Angie Dickinson – 88

Speaking of stars that first appeared in the ‘50s, Angie Dickinson could not have skipped this list as her career has proven to be emblematic! She started taking up acting jobs in various TV series in that era, only to land her breakthrough role in the Gun the Man Down film in 1956. She went on to play in films like Rio Bravo, Dressed to Kill, Point Blank, and even Sabrina in 1995. However, the last time she undertook an acting project was in 2009 with Mending Fences. She has a $30 million fortune by now and is set to participate in the documentary called King of Cool in 2020.