With the opening this weekend of 21, about six MIT mathletes who broke the Vegas blackjack bank in the 1990s through savvy card counting, I can't help but think of the great gambling movies—21 is entertaining but too much of a fact stretcher to qualify—and how most of them get dealt a losing hand at the box office. Am I alone out here, people? Are none of you jazzed by the idea of placing a bet, at least at the movies? Cards on the table: My favorite poker movie ever is Rounders (see photo), which I've
watched too many times for my own good and from which I've memorized dialogue to live by. As Matt Damon's poker ace Mike McDermott says early on, "If you can't spot the sucker in the first half hour at the table, then you ARE the sucker." In the words of Mike's ratty partner, The Worm (Edward Norton in his most underrated performance), Rounders "is all-the-way nice." The Worm is sure that his pal Mike will join him for a big score in Atlantic City: "Your favorite actor is Clint Eastwood, man — he always doubles back for a friend." Which leads me back to the question: Why do moviegoers not double back for gambling movies? I'm not counting last year's Lucky You, with Eric Bana drowning in cards and angst. It was a deserved flop from the usually fine director Curtis Hanson. I'm talking about blue-chip gambling movies that people go, "Huh—what's that ?" when I bring them up. Here are a few of my top picks. Let me know if I'm missing any of yours.
ROUNDERS 1998
Like I said, John Dahl's cult movie gets me every time, especially John Malkovich as the mad Russian Teddy KGB, who takes Damon's law student for $30,000 in tuition at the poker table. Munching Oreo cookies, splashing the pot with chips (a poker no-no) and speaking with an accent that defies deciphering ("Ho-kay, Meester sum of a beech"), Malkovich soars so far over the top, he's passing Pluto. I love it.
CALIFORNIA SPLIT 1974
Even with the legendary Robert Altman in the director's chair, this gem about the compulsion to gamble never found its rightful high place in the Altman canon. George Segal and Elliot Gould are in top form in a film that examines the underside of a winning streak in Reno. The dialogue is pitch perfect. Gould to a casino cashier: “I’d like a thousand dollars’ worth of credit”—short pause—“Tell you what, just give me a roll of nickels.”
THE COOLER 2003
Wayne Kramer 's smashing directing debut deserved a lot more attention. William H. Macy is superb as a Vegas gambler with a knack for losing. His casino-manager pal (Alec Baldwin, revelatory in an Oscar nominated role) hires him as a cooler, a "piece of walking Kryptonite" who can jinx a high roller just by sitting next to him. Then love in the person of the glorious Maria Bello enters the picture and his bad luck changes. Or does it?
CROUPIER 1999
Mike Hodges set this low-budget mindbender in a London casino. Clive Owen excels as a wannabe writer who takes a job as a croupier. He's grown up around betting tables and sees his job as a chance to observe people as subjects for his novel. The job appeals to Jack's need for control and emotional distance. He gets to watch the suckers play at life and risk losing. And so do we, with mounting fascination.
CASINO 1995
Martin Scorsese's 17th film rarely gets any love, many wrongly consider it a lesser sequel to GoodFellas. But there's no better film about the business of gambling. And as Robert De Niro runs his Vegas casino, the audience gets to follow the money with a documentary realism that brings out Scorsese' genius for obsession.

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JAred | March 28, 2008 9:46 PM
Poker movie.. hehe... I'm twelve...
Yorsh Kosher | March 27, 2008 4:05 PM
best poker player in movie history: Bert Maverick.
Dan | March 27, 2008 1:10 PM
How about Casino Royale? The original and remake are both outstanding in their own right.
Davieb | March 27, 2008 12:34 PM
I thought I was the only one who loves Rounders!
And it's not a gambling movie, per se, but the casino sequence in Run Lola Run is great.
I read the book on which 21 is based, and this is one that I'll see in the theater, and not wait for the DVD.
JD | March 27, 2008 11:56 AM
I'll second the recommendation for The Gambler. Written by James Toback, it has a killer performance by James Caan and one of the most brutal endings you'll ever see. Except for California Split, it's the best film about gambling ever made.
Marty | March 27, 2008 10:09 AM
I've always loved the part on Maverick when Mel Gibson pulls out the Royal Flush. It would never happen in real life and I've never pulled out a royal flush but I always get excited when I see that hand.
Saitou | March 27, 2008 9:33 AM
Lock, Stock and Two Smoking Barrells... C'mon, Guy Ritchie today's lame, but that flick is brilliant!
Keith Carne | March 27, 2008 8:22 AM
Hard 8 and the mother of all gambling / heist films:
Jean Pierre Melville's Bob Le Flambeur!
SeattleMoviegoer | March 27, 2008 4:36 AM
i'd say LOST IN AMERICA was a great gambling movie. Albert Brooks' wife (Julie Hagerty) loses the family nest egg in a fit of casino madness while he's in the hotel room sleeping. Brooks then has to try and talk the casino owner into refunding the money cause she "didn't know what she was doing." Very funny stuff.
timalex | March 27, 2008 12:31 AM
Gotta love Paul Newman in "The Sting" "Cool Hand Luke" "The Hustler" and "The Color of Money". I would have to see "Rounders" again. I watched it after seeing Edward Norton in "American History X" and "Fight Club" so I had high expectations for "Rounders".
Does the russian roulette scene in "The Deer Hunter" count as a gambling sequence?
Overall, I would have to say "The Cooler" is my favorite, and I liked "Oscar and Lucinda" but the book is much better.
joe | March 27, 2008 12:16 AM
I know they're not about poker or cards, but "The Hustler" and its sequel "The Color of Money" both deserve mention as two of the greatest gambling movies. Just watching Paul Newman's eyes light up when he watches Tom Cruise play in the second, albeit lesser, of the two shows how seductive these movies really are.
JimmyD | March 26, 2008 9:33 PM
The Cincinnati Kid!
'The Hustler' with cards.
C'mon Peter.
Rachel | March 26, 2008 9:29 PM
I forgot to mention The Sting. A classic!
zentropa | March 26, 2008 8:49 PM
The Gambler////James Cann The ending is GREAT/ Trust me on this one/
Satya | March 26, 2008 7:32 PM
Thanks for saluting John Dahl's Rounders. I also love Red Rock West, The Last Seduction, and You Kill Me from John Dahl, even though they are not gambling films. Great to see The Cooler on the list as well. I saw it at the Lynwood Theatre on Bainbridge Island in Washington. I have a lot of respect for Maria Bello because of this movie and A History of Violence. For fans of The Cooler, check out This Film is Not Yet Rated for comments from Bello and director Wayne Kramer about MPAA issues with this film.
Mike J | March 26, 2008 7:15 PM
what about owning mahowny??? i cant think of a better film about gambling especially the addiction aspect of it.
slaggathor | March 26, 2008 4:37 PM
maverick
Christian | March 26, 2008 4:21 PM
I'm a sucker for Rounders too. Every time it's on T.V., I'll stop what I am doing and stare.
Anyway other gambling movies: The Cincinatti Kid ain't great, but Steve McQueen is God in my book of leading men.
Dead on about Owning Mahoney. Great Seymour Hoffman performance
Travers covered the greats, but for individual scenes, few beat Joe Pesci going apeshit at a card table in Casino ("Take this card and stick it up your fucking ass!"). Classic.
Rachel | March 26, 2008 4:19 PM
One of my favorites is Croupier. I'm not sure if you would consider Casino Royale to be a gambling movie, but it propels the plot. Those gambling scenes reveal a lot about James Bond's character. That whole movie is a great way to mix action and character study.
Midwest Mike | March 26, 2008 4:03 PM
Hard 8 is solid.
Casino gets dogged because of the blatant similarities to Goodfellas. DeNiro the wise old vet, Pecci as the loud-mouth loose cannon. Plus, only about 4 years had passed between Goodfellas and Casino. Just too soon to make another epic mob movie with the same director and the same actors. But...after a few watches...it's flippin' great. Even Sharon Stone is solid.
BenTHC | March 26, 2008 1:44 PM
Just to interject one of my favorite poker movies, Lock, Stock and Two Smoking Barrels. One of Guy Ritchie's interlacing crime thrillers, which has seemed lost to American viewers, but is definitely worth its while.
JasonTHX | March 26, 2008 1:17 PM
Paul Thomas Anderson's Hard Eight/Sydney had some nice moments as Philip Baker Hall teaches rookie John C. Reilley how to quickli double/triple money. Hall's Sydney is a guy who knows the tricks and watching him teach the eager Reilly is almost every bit as good as the Newman?cruise matchup in another overlooked Scorsese gem The Color of money.
But that's getting off topic.
Also great is Philip Seymour Hoffman's turn in Owning Mahoney as a compulsive gambler. These movies aren't so much about the art of gambling but about the types of people who compulsively feel the need to gamble.
And Man, I am still astounded by the narrative power of Casino. Watch it again, people. On as big a screen as you can find. It'll dazzle you.