Barbi Benton- 70 – $20 MILLION

Barbi Benton, American retired model, actress, songwriter, television personality and singer, was born on January 28, 1950 in New York City. You might not remember her, but people from the ’70s do. Barbi Benton brought electricity due to her Playboy magazine covers. She was in a relationship with Hugh Hefner and gets credit for convincing the mogul into buying the Holmby Hills Playboy mansion in the ’70s.

Aside from her Playboy career, she also appeared in the variety show Hee Haw but retired early in the ’80s to focus on raising her family. She married real estate developer George Gradow and they have two kids together. The couple have two children, Alexander (born August 23, 1986) and Ariana (born July 13, 1988). Her $20 million net worth is partly due to her work as an interior decorator.