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Jake Gyllenhaal

Current age: 33

Career at 20: Jake Gyllenhaal started garnering attention after starring in cult indie film Donnie Darko, which garnered attention at the Sundance Film Festival.

Relationship status at 20: Jenny Lewis, the lead singer of Rilo Kiley, was dating Jake around the same time. He even took her to a Donnie Darko premiere!

Quoted at 20: Jake shared his thoughts about his growing career, saying, "The advice I've been given by a lot of people is don't jump in too fast, do the things that you care about, and see what happens then."

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