Donald Trump has a net worth of over $4,000,000,000, according to Forbes, but he has filed for bankruptcy four times. In the order of 1991, 1992, 2004, and 2009. However, they were all corporate bankruptcies rather than personal ones, meaning his finances have not been significantly affected.
Trump’s personal finances did take a toll the first time he filed for bankruptcy after he financed the construction of the Trump Taj Mahal with junk bonds and was unable to pay the high interest.
The result in the bankruptcy was over $900,000,000, claims Forbes magazine. Luckily for Trump, this was the only bankruptcy that personally affected him, after he reduced most of it by selling his yacht, airline, and his stake in some other businesses.