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http://www.youtube.com/watch?v=kHAl1tWvvPA
Inspired by this song Dave Howery posted in the "Movies Based on Songs" thread, what if there was large-scale piracy on the rivers of Canada?
Bonus points if government cutbacks cause at least one unemployed Mountie to sign on as a pirate.
Since this is post-1900, I would imagine it'd have to be during the Great Depression.