Jack Nicholson – 81
Jack Nicholson wowed the world after portraying the role of George Hanson in the hit film, Easy Rider. It was then followed by tons of films, including Five Easy Pieces, One Flew Over the Cuckoo’s Nest, and Terms of Endearment. Nicholson easily gained fans’ attention for his versatility in different genres, including comedy, romance, and even dark portrayals of anti-hero characters. It’s safe to say that Jack won’t be having problems after his retirement with his $400-million fortune – which could buy him even the priciest medical insurance there is! He was reportedly starring in the remake of Toni Erdmann, however, he dropped out of the project in 2018.