35. Larry King

When Larry King made his money interviewing celebrities, it always seemed like it was a meeting of equals. King as every bit as famous as the people who sat opposite him, and we all believed he was just as rich, too. There have been stages where he was, but there were also periods where he was scratching around for money. King made a few poor financial decisions which didn't pay off for him, and they left him in a hole.

Things reached their lowest point for King during the late 1970s, when he completely ran dry, and filed for bankruptcy in 1978. It was then a long, hard road back to riches for the TV icon, but we believe he's living a comfortable retirement now. It just goes to show that anybody can lose money when they don't pay full attention to what it's being spent on.

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