The Canadiens are closer to a Stanley Cup. That's a cautionary tale to temper Leafs fans expectations and ADD inclinations in this: Montreal is substantially further down it's developmental goals than Toronto is and yet in real danger of falling far short of it's own reasonable expectations even with the lead.
I wanted to quote this for a specific reason
While I agree with what you are saying: having a really good team doesn't = winning a cup, or anything like that. like. 1 team can win (and even though it seems like LA/Chicago are selfish and won't share LOL) - there are no guarantees. (that's where the "luck" factor comes in.
The bigger question here is
is Montreal a really good team.
like - the hilarious thing about this is - Leaf Fans have been telling Montreal fans for a while now (some more respectable/polite others), that they are in trouble and it goes beyond Therrian, and it goes beyond "the perfect scoring trade". they. can't. score. it's really easy to shut down their offense, and then you have to rely HEAVILY on price. even if Price is normal - you can win because he's a really, really good goalie (franchise, elite, whatever label you stick on it). when they score in bunches, it's generally due to having huge unsustainable numbers (going by shooting percentages, and all that stuff I really don't pay attention to more than passing - but this is totally the case).
and as zeke and others pointed out come playoff time - Price can be made human. AND he has a reoccurring lower body injury which can happen at any time.
They are to me, St Louis. just with better goal tending and they don't have to face Chicago. heck but I don't think they have the pieces really to make any kind of noise of significance.
to answer the question - I wouldn't trade places with the Habs. heck - and I mean this whole heartedly - I wouldn't trade with Chicago. (and I love their team, and I love their coach). but they aren't the Leafs. I'd love to get their success - (3 cups, 6 years, and counting), and the ability to find talent from anywhere, and people choose you because you're good. - but i believe we'll get there anywhere. so why trade with Montreal?
I'd rather see it happening from the grass roots so to speak and enjoy it happening in front of my eyes, and enjoy it.