Matthews no, and probably not even if he lets the Leafs know he's going to free agency. The GM (whomever it is) will most likely want to keep him for another crack at getting out of the first round ... Or, if they do go on a run this year but fail to win the Cup, then more incentive to try one last time, even if it means giving up an insane haul for 1 year of Auston.
Nylander though I can see being moved. That is, if were talking about any other GM than Dubas who is loyal to a fault. No sane GM wants to deal with negotiating with Willie after he sat out until literally the last hour before signing his current deal. Anyone believing he won't be just as difficut (and given the season he's having, probably more difficult) to sign this time hasn't been paying attention.
A wise GM would move him this summer for pieces that help now and let signing/re-signing Nylander make someone else's life miserable.
* I will just add, in retrospect the Leafs got a great deal on Nylander, and no one can blame Willie for wanting to get paid, but his sitting out and thereby hurting the team and his own season to get absolute max payday vs. taking a bit off his ask knowing that Matthews and Marner still had to be signed, well, he clearly chose the former.
It sounds like Nylander was probably justified in sitting. He was being low balled, not being greedy. The difference seemed so small, and more like it wasn’t really his fault.
That said, Nylander might be a better player than Meier So if it’s between those two, keep Willy.
If you’re trying to load up for one big shot at the cup this year and you’re Dubas, I think you’re crazy. This team hasn’t shown they are at all close to needing that ‘extra little push’ a deadline deal would give them.
I think Dubas needs to manage his assets here, keep his 1st, keep his best prospect, and make it clear that the team needs to give him a reason to go out and spend at the deadline.
They haven’t given him a reason to do that in his entire career here. And when he did go in and brought in some help, they blew a 3-1 series lead against a team that really shouldn’t have even made the playoffs. And that team cruised to a SC final instead of the Leafs.
It’s put up or shut up for the team on the ice, not for Dubas. And blowing his wad on this player at this time? Makes no sense to me