offering, including the over-allotment option, after deducting underwriting costs and offering expenses were $86,288.
 
The net proceeds from the offering were used to redeem all of the shares of Series A Preferred Stock at the aggregate liquidation preference of $2,297 and all of the shares of Series C Convertible Preferred Stock at the aggregate liquidation preference of $2,465. The remaining proceeds of $81,526 were used to redeem a portion of the shares of Series B Convertible Preferred Stock at a redemption price per share, on an as-converted basis, equal to the public offering price less underwriting costs ($14.88 per share) or 5,478,904 shares of common stock on an as-converted basis. The remaining outstanding shares of the Series B Convertible Preferred Stock were converted into 9,371,096 shares of common stock. As a result of the foregoing, the net proceeds of the offering were used to reduce Alleghany’s ownership in the Company to approximately 55%.
 
The Company filed a shelf registration statement on Form S-3 with the SEC which became effective August 20, 2007. The Form S-3 registered for possible future sale up to 9,371,096 shares of Darwin common stock (equal to approximately 55% of the total issued and outstanding), all of which are currently owned by AIHL, a wholly-owned subsidiary of Alleghany. The filing was in response to AIHL’s exercise of its demand registration right under the Registration Rights Agreement dated May 18, 2006. In the demand registration notice, AIHL advised that it had no present plan to sell any of its Darwin common stock, but that it was exercising its registration right in order to provide flexibility in the event that it decides to sell some or all of its shares in the future. The filing of the shelf registration does not obligate AIHL to sell any shares, and Darwin would not receive any proceeds from a sale of shares by AIHL.
 
(13)   Share-Based Compensation
 
The Company has four share-based payment plans for employees and non-employee directors: the 2003 Restricted Stock Plan (as amended November 2005), the 2006 Stock Incentive Plan, the 2006 Employees’ Restricted Stock Plan and the 2006 Stock and Unit Plan for Non-employee Directors (Directors Plan), which are described below.
 
The Company granted shares under the 2003 Restricted Stock Plan in 2003 and under all four plans at the time of the initial public offering on May 19, 2006. The expense is recognized over the grants’ performance periods, adjusted for estimated forfeitures. The Company has recorded for the years ended December 31, 2007 and 2006 total share-based compensation expense of $1,173 and $984, respectively. During the periods, deferred tax benefit of $494 and $392, respectively, related to the stock-based compensation expense were recorded. The Company did not incur any stock-based compensation expense for the year ended December 31, 2005.
 
(a)   2003 Restricted Stock Plan
 
The 2003 Restricted Stock Plan was adopted in July 2003 and was amended and restated in November 2005. The plan is intended to provide a means to attract, retain and motivate key employees with the granting of restricted stock. A maximum of 1,650,000 shares of common stock were reserved for issuance under the 2003 Restricted Stock Plan. The terms for awards of 1,546,875 restricted shares provide for vesting over a four-year period from the date of grant, with 50% of the restricted shares vesting on the third anniversary of the date of grant and the remaining 50% of the restricted shares vesting on the fourth anniversary of the date of grant. The terms for awards of the


F-29


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
remaining 103,125 restricted shares provide for vesting over a three year period from the date of grant, with 50% of the restricted shares vesting on the second anniversary of the date of grant and the remaining 50% of the restricted shares vesting on the third anniversary of the date of grant. The total fair value of the shares when granted in 2003 was $9, which was equal to the par value of the shares at the date of grant.
 
In connection with the granting of restricted shares at the time of the initial public offering in May 2006, certain of the recipients received an additional cash payment calculated as a tax equalization payment (“tax gross up”). This tax gross up was paid to provide the recipients with a reduction in total tax expenses incurred or to be incurred in connection with the restricted share awards. The total amount of the tax gross up of $450 was expensed in May 2006, the period it was incurred and paid. The stock compensation expense for the restricted shares is based on the fair value when granted and is recognized ratably over the vesting period. For the year ended December 31, 2007 and 2006, the Company’s stock-based compensation expense for the 2003 Restricted Stock Plan was $181 and $444, respectively. The Company recorded $291 and $302 for 2007 and 2006, respectively, in additional paid-in capital for the excess tax benefit realized on the restricted stock shares vested.
 
Unvested 2003 Restricted Stock Plan grants outstanding at December 31, 2007, 2006, and 2005 and activity for the years are as follows:
 
                         
    Year Ended December 31,  
    2007     2006     2005  
 
Unvested restricted shares outstanding at beginning of year
    897,188       1,505,625       1,546,875  
Granted
          144,375        
Vested
    (752,813 )     (752,812 )      
Forfeited
    (61,875 )           (41,250 )
                         
Unvested restricted shares at end of year
    82,500       897,188       1,505,625  
                         
 
Of the 82,500 unvested restricted shares outstanding at December 31, 2007, 20,625 shares are scheduled to vest in 2008, 41,249 shares are scheduled to vest in 2009 and 20,626 shares are scheduled to vest in 2010.
 
(b)   2006 Stock Incentive Plan
 
The 2006 Stock Incentive Plan permits the Company to award a broad range of equity-based incentive compensation to key employees, including the types commonly known as restricted stock, stock options, stock appreciation rights and performance units, as well as any other types of equity-based incentive compensation awards. Under the terms of the plan, the exercise price of options and stock appreciation rights cannot be less than the fair market value of the common stock at the time of grant, and the term of options, stock appreciation rights and other awards under the 2006 Stock Incentive Plan cannot exceed ten years. The plan defines fair market value as the mean of the high and low sale price of the common stock on the grant date. In addition, the plan permits the award of cash payments as a part of, or in addition to, an equity-based award. A maximum of 850,000 shares of common stock may be issued to participants under the plan, up to a maximum of 127,500 shares of common stock granted to any individual participant in any calendar year, subject to anti-dilution and other adjustments in the case of certain events specified in the plan. The 2006 Stock Incentive Plan was adopted by the Board of Directors on May 17, 2006 and approval by the stockholders at the 2007 annual meeting of stockholders
 
Beginning at the time of its initial public offering in 2006, the Company granted, under the terms of the 2006 Stock Incentive Plan, non-qualified stock options to certain key employees. The options are exercisable for ten years from the date of grant and vest at an annual rate of 25% on each anniversary of the grant date, provided that the option holder is still employed by the Company. The fair value of the option grant is estimated on the day of the grant on the date of the grant using the Black-Scholes option pricing model. The expected term is based on the vesting period “simplified” method of 6.25 years, due to the limited period of time its equity shares have been publicly traded. The stock price volatility is an estimate based on the average stock price volatility data for the


F-30


Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
expected term for similar property and casualty companies. The risk-free interest rate assumption is based on the U.S. Treasury note for the expected term of 6.25 years. The Company does not anticipate paying dividends for any of the years. The weighted-average fair value per options and assumptions for the years ending December 31, 2007 and 2006 are in the following table:
 
                 
    2007     2006  
 
Expected life (years)
    6.25       6.25  
Expected volatility
    30.4       30.4  
Expected dividend yield
           
Range of risk-free interest rate
    4.60-4.72 %     5.18 %
Weighted-average fair value per option
  $ 10.24     $ 6.64  
 
Under the 2006 Stock Incentive Plan, restricted shares are granted to certain employees at a fair market value, the previous trading day closing price. The terms for the awards provide for vesting over a four-year period from the date of grant, with 50% of the restricted shares vesting on the third anniversary of the date of grant and the remaining 50% of the restricted shares vesting on the fourth anniversary of the date of grant.
 
The Darwin 2006 Stock Incentive Plan stock option and restricted stock activity for the years ended December 31, 2007 and 2006 and related outstanding options and restricted shares at December 31, 2007 and 2006 are as follows:
 
                                 
    Stock Options     Restricted Stock  
          Weighted-
          Weighted-
 
          Average
          Average
 
          Exercise
          Vesting
 
    Options     Price     Shares     Value  
 
Outstanding at January 1, 2006
                         
Granted
    170,060     $ 16.00       4,816     $ 22.69  
Forfeited
    (6,054 )   $ 16.00              
                                 
Outstanding at December 31, 2006
    164,006     $ 16.00       4,816     $ 22.69  
                                 
Granted
    100,019     $ 25.37       40,382     $ 25.37  
Options exercised or restricted stock vested
    (1,500 )   $ 16.00              
Forfeited
    (8,317 )   $ 21.27       (1,903 )   $ 25.30  
                                 
Outstanding at December 31, 2007
    254,208     $ 19.51       43,295     $ 25.07  
                                 
 
For the 2006 Stock Incentive Plan, the compensation expense is based on the fair value at grant and is recognized on a straight line basis over the vesting period. The Company’s compensation expense for the plan was $402 and $169, respectively for the years ended December 31, 2007 and 2006, respectively. As of December 31, 2007, the outstanding options had a weighted-average remaining contractual life of 8.7 years and 38,602 were exercisable.
 
(c)   2006 Employees’ Restricted Stock Plan
 
The 2006 Employees’ Restricted Stock Plan was adopted by the Board of Directors on May 17, 2006 to provide an opportunity for all employees of Darwin at the time of the initial public offering to be owners of common stock of Darwin. The Company granted an aggregate of 9,000 restricted shares of common stock under the 2006 Employees’ Restricted Stock Plan to employees who are not executive officers based upon the employee’s length of service with the Company. The restricted shares had a fair value of $16.00 per share, the initial public offering price. No additional awards will be made under the 2006 Employees’ Restricted Stock Plan. Under the terms of the 2006 Employees’ Restricted Stock Plan, each grant of restricted stock will be forfeited if the employee’s employment


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
with the Company is terminated before the third anniversary of the date of grant for any reason other than death or disability, and during that period, the restricted shares may not be sold, assigned, pledged or transferred to any person. The related stock based compensation expense is based on the fair value of the restricted shares when granted and is recognized ratably over the three year vesting period. For the years ended December 31, 2007 and 2006, the Company’s stock based compensation expense for the plan was $32 and $29, respectively, and shares forfeited under the plan were 625 and 190, respectively. As of December 31, 2007, 8,185 restricted shares were outstanding under the plan.
 
(d)   Directors Plan
 
The Directors Plan for non-employee directors (defined as a director who is not either an employee of the Company or an employee of any of our affiliates including Alleghany) is designed to align their interest with the stockholders’ interest through equity-based incentive compensation, including restricted stock and share unit accumulation. The Directors Plan provides for a maximum of 130,000 shares of common stock that may be issued to participants under the plan.
 
Initial Public Offering Restricted Stock Grant — In connection with the Company’s initial public offering, each non-employee director received a grant of 2,500 restricted shares of common stock based upon the initial public offering price of $16.00 per share upon the completion of the offering. The restricted stock vests at the time of the Company’s next annual meeting of stockholders and will be forfeited if the non-employee director resigns from the Board of Directors prior to the first meeting of the Board of Directors following the anniversary of the date of grant of the restricted common stock, unless and to the extent that the vesting of shares of such restricted stock is accelerated upon determination of the Board of Directors. The directors’ compensation expense is based on the fair value of $16.00 per share and is being recognized on a straight line basis over an estimated twelve month vesting period from the Company’s initial public offering on May 19, 2006.
 
Annual Non-Employee Directors Share Unit Award — Annually, Darwin pays its non-employee directors board and committee fees in connection with their services to the Company. A minimum of 50% of all fees earned by a non-employee director are paid through the issuance of a number of share units which is equal to the number of shares of our common stock that could have been purchased with such fees, based upon the initial public offering price of $16.00 per share, in the case of the first determination of unit shares, and thereafter, based upon the closing price of the shares of common stock on the day after the annual meeting of stockholders. The share units are earned on a pro rata basis over the twelve month period between annual meetings. In addition to the 50% mandatory conversion, each non-employee director may elect to have a total of 100% of his or her fees converted into share units. No shares of common stock are actually issued in connection with the award of share units, and the number of the share units is dependent upon the market value of the Company’s shares of common stock. A non-employee director will receive distributions of shares in respect of share units following the expiration of five calendar years after the year in which the fees were originally converted into share units, or following termination of service on the Board of Directors, if earlier. On August 9, 2006 the Board of Directors voted to amend the Directors Plan’s distribution provision so that each distribution in respect of share units will be made in shares of the Company’s common stock.


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
The Directors Plan share unit and restricted stock activity for the years ended December 31, 2007 and 2006 and outstanding share units and restricted stock as of December 31, 2007 and 2006 are as follows:
 
                                 
    Share Units     Restricted Stock  
          Weighted-
             
          Average
             
          Share Unit
          Vesting
 
    Shares     Value     Shares     Value  
 
Outstanding at January 1, 2006
                       
Granted
    16,719     $ 16.00       12,500     $ 16.00  
                                 
Outstanding at December 31, 2006
    16,719     $ 16.00       12,500     $ 16.00  
                                 
Granted
    11,207     $ 25.89              
Shares distributed in payment of units
    (1,700 )   $ 16.00              
Restricted stock vested
                (11,600 )   $ 16.00  
Forfeited
    (956 )   $ 16.00       (900 )   $ 16.00  
                                 
Outstanding at December 31, 2007
    25,270     $ 20.38           $ 16.00  
                                 
 
The directors’ fee expense for the share units is recognized as earned. The expense for the Directors Plan for the years ended December 31, 2007 and 2006 was $353 and $339, respectively. As of December 31, 2007, 21,896 share units were deemed earned by the directors.
 
(14)   Earnings per Share
 
The following table sets forth the computation of basic and diluted earnings per share:
 
                         
    Year Ended December 31,  
    2007     2006     2005  
    (Dollars in thousands, except per share data)  
 
Net earning
  $ 32,242     $ 15,965     $ 3,707  
Less dividend declared and paid on Series B Preferred Stock
          (2,465 )      
                         
Net earnings-numerator for basic earning per share
  $ 32,242     $ 13,500     $ 3,707  
                         
Add back dividend declared and paid on Series B Preferred Stock
          2,465        
                         
Net earnings-numerator for diluted earning per share
  $ 32,242     $ 15,965     $ 3,707  
                         
Pro forma weighted average common shares outstanding — denomin for basic earnings per share
    16,424,448       9,770,268       6,600,000  
                         
Effect of dilutive securities:
                       
Series B Convertible Preferred Stock
          5,711,538        
Restricted stock
    610,912       1,297,056       1,519,370  
Options
    18,361              
Share units
    17,784       6,859        
                         
Pro forma weighted average common shares outstanding — denomina for dilutive earnings per share
    17,071,505       16,785,721       8,119,370  
                         
Basic earnings per share
  $ 1.96     $ 1.38     $ 0.56  
                         
Dilutive earnings per share
  $ 1.89     $ 0.95     $ 0.46  
                         


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
The diluted weighted average common shares outstanding exclude stock options with exercise prices greater than the average market price of the Company’s common stock during the period because their inclusion would be anti-dilutive. Year to date quarterly weighted average shares for options of 82,314 and 23,150 for the year ended December 31, 2007 and 2006, respectively, are not included in the computation of diluted earnings per share because the impact was anti-dilutive to the earnings per share calculation.
 
For the year ended December 31, 2006, net income available for common stockholders used in the calculation of basic earnings per share reflects a reduction for $2,465 in dividends declared and paid in Series C Preferred Stock. The dividend has been added back for the year ended December 31, 2006 calculation of diluted earnings per share.
 
The diluted earnings per share calculation for the year ended December 31, 2006 assumes the conversion of the Series B Convertible Preferred Stock into 14,850,000 shares of common stock for the period from January 1, 2006 to May 19, 2006, the date of completion of the Company’s initial public offering, and it reflects the actual shares outstanding thereafter.
 
(15)   Comprehensive Income
 
The Company’s total comprehensive income was as follows:
 
                         
    Year Ended December 31,  
    2007     2006     2005  
 
Net earnings
  $ 32,242     $ 15,965     $ 3,707  
Other comprehensive income (loss):
                       
Add (deduct) unrealized gains (losses) on investments, net of taxes
    2,575       1,084       (146 )
Reclassification adjustment for losses (gains) earnings, net of taxes
    18       (8 )     114  
                         
Unrealized gains (losses) on investment
    2,593       1,076       (32 )
                         
Total comprehensive income
  $ 34,835     $ 17,041     $ 3,675  
                         
 
The tax expense (benefit) for the unrealized gains (losses) on investments for the year ended December 31, 2007, 2006, and 2005 was $1,355, $631, and $(19), respectively. The tax expense (benefit) for the reclassification adjustment for gains (losses) for the year ended December 31, 2007, 2006, and 2005 was $10, $(4), and $62, respectively.
 
(16)   Concentration in Revenue
 
Darwin obtains its business primarily through independent agents and brokers and in certain cases through appointed program administrators. Independent agents and brokers are selected as eligible to do business with Darwin, but are not authorized to bind business or perform other functions on behalf of Darwin. Program administrators are appointed by Darwin to perform services behalf of Darwin. These services include rating, quoting, binding, policy issuance and billing and collection of premiums on Darwin’s behalf. Collectively, these distribution sources are referred to as producers. For the years ending December 31, 2007, 2006, and 2005, certain individual producers generated gross premiums written in excess of 10% of the Company’s total gross premiums written.
 
During 2007, one producer generated $40,169, or 14.3%, and a second producer generated $36,147, or 12.9% of gross premiums written. During 2006, one producer generated $43,388, or 17.6%, and a second producer generated $26,415, or 10.7% of gross premiums written and during 2005, one producer generated $32,905, or 19.8%, and a second producer generated $17,470, or 10.5%, of gross premiums written. The loss of any of these


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Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
producers could have a material adverse effect on the Company. No other producer generated 10.0% or more of the gross premiums written for the years ending December 31, 2007, 2006, and 2005.
 
(17)   Related Party Transactions
 
In connection with the business produced by DPUI and written on policies of the Capitol Companies, the parties have entered into a management service agreement under which DPUI provides underwriting, management, administration, claims settlement and reinsurance settlement services for the Capitol Companies on this business in exchange for management fees paid by the Capitol Companies to DPUI. These fees are recorded as service fee income by DPUI and ultimately as acquisition expense by DNA in assuming the business from the Capitol Companies. As these financial statements are presented on a consolidated basis, both the service fee income and the acquisition expense have been eliminated. The total amount of these fees was $16,174, $34,155, and $38,652 for the years ended December 31, 2007, 2006, and 2005, respectively. At year end 2007, all functions under the management service agreement between the DPUI and the Capitol Companies, with the consent of the Capitol Companies, were delegated to DNA.
 
In addition, beginning in 2004, Darwin’s consolidated statement of operations reflects fees to the Capitol Companies for the use of their carriers for the underwriting of its business. For the years ended December 31, 2007, 2006, and 2005, these fees were $1,286, $329, and $409, respectively. Effective January 1, 2006, such fees payable are calculated as 0.5% of premiums written in 2006 by Darwin on policies issued by the Capitol Companies and effective January 1, 2007, the rate charged increased to 3.0% of premiums written by Darwin on policies issued by the Capitol Companies. Darwin reimburses the Capitol Companies separately for premium taxes and guaranty assessment fees. The reimbursements were $535 and $690 for the year ended December 31, 2007 and 2006, respectively.
 
Certain of Darwin’s expenses, primarily its directors and officers liability insurance and its audit fees, are paid directly by Alleghany and then reimbursed by Darwin to Alleghany. Darwin reimbursed Alleghany for expenses of $432, $421, and $132 in connection with these charges during the years ended December 31, 2007, 2006, and 2005, respectively.
 
Up until the time of the initial public offering, each of the Darwin and Capitol Companies federal tax liability was determined and settled through a consolidated federal tax return with their ultimate parent, Alleghany. Federal tax payments of $271, $2,707, and $3,785 were made by Darwin, including some made by Darwin to Alleghany Corporation during 2007, 2006, and 2005, respectively. Darwin made a federal tax payment of $271 to Alleghany for a change of an estimate related to a tax provision to tax return adjustment recorded in the third quarter of 2007.
 
(18)   Employee Benefit Plan
 
Darwin has a defined contribution benefit plan (the Plan) in which all qualified employees are eligible to participate. The Plan incorporates a contributory feature under Section 401(k) of the Internal Revenue Code allowing employees to defer portions of their income through contributions to the Plan. The Company’s annual contribution to the Plan, subject to IRS annual maximums, is the greater of a) 150% of the first $1,500 of a participant’s contributions during the plan year, or b) 100% matching contribution of employee deferral up to 4% of a participant’s eligible gross wages during the plan year. All employer contributions become 100% vested after three years of plan participation. The Company made contributions of $416, $345, and $256 during the years ended December 31, 2007, 2006, and 2005, respectively.
 
(19)   Long-Term Incentive Plan
 
In 2003, Darwin established a Long Term Incentive Plan (LTIP) for certain key employees. Initially, the LTIP allocated 20% of the underwriting profit for each year (premiums net of losses and expenses) plus 20% of the investment income based on average net assets outstanding in each year (at a deemed interest rate equal to the


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Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
10 year U.S. Treasury note rate) to the LTIP participants, based on their assigned percentage interests. The participants vest in their interests in these profit pools over a four-year period. The payments due are then staggered over the fourth, fifth, and sixth years.
 
Effective January 1, 2006, the LTIP was modified to reflect changes in the calculation of the underwriting profitability allocated to the participants of the LTIP. For 2006 and later years, the amount allocated to the participants is calculated as an amount equal to 20% of the underwriting profit less an amount equal to 5% of net premiums earned. In addition, imputed investment income will no longer be credited to the pool participants.
 
The LTIP is intended to produce payouts consistent with long-term profitability. Accordingly, the right of offset exists where, in the event that any year produces a negative underwriting result, this negative amount would be offset against credits available under the profit pool established for another year. This offset can be applied against any of the unpaid year balances whether prior or subsequent to the year in question. At December 31, 2007 and 2006, Darwin had recorded liabilities of $8,252 and $2,755, respectively, for the LTIP in accrued expenses and other liabilities. Darwin has paid $361 under the plan in 2007.
 
(20)   Concentration of Credit Risk
 
As of December 31, 2007, Darwin maintains cash balances at two financial institutions in excess of the federally insured limits of $100 per institution. At December 31, 2007 and 2006, Darwin’s balances with these financial institutions were $7,469 and $26,873, respectively.
 
(21)   Fair Value of Financial Instruments
 
Summarized below are the carrying values and fair values of Darwin’s financial instruments as of December 31, 2007 and 2006:
 
                                 
    2007
    2007
    2006
    2006
 
    Carrying
    Fair
    Carrying
    Fair
 
    Amount     Value     Amount     Value  
 
Assets:
                               
Investments
  $ 556,938     $ 556,938     $ 399,383     $ 399,383  
Liabilities:
                               
Debt outstanding
  $ 5,000     $ 5,000     $     $  
 
The carrying values of cash, premiums receivable, accrued investment income, other assets, unsettled trade amounts due or payable, and accrued expenses approximate fair value due to the short-term nature of these instruments. Accordingly, these items have been excluded from the summary above. Certain insurance contracts are excluded by SFAS No. 107, Disclosures about Fair Value of Financial Instruments, and are not included in the summary above or amounts discussed.
 
The following methods and assumptions were used to estimate the fair value of each class of financial instrument for which it is practicable to estimate fair value:
 
Investments:  The fair value of available-for-sale equity and debt securities are recorded at fair value based on quoted market prices or dealer quotes. Quoted market prices are typically available and utilized for equity securities and U.S. government obligations. Third party dealer quotes are typically utilized for all other types of fixed income securities. In developing such quotes, dealers will utilize the terms of the security and market-based inputs. Terms of the security include coupon, maturity date, and any special provisions that may, for example, enable the investor, at his election, to redeem the security prior to its scheduled maturity date. Market-based inputs include the level of interest rates applicable to comparable securities in the market place and current credit rating(s) of the security. The fair value of short-term investments approximates amortized cost.
 
Debt outstanding:  The fair value of the Company’s debt is estimated to approximate fair value.


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Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
 
(22)   Segments
 
Darwin’s specialty liability insurance operations comprise one business segment. The specialty liability insurance business consists primarily of four lines of business; directors and officers’ liability, errors and omissions liability, general liability, and medical malpractice liability insurance. Management organizes the business around the professional specialty liability insurance market and related products. The Chief Operating Decision Maker reviews results and operating plans and makes decisions on resource allocations on a company-wide basis. The Company’s specialty liability insurance business is produced through brokers, agents and program administrators throughout the United States.
 
Net premiums earned for the four lines of business is not available as the Company purchases reinsurance that covers parts of more than one line of business, and the Company does not allocate reinsurance costs to each line of business. In addition, as reinsurance costs and structure vary by treaty and the underlying risks and limit profiles of the various products differ, a pro rata allocation of reinsurance across each line of business would not be representative of the actual cost of reinsurance for the line of business. As a result, the net premiums written and earned may not be proportional to gross premiums written and earned.
 
The following table presents the Company’s four specialty liability products’ gross premiums written and earned for the years ended December 31, 2007, 2006, and 2005.
 
                         
    Year Ended December 31,  
    2007     2006     2005  
 
Gross premiums written:
                       
Directors and Officers
  $ 38,737     $ 40,626     $ 32,926  
Errors and Omissions
    140,013       111,039       58,867  
Medical Malpractice Liability
    100,783       94,587       74,031  
General Liability
    750              
                         
Total
  $ 280,283     $ 246,252     $ 165,824  
                         
Gross premiums earned:
                       
Directors and Officers
  $ 39,751     $ 37,993     $ 28,444  
Errors and Omissions
    128,665       87,805       46,231  
Medical Malpractice Liability
    94,337       84,937       57,145  
General Liability
    201              
                         
Total
  $ 262,954     $ 210,735     $ 131,820  
                         
 
(23)   Statutory Reporting
 
The consolidated financial statements of Darwin have been prepared in accordance with U.S. generally accepted accounting principles, which differ in certain respects from accounting practices prescribed or permitted by insurance regulatory authorities (statutory basis). Statutory basis financial statements are filed with state insurance departments in all states in which DNA, Darwin Select, and Vantapro are licensed or authorized. The statutory policyholders’ surplus of DNA was $218,800 and $183,921 at December 31, 2007 and 2006, respectively which includes DNA’s investment in DSI and Vantapro. For the years ending December 31, 2007, 2006, and 2005, the combined statutory net income (loss) of DNA, Darwin Select, and Vantapro was $36,833, $8,667, and ($20,705), respectively.
 
Until December 31, 2007, DPUI provided underwriting, claims, management, and administrative services to DNA and Darwin Select under a service agreement in exchange for management fees. On December 31, 2007, the agreement was terminated and the underwriting, claims, management, administrative services, and related staff


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
were transferred to DNA. DPUI continues to bear the direct expenses incurred in connection with being a holding company and to be an agent for the insurance companies. These include expenses associated with owning the fixed assets and leasing real property that are used by the insurance companies. DPUI and DNA have agreed in principle to the execution of a Cost Sharing Agreement under which DPUI will charge back to DNA and to its other direct subsidiary, Evolution Underwriting, Inc., each subsidiary’s allocable share of the corporate expenses, rent and the tangible assets and software. In connection with the termination of the service agreement, DNA recognized a $15,279 reduction of underwriting expenses and reduced its intercompany balances accordingly.
 
State insurance laws restrict the ability of our insurance company subsidiaries to declare dividends. State insurance regulators require insurance companies to maintain specified levels of statutory capital and surplus. Generally, dividends may only be paid out of earned surplus, and the amount of an insurer’s surplus following payment of any dividends must be reasonable in relation to the insurer’s outstanding liabilities and adequate to meet its financial needs. Further, prior approval of the insurance department of its state of domicile is required before either of our insurance company subsidiaries can declare and pay an “extraordinary dividend” to us.
 
DNA is domiciled in Delaware. Under Delaware law, DNA may not pay an “extraordinary” dividend, which is defined as any dividend or distribution, the fair market value of which, together with that of other dividends or distributions made within the preceding 12 months, exceeds the greater of (i) 10% of statutory surplus as of the prior year-end or (ii) statutory net income less realized capital gains for such prior year, until thirty days after the Insurance Commissioner of the State of Delaware (“Delaware Commissioner”) has received notice of such dividend and has either (i) not disapproved such dividend within such thirty day period or (ii) approved such dividends within such thirty day period. In addition, DNA must provide notice to the Delaware Commissioner of all dividends and other distributions to stockholders within five business days after declaration and at least ten days prior to payment. DNA could pay approximately $32,179 in dividends to DPUI in 2008 without prior approval of the Commissioner. Since DNA did not have positive earned surplus at December 31, 2006, no ordinary dividend distribution was available to be paid by DNA to DPUI without prior approval from the Insurance Commissioner in 2007. DNA received approval on February 28, 2007 from the Delaware Insurance Department to pay DPUI an extraordinary dividend of $3,500, which was paid to DPUI in March 2007. DNA did not pay any dividends in 2006.
 
Darwin Select is domiciled in Arkansas. Under Arkansas law, Darwin Select may not pay an “extraordinary” dividend, which is defined as any dividend or distribution, the fair market value of which, together with that of other dividends or distributions made within the preceding 12 months, exceeds the greater of (i) 10% of statutory surplus as of the prior year-end or (ii) statutory net income less realized capital gains for such prior year, until thirty days after the Insurance Commissioner of the State of Arkansas (“Arkansas Commissioner”) has received notice of such dividend and has either (i) not disapproved such dividend within such thirty day period or (ii) approved such dividends within such thirty day period. In addition, Darwin Select must provide notice to the Arkansas Commissioner of all dividends and other distributions to stockholders within fifteen business days after the declaration thereof. Darwin Select could pay approximately $4,561 in dividends to DNA in 2008 without prior approval of the Commissioner. Darwin Select did not pay any dividends in 2007 or 2006.
 
Vantapro is domiciled in Illinois. An application has been filed to redomesticate to Arkansas. Since Vantapro has minimum capital and a minor amount of earned surplus at December 31, 2007 of $7, no ordinary dividend distribution was available to be paid by Vantapro to DNA without prior approval from the Insurance Commissioner in 2008.
 
(24)   Commitments and Contingencies
 
Darwin leases its office space.  The lease is non-cancelable and expires December 31, 2011. Darwin also leases certain office equipment, including copiers, postage machines, and fax machines under operating leases with initial lease terms greater than one year.


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Table of Contents

 
Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
At December 31, 2007, the future minimum lease payments during each of the next five years are as follows:
 
         
    2007  
 
Fiscal year ending:
       
2008
  $ 1,036  
2009
    1,119  
2010
    1,079  
2011
    430  
2012 and there after
     
         
Total lease payments for all future years
  $ 3,664  
         
 
The total rent expense for operating leases for the years ended December 31, 2007, 2006, and 2005 were $681, $654, and $635, respectively.
 
Darwin is subject to routine legal proceedings in the normal course of operating our business. The Company is not involved in any legal proceeding which could reasonably be expected to have a material adverse effect on its business, results of operations or financial condition.
 
(25)   Selected Quarterly Financial Data (Unaudited)
 
The following are summaries of the unaudited quarterly results of operations for 2007 and 2006:
 
                                         
                            Total
 
    2007 Quarters     2007
 
    First     Second     Third     Fourth     Year  
    (Dollars in thousands, except per share amounts)  
 
Net earned premiums
  $ 39,997     $ 46,378     $ 45,453     $ 49,072     $ 180,900  
Net investment income
    5,239       5,441       5,812       6,082       22,574  
Realized investment gains (losses)
          17       (43 )     (2 )     (28 )
                                         
Total revenues
  $ 45,236     $ 51,836     $ 51,222     $ 55,152     $ 203,446  
                                         
Net earnings
  $ 5,220     $ 7,752     $ 8,361     $ 10,909     $ 32,242  
                                         
Earnings per share:
                                       
Basic
  $ 0.32     $ 0.48     $ 0.51     $ 0.65     $ 1.96  
Diluted
  $ 0.31     $ 0.45     $ 0.49     $ 0.64     $ 1.89  
 
                                         
                            Total
 
    2006 Quarters     2006
 
    First     Second     Third     Fourth     Year  
 
Net earned premiums
  $ 27,304     $ 31,954     $ 34,971     $ 38,149     $ 132,378  
Net investment income
    3,360       3,763       4,512       4,807       16,442  
Realized investment gains (losses)
    (10 )     (3 )     (11 )     36       12  
                                         
Total revenues
  $ 30,654     $ 35,714     $ 39,472     $ 42,992     $ 148,832  
                                         
Net earnings
  $ 2,788     $ 3,377     $ 4,006     $ 5,794     $ 15,965  
                                         
Earnings per share:
                                       
Basic
  $     $ 0.13     $ 0.25     $ 0.36     $ 1.38  
Diluted
  $ 0.17     $ 0.10     $ 0.23     $ 0.34     $ 0.95  


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Darwin Professional Underwriters, Inc. and Subsidiaries
 
Notes to Consolidated Financial Statements — (Continued)
 
The accumulated basic earnings per share by quarter will not equal the total 2006 year amount as the Company had no common shares outstanding from January 1, 2006 to May 19, 2006 (the date of the Company’s initial public offering) due to the Company’s exchange of its common stock for Series B Convertible Preferred Stock on January 1, 2006 and the subsequent conversion of the preferred stock to common stock at the time of the initial public offering. The accumulated diluted earnings per share by quarter will not equal the total 2006 year amount due to the anti-dilutive effect of the preferred stock dividend in the second quarter ended June 30, 2006 and to rounding.
 
(26)   Subsequent Events
 
On January 4, 2008, DPUI’s wholly-owned subsidiary, Evolution acquired Agency Marketing Services, Inc. and its affiliates, Allsouth Professional Liability, Inc. and Raincross Insurance, Inc. AMS is a regional program administrator and wholesale brokerage operation of specialty liability insurance products, including D&O and E&O, based in Florida. The acquisition was funded with available cash.


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Table of Contents

 
SCHEDULE I
 
Darwin Professional Underwriters, Inc. and Subsidiaries
Summary of Investments-Other Than
Investments in Related Parties
December 31, 2007
 
                         
                Amount at
 
                Which Shown
 
          Fair
    in the Balance
 
    Cost     Value     Sheet  
    (Dollars in thousands)  
 
Type of investment
                       
Equity securities:
                       
Preferred stocks
  $ 4,000     $ 3,680     $ 3,680  
                         
Fixed maturities:
                       
U.S. Government bonds and government agencies
    40,473       41,359       41,359  
State and municipal bonds
    216,114       219,533       219,533  
Mortgage/asset-backed Securities
    125,501       126,124       126,124  
Corporate bonds and notes
    57,660       58,645       58,645  
                         
Total fixed maturities
    439,748       445,661       445,661  
                         
Short-term Investments
    107,597       107,597       107,597  
                         
Total Investments
  $ 551,345     $ 556,938     $ 556,938  
                         


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Table of Contents

 
SCHEDULE II

Darwin Professional Underwriters, Inc.
Condensed Balance Sheets
of the Registrant
December 31, 2007 and 2006
 
                 
    2007     2006  
    (Dollars in thousands)  
 
Assets
Cash
  $ 6,217     $ 19,190  
Premiums receivable (net of allowance for doubtful accounts of $75 as of December 31, 2007 and 2006)
    3,740       10,592  
Property and equipment at cost, less accumulated depreciation
    1,783       1,895  
Other assets
    11,409       18,769  
Investment in subsidiaries
    245,177       213,959  
                 
Total assets
  $ 268,326     $ 264,405  
                 
 
Liabilities and Stockholders’ Equity
Payable to insurance companies
  $ 8,019     $ 40,084  
Debt
    5,000        
Other liabilities
    1,134       6,471  
                 
Total liabilities
    14,153       46,555  
Stockholders’ equity
    254,173       217,850  
                 
Total liabilities and stockholders’ equity
  $ 268,326     $ 264,405  
                 
 
These financial statements include the accounts of DPUI and, on an equity basis, its insurance subsidiaries and should be read in conjunction with the consolidated financial statements and notes thereto.


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Table of Contents

SCHEDULE II
 
Darwin Professional Underwriters, Inc.
Condensed Statements of Operations
of the Registrant
For the years ended December 31, 2007, 2006 and 2005
 
                         
    2007     2006     2005  
    (Dollars in thousands)  
 
Revenues:
                       
Net commission revenue
  $ 40,585     $ 33,838     $ 28,394  
Net investment income
    3,744       502       340  
Other income
                14  
                         
Total revenues
    44,329       34,340       28,748  
                         
Costs and Expenses:
                       
Commissions and brokerage expenses
    7,555       11,534       11,984  
Other underwriting, acquisition and operating expenses
    27,173       21,423       13,992  
Other expenses
    5,857       750       1,103  
                         
Total costs and expenses
    40,585       33,707       27,079  
                         
Operating earnings
    3,744       633       1,669  
Equity in earnings of consolidated subsidiaries
    41,663       22,618       4,314  
                         
Earnings from continuing operations, before income taxes
    45,407       23,251       5,983  
Income tax expense
    13,165       7,286       2,276  
                         
Net earnings
  $ 32,242     $ 15,965     $ 3,707  
                         
 
These financial statements include the accounts of DPUI and, on an equity basis, its insurance subsidiaries and should be read in conjunction with the consolidated financial statements and notes thereto.


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Table of Contents

SCHEDULE II
 
Darwin Professional Underwriters, Inc.
Condensed Statements of Cash Flows
of the Registrant
For the years ended December 31, 2007, 2006 and 2005
 
                         
    2007     2006     2005  
    (Dollars in thousands)  
 
Cash flows provided by (used for) operating activities:
                       
Net earnings
  $ 32,242     $ 15,965     $ 3,707  
Adjustments to reconcile net earnings to net cash provided by (used for) operating activities:
                       
Equity in undistributed net (earnings) losses of consolidated subsidiaries
    (28,625 )     (15,744 )     (2,758 )
Stock-based compensation
    1,173       984        
Depreciation and amortization
    670       601       422  
Gain on the sale of fixed assets
                (14 )
Change in:
                       
Premiums receivable
    6,852       1,602       (18 )
Other assets
    7,360       (2,567 )     (6,979 )
Payable to insurance companies
    (32,065 )     5,921       5,239  
Accrued expenses and other liabilities
    (5,337 )     1,828       1,243  
                         
Net cash provided by (used for) operating activities
    (17,730 )     8,590       842  
Cash flows provided by (used for) investing activities:
                       
Purchases of fixed assets
    (558 )     (616 )     (1,292 )
Proceeds from sales of fixed assets
                26  
                         
Net cash provided by (used for) investing activities
    (558 )     (616 )     (1,266 )
Cash flows provided by (used for) financing activities:
                       
Proceeds from Debt
    5,000              
Tax benefit on restricted stock vested
    291       302        
Proceeds from issuance of common stock- employee stock options
    24              
Proceeds from issuance of common stock
          96,000        
Issuance costs
          (9,712 )      
Redemption of Series A Preferred Stock
          (2,297 )      
Payment of Series C Preferred Stock
          (2,465 )      
Redemption of Series B Convertible Preferred Stock
          (81,526 )      
                         
Net cash provided by (used for) financing activities
    5,315       302        
Net increase (decrease) in cash
    (12,973 )     8,276       (424 )
Cash, beginning of period
    19,190       10,914       11,338  
                         
Cash, end of period
  $ 6,217     $ 19,190     $ 10,914  
                         
Supplemental disclosures of cash flow information:
                       
Cash paid for federal and state income taxes
  $ 18,762     $ 5,874     $ 4,572  


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Table of Contents

 
SCHEDULE III
 
Darwin Professional Underwriters, Inc. and Subsidiaries
Supplementary Insurance Information
 
                                                                 
          At December 31,     For the Year Ended December 31,  
                Future Policy
                            Benefits,
 
                Benefits,
          Other Policy
                Claims,
 
          Deferred Policy
    Losses,
    Gross
    Claims and
          Net
    Losses and
 
          Acquisition
    Claims and
    Unearned
    Benefits
    Net Earned
    Investment
    Settlement
 
Year
    Line of Business   Costs     Loss Expenses     Premiums     Payable     Premiums     Income     Expenses  
          (Dollars in thousands)  
 
  2007     Property and Casualty Insurance   $ 13,814     $ 387,865     $ 141,126     $     $ 180,900     $ 22,574     $ 101,278  
  2006     Property and Casualty Insurance     12,724       263,549       123,796     $       132,378       16,442       88,619  
  2005     Property and Casualty Insurance     7,603       138,404       88,280     $       84,698       4,920       58,606  
 
                                         
          At December 31,  
          Amortization
                   
          of Deferred
          Commissions
       
          Policy
    Other
    and
    Net
 
          Acquisition
    Operating
    Brokerage
    Premiums
 
Year
    Line of Business   Costs     Expenses     Expenses     Written  
 
  2007     Property and Casualty Insurance   $ 26,756     $ 1,530     $ 22,618     $ 199,729  
  2006     Property and Casualty Insurance     15,603       6,000       14,609       157,004  
  2005     Property and Casualty Insurance     12,087       2,487       9,191       100,650  


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Table of Contents

 
SCHEDULE IV

Darwin Professional Underwriters, Inc. and Subsidiaries
Reinsurance
For the years ended December 31, 2007, 2006, and 2005
 
                                                 
                      Assumed
          Percentage
 
                Ceded to
    from
          of Amount
 
          Gross
    Other
    Other
    Net
    Assumed
 
Year
    Line of Business   Amount (1)     Companies     Companies     Amount     to Net  
          (Dollars in thousands)  
 
  2007     Property and Casualty   $ 279,601     $ 80,554     $ 682     $ 199,729       0.3 %
  2006     Property and Casualty     245,539       89,248       713       157,004       0.5 %
  2005     Property and Casualty     165,481       65,174       343       100,650       0.3 %
 
 
(1) Gross amount include direct and assumed premiums written by DNA, DSI and the Capitol Companies.


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Table of Contents

 
SCHEDULE V
 
Darwin Professional Underwriters, Inc. and Subsidiaries
Valuation and Qualifying Accounts
 
                                                 
                Charged to
    Charged to
             
          Balance at
    Costs and
    Other
    Deductions
    Balance at
 
Year
    Description   January 1,     Expenses     Accounts     Describe     December 31,  
          (Dollars in thousands)  
 
  2007     Allowance for uncollectible reinsurance recoverables   $     $     $     $     $  
        Allowance for uncollectible premiums receivable     75                         75  
  2006     Allowance for uncollectible reinsurance recoverables                              
        Allowance for uncollectible premiums receivable     50       25                   75  
  2005     Allowance for uncollectible reinsurance recoverables                              
        Allowance for uncollectible premiums receivable     50                         50  


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Table of Contents

 
SCHEDULE VI

Darwin Professional Underwriters, Inc. and Subsidiaries
Supplementary Information Concerning
Insurance Operations
 
                                                         
          At December 31,     For the Year Ended December 31,  
                      Discount, if
                   
                      any,
                   
                Reserves for
    Deducted in
                   
                Unpaid
    Reserves for
                   
          Deferred
    Claims and
    Unpaid Claims
                   
          Policy
    Claim
    and Claim
    Gross
             
          Acquisition
    Adjustment
    Adjustment
    Unearned
    Net Earned
    Net Investment
 
Year
    Line of Business   Costs     Expenses     Expenses     Premiums     Premiums     Income  
          (Dollars in thousands)  
 
  2007     Property and Casualty Insurance   $ 13,814     $ 387,865     $     $ 141,126     $ 180,900     $ 22,574  
  2006     Property and Casualty Insurance     12,724       263,549             123,796       132,378       16,442  
  2005     Property and Casualty Insurance     7,603       138,404             88,280       84,698       4,920  
 
                                                 
          At December 31,  
          Claims and Claims
                   
          Adjustment Expenses                    
                      Amortization
             
                      of Deferred
    Paid Claims
       
                      Policy
    and Claim
       
          Current
          Acquisition
    Adjustment
    Net Premiums
 
Year
    Line of Business   Year     Prior Year     Costs     Expenses     Written  
 
  2007     Property and Casualty Insurance   $ 115,064     $ (13,786 )   $ 26,756     $ 16,716     $ 199,729  
  2006     Property and Casualty Insurance     90,879       (2,260 )     15,603       8,503       157,004  
  2005     Property and Casualty Insurance     58,640       (34 )     12,087       3,066       100,650  


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Table of Contents

LIST OF EXHIBITS
 
         
Exhibit
   
Number
 
Description of Exhibit
 
  3 .1   Amended and Restated Certificate of Incorporation, filed as Exhibit 3.1 to Darwin Professional Underwriters Inc.’s Quarterly Report on Form 10-Q filed on November 7, 2006, is incorporated herein by reference.
  3 .2   Amended and Restated By-laws, filed as Exhibit 3.2 to Amendment No. 4 to Darwin Professional Underwriters, Inc.’s Registration Statement on Form S-1 (Reg. No. 333-132355) filed on May 16, 2006 (“Amendment No. 4 to the Form S-1”), is incorporated herein by reference.
  4 .1   Specimen Stock Certificate, filed as Exhibit 4.1 to Amendment No. 4 to the Form S-1, is incorporated herein by reference.
  4 .2   Registration Rights Agreement by and between Darwin Professional Underwriters, Inc. and Alleghany Insurance Holdings LLC, filed as Exhibit 4.1 to Darwin Professional Underwriters Inc.’s Current Report on Form 8-K filed on May 23, 2006, is incorporated herein by reference.
  4 .3   Master Agreement by and between Darwin Professional Underwriters, Inc. and Alleghany Corporation, filed as Exhibit 4.2 to Darwin Professional Underwriters Inc.’s Current Report on Form 8-K filed on May 23, 2006, is incorporated herein by reference.
  10 .1   Amended and Restated Employment Agreement dated November 11, 2005 between Darwin Professional Underwriters, Inc. and Stephen J. Sills, filed as Exhibit 10.1 to Darwin Professional Underwriters, Inc.’s Registration Statement on Form S-1 (Reg. No. 333-132355) filed on March 10, 2006 (the “Form S-1”) is incorporated herein by reference.†
  10 .2   Amended and Restated Employment Agreement dated November 11, 2005 between Darwin Professional Underwriters, Inc. and Mark I. Rosen, filed as Exhibit 10.2 to the Form S-1, is incorporated herein by reference.†
  10 .3.1   Investment Management Agreement dated July 1, 2004 by and between General Re-New England Asset Management and Alleghany Corporation, filed as Exhibit 10.3.1 to Amendment No. 1 to Darwin Professional Underwriters, Inc.’s Registration Statement on Form S-1 (Reg. No. 333-132355) filed on April 17, 2006 (“Amendment No. 1 to the Form S-1”), is incorporated herein by reference.
  10 .3.2   Amendment No. 1 dated June 1, 2005 to Investment Management Agreement dated July 1, 2004 by and between General Re-New England Asset Management and Alleghany Corporation, filed as Exhibit 10.3.2 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .4   Contribution and Exchange Agreement dated November 11, 2005 by and among Alleghany Insurance Holdings LLC, Darwin Group, Inc. and Darwin Professional Underwriters, Inc, filed as Exhibit 10.4 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .5   Amended and Restated Restricted Stock Plan of Darwin Professional Underwriters, Inc. effective as of November 11, 2005, filed as Exhibit 10.5 to the Form S-1, is incorporated herein by reference.†
  10 .6   Amended and Restated Long-Term Incentive Plan of Darwin Professional Underwriters, Inc. effective as of November 11, 2005, filed as Exhibit 10.6 to the Form S-1, is incorporated herein by reference.†
  10 .7   Amended Tax Sharing Agreement dated January 1, 2005 by and between Alleghany Insurance Holdings LLC and Darwin Professional Underwriters, Inc, filed as Exhibit 10.7 to the Form S-1, is incorporated herein by reference.
  10 .8   2006 Darwin Professional Underwriters, Inc. Stock Incentive Plan, filed as Exhibit 10.1 to Darwin Professional Underwriters Inc.’s Current Report on Form 8-K filed on May 23, 2006, is incorporated herein by reference.†
  10 .9   Darwin Professional Underwriters, Inc. Stock and Unit Plan for Non-Employee Directors, as amended by the Board of Directors, effective as of January 25, 2007, filed as Exhibit 10.9 to the Darwin Professional Underwriters, Inc. Annual Report on Form 10-K filed February 28, 2007, is incorporated herein by reference.†
  10 .10.1   Program Administrator Agreement effective as of October 1, 2004 between American Professional Agency, Inc., Darwin Professional Underwriters, Inc., Darwin National Assurance Company, Platte River Insurance Company and Capitol Specialty Insurance Corporation, filed as Exhibit 10.10 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.


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Table of Contents

         
Exhibit
   
Number
 
Description of Exhibit
 
  10 .10.2   Amendment to Program Administrator Agreement effective as of October 1, 2004 between American Professional Agency, Inc., Darwin Professional Underwriters, Inc., Darwin National Assurance Company, Platte River Insurance Company and Capitol Specialty Insurance Corporation, filed as Exhibit 10.10.1 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .11   Program Administrator Agreement effective as of September 15, 2005 between Professional Underwriters and Darwin Professional Underwriters, Inc, filed as Exhibit 10.11 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .12   Underwriting Management Agreement effective as of December 12, 2003 by and between Platte River Insurance Corporation and the Darwin Professional Underwriters, Inc, filed as Exhibit 10.12 to the Form S-1, is incorporated herein by reference.
  10 .13   Underwriting Management Agreement effective as of June 1, 2003 by and between Capitol Indemnity Corporation and Darwin Professional Underwriters, Inc, filed as Exhibit 10.13 to the Form S-1, is incorporated herein by reference.
  10 .14   Underwriting Management Agreement effective as of June 1, 2003 by and between Capitol Specialty Insurance Corporation and Darwin Professional Underwriters, Inc, filed as Exhibit 10.14 to the Form S-1, is incorporated herein by reference.
  10 .15   Underwriting Management Agreement effective as of July 15, 2004 by and between Darwin National Assurance Company and Darwin Professional Underwriters, Inc, filed as Exhibit 10.15 to the Form S-1, is incorporated herein by reference.
  10 .16   Underwriting Management Agreement effective as of May 5, 2005 by and between Darwin Select Insurance Company and Darwin Professional Underwriters, Inc, filed as Exhibit 10.16 to the Form S-1, is incorporated herein by reference.
  10 .17.1   Reinsurance Agreement effective as of July 1, 2004 between Capitol Indemnity Corporation and Darwin National Assurance Company, filed as Exhibit 10.17 to the Form S-1, is incorporated herein by reference.
  10 .17.2   Amendment effective as of January 1, 2006 to Reinsurance Agreement effective July 1, 2004 between Capitol Indemnity Corporation and Darwin National Assurance Company, filed as Exhibit 10.17.1 to Amendment No. 4 to the Form S-1, is incorporated herein by reference.
  10 .18.1   Reinsurance Agreement effective as of July 1, 2004 between Capitol Specialty Insurance Corporation and Darwin National Assurance Company, filed as Exhibit 10.18 to the Form S-1, is incorporated herein by reference.
  10 .18.2   Amendment effective as of January 1, 2006 to Reinsurance Agreement effective July 1, 2004 between Capitol Specialty Insurance Corporation and Darwin National Assurance Company, filed as Exhibit 10.18.1 to Amendment No. 4 to the Form S-1, is incorporated herein by reference.
  10 .19.1   Reinsurance Agreement effective as of July 1, 2005 by and among Capitol Indemnity Corporation and Darwin National Assurance Company, filed as Exhibit 10.19.1 to the Form S-1, is incorporated herein by reference.
  10 .19.2   Amendment effective as of October 1, 2005 to Reinsurance Agreement effective as of July 1, 2005 by and among Capitol Indemnity Corporation and Darwin National Assurance Company, filed as Exhibit 10.19.2 to the Form S-1, is incorporated herein by reference.
  10 .19.3   Amendment effective as of January 1, 2006 to Reinsurance Agreement effective July 1, 2005 between Capitol Indemnity Corporation and Darwin National Assurance Company, filed as Exhibit 10.19.3 to Amendment No. 4 to the Form S-1, is incorporated herein by reference.
  10 .20.1   Reinsurance Agreement effective as of July 1, 2005 by and among Capitol Specialty Insurance Corporation and Darwin National Assurance Company, filed as Exhibit 10.20.1 to the Form S-1, is incorporated herein by reference.
  10 .20.2   Amendment effective as of October 1, 2005 to Reinsurance Agreement effective as of July 1, 2005 by and among Capitol Specialty Insurance Corporation and Darwin National Assurance Company, filed as Exhibit 10.20.2 to the Form S-1, is incorporated herein by reference.
  10 .20.3   Amendment effective as of January 1, 2006 to Reinsurance Agreement effective July 1, 2005 between Capitol Specialty Insurance Corporation and Darwin National Assurance Company, filed as Exhibit 10.20.3 to Amendment No. 4 to the Form S-1, is incorporated herein by reference.

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Table of Contents

         
Exhibit
   
Number
 
Description of Exhibit
 
  10 .21.1   Commutation and Release Agreement effective as of July 1, 2005 by and between Capitol Indemnity Corporation and Darwin National Assurance Company, filed as Exhibit 10.21.1 to the Form S-1, is incorporated herein by reference.
  10 .21.2   Amendment effective as of October 1, 2005 to Commutation and Release Agreement effective as of July 1, 2005 by and between Capitol Indemnity Corporation and Darwin National Assurance Company. Reinsurance Agreement effective as of July 1, 2004 by and among Platte River Insurance Company and Darwin National Assurance Company, filed as Exhibit 10.21.2 to the Form S-1, is incorporated herein by reference.
  10 .22.1   Reinsurance Agreement effective as of July 1, 2004 by and among Platte River Insurance Company and Darwin National Assurance Company, filed as Exhibit 10.22 to the Form S-1, is incorporated herein by reference.
  10 .22.2   Amendment effective as of January 1, 2006 to Reinsurance Agreement effective July 1, 2004 between Platte River Insurance Company and Darwin National Assurance Company, filed as Exhibit 10.22.1 to Amendment No. 4 to the Form S-1, is incorporated herein by reference.
  10 .23.1   Reinsurance Agreement effective as of July 1, 2005 by and among Platte River Insurance Company and Darwin National Assurance Company, filed as Exhibit 10.23.1 to the Form S-1, is incorporated herein by reference.
  10 .23.2   Amendment effective as of October 1, 2005 to Reinsurance Agreement effective as of July 1, 2005 by and among Platte River Insurance Company and Darwin National Assurance Company, filed as Exhibit 10.23.2 to the Form S-1, is incorporated herein by reference.
  10 .23.3   Amendment effective as of January 1, 2006 to Reinsurance Agreement effective July 1, 2005 between Platte River Insurance Company and Darwin National Assurance Company, filed as Exhibit 10.23.3 to Amendment No. 4 to the Form S-1, is incorporated herein by reference.
  10 .24   Excess of Loss Reinsurance Contract effective as of July 1, 2003 by and among Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.24 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .25   Excess Cession Reinsurance Contract effective as of October 1, 2003 (originally effective as of January 1, 2004) by and among Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.25 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .26   Excess of Loss Reinsurance Contract effective as of October 1, 2003 (originally effective as of January 1, 2004) by and among Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.26 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .27   Psychiatrists Professional and Office Liability Quota Share effective as of October 1, 2004 by and among Darwin National Assurance Company, Capitol Specialty Insurance Corporation and any other associated, affiliated or subsidiary companies of Alleghany Insurance Holdings, Ltd. and the Reinsurers signatory thereto, filed as Exhibit 10.27 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .28   Excess Cession Reinsurance Contract effective as of January 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.28 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .29   Excess Cession Reinsurance Contract effective as of September 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.29 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.

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Table of Contents

         
Exhibit
   
Number
 
Description of Exhibit
 
  10 .30   Excess of Loss Reinsurance Contract effective as of January 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.30 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .31   Excess of Loss Reinsurance Contract effective as of April 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.31 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .32   First Excess Cession Reinsurance Contract effective as of April 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.32 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .33   Quota Share Reinsurance Contract effective as of September 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.33 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .34   Second Excess Cession Reinsurance Contract effective as of April 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC and the Reinsurers signatory thereto, filed as Exhibit 10.34 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .35   Office Lease dated February 1, 2005 by and between Lancdon Limited Partnership and Darwin Professional Underwriters, Inc, filed as Exhibit 10.35 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .36   Software License Agreement dated November 21, 2003 by and between OneShield, Inc. and Darwin Professional Underwriters, Inc, filed as Exhibit 10.36 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .37   Software and Services Agreement effective as of November 9, 2004 between Valley Oak Systems, Inc. and Darwin Professional Underwriters, Inc, filed as Exhibit 10.37 to Amendment No. 1 to the Form S-1, is incorporated herein by reference.
  10 .38   Excess Cession Reinsurance Contract effective April 1, 2006 by and among Darwin National Assurance Company, Darwin Select Insurance Company and/or any other associated, affiliated or subsidiary companies of Darwin Professional Underwriters, Inc., including business assumed by the Reassured from Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto, filed as Exhibit 10.38 to Amendment No. 2 to Darwin Professional Underwriters, Inc.’s Registration Statement on Form S-1 (Reg. No. 333-132355) filed on May 3, 2006 (“Amendment No. 2 to the Form S-1”), is incorporated herein by reference.
  10 .39   Excess of Loss Reinsurance Contract effective April 1, 2006 by and among Darwin National Assurance Company, Darwin Select Insurance Company and/or any other associated, affiliated or subsidiary companies of Darwin Professional Underwriters, Inc., including business assumed by the Reassured from Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto, filed as Exhibit 10.39 to Amendment No. 2 to the Form S-1, is incorporated herein by reference.

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Table of Contents

         
Exhibit
   
Number
 
Description of Exhibit
 
  10 .40   Excess Cession Reinsurance Contract effective September 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto, filed as Exhibit 10.40 to Amendment No. 2 to the Form S-1, is incorporated herein by reference.
  10 .41   Excess of Loss Reinsurance Contract effective April 1, 2006 by and among Darwin National Assurance Company, Darwin Select Insurance Company and/or any other associated, affiliated or subsidiary companies of Darwin Professional Underwriters, Inc., including business assumed by the Reassured from Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto, filed as Exhibit 10.41 to Amendment No. 2 to the Form S-1, is incorporated herein by reference.
  10 .42   First Excess Cession Reinsurance Contract effective April 1, 2006 by and among Darwin National Assurance Company, Darwin Select Insurance Company and/or any other associated, affiliated or subsidiary companies of Darwin Professional Underwriters, Inc., including business assumed by the Reassured from Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto, filed as Exhibit 10.42 to Amendment No. 2 to the Form S-1, is incorporated herein by reference.
  10 .43   Second Excess Cession Reinsurance Contract effective April 1, 2006 by and among Darwin National Assurance Company, Darwin Select Insurance Company and/or any other associated, affiliated or subsidiary companies of Darwin Professional Underwriters, Inc., including business assumed by the Reassured from Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto, filed as Exhibit 10.43 to Amendment No. 2 to the Form S-1, is incorporated herein by reference.
  10 .44   Quota Share Reinsurance Contract effective September 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto and Addendums No. 1 and 2 thereto, filed as Exhibit 10.44 to Amendment No. 2 to the Form S-1, is incorporated herein by reference.
  10 .45   Professional Liability Excess of Loss Reinsurance Contract effective October 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Professional Government Underwriters and/or Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto, filed as Exhibit 10.45 to Amendment No. 2 to the Form S-1, is incorporated herein by reference.
  10 .46   Excess of Loss Reinsurance Contract effective November 1, 2005 by and among Darwin National Assurance Company, Darwin Select Insurance Company, Capitol Indemnity Corporation, Platte River Insurance Company and/or any other associated, affiliated or subsidiary companies of Alleghany Insurance Holding LLC, but only in respect of business underwritten by Darwin Professional Underwriters, Inc. and the Reinsurers signatory thereto, filed as Exhibit 10.46 to Amendment No. 2 to the Form S-1, is incorporated herein by reference.
  10 .47   2006 Employees’ Restricted Stock Plan, filed as Exhibit 10.3 to Darwin Professional Underwriters Inc.’s Current Report on Form 8-K filed on May 23, 2006, is incorporated herein by reference.†

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Table of Contents

         
Exhibit
   
Number
 
Description of Exhibit
 
  10 .48.1   Trust Agreement, effective as of September 1, 2006 among DARWIN NATIONAL ASSURANCE COMPANY, as Grantor, CAPITOL INDEMNITY CORPORATION, as Beneficiary and THE BANK OF NEW YORK, as Trustee, filed as Exhibit 10.48.1 to Darwin Professional Underwriter, Inc.’s Quarterly Report on Form 10-Q filed on November 7, 2006, is incorporated herein by reference.
  10 .48.2   Trust Agreement, effective as of September 1, 2006 among DARWIN NATIONAL ASSURANCE COMPANY, as Grantor, CAPITOL SPECIALITY INSURANCE COMPANY, as Beneficiary and THE BANK OF NEW YORK, as Trustee, filed as Exhibit 10.48.2 to Darwin Professional Underwriter, Inc.’s Quarterly Report on Form 10-Q filed on November 7, 2006, is incorporated herein by reference.
  10 .48.3   Trust Agreement, effective as of September 1, 2006 among DARWIN NATIONAL ASSURANCE COMPANY, as Grantor, PLATTE RIVER INSURANCE COMPANY, as Beneficiary and THE BANK OF NEW YORK, as Trustee, filed as Exhibit 10.48.3 to Darwin Professional Underwriter, Inc.’s Quarterly Report on Form 10-Q filed on November 7, 2006, is incorporated herein by reference.
  10 .49.1   CREDIT AGREEMENT dated as of March 23, 2007 among DARWIN PROFESSIONAL UNDERWRITERS, INC., The Lenders Party thereto and JPMORGAN CHASE BANK, NATIONAL ASSOCIATION, as Administrative Agent, filed as Exhibit 10.1, to the Darwin Professional Underwriters, Inc. Current Report on Form 8-K, filed March 26, 2007, is incorporated herein by reference.
  10 .49.2   Subsidiary Guaranty, dated as of March 23, 2007 between Darwin Group Inc. and JPMorgan Chase Bank, National Association, in its capacity as administrative agent (the “Administrative Agent”) under the Credit Agreement dated as of March 23, 2007, filed as Exhibit 10.2, to the Darwin Professional Underwriters, Inc. Current Report on Form 8-K, filed March 26, 2007, is incorporated herein by reference.
  10 .49.3   Pledge Agreement, dated as of March 23, 2007, among Darwin Professional Underwriters, Inc. and Darwin Group, Inc. and JPMorgan Chase Bank, National Association, in its capacity as administrative agent (the “Administrative Agent”) under the Credit Agreement dated as of March 23, 2007, filed as Exhibit 10.3, to the Darwin Professional Underwriters, Inc. Current Report on Form 8-K, filed March 26, 2007, is incorporated herein by reference.
  10 .50   Form of Darwin Professional Underwriters, Inc. 2006 Stock Incentive Plan EMPLOYEE STOCK OPTION AGREEMENT, filed as Exhibit 99.3 to the Darwin Professional Underwriters, Inc. Current Report on Form 8-K, filed May 8, 2007, is incorporated herein by reference.†
  10 .51   Form of Darwin Professional Underwriters, Inc. 2006 Stock Incentive Plan RESTRICTED STOCK AGREEMENT, filed as Exhibit 99.4 to the Darwin Professional Underwriters, Inc. Current Report on Form 8-K, filed May 8, 2007, is incorporated herein by reference.†
  14     Code of Business Conduct and Ethics, filed as Exhibit 14 to the Darwin Professional Underwriters Inc. Annual Report on Form 10-K filed on February 28, 2007, is incorporated herein by reference.
  21     List of subsidiaries of Darwin Professional Underwriters, Inc.
  23     Consent of KPMG LLP, independent registered public accounting firm, to the incorporation by reference of its reports relating to the financial statements the related schedules of Darwin Professional Underwriters, Inc. and subsidiaries and its attestation report in Registration Statement No. 333- 145214 on Form S-3 and in Registration Statements No. 333-134416 and 333-134417 on Form S-8 of Darwin Professional Underwriters, Inc. of its report dated February 28, 2008.
  31 .1   Certification of the Chief Executive Officer of Darwin Professional Underwriters, Inc., pursuant to Rule 13a-14(a) or Rule 15d-14(a) of the Securities Exchange Act of 1934.
  31 .2   Certification of the Chief Financial Officer of Darwin Professional Underwriters, Inc., pursuant to Rule 13a-14(a) or Rule 15d-14(a) of the Securities Exchange Act of 1934.

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Table of Contents

         
Exhibit
   
Number
 
Description of Exhibit
 
  32 .1   Certification of the Chief Executive Officer of Darwin Professional Underwriters, Inc., pursuant to 18 U.S.C. section 1350, as adopted pursuant to section 906 of the Sarbanes-Oxley Act of 2002, furnished as permitted by Item 601(b)(32)(ii) of Regulation S-K. This Exhibit 32.1 is not “filed” for purposes of Section 18 of the Securities Exchange Act of 1934 and it is not and should not be deemed to be incorporated by reference into any filing under the Securities Act of 1933 or the Securities Exchange Act of 1934.
  32 .2   Certification of the Chief Financial Officer of Darwin Professional Underwriters, Inc., pursuant to 18 U.S.C. section 1350, as adopted pursuant to section 906 of the Sarbanes-Oxley Act of 2002, furnished as permitted by Item 601(b)(32)(ii) of Regulation S-K. This Exhibit 32.1 is not “filed” for purposes of Section 18 of the Securities Exchange Act of 1934 and it is not and should not be deemed to be incorporated by reference into any filing under the Securities Act of 1933 or the Securities Exchange Act of 1934.
 
 
†  Indicates a management contract or compensatory plan.

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