@periferal you asked in the GDT what I would do. Here it is:
1.) trade Pageau for anything. After being a part of a pretty solid line in the postseason I do not believe he is seen as a wasteful contract around the league. It will be a major mistake to hold onto him.
2.) Clutterbuck, Martin, Bortuzzo can all walk. I would be fine if Clutterbuck came back on a league minimum deal to be a part of the fourth line.
3.) Once Toronto gets eliminated trade Ryan Pulock, Matthew Maggio, and a 2024 1st for Nylander. Be willing to add more if needed.
4.) Resign Oliver Wahlstrom (1 year $1 per) Mike Rielly (2 years $2 per), Kyle Maclean (2 years $1 per), and Ruslan Ishakov (1 year $1 per).
5.) Go get a smooth skating defenseman such as Erik Gustafsson on as cheap of a deal as possible. This was a major mistake not keeping him and the team has not replaced the offensive skating ability of Leddy and Toews.
This roster would be right around $87.75 million which should be below the cap next season. Here is your lineup:
Barzal-Horvat-Nylander
Lee-Nelson-Palmieri
Ishakov-Cizikas-Engvall
Gauthier-Maclean-Fasching
Wahlstrom
Romanov-Dobson
Pelech-Mayfield
Rielly-Bolduc/Gustafsson
Sorokin
Varlamov
6.) At the trade deadline you add on to the defensive side of the puck preferably with someone to be on the second pairing. Be willing to pivot from one of Palmieri or Nelson if it does not seem they are staying/their game dips. You can always use the assets to add elsewhere in the lineup. At least one of these guys will have to walk to make room for the Romanov/Dobson contracts in the offseason.
7.) If anyone expects a plan for the following offseason that is looking too far into the future. How will Ishakov look? Wahlstrom? Will Bolduc actually get to play? Will Engvall play under Roy like this a full year? Do we have a new fourth line? Did Pelech stay healthy? What about Mayfield? Things should be fluid for the following offseason.
This roster does not include more than two trades. Getting rid of Pageau for anything and then making a trade for Nylander. Does this win a Cup? Honestly I do not know. I do think this roster is building towards having an offense that is more in tune with the current NHL though. I also believe that the defense does need more speed. Pelech and Mayfield worry me as that would be the main hole I see in this roster. Go ahead and kill the post but let's discuss the actual moves and not "LOU WOULD NEVER DO THIS."