19: Xzibit – Tax Evasion
It hasn’t all been sunshine and roses for Xzibit though. Soon after the cancellation of “Pimp My Ride,” Xzibit found himself in trouble with the law. But it wasn’t for what you’d expect, it was for getting in trouble with the government. The rapper turned actor was passed due $900,000 in delinquent federal taxes. Xzibit tried to file for bankruptcy but his filings were dismissed both times.

Xzibit isn’t the first rapper who has gotten in trouble with taxes, as Young Buck famously had his chain auctioned off by the government. Xzibit’s income took a major hit after ‘Pimp My Ride’ was canceled, and he reported only $67,510. Not a lot when you consider that he has an image to uphold and lives in California.