Wouldn't you say the pessimism is warranted in this case though? I mean it doesn't have to be a sky is falling scenario, but two things need to fall in place for it to happen.
-We need to offer almost identical 8 year, 8-9 mil per year, NMC, bonus laden deals. The idea that this franchise is capable of such a thing right now feels hard to believe. We just lost the best player this franchise will probably ever see because of money. Our last significant financial commitment iirc is Hoffman and that was a relatively small, short, non bonus, no nmc deal from a few years ago. Other than that it feels like it's been many years since we signed a massive deal (I guess Bobby Ryan's deal would be the last), and these two would both be the largest in franchise history in both AAV and signing bonuses. The fact that last we heard, they hadn't even tried negotiating with Duchene is concerning and could indicate it's all smoke and mirrors like the Karlsson situation.
-They need to want to stay. We have many sound bites that make it seem they want to stay, but also many that contradict them. Duchene has voiced publicly the appeal of being a UFA after watching what Tavares got to do. Stone has been more steadfast in voicing a desire to stay, but that one year deal they settled on is a bit of an undeniable red flag, and now they can't sign him until 2019 at the earliest.
-They have both voiced a wait and see approach to see how the team performs and management has said the same. We don't have a good roster, and while a surprise could happen, there's no denying that the odds are against that happening. If we suck again, as is predicted by almost everyone, they may want to move on regardless.
-There is not a lot of matured talent currently on the roster, and there has been some talk (including references to it by said Stone and Duchene) that either of them signing could depend on both of them staying. If one goes, that could again mean the other isn't open to staying either knowing that losing one of them sets the team being competitive back even further.
I want them both to stay, but I think the odds are against it happening, and the pessimism is warranted.