He was the sixth pick in one of the best draft classes in NBA history. He earned roughly $108 million across three NBA contracts. And two years after he stopped playing, he filed for Chapter 7 bankruptcy.

Robin John and Chris Broussard sit down with three-time All-Star Antoine Walker for a conversation that starts with basketball and moves into the real story: a real estate partnership that fell apart during the 2008 recession, a Vegas gambling story that became national news, and what it actually took to rebuild. Antoine speaks candidly about the financial pressure of fame, the friends and family counting on him, and the faith that brought him back from what he calls a low point.

Robin lays out his framework for the difference between investing and gambling, and reflects on identity—what happens when your work isn't the thing you thought it would always be. Antoine now speaks to college and pro athletes through the NBA Players Association and Morgan Stanley's Global Sports & Entertainment group about the mistakes he made and the ones he sees the next generation of NIL-era athletes about to repeat.

[Chapters]
00:00 Introduction
00:00 Meet Antoine Walker
01:40 Ahead of His Time
05:59 The $108 Million Question
07:52 The Real Estate Deal Gone Wrong
13:49 Filing Bankruptcy
18:50 The Ten Year Window
22:53 Rookie Money, No Playbook
28:16 Fame, Pressure and Gambling
38:47 Identity Beyond Basketball
43:06 Advice for the Next Generation
47:42 Playing Against Michael Jordan