Deuce Mcallister
Deuce Mcallister made about $70 million while playing in the NFL, as he was one of the top paid running backs at the time. However, a bad business investment in a car dealership cost him, when Nissan sued him for $6.6 million, leading him to declare bankruptcy on behalf of the dealership. His home was then auctioned off.
Allen Iverson
Allen Iverson was one of the most highly paid NBA stars while he was playing, with $20 million being his yearly salary for several of those years. In 2008, his wife filed for divorce, and it was reported that the NBA star was broke. He spent frivolously, and during the divorce proceedings he allegedly shouted “I don’t even have money for a cheeseburger.”