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.
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.