Interesting situation.
Without an extension, I would think Pacioretty's value will be higher near the trade deadline than it is now. Do the Habs hold off until then to maximize the return? Hard to imagine. It's tough enough for everyone to keep a player who is unhappy on the team for two thirds of the season, it would be especially awkward when he happens to be your captain.
I'm also super curious to know why he became such a persona non grata so quickly. He was named captain in 2015 with the full backing of the team, the season after Therrien is allegedly overheard calling him the worst captain ever, and the season after that Bergevin apparently wants him gone.