Movies about gambling have an inherent drama because, by definition, they’re about risk. These are the 26 best
California Split. Photo: Courtesy of Columbia Pictures This article originally ran in 2020 and is being republished ahead of the release of Paul Schrader’s The Card Counter.
25. Lucky You Made in the heat of the now-mercifully-cooled World Series of Poker craze, the late Curtis Hanson put an immediate halt to his terrific L.A. Confidential/Wonder Boys/8 Mile/In Her Shoes run with this mostly hackneyed story of a superstar poker player with a complicated relationship with his even bigger superstar poker-player father .
21. The Cooler This likable indie’s best quality is its premise: Meet Bernie , a professional loser whose job it is to ruin any high-roller’s hot streak simply by playing at the same craps table. The Cooler starts off as a sad, funny character study of a recovering gambling addict who’s still in massive debt to Alec Baldwin’s tough-guy casino boss — he’s working off what he owes by being the guy’s go-to “cooler” — but the love of a good woman might just change his luck.
17. The Hustler When you consider the parameters of our gambling movie rankings, we must say, The Hustler isn’t as good a gambling movie as its sequel, The Color of Money, … but it probably is a better movie overall. The 1961 original is less concerned with a swaggering Tom Cruise–Paul Newman movie-star face-off and more focused on loyalty and integrity and ambition.
13. The Color of Money Paul Newman won his only Oscar for The Color of Money, revisiting the character of Fast Eddie Felson, whom he played in 1961’s The Hustler. The sequel is a movie about an aging pool shark at a crossroads. “He had to stop gambling,” Scorsese said in Conversations With Scorsese. “He had become a different kind of hustler in a way, selling liquor. But he couldn’t resist the joy of the game. I mean, not just pool, but livening up the game of life, which is the real gamble.
9. The Card Counter Paul Schrader’s sleek, moody, anguished drama about a professional card player who travels from casino to casino as a way to have some quiet control over his life and hide from the guilt in his past is more fun, but not less intense, than Schrader usually has: He clearly loves this particular milieu and delights in detailing its intricacies and nuances.
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