Dick Van Dyke – 98

With a 7-decade-long career, Dick Van Dyke is spending zero time on retirement planning, as he is still active, currently reprising his role as Mr. Dawes Jr. on Mary Poppins Returns, in 2018. Besides acting, Richard Wayne Van Dyke is a singer, dancer, and a comedian, and has worked on radio and Broadway. He gained fame with his Dick Van Dyke Show from the ‘60s, but also starred in musicals, such as Bye Bye Birdie, Mary Poppins, and Chitty Chitty Bang Bang. After various TV and movie roles, Van Dyke received five Primetime Emmys, one Tony, and one Grammy award, and has a star on the Hollywood Walk of Fame.