DMX
One of the biggest rappers during the ‘90s and ‘00s would be DMX. The famous musician was enjoying a lot of success until debt put a stop to it. In 2015, he failed to pay child support worth $400,000 and served six months behind bars for it. In 2017, he was also arrested for a scheme to hide millions in income from the IRS. He owed back taxes of around $1.7 million and spent two more years in prison.
Danny Bonaduce
A lot of people on the list were former child actors who failed to keep their success going. Danny Bonaduce is no exception to the rule. He made a name for himself by starring in The Partridge Family. When the series ended, he had no house, was broke, and used illegal substances to cope. He struggled for years but eventually recovered. Even though he is no longer acting, he has been doing just fine by working as a radio disc jockey since 2011.