In this episode of Big Swing, Jeremy Funk and Corey Scott sit down with entrepreneur, investor, and Next Stage Trajectory founder Bill Weathersby for a candid conversation about entrepreneurship, elite networks, AI disruption, and what it really takes to build companies that win.
Bill shares the unfiltered highs and lows of his career, from building and exiting multiple successful businesses to losing everything and rebuilding from scratch. At one point, he went from “bankrupt at Chili’s to $121M exits,” a journey that shaped his perspective on resilience, risk, leadership, and founder psychology. The conversation dives into the power of relationships, the “Accenture Mafia,” Texas A&M networking culture, startup growth strategy, fundraising, and how founders can accelerate growth through the right partnerships and market access.
The group also explores the future of AI and why Bill believes most people still underestimate how disruptive this next wave of technology will become. Along the way, they discuss sales, scaling from $1M to $10M+, founder burnout, betting on yourself, and the hard lessons nobody talks about when building companies.
If you’re a founder, operator, investor, or someone trying to navigate growth in a rapidly changing market, this episode is packed with real-world lessons, sharp insights, and stories you won’t forget.