OJ Simpson
Most people only know of OJ Simpson due to his legal troubles, to put it lightly. Yet, there was a point in time when OJ Simpson was a world class NFL running back and one of the top earning players in the game. Simpson was famously acquitted of murdering his wife in 1994 but trouble wasn’t gone forever. Simpson would end up getting imprisoned for kidnapping and robbery. Now, Simpson is flat broke and stuck in jail having lost more than $33 million throughout his life. Talk about taking a talented individual and completely losing it.
Bernie Kosar
Kosar played for the Cleveland Browns and was released back in 1993. Kosar earned a staggering 19 million in his career but by the time 2009 rolled around, all he has left was forty dollars. That’s it.