Some startups make noise. Others build movements. BoomPop just did the latter, locking in a $41M Series B+ round that blends $25M in equity and $16M in venture debt from Silicon Valley Bank. Wing Venture Capital led the charge, with Atomic, Acme Capital, Four Rivers Group, Thayer Investment Partners, Fund of Operators Guild & Gaingels all in the mix. Add Alex Rodriguez, Brian O’Malley, Dane Glasgow & Christopher Payne to the cap table, and you’ve got a roster stacked with hitters who don’t swing unless they see real upside.
Founded in 2020 by Healey Cypher (CEO), Blake Hudelson (Chief Product & Design Officer), Vaibhav Chauhan (former Head of Revenue/Operations) & Atomic’s Jack Abraham, BoomPop started as BoomBox during lockdown, virtual wine tastings, magic shows, the works. Fast-forward to 2025, and it’s now an AI-powered platform that simplifies offsites, retreats & corporate travel for giants like Google, Netflix, Dropbox, Amazon & Hims & Hers. They took a trillion-dollar problem, the chaos of group planning, and turned it into an algorithm that thinks faster than most event teams combined.
This isn’t let’s book a hotel and call it a day. BoomPop’s proprietary AI reads the world in real time: weather, flight costs, venue pricing, city events like SXSW or Dreamforce, then spits out full itineraries built for human connection. You type 50-person founder summit within 2 hrs of SF, and it delivers a plan so tight it feels like clairvoyance. Behind the tech sits a global network of 500K+ vendors across 26+ countries, plus a 110-person team (35 of them pro planners) who bring it all to life with 4.9/5 customer ratings.
The numbers hit harder than the headline: 3,073% 3-yr revenue growth, $75M run rate, and projections topping $100M by Q4 2025. Over 60K hotel nights booked, 300K+ attendees hosted, and a partnership with Brex that lets users book private dining & suites using Brex points. BoomPop isn’t just scaling; it’s embedding itself into how business travels, eats & connects.
The leadership lineup? It’s stacked. Healey Cypher brings Atomic discipline with eBay innovation. Blake Hudelson designs like a futurist with taste. Craig Dooley now leads BoomPop Studio, expanding full-service planning that feels like art. Indrajit Bavan scales global partnerships after 20+ yrs in travel tech. Joseph Groseclose drives engineering precision; Simon Tecle pushes sales velocity. Together, they’re making getting together a competitive advantage.
The real takeaway isn’t the funding, it’s the foresight. While the world wrestled with hybrid work, BoomPop built the OS for human connection. Because no matter how advanced AI gets, there’s still no substitute for shaking hands, clinking glasses & closing deals in person.

