Nicolas Cage
Nicolas Cage was one of Hollywood's biggest stars until recently. Once his career slowed down in 2011, Cage realized that he wouldn't be able to continue to fund the houses, cars, rare art, and strange artifacts that he had purchased over the years. Cage was ordered to pay $6 million in back taxes from 2007, but after losing everything, he was able to regain some of it and center himself financially in 2016.