Before Benedict Arnold became the world's most famous traitor, he tried to invade Canada, it went about as well as you'd expect.
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Sources:
https://www.americanacorner.com/blog/quebec-assault
https://www.americanacorner.com/blog/1775-invasion-quebec
https://www.historynet.com/invasion-of-canada-during-the-american-revolutionary-war/
https://warfarehistorynetwork.com/article/arnolds-flawed-invasion-of-quebec/