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Watch Jake Gyllenhaal Singing Videos

Please Enjoy These 9 Truly Amazing Videos of Jake Gyllenhaal Singing

Watch Jake Gyllenhaal Singing Videos

Thanks to a headline-grabbing livestream, the world is learning what theatre fans have known for a while: Jake Gyllenhaal can sing! The Oscar-nominated actor blew everyone away when he and his former co-star, Tony winner Annaleigh Ashford, sang together on Take Me to the World: A Sondheim 90th Birthday Celebration on Apr. 26. The Sunday in the Park with George co-stars teamed up for a moving duet of "Move On," but it's far from the first time we've heard Gyllenhaal's impressive pipes in action. He's certainly no stranger to Sondheim songs, but he's done much more than showtunes — and he's combined it with his comedy chops from time to time too. Keep reading for some of our favourite clips of Gyllenhaal singing over the years!

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