Leadership Jam Session · 2025-07-21 · 30 min
In this episode, I sit down with Dre Baldwin, CEO and founder of Work on Your Game, former professional basketball player, and four-time TEDx speaker. Dre shares his unique journey from sitting on the bench in high school basketball to a nine-year international pro career, and how the lessons he learned on the court translated into his impactful work with leaders and entrepreneurs. Author of the book, “Work on Your Game”, Dre dives into his signature “four pillars” framework - discipline, confidence, mental toughness, and personal initiative - explaining how these core elements of mindset underpin professional performance and success in any industry. We explore practical strategies for building mental toughness without risking burnout, the crucial importance of understanding and connecting with individual team members, and the realities of leadership challenges at all levels, from new managers to experienced mid-level leaders. Dre offers candid stories about his own missteps - especially around hiring and team management - and provides actionable advice for navigating common leadership pitfalls.
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