My guest for Episode #308 of the My Favorite Mistake podcast is C.J. Stewart, co-founder and Chief Visionary Officer at the LEAD Center for Youth, an Atlanta-based nonprofit focused on empowering Black youth through sports-based development. Before dedicating his life to mentorship and advocacy, C.J. was drafted twice by the Chicago Cubs and built a successful career as a professional hitting instructor and co-owner of Diamond Directors. He’s also the author of Living to Lead: A Story of Passion, Purpose, and Grit.

Episode page with video and more

C.J.’s “favorite mistake”? Becoming an avid runner. What started as a tribute to the life of Ahmaud Arbery turned into a transformational habit—one that reshaped his health, mindset, and mission. In this powerful conversation, C.J. unpacks the difference between mistakes and stupidity, explores the struggles that shape significance, and reflects on the emotional toll and systemic barriers faced by Black athletes. He also shares how running has helped him connect across generations, communities, and cultures.

Throughout the episode, C.J. offers a candid and thought-provoking look at racism, leadership, and the need for real advocacy—not just good coaching. He shares insights from his own life as a player, coach, and nonprofit leader, challenging listeners to consider how we name and respond to problems, and why protecting others is at the heart of leadership. This is a conversation about growth, conviction, and using our platforms to make a difference.