Aaron Carter
Aaron Carter was once a major pop star, but his fall from fame pushed him so far away from the limelight that he wasn't able to pay his bills. "When I turned 18, I got hit with all those taxes. I filed a Chapter 7 bankruptcy last year; now I'm already over $100,000 in debt," said Aaron Carter in a 2018 interview with Esquire. Recently, Carter has been able to recoup his losses, and he released an album that did fairly well.