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Katharine Hepburn

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She holds the record with four separate Best Actress wins. During her sixty year film career, Hepburn won the award for “Morning Glory,” “Guess Who’s Coming to Dinner,” “The Lion in Winter,” and “On Golden Pond.” She was also nominated eight times.

Jack Nicholson

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Nicholson won Best Actor twice for leading roles in “One Flew Over the Cuckoo’s Nest” and “As Good As It Gets.” He also won Best Supporting Actor for “Terms of Endearment.” Nicholson has been nominated for an additional nine Oscars.

Meryl Streep

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During her career, Streep has been nominated for an Oscar eighteen times. She won Best Actress twice, for “Sophie’s Choice” and “The Iron Lady.” She won Best Supporting Actress once for “Kramer vs. Kramer.”

Walter Brennan

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Brennan is one of only three men ever to win three acting Oscars. He won Best Supporting Actor three times for “Come and Get It, Kentucky” and “The Westerner.”

Ingrid bergman

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This femme fatale of classic cinema won Best Actress twice for “Anastasia” and “Gaslight.” And her collaboration with famed film noir director Sidney Lumet in “Murder on the Orient Express” earned her the award for Best Supporting Actress.

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