Jake played the role of Jack Twist in the controversial film, Brokeback Mountain (2005) with Heath Ledger.
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He starred as Anthony Swofford in the 2005 film, Jarhead - a role for which he had to put on several pounds of muscle.
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Jake stars as Hal in the film, Proof (2005).
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Heath Ledger nearly broke Jake's nose during the filming of Brokeback Mountain.
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He acted alongside his big sister, Maggie Gyllenhaal, in the film, Donnie Darko.
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His first love scene was with Jennifer Aniston in the film, The Good Girl.
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Jake stars as Homer in the film, October Sky (1999).
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Jake stars in The Moonlight Mile alongside Dustin Hoffman.
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He is the godfather to Heath Ledger's daughter Matilda.
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Jake's godmother is actress Jamie Lee Curtis.
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