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Toni Braxton

Toni owed $50 million when she filed for bankruptcy for the second time in 2010. She had her debt wiped away, but lost 2 dozen of her songs via bankruptcy.

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MC Hammer

Hammer made $33 million from his diamond album “Please Hammer, Don’t Hurt ‘Em,” but blew through that, filed for bankruptcy and now he is worth $1.5 million.

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