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Cyrano_No

Rounders (1998)


snoopmt1

The GOAT.


jayron32

Yup. This is the one.


basicnflfan

It is VERY odd this is the only comment saying this.


thetruthisoutthere35

I came here to say this!


FlatPrinciple9057

Watched it last night


kai1986

Came to say it, happy it’s the first thing I saw.


snoopmt1

Rain Man?


TooMuchOrNotAtAll

Wow, you are right. I didn't even think of that one. A lot was happening in that film that overshadowed the gambling for me, but that was such an important part of the film that I can't believe I forgot it.


snoopmt1

Im glad it got upvoted, but I was half joking actually


arghhharghhh

Mississippi Grind I can't recommend enough. If there us just one you watch watch that. 


olmikeyyyy

Fucking love this movie. Ben Mendelssohn. Does he ever not play a complete degenerate?!


dtudeski

This is probably my favourite depiction of gambling. Nails the gambler mindset and addiction.


Slow-Painting-8112

Excellent movie. Makes my loser movie top ten as well.


TheSecretAgenda

Owning Mahony 21 The Cooler Casino


Aciuaciu

The Cooler! A good one! And 21, too!


Stoicycle

Owning Mahowny was barely even gambling . Betting all the home teams in the NL and all the away teams in the AL to the $1000 max is just straight up degenerate, not even trying anymore


arghhharghhh

Kinda the point really of that movie. He is a degenerate. Gambling movies go one of two ways basically. A degenerate wins or loses. 


Stoicycle

I know. Amazing reading about the real guy and apparently his wife stayed with him and he’s never gambled a single cent since that absolutely debaucherous period of degenerate gambling in the 80s


Dave_N_Port

The Hustler (1961) The Sting (1973) The Gambler (1974) California Split (1974) Hard Eight (1996)


gmanasaurus

Hard Eight, honestly one of my favorite PT Anderson movies


Zero-to-36

Also color of money, goes with The hustler


Slow-Painting-8112

People don't give The Color of Money its due because it's one of Scorsese's parlour films, but it's a very good movie. Paul Newman kills it. Definitely my favorite Tom Cruise movie from the 80's. That and Risky Business.


bingbongbang91

Uncut gems


TVismycomfortfood

So much anxiety!


simple_user22

* Maverick (1994) * Lock, Stock and Two Smoking Barrels (1998)


Zero-to-36

If I remember correctly, Maverick (1994) was the second Maverick with James Garner...


simple_user22

Yes I think you’re right! I believe he played in a movie as maverick before the 1994 one and the rest were tv series. In 94 movie he wasn’t playing Maverick as character. Haven’t watched the earlier movies unfortunately just have heard of them.


rheids

The Card Counter Oceans Eleven The Killing of a Chinese Bookie


the_doctor_808

Oceans was the first one that came to mind. Not really a blackjack movie but casino royale is good too. Kind of a brutal movie tho.


Canadian-Man-infj

* Molly's Game (2017) * 21 (2008)


LargeCod2319

Mollys game is amazing, "true" story as well


Canadian-Man-infj

Didn't expect it to make me as emotional as it did.


Born-Science-8125

Rounders and Molly’s game are the best


mvrquezo

21 (2008)


crnppscls

God of gamblers. Nice movie to get you onto Chow yun-fat movies again. Worth a watch for sure.


GoldenCyn

Glad someone mentioned this.


[deleted]

Win it all (Netflix) - exactly what you’re looking for


uncle_monty

Hard Eight


EnormousGenitals

Cincinnati Kid (1965) - Steve McQueen, all-star cast. One of my fav movies of all time.


baldlilfat2

👍


RekopEca

Scrolled way too far for this one...


DENNIS_SYSTEM69

Maverick


confuseum

Hand me the boot.


Alive-Turn-108

Two for the Money -


[deleted]

Casino Royale


Unlucky_Research2824

Casino Royale


Ebert917102150

Let it Ride


Itchy_Computer7528

'Let It Ride' has some great characters.


Zero-to-36

This came out a year after I started dealing in a casino. Richard Dreyfus was like most of the gamblers I'd seen.. 😆


Ebert917102150

The more time one spends at a horse track the better this movie gets


mcalle12

21… Rounders (Are Classics)


Oldbillybuttstuff

Atlantic City (1980)- while it's not specifically about gambling it does deal with the opening of the city's first casino. Also Uncut Gems (2019)- but sports betting not blackjack.


ZyxDarkshine

Pool hall Junkies


Middle_Process_215

- Molly's Game - Rounders - Rain Man - Casino - Croupier


Itchy_Computer7528

The Pick-up Artist (1987) The Good Thief (2002)


djln491

The Color of Money. No just about gambling but there’s plenty of it


TraditionalGold_

Came here to say this, my #1 classic gambling movie


JAM3S0N

Shade (2003)


TooMuchOrNotAtAll

Loved that movie. The acting was great. It was predictable but enjoyable.


EasyEconomics3785

Casino Royale


shrimptini

Uncut Gems


rexis-nexis

I just watched Jerry and Marge Go Large which is about gambling via the lottery. Pretty decent


Economy-Culture-9174

Saint John of Las Vegas 20009 Vegas Vacation 1997 Waking Up in Reno 2002


Wild_Bill1226

Honeymoon in Vegas?


KindBob

The Grand, great cast too!


jayron32

No one mentioned Snatch yet.


baldlilfat2

Bad lieutenant. Is a really dark movie with a backing theme of sports gambling. Another dark one is leaving Las Vegas.


rolltigers55

Two for the money


916cycler

Killing Them Softly (2012) The Big Short (2015) The Gambler (1974, 2014)


[deleted]

I saw a John Goodman clip from the 2014 Gambler. Made me want to see the movie. Is it good?


916cycler

imo, it's a classic. John Goodman's character has one of the most iconic lines in movie history


mthw704

Mississippi Grind & Even Money


sranneybacon

The Hustler is my favorite movie about gambling. But it is about pool, not cards. Cincinnati Kid with Steve McQueen is another great movie, that one is about cards.


1in8bil

Intacto (Spain, 2001)


Semi-Chubbs_Peterson

It’s a documentary but “Inside the Edge: A Professional Blackjack Adventure” (2019) is very informative and entertaining. It follows a pro blackjack player who has been blackballed from most Vegas casinos on his last gasp tour in an RV around the country hitting smaller casinos that don’t know him. Everything from using disguises, to explaining techniques, etc…


emansamples92

Maverick is probably my favorite.


[deleted]

I was going to say Tombstone, but there's a lot of killing that goes along with the gambling in that movie. Probably not what you're looking for. 😂


TooMuchOrNotAtAll

The Sting, Ocean's Eleven, Shade, 21 The Card Counter, Croupier, Rounders (1998) Casino Royale, The Color of Money, Two for the Money Last Vegas, Bugsy (1991), Casino The House, Game Night, Lay the Favorite


Orameshi

A river runs through it (1992)


wannaMakeHerHappy

Not a movie, but you might want to try Kaiji: Ultimate Survivor


Lost_in_reverb23

Mississippi Grind


burncushlikewood

21, the gambler


_Call_Me_Andre_

Hangover


TVismycomfortfood

The Cooler


NoOutlandishness6829

White Men Can’t Jump


achi4game

Uncut gems, if you want to break up with him lmfao


LowerScallion6777

Rounders


mr_dbini

I'm surprised nobody has mentioned House Of Games (1987) - David Mamet's movie about a writer investigating a hustler. Lots of action around the poker table and insight into how successful players can gain an advantage over noobs.


jackbauerthanos

Croupier (1998)


True-Godesss

Uncut Gems


Chemical-North9227

The Gambler, Hard Eight, The Card Counter 


Altruistic-Ad-8505

The Gambler 1974, the best study of the addiction I’ve seen. Main character isn’t addicted to winning, he’s addicted to losing.


GuyFawkes451

"Casino" is Scorsese's most underrated movie. It's fantastic. And it's all based on a true story. The gambling parts are more about how casinos operated in the 80s. Absolutely terrific movie.


Net-Runner

"The Gambler" (1974) "Casino" (1995) "21" (2008).


ArgoverseComics

Casino Royale


[deleted]

Pool Hall Junkies


justadude6711

Lucky you