16. Frank Sinatra

Frank Sinatra is celebrated for his legendary smooth vocals and lasting influence on popular music. However, his talents extended beyond the recording studio, as he proved to be an accomplished actor as well. Sinatra’s performance in From Here to Eternity earned him an Academy Award, and he showcased his dramatic range further in films like The Man with the Golden Arm. Sinatra’s successful transition from singer to respected actor set a high standard for performers in both industries. Discover his Oscar-winning moment at the Oscars official site.