Cyndi Lauper
It was difficult to find a more popular musician in the 1980s than Cyndi Lauper. After her band broke up and she filed for bankruptcy, the singer couldn’t have as much fun as she used to. To make ends meet, she had to wait tables and act in bars. She is now in a better position, although we are sure it was not easy for her to become in debt following her achievement.
Janice Dickinson
Janice Dickinson, best renowned for her supermodel career, had a tough spell due to her plastic surgery addiction. In 2014, it was revealed that she owed $1 million in debt. She spent the majority of her money on cosmetic surgery. She eventually had to file for bankruptcy. We hope she’s learned her lesson and isn’t going under the knife anymore.