Whenever Nylander resigns with the Leafs, and I don't think he will end up getting more than $6.9 million AAV (as in, not in the 7s), he will line up beside Matthews. Ennis would then probably jump to the third line. I would say that he's far too talented to handle 4th line duties, but considering our 4th line may be made up with the lines of Brown, Kapanen, Johnsson, etc., there are really no traditional bottom liners in that group. I didn't include Lindholm because I really have no sample size.

@JeffVeillette
In recent years..
Ryan Ellis, October 5
Ryan Johansen, October 6
Nikita Kucherov, October 10
Johnny Gaudreau*, October 11
Rasmus Ristolainen, October 11

* Same agent as Nylander

signed a 6 year x $6.75 million deal with a 5 team no-trade list in the final year (no one gets a NTC on the years covered by RFA)