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In acting categories, Meryl Streep holds the record for the most competitive Golden Globe wins with eight. However, including honorary awards, such as the Henrietta Award, World Film Favorite Actor/Actress Award, or Cecil B. DeMille Award, Barbra Streisand leads with nine.
Sir Michael Caine has been nominated six times for Academy Awards and won twice. He and Jack Nicholson are the only actors who have received nominations in five different deca â¦ des. Caine's Oscar-nominated roles and movies are as follows (Oscar wins in bold): Alfie Elkins in Alfie (1966). Best Actor.Milo Tindle in Sleuth (1972).