Dick Van Dyke – 95

At 95 years old, Dick Van Dyke has spent a bigger part of his life in entertainment. A triple threat in singing, dancing, and acting, Dick amassed a $50 million net worth over the years. His best-known work to date is his The Dick Van Dyke Show, along with many classics such as Bye Bye Birdie, Mary Poppins, and Chitty Chitty Bang Bang.

The actor fathered Barry Van Dyke who also joined the entertainment businesses. Dick and his son even appeared together in Murder 101, a made-for-television mystery film. Back in 2013, Dyke almost lost his life in a car accident. He was moved from the wreckage moments before it was engulfed in flames, according to reports.