You would probably need to add an unprotected first for each year of Keith's remaining contract that you're trying to stick another team with to return a 3rd.

Literally how, theres only 2 years left, teams value Keith far more than fans do and the hawks can retain salary to drop his cap hit to about 2.8. Duncan Keith on a 2.8 cap hit for the next 2 years will not require the hawks to give up 1st rounders, because otherwise they just keep him. The hawks have cap space, his contract is not an anchor on the franchise. This deal is literally doing Keith a favor by giving him another chance at a cup before he retires.

Sure the deal benefits Chicago greatly, but sticks Winnipeg or whoever takes Keith with with a declining 38 year old defenseman with a bad contract for another two years. Teams aren't going to do that just for the heck of it. Look what Toronto had to give up to dump one year of Marleau's contract and tack on more because Keith's contract is worse.

Keith may have value to Chicago fans for all the good ol' days, but every other team couldn't care less about that "value".

You genuinely didn’t even read any of what I said properly. So I’ll lay it out for you
1. After salary retention Keith’s contract is far less than half of what Marleaus was. It’s not even close to being as bad as Marleaus and I don’t understand how you could view it the other way.
2. I recognize Keith is bad, you recognize Keith is bad. Teams still value his leadership and experience, especially a guy like Chevy.
3. The only reason the Marleau deal happened is because the Leafs needed to pay Marner. That’s literally the only reason that trade occurred. Do you think they gave up a first just because? No it’s because they needed to pay their stars. The Hawks are not in that situation and in order for a team to get Keith, it’s because that team wants him. Not because the hawks want to get rid of him. If you don’t think a team should trade for Keith, fine, but the hawks will not be decreasing in draft capital for a player they don’t NEED to get rid of. And besides, considering what some teams are paying players, Duncan Keith on a 2.8 cap hit for a new team is far from the worst deal in hockey.

The Youth movement is REAL! I hope we draft Lysell or McTavish.

I was going off your original trade which has nothing for retention. You threw in retention in your next post because you knew the original proposal is a rip off of the other team. Even with retention Keith isn't getting a 3rd. Keith's contract is worse than Marleau's, because it's more dollars for longer and is in a flat cap world where Marleau was done before covid.

The teams don't care about your reasons for dumping his salary, Toronto had to do it because of Marner, Chicago wants to do it because Keith's contract is bad. The point is just because Chicago doesn't have the same motivation to trade Keith, doesn't mean anyone has to give you a discount on getting stuck with his contract. If Chicago doesn't need to move Keith then hold onto him because I can't see teams lining up to take on his contract.