The Leafs are definitely going to be interesting to follow for the next while. This year is probably their best chance to win the cup, as Marner and Mathews are still on entry level contacts. If I was them I'd be trading Nylander for the best defenceman they can get right now, and also probably dumping as many upcoming picks as needed to further fill out the defence and add depth.
That Horton cap hit is ugly now too. Sure its LTIR, but IR dollars aren't as useful as actual cap space. Package some picks with that and move it to a rebuilding team for anything useful and they're in good shape this year to make a run, with space at the deadline to add whatever they feel they're missing.
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