Warren Sapp
Warren Sapp enjoyed a prominent and very successful career in the NFL playing for the Raiders and the Buccaneers. He was a great athlete and in 2013, he earned a spot on the Pro Football Hall of Fame. After his NFL career, however, he didn’t manage his money very well and blew it on clothes, mansions, and sports cars. In 2012, Sapp filed for bankruptcy and auctioned off most of his belongings to pay lawyers, the IRS, and the government.
Michael Vick
Michael Vick’s career with the Atlanta Falcons was pretty solid and he would have made a lot more dough than he did. As many of us know, however, in 2007 he was found guilty for having a dogfighting ring in his home and was imprisoned for his crimes. This effectively threw his $130 million contracts out the door, and Vick lost everything. However, he did return to the NFL and managed to make a comeback, so he’s no longer broke, but his name has been tarnished forever.