10. Chaz Bono (Net Worth: $500 Thousand)

Once upon a time, Chaz was known as Chastity – the love child of Sonny & Cher. As an adult female, Chastity identified as a lesbian. But in 2008, he underwent gender reassignment, officially changing his name to Chaz in 2010. He wrote about his experience and appeared in the Emmy-nominated documentary “Becoming Chaz.” Known for his work as a social activist and author, Bono is also a former “Dancing With the Stars” competitor. His appearance was the first time an openly transgender man starred on a major network television show for something unrelated to being transgender. Worth a cool half mil, we hope Chaz is living the good life.