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What would be a realistic territory exchange if the USA had done far better in the War of 1812? The US annexing the entirety of British North America is ASB, but is there any reasonable amount of territory the US could have taken if they managed to temporarily occupy, say, Toronto and Montreal? I think the US annexing either one of Upper or Lower Canada is ASB, but could the US have annexed the entire Oregon territory by using Upper and Lower Canada as bargaining chips. In a timeline I am working on, the US uses parts of Eastern Canada to secure the majority of the Canadian West. Originally it was just going to be Oregon but I figured that if the US secured the entire Canadian west coast the rest of Western Canada shouldn't really be that much of an ask.

New America.png
The black line is my general idea of the new border. It is based on watersheds and rivers. I remember somebody saying the Hudson Bay was privately owned so the US couldn't have annexed it. Is this true? And is my new border realistic?
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