BARBI BENTON | 70, $20 MILLION

Barbi Benton or Barbara Lynn Klein in real life was one of the top models of her time. She also became a solid singer and actress during her prime. She became a popular model for Playboy and became a regular cast of the comedy series Hee Haw. During the mid-’80s, Benton decided to retire to take care of her family and kids. With her money management skills and her top-notch financial prowess, she easily managed to raise her family without any hiccups.

Since her retirement, Benton occasionally appears on television and has appeared in a couple of films from time to time. Benton has had some success as a recording artist. Her record “Brass Buckles” is the top five on Billboard’s country singles chart. Benton has recorded eight albums, the last one she made herself in 1979. She also wrote songs, sang songs and played the piano.