If Toronto wanted to be a better team moving forward (not just the team you build in NHL 2019, but a real, functional team).
1. Nylander to Anaheim in a deal that sends Hampus Lindholm the other way. One of he or Reilly will play on the right side just fine on the top pair.
2. Next summer ship Marleau out for the final year of his contract. You can slot another player into that spot and save money.
3. Let Jake Gardiner walk because he's not worth 6+ million per year with the way he plays at the defensive end of the ice. Sign a guy like Nate Schmidt instead, and save a couple million dollars. Let Ron Hainsey leave and sign a veteran in the 32-33 year old range, coming off his "big contract", to play on your third pair.
Nazem Kadri (4.5) / Auston Matthews (10.5) / Kasperi Kapanen (4.0)
Carl Hagelin (4.0) / John Tavares (11.0) / Mitch Marner (8.0)
Zach Hyman (2.2) / Par Lindholm (1.5) / Connor Brown (2.1)
Andreas Johnsson (2.5) / Frederick Gauthier (1.0) /Pierre Engvall (1.0)
Morgan Reilly (5.0) / Hampus Lindholm (5.2)
Nate Schmidt (4.5) / Travis Dermott (1.o)
Andreas Borgman (1.0) / Nikita Zaitsev (4.5)
Freddy Anderson (5.0)
Garret Sparks (1.0)
With a 13th forward and 7th defensemen both on ELC money, and counting Kessel's 1.2 million, that's basically exactly 82 million, which is what I expect the cap to be... I think that team is much better defensively. the offense from the top 6 is still extremely potent and the defense core has 5 staple pieces (Reilly, Lindholm, Schmidt, Zaitsev, Dermott), Borgman makes the jump until Liljegren, or Sandin are ready to play in the NHL for cheaper.
Win A LOT of friggen games.