50 cent

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The rapper filed for bankruptcy, just days after being ordered to pay $5 million to a woman who said he posted her sex tape online without permission. He listed both his assets and his liabilities in the $10 million to $50 million range.

Toni Braxton

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The “Un-Break My Heart” singer has filed for bankruptcy twice, in 1998 and 2010. She says the first round was due to low royalties from her record label, and the second because she canceled her Vegas show after learning she was ill.

MC Hammer

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The rapper filed for bankruptcy in 1996, when he was reportedly already delinquent on several years’ worth of taxes.

Gary coleman

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The Diff’rent Strokes actor said much of the money he made on TV was taken by his parents while he was underage; though some of it was recouped in a lawsuit, he filed for bankruptcy in 1999. Coleman died in 2010.

Mike Tyson

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The boxer filed for bankruptcy with debts of about $23 million in 2003; at the time, the NY Times said he had made about $400 million in his career.

Burt Reynold

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The Boogie Nights actor was 10 million dollars in the red when he filed for bankruptcy in 1996.

Marvin Gaye

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The “What’s Going On” singer filed for bankruptcy in 1978 after an expensive divorce from his first wife, Anna Gordy.

Mick Fleetwood

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The Fleetwood Mac drummer declared bankruptcy in 1984, counting assets of $2,404,430 and debts of $3,697,163

Wayne Newton

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The “Danke Schoen” singer filed for bankruptcy with debts of $20 million in 1992, even while he was appearing in a successful Las Vegas show for half the year.

Gary Busey

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The Lethal Weapon actor filed for bankruptcy in 2012 with a net worth of $50,000 or less and debts between $500,000 and $1 million.