Mark Brunell
Mark Brunell played for the New York Jets and earned a whopping $50 million. However, even before he retired from the NFL, in 2010, he was $25 million in debt, with about $5 million to his name. His real estate investments came crashing during the 2008 recession, and five of the nine Whataburger franchises he bought failed.
Warren Sapp
Throughout his NFL career in 1995 until 2007, Warren Sapp earned a whopping $82.2 million. He later filed for bankruptcy, and he had just $826.04 to his name. He was forced to sell all of his belongings including his shoe collection, a lion skin rug, and his many luxury cars.