Bobbie Gentry – $100 Million

Bobbie Gentry is one of the luckiest and first few women who managed to release her own material that she composed and produced herself in an industry dominated by men. She rose to prominence when she released her song, Ode to Billie Joe, in 1967. All her hard work paid off when it managed to top the Billboard Hot 100 chart for a month. And she won the Gentleman Grammy Award for Best Newcomer and Best Female Pop Vocal Performance in 1968.

She did not only receive praise but credits as well for breaking the norm. One of her best albums to date was Fancy, which earned her a nomination for a Grammy award. In the late 1970s, she lost interest in acting and subsequently retired from the music industry. Today, Bobbie is 77 years old and enjoying her retirement. Thanks to her $100-million net worth, she could have a comfortable retirement life.