Andre Rison
Back in the day, Andre Rison managed to receive an amazing $17 million contract from the Cleveland Browns. He was a successful and popular wide receiver and earned more money from different revenue streams. However, just like other players on this list, things became difficult for him outside of football. After his retirement, Rison spent a large amount of his money and was told to file for bankruptcy in 2007 after he failed to pay child support.
Lawrence Taylor
Hall of Fame linebacker Lawrence Taylor (considered one of the top linebackers of all time) was a part of the New York Giants. He had a football career that was comparable to those of other all-time greatest players … but his personal life was another story. It was reported that Taylor liked to do drugs, particularly cocaine, during his career. After frequent spending, partying too hard, failing drug tests, and having a few drug-related arrests, he lost everything when he got caught committing tax fraud by the IRS. In the 1990s, he eventually filed for bankruptcy.