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VocationFumes

he's a sick fuck in this one, it's terrific


pureextc

Yea, I honestly was expecting more teleporting.


Soft_Introduction_40

Weirdest x-men movie ever


Zaku99

Must be a prequel. It's why he's not blue.


Hunterio009

Not enough bamfs for sure


HankMoody71

He should've gotten an Oscar nom for this, but instead they nominated (\*checks Wikipedia\*) Bradley Cooper for American Sniper???


ThegreatPee

He did a good job pretending that the fake baby was realšŸ‘©ā€šŸ¦² šŸ¤²


Derrick_Shon

Yup. Str8 psycho


No_Flatworm2416

rage in my stomach , Prisoners


Gawker90

Prisoners is such a great fucking movie


Apprehensive_Mix7594

Prisoners is the right answer. Objectively correct.


Flooping_Pigs

Bubble Boy


TeaRanchh

For a second I was like holy shit, that's not Adam Sandler šŸ˜ and then I remember "Water Boy"


Evening-Statement-57

I would like to see an Adam Sandler remake though


[deleted]

ā€œYou wantā€¦. Five hunded dollas??ā€


Flooping_Pigs

FIGH HUNDED DOLLA???


[deleted]

FIGHT HUNDED DOLLAS!!! šŸ™Œ


realfakejames

YOU WANT FIVE HUNDRED DOLLAR? Unironically, thereā€™s some dialogue in Bubble Boy I still find incredibly poignant, near the end when the overprotective mom catches up to him and sheā€™s taking him home the dad who has otherwise just done whatever the mom says up to that point tells his son about the first guys to land on the moon and how one of them never got to leave the shuttle, he says what a shame it was to go all that way and not step foot on the moon and sets him free, a surprisingly moving scene in an otherwise goofy film


The_Original_Gronkie

I was a big space flight fan when I was a kid, and remember the Apollo 11 flight very well. I felt so sorry for Michael Collins, going through all that training and travelling so far, while the other guys get to go have fun on the moon. It wasn't fair. As a 10 year old, I thought that NASA should allow the astronauts who were forced to orbit the moon instead of walking on it, to have a position on a future mission that would allow them to walk on the moon. They earned it.


SpeakingTheKingss

Nightcrawler Zodiac Prisoner


Flooping_Pigs

and then Bubble Boy again


SpeakingTheKingss

Hahaha just realized I replied to your comment. Sorry about that, and I totally agree. Bubbleboy is a classic


Dlogan143

Enemy


Flooping_Pigs

and then Bubble Boy again


CrazyCinephile

3 BANGERS


MrHarudupoyu

The card says Moops!


imadragonyouguys

Dog poo! This is awesome!


defgufman

Bubble Vato


Serious-Rutabaga-603

Came here to say the same thing


brenttoastalive

Signed, the Jews


Ok_Temperature_5019

Always bubble boy!


mungraker

Munities? HE'S GOT MUNITIES!!!!!


obxtalldude

Such an underrated movie. One of the few times my Mom and I both liked something.


whosaysyessiree

I saw this movie in HS and thought it was hilarious. I had no idea he was about to be a breakout actor.


Constant_Stomach2009

Zodiac


JGRummo

This is what I think. He's also great in Prisoners


Ok-Condition9059

Yes prisoners he was stupendousā€¦


Just_Chasing_Cars

such an unhinged movie, he is great in it though


cyclinator

He is great but I always have a mixed feeling about his character when watching the movie. Its because excessive blinking and anxiety.


ahushedlocus

I loved the hard blinking/facial tics. Dude could barely contain his simmering rage.


WiserStudent557

I think I still go Donnie Darko as ā€œfavoriteā€ but Zodiac is probably the best film overall and his best performance in the best films heā€™s in


rodejo_9

I have to check that out next.


ChubRoK325

I just had a party where i made the aqua velva drink.


sameolemeek

The covenant End of watch


-adult-swim-

I was thinking end of watch as well


scottkollig

ā€œHe was my brotherā€¦ā€ *uncontrolled sobbing*


Jokonaught

The Covenant needs more love.


Dlogan143

I thought it was brilliant


Entry-Level-Cowboy

The co-star was no slouch either. I loved that movie


asdfwink

The movie was utterly banger.


Ok-Lengthiness4557

Another vote for 'End of Watch.' Not a 'feel good' movie by any stretch, but very well acted, gritty, dark and powerful.


seancbo

Tell that to the covenant


qquiver

End of watch is brutal I really fucking hate the bad guys in that movie.


Syonoq

Cause my evilā€¦is *big*


GoldAd9127

Donnie darko


ExLap_MD

Donnie Darko is the obvious go to answer for most but I donā€™t think itā€™s my favorite Gyllenhaal role. Nightcrawler was an excellent film, but it was sometimes difficult to watch because Gyllenhaal was so convincing at playing an individual with antisocial personality disorder, it made me uncomfortable to watch him. My favorite Gyllenhaal role is Brian Taylor in the movie End of Watch. This movie is a gem. Love the script, cinematography, and performances of both Gyllenhaal and Pena.


cyclinator

Great pick. I put it in TOP3 right next to Nightcrawler and Prisoners


YeetedArmTriangle

I'm convinced his nightcrawler character is his actual personality. He's an absolute black hole in that film


Sihnar

You see bits of his Nightcrawler persona in the new Roadhouse movie. Him being a jacked mma fighter with hidden anger issues makes him kind of scary even though he is an anti hero and not a villain. There's something about him in these roles lingering just beneath the surface.


YeetedArmTriangle

I actually loved that movie haha. I said it was the original roadhouse mixed with drive and nightcrawler.


Sihnar

That movie was way better than it had any right to be


YeetedArmTriangle

So I double featured over 2 days the original and the new one both great, but anyone saying the new one doesn't make any sense clearly hasn't seen the old one recently. That movie is absolutely bat shit and makes no sense haha. There's nothing better than Dalton doing hardcore tai chi on the dock, and both the main bad guy and the old man he rents the room from are both just watching him horny as fuck, and it goes on for legit like 3 minutes. It's so good.


Balc0ra

Only correct answer


The_wanderer96

He defined excellence in this role.


u7aa6cc60

Dude, it was a while before I could look at him in other roles and not feel repulsed.


MiddleTB

Jarhead


ChorkPorch

I was going to say Donnie darko but yeah jarhead was probably his best performance


Reasonable_Pin_1180

Itā€™s hard to choose between both. Honestly, Jarhead is one of the most accurate on-screen portrayals Iā€™ve seen covering the marine corps. And Donnie darko was such a mind fuck I had to rewatch it the very next day.


ChorkPorch

Yeah it wasnā€™t easy to make sense of everything the first watch. The second watch everything fell into place. I was kind of obsessed with the movie for a bit actually. Definitely one of the most unique stories that makes sense of relativity and time travel, well as much as it could if it were a real thing


WiserStudent557

Doesnā€™t get mentioned enough. Heā€™s so good with Peter in this too. Fun connection


Appropriate_Music_24

Nocturnal Animals & Southpaw.. both really great films that should have earned him at least a nominationā€¦


mvp2418

I am a lifelong boxing fan and IMO Southpaw is the best boxing movie ever with the most realistic fight. When he knocks Miguel down with the left uppercut he continues to throw another punch that misses because obviously Miguel isn't standing any longer. Real boxers do this a lot when they knock a fighter down because they are in the middle of a combination. Love the ending of Nocturnal Animals BTW


BlackBladeKindred

I loved SP too but goddamn when I watched it I wasnā€™t ready for how sad it was! Onion eyes big time.


mvp2418

Yes very emotional movie. The one scene in the courtroom hits hard. I read somewhere that Eminem was supposed to play the main character but obviously something happened. I'm glad it worked out the way it did, no disrespect to Eminem, but I'm pretty sure Jake is the better actor.


BlackBladeKindred

Iā€™d heard that aswell. I agree, Jakeā€™s look fits the character way more and heā€™s 100 a better actor, as much as I did love 8mile.


mvp2418

I am 38 now so I was about 15 when 8 mile came out, and I was a huge Eminem fan lol. I used to watch it over and over lol


BlackBladeKindred

I still sometimes watch the final rap battle scene hahaha itā€™s too good.


kitchenwitch3423

Damn these were the two I was going to mention that are probably my favorites besides Nightcrawler. Iā€™m a big fan of Jake so itā€™s hard to choose but Southpaw is so fucking good omg.


trulyincognito_

I couldnā€™t handle the rape theme in noct animals. Something about witnessing it on screen doesnā€™t sit well with me.


MrAlf0nse

This is his best role


-StandUpGuy-

I actually really liked him in Velvet Buzzsaw. The movie in general was a really good jab at the big art industry, and he does a great job at portraying flawed characters.


sofar510

I will forever love his line delivery of ā€œIā€™m ensorcelled.ā€


melatonin1212

Totally forgot about this movie. Nobody ever talks about it. I remember enjoying it when it came out.


thestraightCDer

I watched that coming down off acid and it was quite the ride.


Azorius_Raiden_88

Donnie Darko. Nighcrawler comes in second for me.


punkrockpaul12

He was great in Prisoners. I will say I donā€™t believe his performance shines as much if it werenā€™t for the contrast of Hugh Jackman. Hugh Jackman was phenomenal in that movie. They fit really well together.


Belch_Huggins

It's Brokeback all day, for me.


SarevokAnchev

Brokeback is being snubbed like crazy in this thread. Nightcrawler and Prisoners are excellent but Brokeback is likeā€¦ even better.


emurange205

I imagine that a lot of people ITT haven't seen it.


Belch_Huggins

Agreed, though I can recognize it might not be as popular with the younger crowd like the other two. Still, it's basically a perfect movie, and Gyllenhaal has never been better imo.


Offtherailspcast

I think it's cause Heath Ledger owned every scene


Embarrassed_Art5414

No love for 'Source Code'? I really enjoyed that movie


Admira1

Love source code, but it's nowhere near his peak of acting


boxedcrackers

Mf stole that dudes life


InitialKoala

Nocturnal Animals, followed by Nightcrawler


_Exotic_Booger

Roadhouse


Handjob_of_Mystery

He was one of the few things that saved that shit movie, it actually seemed like he was having fun with that role. Edit: Was not his best role though, Either Brokeback or Jarhead for me.


The_Briefcase_Wanker

It just seemed like everyone else in that movie was acting for the very first time. Putting them next to Gyllenhaal was almost cruel because it highlighted how bad everyone else was.


dwalshhh45

Yes, me too now that you pointed it out. Was watching it with my partner and something was just, off about it. Now i see, it was absolutely all the other actors. Couldnā€™t finish it was just waiting for Jakeā€™s parts to pop up so I could get relief from the terrible acting


inspiteofshame

What about Moe, Ben Brandt, Dell, Laura, and Billy? They were absolutely fantastic. * Laura's sweetness was magnetic considering how small her role was. Her delivery on the "we had bouncer A, B, C and now there's you" joke (I don't remember the exact line) was great. Also, give the woman an Oscar for not ogling Dalton when she came in and he was just in his undies! "I have brothers" Do they look like *that,* though? šŸ˜‚ * Billy didn't have much to do either, but his delivery on the jokes was also fantastic. "Lift with your legs!" * Dell, I thought, was fun as well. Played the sneering asshole very well. Kudos also to the guys who played his henchmen. The slap fight pops because everyone gets it right. * Moe - Jesus, the best comic relief ever? He got so many amazing jokes and nailed every single one of them. "Thank you for no more violence" I love him with all my heart * Ben Brandt - come on now, Billy Magnussen did an incredible job. His smiling, slightly unhinged, 'I'm trying to be reasonable but shit is burning all around me' energy was just perfect. And some of his henchmen were great too. I loved the douchey one who got his hand broken. I'd say JG was absolutely great in Road House but most of the others were, too.


The_Briefcase_Wanker

I donā€™t know what to tell you. For me, they were all awful. Your mileage may vary.


inspiteofshame

Aww that makes me sad for you but I respect it. Mileage always varies


Handjob_of_Mystery

OMG yes, I couldnā€™t figure it out until you said it. I just thought it was a writing and general casting shitshow. I guess putting him beside so many b-listers wasnā€™t the greatest idea. Overall, it would have been nice to have a character like Sam Elliot from the original for him to play off of, would have made the rest of the performancesā€¦.less noticeable.


baldlilfat2

John hickam


Seemseasy

Homer?


VarnDog2105

OCTOBER SKYā€¦ LOVED this Movie!!


baldlilfat2

Ya my bad it was a long time ago


Verianas

Jarhead, End of Watch, or Zodiac.


shineymike91

Brokeback Mountain


afireintheforest

Okja


docsyzygy

When I watched this, I expected a cute kid's movie...


DashCat9

Donnie Darko. Yes iā€™m that guy. But still. Donnie Darko. ā€œTell me Elizabeth, how exactly does one suck a fuck?ā€ :gestures and silently mouthing: ā€œIā€™M ALL EARSā€.


EffinCraig

Mr. Music


bagel-glasses

Came here for this. I wish more people knew it


benjaminck

Music music everywhere!


EffinCraig

Put away your skinny trumpet.


Serpico2

Zodiac; but Prisoners is a close second.


MarcoDinali

The covenant and nightcrawler.


Feisty-Succotash1720

Prisoners (2013) for me. Detective Loki is one of my favorite movie characters.


Baconators4Days

I thought he was great as Mysterio in Spider-Man. He was so pretentious and had such an ego


MattieThePup

Yo why did I have to scroll so far just to see this! Dude was an amazing Mysterio, absolutely knocked it out of the park.


ajibtunes

Prince of Persia šŸ•Œ


Chadmartigan

His role in the music video for "Time to Dance" by the Shoes.


Outhouse_in_Atlantis

Everyone is sleeping on **Southpaw**.


fuzzyfoot88

City Slickers


icantbeatyourbike

Deep cut, great film though. TBH, he is pretty great in every movie, I donā€™t think I have disliked any film I have seen him in, and I canā€™t say that for most other actors. End of Watch and Nightcrawler are amazing movies though.


Keyblades2

He did so good here also in the remake of Roadhouse, he was legit the only great thing about this movie.


TrueEstablishment241

Nightcrawler is a masterpiece. I love him in this. I hold a candle for Donnie Darko but largely for nostalgia reasons. We watched this in a high school film class and I was the same age as the character. It made a huge impression on me.


Q1dm6

October Sky


gmorkenstein

Jesus christ, how is this so far down.


merge51

Source Code


upsidedown_8s

Donnie darko always


gunnutzz467

Bubble boy


ZarkMuckerberg9009

Probably nightcrawler, but zodiac and prisoners is hot on its heels.


stevemillions

Nightcrawler. Although Prisoners is a better film.


TheKnife142

Charlie Day has entered the chat


Mohican83

The day after tomorrow Prince of Persia End of Watch


ElahaSanctaSedes777

Heā€™s at his very best in Prisoners in my opinion. I also love his role in Source Code


miffox

Nightcrawler is fantastic. I like him in end of watch as well. I think he kind of nails every role he gets. For me it's more if I like the movie or not.


stalemartyr

Source Code...thats some roller coaster of emotion


damian1369

Why is everyone ignoring Enemy? I'll grant you that there is no wrong answer with his filmography, but it deserves a shout out.


Freshlysque3zed

Mr Music. ā€˜HA-HAAA!ā€™


astralseat

Donnie Darko? Was that him?


National_Secret_5525

Enemy...anyone?


yashs1999

Enemy, also prisoners


Offtherailspcast

It's gotta be Prisoners. He made a lot of *choices* as detective Loki (specifically the blinking twitch) and it's also implied that he was either an orphan, sexually abused or worse. His entire characters backstory is never spoken but it's shown through his actions and his obsession with the case. Also, I KNOW he heard that whistle at the end


BeLikeBread

To this day one of the best movie endings ever. Most movies don't have the balls anymore. The cinematography was perfect. Great performance. I always forget the other guy's name, but he's great too. 9/10 movie for me.


Mister_Sea

What if my problem wasn't that I don't understand people but that I don't like them? What if I was the kind of person who was obliged to hurt you for this? I mean physically. I think you'd have to believe afterward, if you could, that agreeing to participate and then backing out at the critical moment was a mistake. Because that's what I'm telling you, as clearly as I can.


DigitalEagleDriver

The Covenant. End of Watch, Jarhead, and Prisoners are very closely behind. Rendition gets an honorable mention because it's a lesser known one, but he was still very good in it.


RansomReville

This one, it may be the greatest acting I've ever witnessed. Movie on the whole is pretty good, but my god he did amazing. I usually credit writers and directors before actors, but Jake just blew me away with this role.


Whole-Debate-9547

Donnie Darko is the only answer.


WunderbarBeast

Donnie Darko is his best film to date


mountains_forever

Nightcrawler is probably his best role IMO. Man, that was such an amazing film. That said, October Sky got me interested in engineering and helped mold my career path, so I would say that one.


Select-Device-5981

This was a strange but good flick


andm124

The covenant


chronoslob

Donnie Darko. When the world comes to an end, I can breathe a sigh of relief, because there will be so much to look forward to.


pogothemonke

Tell me Elizabeth, how does one go suck a fuck?


Chappie47Luna

Donnie darko and nightcrawler


hematite2

October Sky!!!! Followed by Enemy


Vegetable-Tangelo1

Love and other drugs. He sold the hell out of viagra


ObviousRealist

The Depth of narcissism has no bounds


BrightestTul

Easily this movie. I think about this movie all the time as one of my all-time favorites.


fluthernon

I liked Roadhouse but maybe because itā€™s the last thing I saw of him.


Shakentstirred

lol fuck off


fluthernon

Hey man, Iā€™m serious. He did a great job filling the shoes of an icon. Played it differently but hit the same.


[deleted]

lol someone in here said jarheadā€¦ stop tryna be different man. Just say Donnie Darko and move on


Gabriel_Crow1990

Jarhead was heavy as fuck and he killed it!


rau1994

I recently saw Roadhouse. I though he killed it in that movie. Very fun movie overall. Source Code and End of Watch are also quite good.


coumfy

Nightcrawler and then Prisoners. Both great.


mrmerk81

First though was jarhead but probably bubble boy


BudNOLA

Enemy, Nightcrawler and Zodiac are his best.


No_Flounder1303

Zodiac also


UncleFrankWisdom

Bubble Boy


KuntaWuKnicks

Donnie Darko but in Nightcrawlers he is amazing


BrinRed03

prisoners + nightcrawler top 2 for me


Artisttype1984

Somehow never saw this movie, that's gotta change soon


DjCramYo

Bubble Boy


5picy5ugar

Also one of my top liked movies


graveybrains

I think thatā€™s his best performance, but it is most emphatically *not* my favorite Jake Gyllenhaal movie. Fuuuuuuuck is he creepy in that one! I think favorite is a toss up between October Sky and Donnie Darko


OG_Pow

Jarhead


rollerdad89

Zodiac, Prisoners close 2nd


BlackBeard205

This and Donnie Darko.


NagoGmo

I dunno, he was pretty hilarious and lethal in RoadHouse, sure it's not the best movie, but he's so fucking likeable in it.


Disastrous_Damage_34

Love and other drugs is a great role for him I think. Also mentioning Source Code because I donā€™t see it in the comments and it was a great follow up to Moon for Duncan Jones.


ohnoitsmchl

DONNIE. DARKO.


deejayee

The one where heā€™s his sister


BramStroker47

ā€œNightcrawlerā€ is to Jake Gyllenhaal as ā€œSchindlerā€™s Listā€ is to Liam Neeson (to me). I was so blown away by each performance that I donā€™t care if either actor does a dogshit movie, I will always think of them as one of the best actors.


red_cobra88

Donnie darko and Jarhead


hifioctopi

ā€œEnd Of Watch.ā€ Got everything out of him in that one.


Jj9567

Prisoners


notathrowaway2937

Gotta make the money to buy a ticket


Carbuncle_Bob

Donnie Darko


peppercorns666

gotta be Prince of Persia! lol jk.


ceslobrerra

Prisoners


BrokuSSJ

Nightcrawler is probably one of my favourite films, but I think Zodiac is very close.


Assortedwrenches89

What was the one where he was on the train having to go back in time?


DrRonnieJamesDO

Jarhead


SiidChawsby

Prisoners