UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 13F Form 13F COVER PAGE Report for the Calendar Year or Quarter Ended: June 30, 2009 Check here if Amendment [ ]; Amendment Number: ________ This Amendment (Check only one): [ ] is a restatement. [ ] adds new holdings entries. Institutional Investment Manager Filing this Report: Name: Alleghany Corporation Address: 7 Times Square Tower, 17th Floor New York, NY 10036 Form 13F File Number: 28-1590 The institutional investment manager filing this report and the person by whom it is signed hereby represent that the person signing the report is authorized to submit it, that all information contained herein is true, correct and complete, and that it is understood that all required items, statements, schedules, lists, and tables, are considered integral parts of this form. Person Signing this Report on Behalf of Reporting Manager: Name: Roger B. Gorham Title: Senior Vice President Phone: 212-752-1356 Signature, Place, and Date of Signing: /s/ Roger B. Gorham New York, NY August 12, 2009 ------------------------------ ------------- --------------- [Signature] [City, State] [Date] Report Type (Check only one): [X] 13F HOLDINGS REPORT. (Check here if all holdings of this reporting manager are reported in this report.) [ ] 13F NOTICE. (Check here if no holdings reported are in this report, and all holdings are reported by other reporting manager(s).) [ ] 13F COMBINATION REPORT. (Check here if a portion of the holdings for this reporting manager are reported in this report and a portion are reported by other reporting manager(s).) Form 13F SUMMARY PAGE Report Summary: Number of Other Included Managers: 2 Form 13F Information Table Entry Total: 68 Form 13F Information Table Value Total: $622,387 (thousands) List of Other Included Managers: No. Form 13F File Number Name --- -------------------- -------------------------------- 2 RSUI Indemnity Company 3 Alleghany Insurance Holdings LLC SECURITIES AND EXCHANGE COMMISSIONS FORM 13F INFORMATION PREPARED FOR ALLEGHANY CORPORATION AS OF 06/30/09 COLUMN 1 COLUMN 2 COLUMN 3 COLUMN 4 COLUMN 5 COLUMN 6 COLUMN 7 COLUMN 8 -------------------- --------- --------- -------- ------------------- --------------- -------- -------------- INVESTMENT VOTING SHRS DISCRETION AUTHORITY TITLE MARKET OR --------------- -------------- OF VALUE PRIN SH/ PUT/ SOLE SHRD OTHER SOLE SHRD NONE NAME OF ISSUER CLASS CUSIP (X 1000) AMT PRN CALL (A) (B) (C) MANAGER (A) (B) (C) -------------------- --------- --------- -------- ---------- --- ---- ---- ---- ----- -------- ---- ---- ---- AT&T INC COM 00206R102 994 40,000 SH X 3 X AGILENT TECHNOLOGIES INC COM 00846U101 609 30,000 SH X 3 X ALEXANDER & BALDWIN INC COM 014482103 469 20,000 SH X 3 X AMERICAN EXPRESS CO COM 025816109 813 35,000 SH X 3 X ANADARKO PETE CORP COM 032511107 13,957 307,500 SH X 2 X ANADARKO PETE CORP COM 032511107 4,199 92,500 SH X 3 X APACHE CORP COM 037411105 36,724 509,000 SH X 2 X APACHE CORP COM 037411105 11,292 156,500 SH X 3 X APPLIED MATLS INC COM 038222105 551 50,000 SH X 3 X AUTODESK INC COM 052769106 569 30,000 SH X 3 X AUTOMATIC DATA PROCESSING IN COM 053015103 709 20,000 SH X 3 X BERKSHIRE HATHAWAY INC DEL CL B 084670207 1,158 400 SH X 3 X BOEING CO COM 097023105 638 15,000 SH X 3 X BURLINGTON NORTHN SANTA FE C COM 12189T104 73,540 1,000,000 SH X 1 X CATERPILLAR INC DEL COM 149123101 496 15,000 SH X 3 X CHEVRON CORP NEW COM 166764100 13,913 210,000 SH X 2 X CHEVRON CORP NEW COM 166764100 19,212 290,000 SH X 3 X CHUBB CORP COM 171232101 1,196 30,000 SH X 3 X CINCINNATI FINL CORP COM 172062101 17,880 800,000 SH X 1 X COCA COLA CO COM 191216100 1,200 25,000 SH X 3 X CONOCOPHILLIPS COM 20825C104 14,721 350,000 SH X 2 X CONOCOPHILLIPS COM 20825C104 37,013 880,000 SH X 3 X COSTCO WHSL CORP NEW COM 22160K105 1,145 25,000 SH X 3 X DEERE & CO COM 244199105 1,199 30,000 SH X 3 X DEVON ENERGY CORP NEW COM 25179M103 22,890 420,000 SH X 2 X DEVON ENERGY CORP NEW COM 25179M103 15,260 280,000 SH X 3 X DISNEY WALT CO COM DISNEY 254687106 1,050 45,000 SH X 3 X DU PONT EI DE NEMOURS & CO COM 263534109 897 35,000 SH X 3 X EOG RES INC COM 26875P101 5,502 81,000 SH X 2 X EOG RES INC COM 26875P101 8,422 124,000 SH X 3 X EMERSON ELEC CO COM 291011104 1,134 35,000 SH X 3 X EXXON MOBIL CORP COM 30231G102 2,097 30,000 SH X 3 X FPL GROUP INC COM 302571104 10,747 189,000 SH X 2 X FPL GROUP INC COM 302571104 4,321 76,000 SH X 3 X FEDEX CORP COM 31428X106 834 15,000 SH X 3 X FREEPORT-MCMORAN COPPER & GO PFD CONV 35671D782 15,932 200,000 SH X 2 X FREEPORT-MCMORAN COPPER & GO PFD CONV 35671D782 15,932 200,000 SH X 3 X GENERAL ELECTRIC CO COM 369604103 879 75,000 SH X 3 X GLOBAL INDS LTD COM 379336100 21,185 3,743,000 SH X 2 X GLOBAL INDS LTD COM 379336100 9,379 1,657,000 SH X 3 X HESS CORP COM 42809H107 10,750 200,000 SH X 2 X HESS CORP COM 42809H107 10,750 200,000 SH X 3 X HOME DEPOT INC COM 437076102 473 20,000 SH X 3 X INTEL CORP COM 458140100 1,407 85,000 SH X 3 X INTERNATIONAL BUSINESS MACHS COM 459200101 1,253 12,000 SH X 3 X INTUIT COM 461202103 564 20,000 SH X 3 X JOHNSON AND JOHNSON COM 478160104 1,420 25,000 SH X 3 X KELLOGG CO COM 487836108 1,164 25,000 SH X 3 X LAUDER ESTEE COS INC CL A 518439104 817 25,000 SH X 3 X LILLY ELI & CO COM 532457108 1,559 45,000 SH X 3 X MARRIOTT INTL INC NEW CL A 571903202 772 35,000 SH X 3 X MEDTRONIC INC COM 585055106 1,396 40,000 SH X 3 X MICROSOFT CORP COM 594918104 2,020 85,000 SH X 3 X NEWS CORP CL A 65248E104 638 70,000 SH X 3 X NOBLE ENERGY INC COM 655044105 1,179 20,000 SH X 3 X NORDSTROM INC COM 655664100 597 30,000 SH X 3 X NOVARTIS AG SPONSORED ADR 66987V109 1,020 25,000 SH X 3 X NUSTAR ENERGY LP UNIT COM 67058H102 7,248 134,500 SH X 2 X NUSTAR ENERGY LP UNIT COM 67058H102 3,530 65,500 SH X 3 X OCCIDENTAL PETE CORP DEL COM 674599105 65,810 1,000,000 SH X 3 X OLD REP INTL CORP COM 680223104 19,700 2,000,000 SH X 3 X PETROLEO BRASILEIRO SA PETRO SPONSORED ADR 71654V408 13,708 334,500 SH X 2 X PETROLEO BRASILEIRO SA PETRO SPONSORED ADR 71654V408 8,831 215,500 SH X 3 X PLAINS EXPL& PRODTN CO COM 726505100 13,872 507,000 SH X 2 X PLAINS EXPL& PRODTN CO COM 726505100 5,280 193,000 SH X 3 X 1 SECURITIES AND EXCHANGE COMMISSIONS FORM 13F INFORMATION PREPARED FOR ALLEGHANY CORPORATION AS OF 06/30/09 COLUMN 1 COLUMN 2 COLUMN 3 COLUMN 4 COLUMN 5 COLUMN 6 COLUMN 7 COLUMN 8 -------------------- --------- --------- -------- ------------------- --------------- -------- -------------- INVESTMENT VOTING SHRS DISCRETION AUTHORITY TITLE MARKET OR --------------- -------------- OF VALUE PRIN SH/ PUT/ SOLE SHRD OTHER SOLE SHRD NONE NAME OF ISSUER CLASS CUSIP (X 1000) AMT PRN CALL (A) (B) (C) MANAGER (A) (B) (C) -------------------- --------- --------- -------- ---------- --- ---- ---- ---- ----- -------- ---- ---- ---- PROCTER & GAMBLE CO COM 742718109 1,533 30,000 SH X 3 X SCHLUMBERGER LTD COM 806857108 1,353 25,000 SH X 3 X SIEMENS A G SPONSORED ADR 826197501 865 12,500 SH X 3 X SIGMA ALDRICH CORP COM 826552101 991 20,000 SH X 3 X SONY CORP ADR NEW 835699307 647 25,000 SH X 3 X STATE STR CORP COM 857477103 708 15,000 SH X 3 X SYSCO CORP COM 871829107 674 30,000 SH X 3 X 3M CO COM 88579Y101 1,322 22,000 SH X 3 X TRICO MARINE SERVICES INC COM NEW 896106200 2,950 865,000 SH X 2 X TRICO MARINE SERVICES INC COM NEW 896106200 1,227 360,000 SH X 3 X US BANCORP DEL COM NEW 902973304 448 25,000 SH WAL MART STORES INC COM 931142103 1,453 30,000 SH X 3 X WASHINGTON POST CO CL B 939640108 704 2,000 SH X 3 X WELLS FARGO & CO NEW COM 949746101 485 20,000 SH X 3 X WILLIAMS CO INC DEL COM 969457100 8,273 530,000 SH X 2 X WILLIAMS CO INC DEL COM 969457100 7,337 470,000 SH X 3 X XTO ENERGY INC COM 98385X106 11,404 299,000 SH X 2 X XTO ENERGY INC COM 98385X106 10,336 271,000 SH X 3 X ZENITH NATL INS CORP COM 989390109 3,261 150,000 SH X 3 X GRAND TOTAL 622,387 20,779,400 2