I tried living in Montreal and the long punishing winter trumps all of the other great benefits of Montreal over Toronto. It goes on far longer and the snow fall is far, far worse. But yes it's also a far prettier city than Toronto with a better music and cultural scene with super cheap rent.
But I now see it as a far better tourist destination than somewhere to build a life/business. Unless you're an artist or student who can't afford rent in a big city but still want to live in a big city (which is what 99% of the young people I met seemed to be doing, a whole lot of creative but unmotivated individuals).
I also found the stereotypes of the francophone Quebecois I heard my whole life growing up in Ontario to be surprisingly accurate (I went in highly skeptical as I'm a bit of a snob myself). The francophone parts of town were often both rude and hostile to someone still learning the language, while local laws force every worker to start every interaction in french. I was basically forced to start every interaction in every cafe/convenience store apologizing that I don't speak french well and continuing in English, missing every opportunity to learn. I also witnessed multiple protests over companies like JC Penny and not french-ifying their brand names (which sounds crazy to me), which I thought was ridiculous and unsurprising that business was slow there.
I spent a year living in MTL then came back multiple times over the last decade and very few new buildings or businesses changed. Meanwhile Toronto build about 100 new skyscrapers and new companies in the same time period.