Janet Jackson – $190 Million

Few celebrity siblings can rise beyond the shadows of their famous brothers to become celebrities in their own right. Janet Jackson accomplished exactly that to become one of the most prominent female pop and R&B artists of the 1980s and 1990s. She has been a model of flexibility from her breakthrough in 1986 with the album Control, rivaling Madonna and Whitney Houston in terms of long-term pop chart success.

Jackson has worked as an entrepreneur and endorser in addition to being a musician. She was the first celebrity to endorse the fashion label Blackglama for two years in the brand’s existence. She went so far as to start her jewelry line and wrote a self-help book called True You. Jackson has sizable real estate investments to top it all, and she makes money by renting out part of her homes. The singer isn’t scared to dance and sing for a living, yet hard labor still accounts for a significant portion of her earnings.