In this episode of Case Studies, Casey Baugh sits down with Dave Checketts, the youngest president in NBA history and former CEO of Madison Square Garden. From saving bankrupt franchises to leading iconic sports organizations, Dave shares the defining moments that shaped his career and his character.

This conversation goes far beyond headlines and trophies. Dave opens up about faith, injustice, loss, and the unseen preparation behind opportunity. He reflects on how early rejection fueled resilience, how mentorship changed the trajectory of his life, and why building “championship culture” matters more than talent or capital alone.

Now operating in private equity after decades in the global sports spotlight, Dave explains why influence without attention has become more fulfilling than power with a platform. This is a rare masterclass on leadership, readiness, and building a life of meaning long after the applause fades.

⏱️ Episode Chapters

00:00 | Admiration, Sports, and a Life in Leadership

03:35 | Growing Up in Bountiful & Learning to Hustle Early

08:34 | Rejection, Injustice, and Missing High School Basketball

12:20 | Turning Setbacks into Fuel for Growth

15:25 | Making the BYU Basketball Team Against the Odds

20:14 | Faith, Obedience, and a Defining Spiritual Promise

24:19 | Why That One Year of College Basketball Mattered

28:19 | Ambition at 70 and Never Being Finished

30:48 | Business School, Bain, and Early Career Acceleration

35:27 | Clayton Christensen, Mentorship, and Consulting

41:31 | Helping Danny Ainge and Entering Pro Sports

47:26 | Walking into the NBA Office Unannounced

52:58 | Sparring with David Stern—and Earning His Trust

57:09 | Why the Celtics Deal Fell Apart

59:17 | Being Chosen to Save the Utah Jazz at 27

01:02:42 | Championship Culture vs. Winning Culture

01:09:14 | Painful Partnerships and Hard Lessons

01:16:21 | Tragedy, Loss, and Perspective

01:20:04 | Faith, Gratitude, and the Experiences You Wouldn’t Choose

01:22:14 | Raising Capital to Save the Jazz

01:27:00 | Legacy Beyond Sports and the Spotlight

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You DON’T Have To Carry It All