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Jake Gyllenhaal's Music Career

From ”Bubble Boy” to ”SNL,” we look at the actor’s singing abilities to see how he stacks up

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Upon hearing news that Jake Gyllenhaal is loosely attached to a remake of Damn Yankees, we decided to investigate his singing credentials. Turns out they’re pretty good! Here’s a playlist.

August 2001
In Bubble Boy, he performs a howling rock version of the Land of the Lost theme.

January 2004
While hosting the Sundance Film Festival awards ceremony, he and Zooey Deschanel sing and dance to a version of ”That’s Entertainment.”

January 2006
Gyllenhaal shows off his falsetto at the Palm Springs Film Festival, where he performs the Bee Gees’ ”Night Fever.”

January 2007
He nails Dreamgirls’ ”And I Am Telling You I’m Not Going” in drag on SNL. If this was a warm-up for Damn Yankees, we’re in.