10 Biggest Celebrity Bankruptcies

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No 1. Donald Trump

Of course, the number one celebrity to lose and win is Donald Trump. His different corporate entities have filed for bankruptcy four times: in 1991, 1992, 2004, and 2009. Indeed, these bankruptcies are not personal but corporative. Yet, in exchange for getting some of these bankruptcies approved, Trump had to give up Trump Airlines, a mega-yacht, and an almost 50% stake in the Grand Hyatt Hotel. Nevertheless, this magnate has an estimated fortune of more than $2.7 billion.

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