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The 5 greatest gambling movies of all time

The 5 greatest gambling movies of all time

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Some of the most underrated movies are gambling movies. On this list, we focused on gambling being the key element. A movie like Casino, for instance, has gambling, but at its heart it is a mafia movie. The Sting is a classic, but it would fall in the con movie genre. Maverick is good too, but it is more of a Western. There are a lot of great movies that have gambling scenes or backdrops. In the movies on this list, gambling is the fundamental driving force of the plot. These are a must for all degenerates:


5) The Hustler

The classic Paul Newman/Jackie Gleason tale takes us back to a time when gambling was conducted in back rooms and in this case, pool halls. For younger viewers, it represents a bit of a history lesson. While gambling has become mainstream, this was a time of hustlers, con men and shady people. Worth a watch.

4) The Cincinnati Kid

Another history lesson, Steve McQueen is basically Mike McD from Rounders decades earlier. The hot young up and comer who goes against a legend. It again harkens back to a time when gambling was deep underground. It's gritty, and like all gambling stories does not always have a happy ending.

3) Owning Mahoney

Based on a true story, Philip Seymour Hoffman plays a Canadian degenerate gambler who embezzles millions from his bank in order to feed his gambling habit. It is a cautionary tale of what can happen when addiction takes over. It's dark, hopeless and the late Hoffman is amazing in the role.

2) Let it Ride

The gold standard for horse betting movies. Richard Dreyfuss plays a cabbie whose friend overhears a conversation about a fixed race in this little-known gem. After Dreyfuss cashes, he goes on an unprecedented hot streak. It also deals with the social distinctions of the track, from the high rollers to the down on their luck. It features a young, sexy Jennifer Tilly - who is better known now for her real-life poker skills - and Teri Garr is terrific as the drunk wife. A must watch for anyone with even a passing interest in horse betting.

1) Rounders

Simply the best, most realistic gambling movie ever made. Matt Damon is terrific as the main character, a brilliant poker player who tries to bail out his friend Worm, played by Ed Norton. John Malkovich plays the iconic Teddy KGB, and John Turturro is Knish, the wise old grinder. Gretchen Mol plays the overbearing, unlikeable girlfriend perfectly. The movie is filled with realistic characters and covers the highs and lows and massive swings of no-limit hold 'em as well as other games. Memorable lines, moments, people...It really is the gambling movie all others will be measured against.

Just missing out

The Gambler with James Caan is another classic. Also, check out Mississippi Grind with Ryan Reynolds, an underrated indie movie.

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Dusty Baker collects more hardware. Photo by Steph Chambers/Getty Images.

Dusty Baker has won the fourth Lifetime Achievement Award presented by Baseball Digest.

The beloved Baker retired following the 2023 season after spending 56 years in the majors as a player, coach and manager. He was honored Thursday with an annual distinction that “recognizes a living individual whose career has been spent in or around Major League Baseball and who has made significant contributions to the game.”

Willie Mays won the inaugural award in 2021, followed by Vin Scully in 2022 and Joe Torre last year.

“Receiving this award is a tremendous honor,” Baker said in a news release. “I never thought that I’d be in the class of the people that received this award. I know that my late mom and dad would be proud of me. This is really special.”

The 74-year-old Baker broke into the big leagues as a teenager with the Atlanta Braves in 1968 and played 19 seasons. He made two All-Star teams, won two Silver Slugger awards and earned a Gold Glove in the outfield.

He was the 1977 NL Championship Series MVP and finished fourth in 1980 NL MVP voting before helping the Los Angeles Dodgers win the 1981 World Series.

Following his playing career, Baker was a coach for the San Francisco Giants from 1988-92 and then became their manager in 1993. He won the first of his three NL Manager of the Year awards with the Giants that season and spent 26 years as a big league skipper, also guiding the Chicago Cubs, Cincinnati Reds, Washington Nationals and Houston Astros.

Baker took all those teams to the playoffs, winning 10 division crowns, three pennants and finally a World Series championship in 2022 with the Astros. He ranks seventh on the career list with 2,183 wins and is the only manager in major league history to lead five franchises to division titles.

In January, he returned to the Giants as a special adviser to baseball operations. Baker's former team is 7-18 under new Astros manager Joe Espada.

“On behalf of Major League Baseball, I am honored to congratulate Dusty Baker as the 2024 recipient of Baseball Digest’s Lifetime Achievement Award. He joins an incredible club," Commissioner Rob Manfred said. "Dusty represents leadership, goodwill, and winning baseball. His ability to connect with others, across generations, is second to none. He is a championship manager and player. But, most importantly, Dusty is an extraordinary ambassador for our national pastime.”

Baker was selected in voting by an 18-member panel from a list of candidates that also included Bob Costas, Sandy Koufax, Tony La Russa, Jim Leyland, Rachel Robinson and Bud Selig, among others.

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