TLC
Back in the ‘90s, TLC were the hottest group in the nation and selling platinum and diamond worldwide. But in 1994, the group shockingly filed for bankruptcy and claimed that they were broke due to bad contracts with their manager Pebbles and their labels, LaFace and Arista. After a major legal battle, the girls were able to regain some of their fortune and pull themselves out of debt, but their beef with Pebbles over the bad deal still rages on.