Theo sits down with Mark Cuban for a wide-ranging, unfiltered conversation about his life in business and basketball. He talks about his early sports background, how his entrepreneurial journey began, and the unconventional path that led him to sneak into an MBA program. Mark shares stories of sleeping on the floor, his first big business win, and ultimately buying the Mavericks. He reflects on Dirk’s legacy, the hardest parts of NBA ownership, and the unforgettable 2011 championship run. Cuban reveals near-misses on Giannis and Kobe, drafting Luka, selling the Mavs, and his thoughts on the Cooper Flagg lottery.

John Henson | Shaped by Memphis, Best UNC Team That Didn't Win, Playing with Giannis in Milwaukee
1:28:58

Wesley Matthews | 17-Year NBA Vet, From Lowest Pay to 5-Year Deal, Guarding Kobe, Playing with Bron
1:38:47

Pierre Jackson | Drafted and Sent Overseas, Balling All Over The World, Playing Luka in Europe
1:43:03