Antoine Walker Made $110,000,000
He might not be number one on this list, but Walker has become the poster child for broke athletes. Ironically, one of his first investments as a rookie was a financial advisor, who he paid to come up with a plan for his money. Of course, Walker then did everything except what his advisor recommended. There was the millions of dollars in luxury cars (his prized possession was a Maybach worth over $350,000), designer suits, and over-the-top vacations. There was the $700,000 (give or take) that he allegedly lost in two years on gambling.
Rumor has it that, being from Chicago, Walker tried to keep up with Michael Jordan’s gambling habits. And, of course, there were the real estate investments in Chicago that left him on the hook for millions of dollars in almost 140 foreclosed properties. When he hit rock bottom in 2010, Walker declared bankruptcy with more than $12.74 million in liabilities. Ouch.