Over the years, he has accepted many challenging roles in the films, contributing to the coming-of-age cinema. Yes, Jake Gyllenhaal has been a part of Hollywood for over 30 years now.

He has portrayed many roles and below are some of his best works.

1. Nightcrawler

Nightcrawler by Jake Gyllenhaal
Courtesy- Google Images – Jake Gyllenhaal

Director- Dan Gilroy

Cast- Jake Gyllenhaal, Bill Paxton, Riz Ahmed

Louis Bloom is a small-time criminal who steals steel, bronze, and copper from the streets of Los Angeles and is looking for work. He decides to buy a camcorder and a police scanner radio from a pawn shop after seeing a freelance filmmaker capturing an accident. Nina Romina, news director for a minor LA TV station, buys his first footage. Louis learns how to better his films and enlists the assistance of the homeless Rick. When Louis learns about his opponent Joe Loder’s new van and equipment, he sabotages it, causing a serious disaster. Louis is a sociopath who sees gore as a better way to get a pay for his film.

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2. Brokeback Mountain

Courtesy- Google Images

Director- Ang Lee

Cast- Jake Gyllenhaal, Heath Ledger, Ang Lee, Anne Hathway

Two young men are hired as ranch labourers in the Wyoming Rockies in 1963. During their lengthy months of seclusion, they form an odd link that they are only faintly aware of until one night when it comes to the surface in a passionate encounter. However, they split ways at the end of the season, only to understand the actual depth of their feelings. Thus, begins a decades-long affair that the two of them fiercely strive to keep hidden from the rest of the world. Where one that will be both beautiful and terrible.

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3. Donnie Darko

Donnie Darko by Jake Gyllenhaal
Courtesy- Google Images

Director- Richard Kelly

Cast- Jake Gyllenhaal, Jena Malone

Donnie Darko, a troubled adolescent, survives a jet engine crash in his bedroom because he follows a huge bunny guiding him outside. Frank, the bunny, predicts that the world will end in twenty-eight days. Donnie gets lured into a disturbing series of occurrences as the final date approaches, which may or may not be the result of developing insanity.

4. Prisoners

Courtesy- Google Images

Director- Denis Villenueve

Cast- Jake Gyllenhaal, Hugh Jackman, Viola Davis

A horrible case of mystery abduction unfolds against the backdrop of what should have been a pleasant Thanksgiving dinner, as Anna, the six-year-old daughter of small-town carpenter Keller Dover, and her best friend, Joy, vanish without a trace. As the clock ticks down on the desperate father’s life, the lone lead points to troubled Alex Jones; nevertheless, Detective Loki is well aware that the claimed top suspect will soon be free owing to a lack of proof. Now that the odds are stacked against them, Keller will have to take matters into his own hands. Even if his rash decision puts his life in jeopardy.

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5. Nocturnal Animals

Courtesy- Google Images

Director- Tom Ford

Cast- Jake Gyllenhaal, Amy Adams, Michael Shannon

Susan Morrow is the proprietor of a thriving gallery. She is married to Hutton Morrow, a businessman who is frequently on the go. Her first husband, Edward Sheffield, sends her a manuscript for a novel called Nocturnal Animals. Susan is moved by the novel’s gritty substance, and she begins to recall the moments she and Edward spent together. While this brings her closer to him, the two still have unsolved concerns.