In this episode of The Bear Roars, Dan sits down with Jeremy Bloom — CEO of X Games, two-time Olympic mogul skier, former NFL wide receiver, and the founder behind Integrate and Owl AI. Jeremy takes the seat as a fan first: the X Games launched in 1995, when he was 13 and skateboarding was still something you could get arrested for downtown.
The heart of the conversation is what he's building now. For 30 years the X Games was one event a year — an extraordinary brand that, as he puts it, was bought with no bank account, no CRM and no customer data. He's turned it into a global co-ed league: eight clubs backed by private equity and family offices, athletes on salary with health insurance for the first time in action sports, and $500,000 to the winning team. This season's MVP was a 15-year-old skateboarder from Japan who outscored every man in the league.
Then there's Owl AI, the Boulder company that started with a phone call to Sergey Brin about the blown call that cost the Saints a Super Bowl. Plus what a good AI judge turns out to also be, why he sued the NCAA at 19, and why he'd live nowhere but Boulder.
Learn more about Jeremy's work: https://www.jeremybloom.com
Order Dan's book — Bandwidth: The Untold Story of Ambition, Deception, and Innovation that Shaped the Internet Age and Dot-Com Boom: dan-caruso.com/book
To nominate a founder or yourself as a future guest speaker, email: contact@loudbearproductions.com

