24. The Rise of Cyndi Lauper
Cyndi Lauper’s journey began with her band Blue Angel. Their debut album didn’t catch on, leading to a lawsuit from their former manager, Steve Massarsky, for $80,000. This financial strain pushed Lauper to file for bankruptcy in 1981.
![](https://excellenttown.com/wp-content/uploads/2024/03/27-9-1024x1024.jpg)
Overcoming her financial struggles, Lauper soared to solo success and clinched the Best New Artist Grammy in 1985. From bankruptcy to a $50 million net worth, her career is a testament to resilience and talent.