Olivia de Havilland, 102 – $20 million
She may be old and have been in retirement for a long time now, but we are certain you didn’t forget her name. Olivia de Havilland started her career in 1935 and didn’t stop until 1988. Olivia rose to fame as a screen couple with actor Errol Flynn although the two were never romantically involved in real life. De Havilland is known for the classic Gone with the Wind and for her award-winning performance on To Each His Own. Olivia is 102 years old and one of the oldest living celebrities in the world. She was honored as Dame Commander of the Order of the British Empire in 2017.