Toronto's in a weird spot, where that offensive unit was going to have to carry them to any success; because that D certainly wasn't going to.
With a Matthews injury and Nylander hold out, that depth that Toronto gave up in the summer (to the LOLs and delight of Leafs fans) would have been pretty useful now.
In theory a F for D trade with Carolina makes sense. Carolina has true wealth on the back-end, and in theory Toronto has wealth on the forward group (in reality, it has to be one of the top 6F because outside of that there's actually pretty little value).
Nylander has to be the piece here. May as well trade a guy sitting at home for something that can help you. Nylander isn't signing team friendly, that's just how it's going to be. Not really sure what the deal would look like.
Pesce or Faulk and a Nylander + Holl framework would make sense to me (with pieces from Carolina to balance the trade). Carolina makes a big downgrade on D, but they have CDH who can pickup a few extra minutes and TVR who's not terrible. Carolina makes a big upgrade on forward. Team's got a lot of cap space, three talents Europeans they can build off on forward too.