He made his film debut (as Billy Crystal's kid!) in City Slickers, although we first noticed him in Donnie Darko. As the titular character in Bubble Boy and the lovelorn admirer of Jennifer Aniston’s character in The Good Girl, Jake Gyllenhaal was high on our radar in the early 2000s. He’s given us a handful of superb characters that should have gotten him the highest acting honour- the Oscar, but the golden statue has always escaped his grasp.
Here are four movies that Gyllenhaal should have totally gotten the Best Actor Oscar for.
Fight For Paradise Review: This reality show is nothing new but there are so many uncomfortable moments that will definitely give you the ick.
Brigands: The Quest For Gold Review: The Italian drama follows a group of brigands, embarking on a journey to reclaim power and some hidden gold.
Cash Out works better when it tries to be a rom-com rather than a heist movie.