20. Rumer Willis – $100,000

Rumer Willis is a singer and actress just like her mother Demi Moore. It seems that the apple does not fall far from the tree because she has also undergone few procedures on her body. Willis has been seeing her mother’s plastic surgeon, but she is not satisfied with the work and keeps going back for more. The surgeries are not cheap, and we are sure that it cost her a considerable amount of her investment money at $100,000.

Willis has appeared in many films like The House Bunny, Hostage, Once Upon a Time in Hollywood, and Sorority Row. In addition, she portrayed Gia Mannetti in the teen drama series 90210. Besides singing and acting, she has dancing skills and won the 20th season of the reality competition Dancing with the Stars. In 2015, she made her Broadway debut as Roxie Hart in Chicago.