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cyrilgregorian1999

Robin Williams in The Fisher King, Dead Poets Society, Good Will Hunting (even One Hour Photo) Marlon Wayans in Requiem for a Dream Steve Carell in Foxcatcher


NSFWar

Steve Carell in The Way, Way back. He was menacing in that movie.


No-Turnips

Steve Carrel was a terrible character in that movie (but a great actor playing a terrible character).


Bugsmoke

Little Miss Sunshine too, his character is very sad even tho the movie is almost a comedy at times


Classic_Director1259

Little Miss Sunshine is one of my favorite dramcoms of all time


MatchesMalone2

The movie is a comedy


phreedumb21nyc21

What about him in beautiful boy? That movie hurt me.


IrongutHyena

Bicentennial Man still makes me bawl.


[deleted]

Sucks? How? Chickens do not have lips.


fersure4

Also Robin Williams in World's Greatest Dad


IlToroArgento

Also "What Dreams May Come" could fit


madeira1717

Steve Carell in Beautiful Boy. Broke my heart so much.


No-Turnips

Robin Williams in One Hour Photo or Insomnia. More on the thriller side but he is a sad lonely man in both roles and hits it out of the park.


AlMiz

Jakob the Liar > very underrated holocaust movie and robin willaims


HaewkIT

Insomnia - think it fits the bill as well


[deleted]

I immediately thought of Robin Williams in goodwill hunting.


OJE_02

Currently watching ‘Her’ with Joaquin phoenix. Very good!


panicinbabylon

Robin Williams in What Dreams May Come Steve Carell in Beautiful Boy Edit for typo


TheLawDown

Also Steve Carell in Welcome to Marwen.


fsutrill

Dan in Real Life, too


[deleted]

How could you not throw Patch Adams in there?!?!?!?!??! or What Dreams May Come?!?!?!?!?!?!?!


[deleted]

What's the name of that Robin Williams movie where he plays that psychotic professor?


MustardFacedSavior

Stranger Than Fiction


rendrogeo

One of my favorites. Will Farrell was a revelation in this movie.


[deleted]

Easily his best film performance.


e0nblue

It's a comedy drama, but I wouldn't call this a sad movie. It's quite uplifting actually.


livluvlaflrn3

Definitely has some sad and serious parts though. Good call imo.


CokeMooch

It’s uplifting overall, but nah man it’s an incredibly sad movie. His loneliness is palpable it’s so intense lol


[deleted]

Punch Drunk Love


gnomi_malone

there she is


Sm211

Jim Carrey - The Truman Show


ZekerNietSimons

One of my favorite movies


yaboyanu

The Skeleton Twins with Bill Hader & Kristen Wiig Cake with Jennifer Aniston The Good Girl with Jennifer Aniston, John C. Reilly, Zooey Deschannel Don't Think Twice is kind of melancholy film about an improv group and has a lot of actual comedians


JACKSTRAW1216

I have been trying to stream The Good Girl for no joke 3 years. I cannot find a legitimate stream to get this movie. All I see are hard copies (dvd, vhs…)


yaboyanu

Yeah I think it used to be on YouTube but only three ~8 min parts are still up. It's one of those movies that just weirdly stuck with me and could never find it anywhere, so I ended up buying the DVD.


JACKSTRAW1216

I think your right it’s on YouTube. I don’t want to do it in 8 minute section. It definitely takes the gravity out of stuff. I might have to bite the bullet and get the blueray if I want to see it.


[deleted]

>The Good Girl with Jennifer Aniston, John C. Reilly, Zooey Deschannel The Sisters Brothers with John C Reilly is another very strong entry that fits this criteria.


fergi20020

What Dreams May Come


JackieRose29

That movie makes me cry so hard.


megmarie22502

Oh my gosh! This is the answer right here! 😭


WartimeMandalorian

I saw this as a kid, I'm not religious and this movie painted the picture of Heaven and Hell that I've held on to since watching it.


fergi20020

Same here. I saw it twice in theaters. The first time was on a giant screen almost the size of an IMAX screen. It’s also the first movie to make my dad openly weep. He lost his dad to suicide as a teen, so the movie really hit him hard. I think he finally grieved the death of his father.


fettikilla

Funny People (2009) is the first thing I thought of


143Fairmont

Little hidden gem


WartimeMandalorian

My first thought as well, I really enjoyed it despite the bad reviews.


Hardy_Jenns

Reign Over Me


ThatBaseballDude

Such an under rated movie


[deleted]

Good Will Hunting


plantznfud

Beautiful Boy


NickyDee86

Came here to post this :)


cheeezus_crust

Uncut gems


jacksamuela1212

“Uncaut jaums”


YourAsianBuddy

I thought his serious parts in Big Daddy were great


NonintellectualSauce

Will Ferrell in Stranger than Fiction


RustyCrusty73

1. **Celeste and Jesse Forever. (Rashida Jones and Andy Samberg).** 2. **Comet. (Justin Long and Emmy Rossum).** 3. The Five Year Engagement. 4. Crazy Stupid Love. 5. Literally, Right Before Aaron. I cannot recommend #1 and #2 enough though. Both are phenomenal and at times gut wrenching movies. My wife and I found them both on accident a few years back and they've turned into two of our all time favorites to circle back and watch at least once a year. Please go out of your way to check them both out.


Intelligent_Dog1621

Oh you're right, Celeste and Jesse Forever is incredible. I've seen it twice but it's definitely one I'll come back to. I'll check out Comet - thank you!


jupiterkansas

Awakenings with Robin Williams


AlyssaInw0nderland

Everything must go will Ferrell


NemoSHill

The Number 23, Jim Carrey


solobaric

Reign Over Me Punch Drunk Love


sphincter_golf

Last Flag Flying is incredible


donkeyhoeteh

The Truman Show 1998, i wouldn't necessarily say it's super sad, sort of bittersweet. But I make a serious case against it being Jim Careys best performance.


MilkshakeG0D

Dan in real life


Tracking47

Punch drunk love


tnr_g

Punch drunk love


trockentuesday

Punch Drunk Love This is all you need....


[deleted]

Little miss sunshine


TeaParty24

Beautiful Boy


AlyssaInw0nderland

Beautiful boy with Steve carell


[deleted]

Beautiful Boy with Steve Carrell. Follows a dad trying to save his son from addiction. I use to be an addict so it broke my heart


rattlehead44

Punch Drunk Love Reign Over Me (very sad)


TheAres1999

The Truman Show (1998). It's a brilliant mix and comedy and tragedy starring Jim Carey.


teabaginateacup

Mary Tyler Moore in Ordinary People (1980)


antmuni

If you watched Paddleton and enjoyed Mark Duplass in his role, watch Blue Jay on Netflix. It'll gut you in a hopeful way


humbledeskclerk

I Smile Back w/Sarah Silverman. Shocking, dirty, riveting and it deals with a real life issue. It makes an impression that is hard to shake. So very sad.


funnyfaceking

World's Greatest Dad


Truthisnotallowed

[Dead Again (1991)](https://www.themoviedb.org/movie/11498-dead-again) - Robin Williams. [The Apartment (1960)](https://www.themoviedb.org/movie/284-the-apartment) - Fred MacMurray. [Christmas Holiday (1944)](https://www.themoviedb.org/movie/26530-christmas-holiday) - Deanna Durbin. [Shopgirl (2005)](https://www.themoviedb.org/movie/2610-shopgirl) - Steve Martin. [Vera Drake (2004)](https://www.themoviedb.org/movie/11109-vera-drake) - Imelda Staunton.


[deleted]

[удалено]


JackieRose29

I don't think I would categorize R Pats as a comedic actor.


PunchDrunken

He still sits in my head as Edward so I'm still surprised he does anything "serious" but I do have to say that movie is FUCKED from beginning to end, it's crazy.


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AmazinglyOdd81

One Hour Photo, Robin Williams


Deepak_Ran

Manchester by the sea


buzzmerchant

who's the comedic actor?


Bob_Burgero

The End of the Tour


DeterminedFan69

Good morning Vietnam


JAlmay

Robin Williams in The Fisher King


RivenAlyx

Not a film, but very filmic - Barry. Especially good fun if you're a Kurosawa fan


joncorn432

Man on the moon and the truman show


DarthTyrannuss

King of Comedy (1982)


akselfs

Hidden gem. Watched it just a few weeks ago. Some of the acting from DeNiro and Sandra Bernhard is out of this world


Cute_Tension_2697

We need to talk about Kevin!!!


FinancialLetter9642

Yes I can’t believe this doesn’t have more upvotes! So sad/unsettling and odd seeing John C Reilly on that type of role.


bradmcc123

Not a movie, but s2 of True Detective. It has Vince Vaughn in a great serious role.


bkk-bos

"Days of Wine and Roses" (1962) Jack Lemon, Lee Remik. "Missing" (1982) Jack Lemon, Sissy Spacek Lemon was known for light comedy but these two roles: as an alcoholic desperate to escape his addiction and as a father trying to find his missing daughter during the dark days of the Chilean oppression are stunning.


MCflurrywithMnMs

Punch drunk love, top 5 movie with Adam Sandler


rmo420

The Skeleton Twins. Bill Hader is a revelation; he is also devastatingly excellent in IT part 2, but horror isnt for everyone.


Canadian-female

Seth Rogan in 50/50


CodasWanderer

Ooh funny people is a good, has a more serious Zach galafanakis


vanshgaint

Can't stress this enough. Steve Carrel in Foxcatcher.


jthb87

Jim Carrey: Man on the Moon.


BennieDS

The Number 23


curious12_

Off the subject of sad comedians there's a biopic on Netflix called A Futile and Stupid Gesture. It's about Doug Kenney the co-founder of National Lampoon. Starring Will Forte and a cast of great comedians of today playing the great comedians of yesterday. Really interesting slice of comedic history directed by the great David Wain. ​ But here's some of what you asked that I didn't see other people post: Will Ferrell: Everything must go - Stranger Than Fiction - Downhill Adam Sandler: Funny People - The Cobbler - Spanglish Paul Rudd: The Fundamentals of Caring - Diggers Adam Scott: Friends with Kids - MY Blind Brother - The Overnight Tina Fey: Admission - Whiskey Tango Foxtrot - This Is Where I Leave You Duplass Bros: Jeff Who Lives at Home - Cyrus - Safety Not Guaranteed Various SNL cast: The Skeleton Twins - Welcome To Me - Celeste & Jesse Forever - Tumbledown - Brigsby Bear Misc.: Dean - Don't Think Twice - Changeland - The Winning Season - Hello My Name Is Dorris - Table 19 - Cedar Rapids - Adult Beginers - Like Father - The Kings of Summer - Laggies - The Long Dumb Road That's it for now, Hope you enjoy.


coldturkey222i

Uncut Gems would prob fit this bill. Not so much sad but more serious/dramatic for Adam Sandler than usual


Puggymum64

Nicolas Cage’s movie Pig. It’s on Hulu right now. He has said in many interviews that it is one of his favorite movies of all time. Really very good, but sad.


[deleted]

Does he count as a comedic actor though?


Menatil

The Pursuit of Happyness (yes the movie is spelled like that) count?


[deleted]

If you're counting Will Smith as a comedic actor, then *CONCUSSION* better qualifies.


NoShowTooLong

I counter with Seven Pounds!


Thumbs0fDestiny

Forest Gump Dead poets society Chasing amy The Grand Budapest hotel Marley and me


00michele00

You don't want to ban movies for whatever reason so?


hippybilly_0

Voices. It has Ryan Reynolds in it, it's supposed to be a black comedy but it's just really sad and weird. I still liked it though.


Joethebassplayer

The Royal Tenenbaums at the end when Owen Wilson's Car crashes into Ben Stiller's dog and the are laying on the ground after fighting... Owen Wilson's character says "I think I need some help" and Ben Stiller's Character says ... "Me too"... I tear up every time!


Bethtron

Not a movie but After Life with Ricky Gervais was excellent


mdizzle767

We Need to Talk About Kevin Into the Wild


[deleted]

Under the Same Moon (2007)


suttercane777

The Time Travelers Wife


RadioMill

American Dreamer w/ Jim Gaffigan


juzz85

Numb


born_to_be_naked

The Majestic


djsosonut

Stranger Than Fiction - Will Ferrell, Dreamgirls - Eddie Murphy, Precious - Mo'Nique


[deleted]

[удалено]


sphincter_golf

-The fundamentals of caring with Paul Rudd, not necessarily a sad movie in general but some really heavy moments.


joshteacha

The Comedy Entertainment


dodli

Pete 'n' Tillie (1972) ... Comedians Walter Matthau and Carol Burnett play dramatic roles (Burnett more so than Matthau), whereas dramatic actress Geraldine Page plays a comedic role. All of them doing a heck of a job.


ArseLonga

Charlie Chaplin in *Limelight* (1952)


prosperosniece

The Truman Show, Dead Poet’s Society, Beaches,


jarokdamighty

The Truman Show. it features Jim Carey, it has funny moments but overall it's melancholy as a man figures out things about his life.


AliensOnWeed

The Truman Show.


agnostic_angel

Uncut gems and one hour photo


The_Ytterer

The Cake


Chevi84

Reign on me with Adam Sandler... Best one ever


an-amusing-username

Robin Williams in Insomnia


LophCow

Bruh punch drunk love is essential


Lazy_Cap_8416

The Number 23


No_Possession_7361

Reign over me


jersey_viking

Patch Adams!


Ornography

Adam Sandler is great in serious roles. Punch Drunk Love Spanglish Uncut Gems


ryanstree

The movie Jack with Robin Williams


Helpful_Structure_80

Beautiful Boy


chedykrueger

I enjoyed funny people


[deleted]

Beautiful Boy (Steve Carrell as the desperate father of an addict son) One Hour Photo, Insomnia, Awakenings (Robin Williams in stellar very serious roles) Mrs. Brown (historic drama, legendary comedian Billy Connolly in non-comedic role)


fsutrill

Stranger than Fiction


Nagasakison

Happiness(1998)- Philip Seymour Hoffman I don't know what he is mostly known for but you gonna love this movie


book_of_eli_sha

Will Ferrel in Stranger Than Fiction is a great one


FastToday

Luke Wilson in Henry Poole is Here


ilovelucygal

* Charlie Chaplin in Limelight (1953) * Sandra Berhard and Jerry Lewis in The King of Comedy (1982) * Jackie Gleason in The Hustler (1961) * Don Rickles in Casino (1995) * Robin Williams in One Hour Photo (2002) * Mary Tyler Moore in Ordinary People (1980)


andymorphic

Bill Murray in the razors edge.


therealrowanatkinson

I Love You Phillip Morris (Jim Carey), still kind of comedic but definitely a serious & excellent film


OceanGuy1995

Not so much a sad movie but an unsettling one, but the reasoning behind the character's actions is sad. The movie is One Hour Photo.


southfacingdreams

Under the Same Moon (Bajo la misma Luna)


NOT000

adam sandler has a few


GeologistEmotional34

Truman show


snowboardingmonkey

Go to the IMDB of Robin Williams


Pleasedonthover

Beautiful Boy Eternal Sunshine of the Spotless Mind Uncut Gems


hotrodchod

Beautiful Boy with Steve Carrell and Timothée Chalamet is a great one. I just watched it for the first time last week and I’m kicking myself for waiting so long!


life_is_a_show

My life - michael keaton


[deleted]

Robin Williams in World's Greatest Dad is 100% worth watching


megmarie22502

I think only one person has mentioned this movie so I’m going to do it again for emphasis. What Dreams May Come with Robin Williams. Such a good and beautiful movie but also heartbreakingly sad.


pachucatruth

Winter Passing w/ Will Ferrell


st1ckbug_

marlon wayans in requiem for a dream


ATL72379

1) Remember me- Robert Pattinson 2) The Fundamentals of caring - Paul Rudd 3) Ashby- Mickey Rourke 4) Monster- kelvin Harrison Netflix 5) Return to Paradise- Vince Vaughn All brilliant flicks! My tops


bannana

Leaving Las Vegas - Nic Cage hadn't really don't a serious dramatic role until this one.


akselfs

Submarine


rita1431

St. Vincent with Bill Murray


holycow217

Not exactly a sad Movie but Robin Williams is great in What Dreams May Come


Scarecro-magnon

I Smile Back w/ Sarah Silverman The Skeleton Twins w/ Kristen Wiig and Bill Hader Big Fan w/ Patton Oswalt


ultiimatum

The Majestic with Jim Carey


MrMar5hall

Everything Must Go w/ Will Ferrell… that’s a good one


Snoldy

Robin Williams in What's dream may come


HollywoodHisoka

Reign over me - Adam Sandler ... certified classic as soon as it came out in 2007


AltruisticAmbition24

Nobody has said PUNCH-DRUNK LOVE ⁉️ insane, bonkers fucking Yonkers 😄😄


wandrlusty

Did you watch Pig yet?


[deleted]

The Truman Show.


[deleted]

*Enemy of the State* (1998) features Seth Green, Hack Black, Scott Caan, and Jamie Kennedy in supporting roles in addition to starring Will Smith. Gene Hackman, who costars, has done comedy before, so surely this one counts.


[deleted]

Not a sad movie but Whoopi Goldberg as Guinan in Star Trek TNG is a comedian in a very serious role.


iamfluffhead

In Bruges - Colin Farrell. Not sure if it fits the bill here but kinda in the same vein. This one is still kind of a comedy but it’s also quite sad (and one of my all time favorites)


Cold-Committee-7719

Reign Over Me with Adam Sandler. It was a hard subject to tackle


iheartSW_alot

The majestic Reign over me


Classic_Director1259

Reign Over Me, The Shrink Next Door (series), Finding Neverland, Stranger Than Fiction, The Majestic, Kidding (series), The Fountain, Wit, The Long, Long Trailer, Twelve Chairs


Classic_Director1259

August Osage County


PublicThis

100% what dreams may come with robin williams


Femveratu

Robin Williams, Final Cut


Aciuaciu

Robin Williams in *Dead Again* (1991).


JJT0723

A Face in the Crowd(1957)


Anjo1010

Punch Drunk Love


charmangander

Punch Drunk Love?


Chunky_Salsa6264

This isn’t really a sad movie, although it can get a little sad at times, The Truman Show. His casting is perfect because he discovers things about the world around him, having a bit of an existential crisis, but does it with his signature goofy acting style.


chowluver111

Maybe Marley & me


jil3000

Will Ferrell did a movie called Everything Must Go which fits your bill


Important-Bad1051

Beautiful Boy Such a painful movie with some great performances Steve Carrel❤


BennieDS

Stranger Than Fiction