041 How Rob Thompson Built a 30-Year Career in Sports Entrepreneurship

On this episode of the Sports Business Leaders podcast, Justin and Jake feature Rob Thompson, a 30-year sports industry innovator, entrepreneur, and educator. His career spans coaching, media, private equity, and grassroots sports development.Rob shares his journey from college football coaching to launching one of the first recruiting agencies. He went on to help build NFL Flag Football and Hoop It Up 3x3 Basketball into global movements. Rob also led the University of New Haven’s transition from Division II to Division I athletics.The conversation explores the power of storytelling, the preservation of sports history, and the mindset required to build lasting ventures. Rob discusses his current work with the Walter Camp Football Foundation, where he’s helping reimagine football’s origins through a new preseason bowl game in New Haven. The event honors the man who saved the sport in 1905.Together, Rob and Justin highlight key lessons for entrepreneurs:Understanding your industry’s roots strengthens your vision for the future.Storytelling drives business, community, and legacy.Persistence, coachability, and cash management matter more than hype.This episode is a masterclass in honoring tradition while innovating for the next generation of sports leaders.