Here's what I came up with. Nothing huge, just simple cap clearing things and reloading for another shot with the same core, but with different goaltending.
-Kerfoot to the Stars for a 2nd (#50)
- Very straight forward. I think he fits that team very well. Leafs get cap space and then...
-Mrazek, a 2nd round pick (#50 from Stars) and Malgin to the Hawks for Khaira
- A good pick and decent youngish player to take on a dump for a couple seasons. Khaira should be healthy and I think really gives the Leafs a solid and big energy 4th liner.
-Holl to the Blue Jackets for Korpisalo and our 4th round pick back.
- I feel like this is pretty fair? Holl would give them a good boost defensively, Leafs get a cheap goaltender that has struggled badly last couple seasons but has shown some form of ability in the past. Could use a change of teams.
I'd look into moving Muzzin but I feel like he's too good for the value they'd get back.
Hard to know which free agent is available and what not a good month ahead but the big hole right now is goaltending. I liked Mrazek and Driedger this time last year so perhaps my goaltending scouting eye isn't great. My best bet would be Kuemper will be the #1 target.
After re-signing Engvall, Sandin and Liljegren (bridged), Leafs should have around 10M in cap space with these moves. I don't think Kase will be back unless he takes another 1 year deal around the same money he made. Big need is obviously a goaltender, at least 1 good top 9 forward and a bottom pairing/depth defenseman.