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I grew up in Toronto and I've lived in Montreal for all my adult life. I love both cities... It's like apples and oranges. Montreal is ridiculously cheap, alive with very accessible culture and has a burgeoning adult industry. Toronto is still cheaper than a lot of big cities, there are so many neighbourhoods that are absolutely gems and it's a lot bigger than Montreal, so there's more world-class city stuff.
Montreal is dominantly French, so it can be hard to get a job, but assuming you're all good in your work, that's a non-issue. It's nice to learn the language, but you could get by here without every uttering a bonjour. It's cold as fuck in the winter and humid and gross in the summer, but fall and winter are gorgeous, however short. Toronto's weather is similar, but feels slightly warmer in the winter and slightly cooler in the summer, at least in my experience.
I can't speak for Vancouver, but between these two cities, you'll be quite happy with either. I'm moving back to Toronto at the end of the month, so I made my choice, but it has more to do with friends and family. If I could have a portal between the two cities, life would be perfect.
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