Terrell Owens
In 2006, Terrell Owens signed a $25 million contract with the Dallas Cowboys. When the team didn’t renew the contract for the wide receiver in 2009, Owens’s financial health took a turn for the worse. In 2011, he claimed in court documents that he had no income, and he owed thousands of dollars to four different women for child support. Still, he said he paid $62,366 a month for various properties, despite selling all but two of his homes.
(Photo: Mike Ehrmann/Getty Images)
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