The youngest actor to grace this list is 45-year-old Leonardo DiCaprio, who is among one of the nominees at the Oscars for the sixth year in his illustrious career for the role of troubled actor Rick Dalton in Quentin Tarantino’s Once Upon a Time in Hollywood. DiCaprio was first invited to the Oscars when he was 20 years old for a Best Actor nomination for What’s Eating Gilbert Grape for playing the mentally-disabled younger brother to Johnny Depp’s titular role.