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Jake Gyllenhaal Breaks Down His Career, from ‘Brokeback Mountain’ to ‘Nightcrawler’ | Vanity Fair

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Jake Gyllenhaal takes us through his illustrious career, sharing insights from the roles he’s played in ‘City Slickers,’ ‘Donnie Darko,’ ‘The Day After Tomorrow,’ ‘Brokeback Mountain,’ ‘Zodiac,’ ‘Nightcrawler,’ ‘Spider-Man: Far From Home’ and ‘Ambulance.’

AMBULANCE is in theaters April 8, https://www.Ambulance.movie

00:00 Intro
00:29 City Slickers
03:20 Donnie Darko
06:41 The Day After Tomorrow
08:48 Brokeback Mountain
13:17 Zodiac
16:21 Nightcrawler
18:19 Spider-Man: Far From Home
20:07 Ambulance

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Arts and entertainment, business and media, politics, and world affairs—Vanity Fair’s features and exclusive videos capture the people, places, and ideas that define modern culture.

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28 Comments

28 Comments

  1. TDS

    April 8, 2022 at 6:58 pm

    Enemy and Brokeback Mountain are my favorites

  2. yumna amjad

    April 8, 2022 at 6:59 pm

    I can’t ever get over prince of Persia.childhood crush🥺❤️❣️❣️❤️💓😍

  3. Griffgames

    April 8, 2022 at 7:00 pm

    Jake and Maggie are both supremely versatile actors, raised with awareness of the biz.

  4. Justen Harden

    April 8, 2022 at 7:00 pm

    This man is an absolute stud, no matter what look/hairstyle he’s taken on

  5. Willa Pruitt

    April 8, 2022 at 7:03 pm

    yeah okay but where’s the scarf jake

  6. Florent Devier

    April 8, 2022 at 7:04 pm

    Gyllenhaal is one of the very very few actors who completely disappear in each one of his roles.

    To me he’s one of the best if not the best actor working.

  7. Fred D

    April 8, 2022 at 7:05 pm

    As soon as the Zodiac portion started he turned back into Robert Graysmith

  8. Zach Rogers

    April 8, 2022 at 7:05 pm

    I HATE that they skipped over Prisoners. What a film. What a performance.

  9. Gary C

    April 8, 2022 at 7:09 pm

    He’s great, so many memorable performances 🙏🏻

  10. Derya Yaşar

    April 8, 2022 at 7:13 pm

    Jake Gyllenhaal, multifaceted, collective and chaotic, he is very talented and successful. 💯

  11. Ben Henderson

    April 8, 2022 at 7:13 pm

    “FIRE ALL THE DRONES NOWWWWW”

  12. JOANNA CARRILO

    April 8, 2022 at 7:16 pm

    Why didn’t they include bubble boy

  13. Failed Artist

    April 8, 2022 at 7:19 pm

    Gotta give it to Roland, he oves Montreal haha!

    • Griffgames

      April 8, 2022 at 7:22 pm

      Lived in Montreal for a few years. It’s truly unique as North East cities go.

    • Griffgames

      April 8, 2022 at 7:25 pm

      *blend of French/European culture, love for art and tech, great clubs and shows, and still feeling Canadian in values (caring, open, tolerant, and cooperative).

  14. nightcrawler

    April 8, 2022 at 7:22 pm

    next time y’all do one of these PLEASE bring up demolition

  15. Shadez

    April 8, 2022 at 7:22 pm

    Prisoners?

  16. Anok Rowe

    April 8, 2022 at 7:22 pm

    I love Taylor Swift

    • nightcrawler

      April 8, 2022 at 7:29 pm

      what does taylor swift have to do with this?

  17. CC Free

    April 8, 2022 at 7:23 pm

    He definitely should’ve discussed Bubble Boy in the beginning. I’d love to hear his thoughts about making that movie. I thought it was hilarious when I was younger 😀

  18. juneius

    April 8, 2022 at 7:24 pm

    Prisoners should have been mentioned.

  19. Jessica Gonzalez

    April 8, 2022 at 7:25 pm

    he’s got me crying at the brokeback mountain part fr

  20. El Hopper

    April 8, 2022 at 7:32 pm

    A truly fantastic and underrated actors who always make incredible movies. Still not over his performance in Nightcrawler. He was totally snubbed for that Oscar!

  21. Benja Plays

    April 8, 2022 at 7:33 pm

    Is anyone more dedicated to their characters but also as humble as Jake? He is so human and thoughtful, and just seems to appreciate the gift that is the life he’s been given. I don’t know anyone else that could casually say the Crystals were a family friend and that’s how he got involved with City Slickers, then to still grow up and be humble and grateful daily…that’s special. That’s why he’s special.

  22. A person on YouTube

    April 8, 2022 at 7:35 pm

    “…mixed with knowing people in the industry” yeah I wonder which it was. Nepotism.

  23. David Allen

    April 8, 2022 at 7:45 pm

    One summer I watched Donnie Darko every night before bed. I can quote the whole movie. I can hear the songs in my head. This man in that performance propelled him to become one of my all time favorite Hollywood actors.

  24. Fucked Gplus

    April 8, 2022 at 7:48 pm

    got to say broke back mountain made me cry

  25. Felipe Turriago

    April 8, 2022 at 7:49 pm

    Talk about a latebloomer.

    Nightcrawler, one of the worst Oscar snub. The academy doesn’t know s$·$t.

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Film & Animation

Behind the scenes of Jenna Ortega’s Vanity Fair cover shoot.

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Director: Adam Lance Garcia
Director of Photography: Francis Bernal
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Post Production Coordinator: Jovan James
Supervising Editor: Kameron Key
Assistant Editor: Billy Ward

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Arts and entertainment, business and media, politics, and world affairs—Vanity Fair’s features and exclusive videos capture the people, places, and ideas that define modern culture.

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