Evander Holyfield

You´d think that a retired professional boxer will have enough money to pay their bills. This wasn´t Evander Holyfield´s case though. He was actually owing money due to child support, taxes and mortgage. In fact, he owes almost $500,000 in child support payments alone according to The Atlanta Journal-Constitution. This is because he has, at least, 11 children from many different women. Needless to say, his 50,000 square feet mansion was bound to be sold, as having a house so expensive was an immense loss for him. It ended up being bought by Hip Hop artist Rick Ross.

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Wesley Snipes

Perhaps the unluckiest celebrity of the list, Wesley lost his precious house to foreclosure after being sued for $2 million by his own talent agents. Not only that, but he was also declared father of a baby that belonged to an unknown woman. To top it all, he also had some issues with the IRS.

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