11. Stephen Baldwin: The I’m a Celebrity, Get Me Out Of Here personality and his wife Kennya declared Chapter 11 around the time he appeared on the NBC reality show alongside Spencer Pratt and Heidi Montag in the summer of 2009, claiming debts of more than $2.3 million. 13. Donald Trump: Yes, Mr. Moneybags really was pulling his pockets out at one point: the host of NBC’s The Apprentice has filed for bankruptcy on two occasions, though rebounded, as his estimated net worth had climbed to $2 billion as of 2010.
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