Please remember this is a hypothetical thread, and I am not advocating this deal to take place, this is a discussion.
I think it would be interesting considering Columbus missing a #1 C and having some good pieces on the back end, and the Leafs having C depth and needing other pieces. So I came up with this.
Leafs:
Werenski
Dubois
Jackets:
Matthews
Logic: Jackets get their RyJo replacement
Leafs get a potential top pairing (shall I say #1 D) and another potential #1 C. Risk is here for the leafs, but they address a big need in their prospect pool.
Who would add here in this hypothetical scenario, or is this even?
I've not been involved in any discussions for quite some time because it's the off season and things never play out. However, I'll bite on this one.
First, kudos to OP for presenting a curious and well phrased consideration. One doesn't have to agree with the end result, but it's hard to argue the idea behind it.
Second, close, but no cigar with respect to the return. Whilst the two players in return are very valuable, Matthews has more to offer as a #1 C than the combined value of the pair.
Third, this being said while believing that Nylander will become an elite player in the league, and perhaps as a C.
Four, if Columbus were to add their #1 pick in the 17 draft I believe the value would be closer. I don't see them finishing above 20th and two top 10 picks for the Leafs...tempting.
To the OP, I think a quality question was asked and while I'd demand more, you've tweaked my interest and I look forward to the comments of others.