Sheryl Swoopes, Team USA – Bad Investments

If you assumed it was only NBA players who have gone broke, think again! During her days as a professional WNBA player, Sheryl Swoopes amassed a net worth of approximately $50 million. Unfortunately, while Swoopes became one of the biggest female names in the sport, her massive earnings did not last her lifetime.
However, Swoopes says, unlike other broke athletes, her dire straights are not entirely her fault. Instead, she blames her financial failures on a combination of terrible representation and multiple bad investments. Still, regardless of the reason, Swoopes ended up having to sell her Olympic medals as well as her Naismith trophy to pay off her debts, which included a $250,000 bill to the IRS.