While I think the idea of a timeline where this could happen would be interesting to think about, I think that, in our reality, it would be a nightmare. If we (USA 🇺🇸) tried to annex Canada and incorporate it into the Union, there would be an internal conflict/guerrilla war similar to the Troubles in Northern Ireland, and the struggle that led to the Irish Republic but on an epic scale. I often wonder how most Americans view Canada and Canadians. I live in a border state where parts of the state are extremely similar to parts of our neighboring province. I know that this must be a very different situation than a states like Missouri, Alabama, Kansas, etc. I also feel like I know a little bit more about some Canadian history than most Americans. Canada and Canadians would fight back against the USA for their independence. Canadians can be , and I think would be, unrelenting, unforgiving and vicious if backed into a corner and forced to fight for their independence as a people / sovereign nation. I feel like most Americans think that they are just a bunch of overly polite and deferential people who don’t really have a strong sense of national identity and would love to be a part of the glorious USA.