I don't know how you can't see the writing on the wall.
Only one guy, the Captain, technically 2 if you count Toby, has signed on to finish their career here. I guess you could add Buff and Little too...
The big acheivement for Chevy was getting Scheifele first to sign beyond his 7 year window, then Helly, Josh, Nik, and Connor. And then Lowry. Two of those are expiring, and Winnipeg is looking more and more like a festering shit hole as time goes on. Do you really expect guys to go the distance here?
I'm sorry but for a team that can't attract free agents, why wouldn't Scheifele and Hellebuyck want to go somewhere they believe they can win. I mean Copp didn't sign long term, probably for that very reason.
Start losing the core, it's a rebuild, because the Jets are going to struggle on a one off trade, with pending UFAs, so it's likely younger pieces and picks, like the Kane trade, which was part of a rebuild, minus a gratitious playoff appearance.
Very few players go front to back with one organization in their career so not sure what you are getting at with this point.
Also if it's a festering shit hole like you said why would we bring back players that have contributed to making this such a shit hole. From what we heard from a well respected vet in Paul Mark was a major problem in the room.
Also we've heard from enough players that plenty of them care about this org and want to turn it around here. Conner, Ehlers, Morrissey, Lowry to name a few. You get Dubois to commit and you graduate Cole and Ville and you have the makings of your next core. From what we heard the younger group wants the responsibility so I don't see a rebuild so much as a minor retool.
Add in pieces from a Scheifele deal and that also adds to it if you get a Poluck or something akin back.