Donald Trump – Bankrupt Celebrities
You wouldn't assume that blowsy billionaire Donald Trump once had money troubles, but back in 1990, he was some $900 million in debt.
We'd call it a Cinderella story, but that would be insulting to the fictional Cinderella.
In fact, going broke seemed to work so well for him that the Donald and his corporations have filed for bankruptcy four separate times.
Which certainly doesn't seem appropriate behavior for a guy who trumpets about his business acumen. Or who fake-fires people for being terrible at their fake-jobs.