19 Jake Gyllenhaal movies that you simply cannot miss as the actor turns 44

Modified Jan 20, 2025 06:21 ET

Amazon Debuts Inaugural Upfront Presentation - Source: Getty

2) Donnie Darko

American Cinematheque Presents The Los Angeles Premiere Of "Donnie Darko: The Director's Cut" Sponsored By Cinefantastique Magazine - After Party - Source: Getty

Donnie Darko revolves around a troubled teenager who is suffering from a mental illness. Jake Gyllenhaal’s portrayal of Donnie has been critically acclaimed for his raw and unsettling performance that the role required. Jake Gyllenhaal embodies the role and portrays the character’s inner turmoil and vulnerability. He won the Independent Spirit Award for Best Male Lead for this role. The movie was Jake Gyllenhaal’s breakthrough in his career in Hollywood.