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They say My Winnipeg is good: My Winnipeg - Rotten Tomatoes
Scott Pilgrim vs the World is also awesome. The story is set in Canada (copious amounts of snow included), and one of the main characters works for Amazon.ca.
Oh man, there's so many great ones. There's a combination of Hollywood ones with Canadian themes, and stuff that's purely domestic without any foreign partnerships.
Hollywood stuff:
Barney's Version
Black Robe
Scott Pilgrim vs. the World
Chloe
Splice
Mr. Nobody
One Week (Not sure if it should be in this category?)
Canadian:
The Trotsky
Heaven on Earth
Love and Savagery
St. Jude
C.R.A.Z.Y.
J'ai a tuer ma mere
Ce qu'il faut pour vivre (The essential of life)
Agaguk
Atanarjuat: the Fast Runner
Les Invasions Barbares (The Barbarian Invasions)
New Waterford Girl
Crash
La Grande Seduction
Bon Cop, Bad Cop
Whale Music
The Apprenticeship of Duddy Kravitz
The Timekeeper
Toronto Stories
La Pere en Flic
Bollywood/Hollywood
... LOT'S more, that's just what I had time to write before getting back to work, and most of that's recent, didn't bother to dredge up the classics.
Movies that can give an "outsider" a realistic glimpse into life in Canada, past or present.
The Boys of St. Vincent
Secret Nation
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