25 Rich Athletes Who Went Broke

Hall of Fame pitcher, 3-time World Series champ; last played for the Milwaukee Brewers
Estimated lifetime earnings: $8 Million

Fingers retired in 1985 and made it four years before investments in pistachio farms, Arabian horses and wind turbines took him down. He filed for bankruptcy in 1992. Creditors claimed he owed more than $4 million; he listed his assets at less than $50,000. He resolved his predicament by selling baseball cards and going back to work. In 2007, a dispute over back taxes flared up, but Fingers was able to prove he did indeed pay, and was cleared of all wrongdoing.