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He won an Academy Award for Best Supporting Actor for his work in the Middle East thriller Syriana ( 2005 ) and subsequently fetched Best Actor nominations for such films as Michael Clayton ( 2007 ), Up in the Air ( 2009 ) and The Descendants ( 2011 ).

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He won an Academy Award for Best Supporting Actor for his role as a retired millionaire playing Cupid in The More the Merrier in 1943.

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He won an Academy Award for Best Supporting Actor for his role as a harried publicity agent in The Barefoot Contessa ( 1954 ) and was also nominated for his role as an alcoholic U. S. senator in Seven Days in May ( 1964 ).

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