8. In 1991, President Trump Was Billions of Dollars in Debt

In 1991, President Donald Trump owed billions to several different banks and had to divide up his wealth and assets in order to pay his debts. American Express took his yacht, Citigroup took an airline and several retail businesses, and Bankers Trust got control of the Grand Hyatt in Manhattan. None of the banks were happy to get the property and assets in the middle of the recession, but it was the only way to reclaim some of their money, even if they wouldn’t be able to make money from the properties for several years.

9. President Trump Sued Bill Maher For Calling His Father a Monkey

In an odd feud we still don’t understand, Bill Maher said that Donald was the son of a monkey on his talk show. Maher offered a $5 million prize if President Trump could prove that his dad was a real human being. President Trump supplied his birth certificate and sued Bill Maher when he refused to pay the $5 million. The suit was eventually dropped, but most likely because the birth certificate wasn’t in long form.