I think it's become obvious that this team in their current form can win in the regular season, and likely compete with Tampa atop the (old) Division. They have great depth on D... and they have enough firepower up front to carry them as one of the leagues top offensive teams. They've shown the defensive discipline as well to basically (example being what they did to the Oilers a few weeks back). The question for me is -- how will they fair when "The going gets tough"?
It didn't go very well last time against Columbus (a team who they are substantially more skilled than); and Toronto's games against Winnipeg this year have for the most part been very close.
I have concerns that their bottom 6 on most nights seems to be almost a random collection of guys that just don't fit in the top 6; rather than containing a group that's built to shut down, play phyiscal, or be a substantial tertiary scoring threat. I have concerns in the top 6, that they're heavily reliant on their skill, and not necessarily adaptable to a dump & chase game if another team forces them into that. They don't have great size in that top 6 either.
Does that mean I'd trade William Nylander at the deadline? You don't subtract a core piece from a 1st place team mid-season. If they need cap space, you drop a Kerfoot or maybe Freddy Andersen. That being said, I do believe consideration should be given to that come the offseason.
Nick Robertson is going to be joining this team full time next year; and realistically, he's a top 6 player that should probably be playing with Matthews or Tavares. I don't think Nylander or Marner are the ideal wingers to be opposite Robertson. I think they need some size in that mix. Somebody that makes them more conducive to a dump & chase game that they may get forced into. There was a main boards post about Anthony Mantha. If you can get him, maybe this year, trade Nylander in the offseason.... you create that ideal "spot" for Nick Robertson; you save $1.3m on the cap to use towards building a "purposeful" 3rd line. You get a lot bigger and tougher to "sit back against".
maybe you end up with something like:
Hyman-Matthews-Marner
Robertson-Tavares-Mantha
Galchenyuk-Laughton-Mikheyev
Engvall-Spezza-Simmonds
And that's without considering what you might get for William Nylander.