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Mike McDermott (Damon) is a professional poker player and a law school student, in that order. One night, in an attempt to raise the capital for a trip to Las vegas to play in the World Series of Poker, McDermott loses his whole bankroll, $30K, to the owner of his favorite underground card club, Teddy KGB (John Malkovich). The next day, he swears off cards, but we get the feeling he does so in order to keep his relationship with Jo (Gretchen Mol) alive. His resolve is shaken, and quickly detroyed, when his best friend growing up, Worm (Edward Norton), is released from prison, and McDermott soon finds himself back at the table.
This movie succeeds on a number of levels, and surprisingly so. Of course, many of those levels have to do with cards, and if (as I said) you're not enchanted, or at least obsessed, with the non-luck aspects of any game of chance, it'll probably bore you stiff. But even if you're only a weekend (or rarer) player at the card table, the horse track, or the stock market, you'd do well to listen to Damon's voiceovers throughout the movie, which have loads of excellent information (and mirror things I've been telling novice horseplayers for years).
Other than that, the insights into relationships, and the ways obsession can destroy them, are profound. Well, okay, maybe not profound, but handled with gobs more subtlety and wit than I've seen in just about forever. Mol isn't really onstage long enough to give her any real chemistry with Damon, but take it from me, the ways they react to one another throughout the film are dead on. More importantly, both to the plot and to the success of the movie, is the relationship between McDermott and Worm. Edward Norton proves once again he's one of Hollywood's true rising talents, and the deeper motivations that drive his character are exposed just well enough that we can see them. Not an easy task, and one sure to be uncovered if the actor doesn't understand those motivatins and the viewer does.
The other main aspect of the film is the suspense during the actual card games. Another thing that's not easy to pull off, and often (most recently in the Gibson/Foster remake of Maverick) the director resorts to insane, next-to-impossible combinations of cards to make it work. (Remember the final game in Maverick?) In the first scene, when Teddy KGB nails McDermott, the winning hand is a full house. Welcome to the real world of poker, where oftentimes it's the guy holding the two pair that ends up forty grand richer at the end of the night. Dahl realizes, repeatedly, that it's not the cards in the hand that provide the action, it's the way the characters react to one another. One almost thinks that Dahl could have pulled this movie off by putting Damon, Norton, Malkovich (without the cheesy accent), John Turturro, and two or three of the other cardplayers around a table and shot two hours of one game.
Matt Damon plays the main character, Mikey McDermott and Edward Norton his best friend Lester "Worm" Murphy who's freshly released from a prison term that Mikey might have also had to serve if Lester would have given him up. Feeling obligated for the sacrifice his friend made, Mikey trys everything he can to keep Worm out of trouble while attempting to hold together a failing relationship with his girlfriend while juggling law school. Mikey cant resist the draw of poker and ends up back in the frey of the Rounders again realizing that life is a grind without his true love of poker.
Damon portrays the main character brilliantly and Norton was so convincing that I actually felt angry at him for fouling everything all up. Malkovich invents his own odd version of the Russian accent while pulling off the role of Teddy that is completely unforgettable. There's also a great cameo by the 3 time World Series of Poker champion Jonny Chan.
Rounders portrays a professional gambler more realistically than I've ever seen it before. From hiding large amounts of cash all over the house to the dark smokey poker rooms hidden away in a basement to ring games at the casino. Amassing large fortunes and getting broke again then back in the same day. The life of gambling is one of extremes, danger and euphoria. People get drawn into it and like a drug become addicted, a small handful end up conquering it and carving out a life for themselves.
This movie can almost be attributed to the start of a new revolution of poker players, TV shows like World Poker Tour sprang up, attendance at the World Series of Poker has increased by bounds every year. Though it was an already growing sport, Rounders has been the catalyst to growth and has pulled people into poker like never before.