Edited Sep. 2, 2022 at 10:08 a.m.
This trade looks much much better from the Canucks side of things lol, but they are a team with an abundance of wingers who will need to get paid, so giving up a known entity in Garland who is locked probably isn't the move even if they wanted Nylander, and Garland probably isn't what the Leafs need anyways if they are looking to resign Miller+Bunting.
Giving up Niemela+Sandin would would be a mistake for the Leafs future on defense, but let's just remove Garland and Niemela from the trade. Add Hoglander as the cost controlled option, and then balance the trade from their, Vancouver retaining on Miller makes no sense as it doesn't help Toronto in this trade.
Miller+Hoglander+Rathbone/Poolman for Nylander+Sandin+a pick is probably a deal that makes more sense. Then can add Kerfoot and Dickinson to make the cap work. Maybe Rathbone can be traded by Van for Lundkvist, all I know is you can't just LTIR Poolman.
Edit: Looking at the cap, there's going to be like 3.35-4.35m going to Vancouver if it's just Miller+Hoglander+Poolman for Nylander+Kerfoot+Sandin, so there isn't really a deal to be made here unless Myers is moved in a separate deal for picks.