
10. Warren Sapp
Warren Sapp had a very successful and prominent career in the NFL when he played for the Buccaneers and the Raiders. He was such a great athlete that in 2013 he was invited into the Pro Football Hall of Fame.
However after his NFL career, it turns out that he wasn’t too good at managing his money. He blew his money on clothing, mansions, and sports cars and in 2012 he filed for bankruptcy and had to auction off most of his possessions to pay the IRS, lawyers, and the government.