Aaron Carter
The story of Aaron Carter really breaks our hearts. In the 1990s, he was a teen heartthrob who came out with popular singles like I Want Candy and How I Beat Shaq. He’s the younger brother of Nick Carter from the Backstreet Boys, so it wasn’t very hard for him to become the hit that he was.
Sadly, his 15 minutes of fame ended far too soon for his liking. He ended up digging himself in an inescapable pit of debt and avoided paying taxes. Nick appeared on Dancing with the Stars in 2015 where he and Sharna Burgess won second place.