He may still be hunting for his first Oscar, but Jake Gyllenhaal has already more than proven that he’s one of modern Hollywood’s greatest leading men. What’s made his career so fascinating is that he’s mostly shied away from the biggest projects that were offered to him, barring the occasional video game adaptation.
Gyllenhaal’s best performances speak to the wide array of roles he’s willing to take on and how different his approach seems to be from project to project. He’s not the kind of actor who repeats himself, and that makes every one of his performances a revelation. These are the best Jake Gyllenhaal movies over the span of his long and winding career.
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