Kim Novak, 85 – $15 million
Kim Novak is most famous for her role in Alfred Hitchcock’s Vertigo as well as for a number of other movies she starred in. Upon signing with Columbia Pictures, she appeared on The Man with the Golden Arm and Pal Joey. Kim worked with big names such as Frank Sinatra and Kirk Douglas but still, she decided to start her retirement planning in 1991. It was after the filming of the mystery film, Liebestraum, which was a disappointing experience for her. Novak works as an artist, photographer, and poet, and in 2018, she was honored with A Tribute to Living Legend Kim Novak by the Castro Theater.