No.9: Toni Braxton
Known for her global hit Un-Break My Heart, R&B singer Toni Braxton’s career soared in the ’90s with a string of platinum albums. However, behind the success lay unfavorable contracts and lavish spending. In 1998, she filed for bankruptcy with debts of over $3.9 million.
A second blow came in the late 2000s, when health issues added further pressure to her finances. She filed for bankruptcy again around 2010. Despite the setbacks, Braxton persevered. With six Grammy wins under her belt, she made a strong comeback and remains a respected voice in the music world.
