If you've seen my earlier posts you'd know that I don't begrudge Nylander the holdout even if I understand the factors of RFA vs. UFA and where his contract should "fairly" end up for what he's shown. "Fair market value"
currently sits at give or take (IMO) using Ehlers and Kucherov as direct comparables, and Drouin as needing a premium for being a better player
5.2x3 (15.6)
5.4x4 (15.6+6= 21.6)
5.6x5 (21.6+6.4= 28) (I wouldn't offer if I was Dubas, expires to UFA at bad time)
6x6 (28+8=36) (I Wouldn't offer if I was Dubas, ditto)
6.3x7 (36+8.1=44.1) (I wouldn't accept if I was Nylander)
6.8x8 (44.1+10.3=54.4) (I wouldn't accept if I was Nylander)
I'm not advocated that it's necessarily the income maximizing play for Nylander, but it's a lot of money, and a lot of security, and when you look at the valuations on the UFA year's I wouldn't call it being "bent over"
There's a difference between dispassionately viewed "fair market value" based on current factors and likely future worth. It's to the teams advantage to lock him in based on the former for as long as possible, it's to the Nylander's benefit to either A. get paid long term based on the latter, or B. keep his pay elastic in the short term so that it lines up FMV and future come into line.
You're advocating that the Leafs cave for no other reason than "we can afford to in the shortterm" without factoring in the long term implications.