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.
9. Kellie Maloney (Net Worth: $600 Thousand)
Formerly known as Frank Maloney, Kellie is best known for working with Lennox Lewis as a boxing promoter. In August 2014, Maloney announced plans for sex reassignment surgery and entered the reality TV show Celebrity Big Brother. In April 2015, Maloney announced that her gender reassignment was complete. She is estimated to be worth $600, 000.