Pacioretty - Plekanec - Gallagher
Galchenyuk - Desharnais - Parenteau
De La Rose - Eller - DSP
Prust - Mitchell - Weise
(Flynn, Malhotra)
Markov - Subban
Emelin - Petry
Beaulieu - Pateryn
(Gonchar, Gilbert, Weaver)
Price
Tokarski
Key:
Re-sign
Trade or demote
Let player play out remaining year of contract
Let player leave in free agency
Plekanec and Markov are not pieces you win with for their price tag. Plekanec in particular could bring back something useful in a trade. Desharnais probably can't be gotten rid of, but it's worth a shot. Emelin could be serviceable as a second/bottom pairing defenseman, but his 4.5 million can be spent elsewhere. Flynn's spot is better suited for someone young gaining experience. Parenteau won't be traded, so let him play out his last year. I love Prust and I'm thankful for the time he's put in, but he's done. Especially at 2.5... let him walk after next season.
Petry MUST be re-signed. Weise should stay as long as his contract is reasonable. If the organization doesn't feel that they can actively take a part in developing Galchenyuk into what they believed his potential was when he was drafted, then they need to trade him while other teams are still convinced that he can hit it, because his value is sinking through the floor right now.
What you're left with, and where I think the remaining players should slot in:
Pacioretty - xxxxx - Gallagher
xxxxx - Galchenyuk - xxxxx
xxxxx - Eller - DSP
xxxxx - De La Rose - Weise
(Parenteau, Prust)
xxxxx - Subban
Beaulieu - Petry
xxxxx - Pateryn
(Gilbert)
Price
xxxxx
Fill in the (xxxxx)s with acquisitions from trades, signings, and promotions from within. I'd rather have a playoff-suited team that might not make the playoffs than a playoff-bound team that will lose in the first couple of rounds every year. The latter is a recipe for NHL purgatory. We have 3+ years of results to see which players can't perform in the post-season, and we know how important it is to commit your cap to the right players. There's no use trying to go through that again. That's the definition of insanity.
Of course, I realize that this is way too much turnover for a team that just finished 2nd overall in the league. But this is what I'd at least try to do.