TBG – #53: The Gambler’s Playbook: Jerry Jones and the Business of Building a Dynasty

In this episode of The Business Grind, we dive deep into the Netflix series America’s Team: The Gambler and His Cowboys. Exploring how Jerry Jones transformed the Dallas Cowboys from a struggling franchise into one of the most valuable brands in the world.From firing legends to making bold trades, Jones built an empire through calculated risk, disruptive leadership, and relentless storytelling.

Tune in as we uncover key takeaways on leadership under pressure, risk vs. reward in business, the power of culture and branding, and why “playing it safe” can be the most dangerous move.