Here’s where it gets awkward, like wearing white after Labor Day. In 2015, 50 Cent filed for Chapter 11 bankruptcy. The internet lost its mind screaming, “He’s broke!” But this was a strategic bankruptcy, people. He owed $5 million to a woman who sued him over a leaked sex tape, and he played the legal system like a game of Monopoly.
He claimed he only had $10 million in cash and owed $30 million in debts. But if you picture 50 Cent eating ramen noodles, you’re wrong. He was still living in a 50,000-square-foot mansion, just hiding his assets like a squirrel hoarding acorns. The bankruptcy judge was not amused, but 50 walked away with most of his fortune intact.