NBA Championship(s): Miami Heat (2006)
NCAA Championship(s): Kentucky Wildcats (1996)

Before he became a member of this regrettable list, Antoine Walker was a player who found much success in the collegiate and professional level. As a freshman at Kentucky, Walker was named SEC Tournament MVP. Then, in his final year as a member of the Wildcats, Antoine helped his team get the NCAA Tournament title. Following that run, Walker moved onto the 1996 Draft where it took him 10 years to become one of 40 players to win both the Tourney and NBA titles. And in only 14 years, he filed for bankruptcy after amassing $12.7 million in debt. Started from the bottom, now you're...back at the bottom. #thingsDrakewillneversay #fingerscrossed