8. Warren Sapp
Most men have three pairs of shoes. But Sapp had literally thousands of shoes in his warehouse-sized closet, with an estimated 2,400 pairs at one point. This should give you a snapshot of the former defensive tackle’s spending habits. He burned through money like it’s about to go out of fashion. Sapp lost a $75 million fortune.

The seven-time Pro Bowler plunged into massive debt and owed almost seven million dollars. Furthermore, NBC fired him after he tried to pick up an illegal prostitute. He lost his house as well as other saleable assets in a significant blow to his lifestyle. But you can’t keep this Super Bowl winner down as a betting agency picked him up as a podcast host in 2020.