As in-person offsites and retreats replace boardrooms, BoomPop is fueling culture through AI-driven event planning, proprietary data, and real human expertise

BoomPop, the company reinventing how companies and brands gather in person, today announced a $41 million funding round led by Wing VC, with participation from Atomic, Acme, Four Rivers, Thayer Investment Partners, the Fund of Operators Guild, Gaingels, and individual investors including Alex Rodriguez (14x MLB All-Star and investor), Brian O’Malley (HotelTonight, Fora Travel), Dane Glasgow (CPO of Paramount), Christopher Payne (former President of DoorDash), and many other leading Silicon Valley founders. The round includes $16 million of debt and credit via Silicon Valley Bank (SVB).

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BoomPop Dashboard

The funding will accelerate BoomPop’s expansion into the $1 trillion corporate group travel and events market, anchored by the launch of its AI-native event planning software. Built for event pros (Planners, EAs) and “accidental planners” alike, BoomPop’s tool automates event discovery, booking, and planning—from destination discovery, and detailed itineraries, to guest websites, and 24/7 AI guest support via slack or text. What was once chaotic, fragmented, and slow, is now fast, intelligent, and surprisingly delightful.

“Many people don’t realize meetings and events are a company’s second- or third-biggest line item in the P&L,” said Healey Cypher, Co-Founder and CEO of BoomPop. “Especially in an AI-driven world, nothing replaces authentic human connection. BoomPop makes that simple. Our mission is to be the default way the world gets together.”

AI built on centuries of collective planning experience

BoomPop’s AI works like the ultimate planner co-pilot. Just type something like, “I want to do a 50-person founder summit within a 2-hour drive of San Francisco in Q2 with a bunch of memorable activities.” BoomPop AI then analyzes millions of real time data points: weather, hotel and venue pricing, flights, city-wide events (think SXSW or Dreamforce), and even past itineraries, to deliver fully designed event options down to the minute. Infinite variations. All grounded in real data that only BoomPop has.

Once the vision’s set, the AI handles the execution: booking vetted vendors, reviewing contracts, building event websites, managing RSVPs, and coordinating directly with hotels to match every guest’s preferences. What used to take teams weeks now happens in minutes.

Unlike generic tools, BoomPop’s AI is trained on a proprietary database of curated hotels, restaurants, venues, activities, facilitators, caterers, and creatives—continuously refined by BoomPop’s in-house event pros. So when someone says, “Recreate last year’s SF offsite, but this time in upstate New York,” the results are fast, accurate, and kind of exciting.

“Group travel is the last frontier of travel tech because it’s exponentially more complex than booking for one person,” said Blake Hudelson, BoomPop Co-Founder and CPO. “Fifty people means fifty bookings, preferences and dietary restrictions, plus meeting spaces, activities, and countless variables. Our AI doesn’t just manage the chaos, it turns it into clarity.”

Industry veteran executives join the team

BoomPop is growing its leadership with two powerhouse additions: Craig Dooley, joining as VP & General Manager of BoomPop Studio, the Events Agency, and Indrajit Bavan, as VP of Partnerships.

Craig comes from nearly seven years leading SDI, where he helped shape elite corporate meetings and incentive travel experiences across the globe. His move to BoomPop isn’t a pivot, it’s an evolution. He’ll lead BoomPop Studio, the human counterpart to their AI platform—joining real-world expertise with smart tech to craft thoughtful in-person moments.

Indrajit brings more than two decades in travel tech and partnerships. He held leadership roles at Expedia and Fareportal, after serving in product and partnerships roles at Microsoft, and several startups. At BoomPop, he’ll grow a global partner ecosystem that powers the platform—spanning supply, channel, and feature partnerships to drive value and scalability.

Together, they’re helping craft the next era of corporate experiences: where strategy meets soul, and technology meets human connection.

Revenue driving chemistry

BoomPop has already powered over 60,000 hotel nights for clients including Google, Dicks Sporting Goods, Tesa, Bill.com, Forrester, SVB, and hundreds of other world-class companies. Its fastest-growing segment is company hosted events like offsites, retreats, and client events as organizations realize that in-person connection drives culture, productivity, and revenue. Event and entertainment budgets are often the second-largest spend category after payroll for many companies with hybrid teams (source: Mastercard and Brex)

“Post-pandemic, companies are investing more resources into bringing their employees together. But the process behind planning and executing these gatherings is still painfully manual,” said Gaurav Garg, Founding Partner at Wing Venture Capital. “By fusing AI with proprietary data, BoomPop is making group enterprise events scalable and easier to arrange. We believe they are building the infrastructure layer for how organizations will connect and thrive in the hybrid-work era.”

In late September, Brex also announced a partnership with BoomPop that allows companies to book private dining and sports suites using Brex points.

For more information, visit www.boompop.com.

BoomPop at a glance

BoomPop launched focusing on events and group travel in early 2023. It is a VC-backed startup based primarily in the San Francisco Bay Area, founded by Healey Cypher and Blake Hudelson.

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