I think they're quite comfortable from the Nylander camp's perspective. Let's play this out, see what happens, and enter the season. Let's see if he can have another year like he did last year because if it's not going to be in Toronto, it's going to be somewhere else.
He's already a pretty wealthy guy, but he'll be hitting a significant payday. It's an exciting place to be if you're Nylander because you already have some career security. You've made enough money at this point that even if he didn't play another game next season and beyond, he'd be okay. That's important, and it also allows you to shoulder the risk of this season, which lacks that future security in your back pocket. You can see how things unfold and maybe put the Leafs in a spot where they can't afford to lose you.
