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High Stakes, Canadian Style: 5 Gambling-Themed Films Worth Watching 🎬♠️

From psychological thrillers to card-counting heists, Canadian filmmakers have explored the world of gambling with depth, drama, and plenty of tension. These stories go beyond the roulette wheel — they tackle addiction, morality, and the high price of risk.

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So, let’s stack the deck and deal you five of the best Canadian films about gambling — each one raising the stakes higher than the last.

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1. Owning Mahowny (2003)

Directed by: Richard Kwietniowski
 Starring: Philip Seymour Hoffman, Minnie Driver, John Hurt

We begin with a gripping tale of obsession. Owning Mahowny tells the true story of Brian Molony, a Toronto banker who embezzled millions to fuel a secret gambling addiction. With a nuanced, tragic performance from Philip Seymour Hoffman, this film paints a haunting picture of personal downfall.

🃏 A perfect opener for this list — diving deep into the human cost of compulsion.

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2. The Last Casino (2004)

Directed by: Pierre Gill
 Starring: Charles Martin Smith, Katharine Isabelle, Kris Lemche

If Owning Mahowny showed us how gambling can consume a man, The Last Casino demonstrates how brains and numbers can turn the tables. This card-counting caper, set in Montreal, features a professor and his trio of students as they hustle their way through casinos using mathematical precision.

♠️ From chaos to calculation — a cerebral twist on the gambling genre.

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3. Niagara Motel (2005)

Directed by: Gary Yates
 Starring: Craig Ferguson, Anna Friel, Kevin Pollak

Next, we drift into darker, messier waters. Niagara Motel centers on broken people in a broken place — including a gambler caught in a cycle of poor decisions. The film’s ensemble cast and gritty setting offer a raw, offbeat glimpse into the consequences of chance taken too far.

🛎️ A quieter film, but no less risky — where the gamble is emotional as well as financial.

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4. Cold Deck (2015)

Directed by: Zack Bernbaum
 Starring: Stefano Gallo, Paul Sorvino, Robert Knepper

Where Niagara Motel touches on personal desperation, Cold Deck plunges headfirst into the criminal side of gambling. A down-on-his-luck poker player gets entangled in a dangerous heist to rip off a high-stakes game. Tension, loyalty, and betrayal all sit on the table in this Toronto-set thriller.

🃏 If you like your poker with a shot of noir, this one’s for you.

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5. Betting on Zero (2016)

Directed by: Ted Braun
 Starring: Bill Ackman, Herbalife executives, Carl Icahn

Finally, we leave the casino floor and head to Wall Street. Betting on Zero, co-produced with Canadian partners, follows hedge fund billionaire Bill Ackman’s billion-dollar short against Herbalife — a bold financial gamble with global stakes. Though not your classic gambling film, it’s a riveting look at high-risk strategy in the corporate world.

📉 A reminder that the most dangerous bets aren’t always made at a card table.

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Final Thoughts

Canadian cinema continues to surprise and impress with its approach to gambling stories — whether deeply personal, mathematically driven, or criminally intense. These five films show how risk and reward play out in many forms, and how the stakes are rarely just money.

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Keep following Hollywood North Magazine for more insight into Canada’s most compelling cinematic stories. 🎬

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