I think Bergevin's philosophy is "make the playoffs and see what happens from there. Maybe the team gets on a roll."  Publicly, he has stated that the team can win, but, of course, he has to say that. 

Overall, he has to know that scoring is a problem, and he has to know that his draft selections do not give him the weapons to make a "win it now" deal. He has maybe one blue chip prospect, Sergachev, a defenceman. Since he has stated that he will not part with high draft choices, then the options really become to acquire the players he can get by shopping at the Dollar store or give up roster players that other teams likely don't want anyway.

One thing that Bergevin stated that caught my attention was that he doesn't believe in the idea of "a window to win." For me, if he really thinks that, (and maybe it's posturing), then it is troubling because if Carey Price leaves, the team is,...well, we saw last year how that played out. There actually is a window to win, and it is closing