Jake Gyllenhaal’s 10 most iconic roles, ranging from darkest to happiest

Everyone knows who Jake Gyllenhaal is, but not everyone can know that he is one of the most versatile and talented actors of today. Although he recently appeared in the big Marvel blockbuster, Gyllenhaal has killed everything from crime to thrillers to dramas.

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Every character he plays is memorable, and it’s time to celebrate some of his best works by bringing them back to their most significant roles. With dark lines of stories to reckless drunks, each of these films deserves applause – especially for Jake Gyllenhaal’s stunning performance.

10 Dark: Tony Hastings (Nocturnal Animals, 2016)

Gyllenhaal nocturnal animals

This Oscar-nominated film is certainly the darkest that Jake Gyllenhaal has brought to the big screen. Amy Adams plays a wealthy art gallery owner and gets a draft of her ex-husband’s new novel.

A story of revenge, the film plunges into a novel that takes place – and is full of tragedy, hatred and death. With Michael Shannon, this thriller is dark and cold as it gets, and while it will leave viewers upset, they will also be utterly stunned.

9 Detective Loki (Prisoners, 2013)

Prisoners 2013 Gyllenhaal

Prisoners is a mystery crime that will make viewers think about it for days after watching it. The man’s daughter (Hugh Jackman) is kidnapped and does everything he can to get her back – no matter how dark and cruel it has become.

Jake Gyllenhaal is Detective Loki, the man in the case, trying to uncover the truth amid growing danger and pressure from his father. This film certainly rests from the bones, but it is absolutely stunning and great all the way.

8 Louis Bloom (Nightcrawler, 2014)

Nightcrawler Jake Gyllenhaal

In this action thriller, Jake Gyllenhaal plays a crime cameraman, filming tragedies that happen during the night in Los Angeles. With the murder and violence coming in waves, Louis Bloom’s role becomes blurred, from outsider to insider.

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Nightcrawler is a must-visit for all Gyllenhaal lovers and is a crime drama that has received many accolades and even one Oscar nomination. It is certainly one of his darkest roles to date.

7 Donnie Darko (Donnie Darko, 2001)

Donnie Darko

Back in 2001, Gyllenhaal delighted everyone with his portrait of a troubled teenager in this sci-fi mystery film. Donnie Darko barely escaped the fatal accident, but found himself tormented by visions of a rabbit – which persuades him to commit a crime.

Donnie Darko confusing, exciting and completely invigorating, and Richard Kelly directs this masterpiece so well that he certainly deserved to become a cult classic. It may not be for the faint of heart, but it’s one of Jake Gyllenhaal’s best performances.

6 Robert Graysmith (Zodiac, 2007)

Zodiac Robert Downey Jr.  and Jake Gyllenhaal

Based on the true story of the killer of the zodiac in the 1960s, Zodiac he has an acting cast with stars, and was brilliantly brought to the big screen by David Fincher. Gyllenhaal is Robert Graysmith, a cartoonist from the San Francisco Chronicle who found himself obsessed with news of a serial killer.

With Robert Downey Jr. and Mark Ruffalo, this crime drama falls in love from start to finish and is one of the best films of today. With some comic relief that will fill in the gaps, it is perfect for enjoyment and fun.

5 Morf Vandewalt (Velvet Buzzsaw, 2019)

Velvet Buzzsaw

Velvet Buzzsaw it’s not exactly Jake Gyllenhaal’s best-criticized work, but it definitely entertained fans and certainly has plenty of followers. This horror is a satire and follows the art world of Los Angeles.

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With collectors and artists, things are definitely getting more deadly and exciting than anyone expected. It’s hard not to love Gyllenhaal as Morph, and this role is both intense and seriously entertaining.

4 Jack Twist (Brokeback Mountain, 2005)

Brokeback Mountain

If someone didn’t believe in Gyllenhaal’s versatility, it’s time to drink this love drama. Brokeback Mountain follows the two cowboys after a trip to the mountains and their secret and forbidden love that lasts as they both try to live their normal lives.

Directed by Ang Lee, Jake Gyllenhaal and Heath Ledger perform enchanting plays, and this raw story has won three Oscars – and it’s a must see for anyone who calls themselves a film lover.

3 Dastan (Prince of Persia: The Sands of Time, 2010)

Prince of Persia Jake Gyllenhaal

Prince of Persia: The sands of time it’s also definitely not one of Jake Gyllenhaal’s best films, but it certainly drew his face and it’s still hard not to love this fantasy action film.

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He stars in Dastan, a prince who tries to stop a villain from destroying the universe with magic sand – capable of reversing time. With Gemma Arterton and Ben Kingsley, this is a popcorn movie that is easy to watch and easy to enjoy.

2 Homer Hickam (October Sky, 1999)

October sky 1999

October sky he is definitely known for being Jake Gyllenhaal’s first big role, and he stars alongside Chris Cooper and Laura Dern. This biographical drama is about Homer, a teenager of humble upbringing, who tries to launch himself after the launch of Sputnik.

This movie is a favorite among fans, it is healthy and clean. It’s certainly one of his lightest moods to date, and even though he’s over two decades old, he still deserves a lot of love.

1 Quentin Beck / Mysterio (Spider-Man: Away From Home, 2019)

Spider-Man away from home Holland and Gyllenhaal

Jake Gyllenhaal isn’t one of the big movie hits, so fans were more than excited to see him take on a role at MCU. He plays Mystery, the villain of this superhero movie, along with Tom Holland.

Spider-Man: Far from home is an action adventure full of laughter and it’s a typical Marvel movie, but it’s infinitely better thanks to Gyllenhaal’s portrayal of this cult character. It was refreshing and it killed every moment.

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