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25. The Gambler (2014)
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However, we at Gambling. One of the better biographical gambling movies around, the affectionately-named Stuey features Michael Imperioli playing Stu Ungar, a high roller famed for being the only poker player to ever win three WSOP Main Event tournaments. Jeff Bridges plays a depressed individual down on his luck but with one possible redeeming feature in his life; Seabiscuit, an apparently useless horse found by a cowboy trainer Chris Cooper.
Tobey Maguire plays the unlikely jockey who goes on to steer Seabiscuit to numerous victories in one of the great underdog stories of the twentieth century. Featuring a youthful Matt Damon , Rounders is the tale of an entrepreneur who pays for his university fees by winning at the poker table. The film is full of famous faces, with John Malkovich and Edward Norton also making appearances.
The film is carried along by brilliant performances — Norton, in particular, is spectacular — and authentic depictions of poker strategy and table banter that few other gambling movies render so successfully. Aptly named, The Gambler tells the story of a university professor played by a compelling James Caan , who has an addiction for casino gambling.
As his borrowing becomes steadily worse and his need for thrills ever greater than the last threatens to endanger his life, the film builds to a steady crescendo and brilliant climax.
This is one for the gambling purists, who will be able to identify regularly with the character on screen. It also serves as a pretty severe warning against addiction — of any kind.
Another film with a host of good performances, The Cincinnati Kid , starring Steve McQueen, tells the story of an up-and-coming gambler who pits his wits against the high roller of the day, Lancey Howard. Played with verve by Edward G. Howard, Lancey agrees to take on McQueen, seeing as the Kid had made his name only in backroom games with little serious competition. The Kid is further hampered by a series of distractions — not least a beautiful girl — which threaten to topple his chances.
The film culminates with both players raising their stakes and, in an exciting finale, one of them thrillingly coming out on top.