I don't see now Willy can win a salary argument right now. Leafs have comparables on their side, Leafs have almost five full years on NHL control over him. Until any team wants to pay overpay for Nylander, he isn't getting an offer sheet and no team is going to trade for him for fair playing value, if they have to pay Nylander a too high a salary.
So, I don't see the Leafs "caving", it's more just good cap management. I respect Willy's decision of not signing a contract he doesn't want, but geez, I can't understand his strategy. The Leafs just might let the December 1 pass...with Nylander unsigned if gets that far.