The Habs are a great underdog team. They were underdogs all of last year. I think they're just more comfortable in this role. Being pegged to win puts too much pressure on them. Most teams that are expected to win don't have such demanding fans or reporters.
Its almost refreshing to watch all the experts write off Montreal, with zero possibility of upsetting the Bruins. However, when you are expected to win, and you lose a couple.... its much harder to play to a standard you set.
Montreal has zero pressure, Boston has everything to lose. If they can isolate Chara, use their speed ...they can, without doubt, win the series.
I've seen Vezina winning goalies stink up the playoffs more than once (Hello Jose Theodore, Patrick Roy) to have learned my lesson about being over-confident in my own team in the previous years.
So while Boston looks dominant on paper, it only benefits the Canadiens.