Quoting: Spaceman
Kane is hands down better but he's mid 30's and on an expiring contract. This lowers his value. Debrincat is a RFA and mid 20's. This raises his value. And Debrincat will be extended by Ottawa after the last year of his current contract expires. He maybe didn't want to extend with Chicago because he sees the writing on the wall. That the Hawks are a team going in circles down the toilet and not going to be returning to contender status for a very very long time. Ottawa is a young team on the rise and can be part of that core going forward. Much more appealing to sign longer term than spending your career being wasted with the Hawks.
Actually, what he's doing is seeing how it goes in Ottawa which is why he hasn't signed yet. That is the risk Ottawa assumes, that they will wow him, and get him to sign an extension otherwise it's going to be only a 2 year run in Ottawa as that is all Ottawa owns at the moment. That is why the cost was lower then expected for Cat.
Kane is a game changer in the playoffs, and his age has not impacted his performance up to this point and no reason it should be assumed it will for the 1 year remaining which is why age is a non factor here.
Teams are buying either 1 year of Kane or 2 years of Cat, those are the only guarantees that the Hawks can sell the value of. Anything beyond that is between the new team and the player even considering RFA status with Cat.
Back to your proposal, the only way this trade goes through is if Kane says Edmonton is the only team he will waive for. That is highly unlikely, and more likely at minimum that Edmonton, Toronto, and (more then either of those) NYR are teams he waives for and thus driving up the price. Kane changes the destiny of a playoff team more then any player on the market will at the TDL. He's a proven commodity with plenty of hardware to show for it, and teams with hopes of a Cup will pay up. A 2023 1st, very good prospect, and plus is the starting point as pointed out by the professional analysts. Furthermore, Kane's cap hit is prorated against games played, so his cost will be nowhere near $5.2m after the Hawks retain 50%. If you are a cup competing team heading into the playoffs, hands down Kane is the player you want over Cat.