Three trades I'd consider:
To Arizona: Sandin, Amirov, 1st in '22, Ritchie
To Toronto: Chychrun, Crouse
(Essentially, 3 1sts for Chych, which I believe is a decent return and .967M benefit to us in the lateral move between Ritchie and Crouse, .75M if we were to qualify him next year. I do like Crouse more for us because of his skating and he has PKed)
To Buffalo: Muzzin, Mrazak, Mikheyev
To Toronto: Miller, C. Anderson
(Miller needs to be re-signed next year, I don't know if we'd pursue, or for that matter if Buffalo would pursue, this year he'd be an upgrade on Holl. Anderson offers us a backup goalie with playoff experience and reasonable numbers, though injured now, his return date is close. His contract expires this year, but at .75M this year we could match if wanted and it gives us flexibility to re-sign Jack. While it would be a slap to Muzzin, Buffalo could certainly use his professionalism to help guide the mess that is Buffalo. They've got 3 1sts this year, some young talent, they could use the pro that Jake is...I'd give him the C. Mrazak offers some guidance and protection for their young RFA goalie Lukkonnen)
To Chicago: Kerfoot, Holl, and Gogolev
To Toronto: Strome, DeHaan (at 25%-3.4M) and A. Nylander
(Chicago gets the most complete player in Kerfoot. We take a chance on Stromes' improving game and DeHaan's ability to play both sides of the ice. With Kerfoot and Holl both signed for next year, Chicago avoids having to decide what to do with either of their players. With Tavares and Nylander, in the Ozone - which is where I'd start most of their shifts - Strome might regain some of the confidence and scoring touch he displayed in the past. )
Bunting Matthews Marner
Strome Tavares Nylander
Engvall Kamph Kase
Crouse Spezza Simmonds
Clifford
Rielly Brodie
Chychrun Miller
DeHaan Liljegren
Dermott
Campbell
Anderson
Cap hit this year: 78.3M 22 man roster, including Kessel's last year at 1.2M. We could make a move at the TDL.
*Bolded need new contracts next year.
**I would expect: Kase, Crouse, Spezza, Liljegren, and Campbell to be re-signed, with only Jack to receive a big raise. We would have the space to accommodate them all.
***Engvall, Strome, Clifford, Miller, DeHaan, and Anderson tbd.