Quoting: RipNasty
You probably should have done the math on the next season. There is absolutely no chance they can fit all this in during the 1st year of Matthews and Nylanders deals. Not signing Samsonov or buying out Murray would help but I don't think you can sign Bertuzzi and ROR and pay Nylander and Matthews that much
I just realised I forgot to explain the cap situation for next season. My mistake, I realised as soon as I posted this thread.
In the 2024-25 season, if you include the Matthews and Nylander extensions, the Leafs would have $8,105,333 to play with. Pending unrestricted free agents would include T.J. Brodie, Mark Giordano, and Sam Lafferty. Pending restricted free agents would include Nick Robertson and Timothy Liljegren. The team would have 10 forwards, 4 defencemen, and both goaltenders under contract from the previous season, meaning there are 4 roster spots to fill with that $8,000,000. Some of these slots can come in at cheaper rates, depending on the progression of Toronto Marlies prospects and bargain hunting on the open market in free agency for bottom-six and bottom-pairing contributors.
With the UFA's, Mark Giordano is likely retiring. Sam Lafferty is a player I am definitely a fan of, but he is someone we can have walk to the open market if he commands too much money. Brodie will be 34, and I am not totally convinced that he gets anywhere near the $5,000,000 cap hit he is making currently. Potential discounted rate for a player closing in on his late 30's and is from Ontario.
With the RFA's, even in a scenario where Robertson and Liljegren play amazing, they do not have leverage due to their restricted status. Liljegren does have arbitration rights, but I see his cap hit somewhere around $2,500,000 on a 3 yr term given what we have seen from him as of now in his career. I like him as a solid bottom pair option who can fill in up the lineup. Robertson on the other hand has no arbitration rights and significant injury history. I see him taking similar money to the Sandin and Liljegren bridge deals of last off-season. If he lights the league up with our big forwards, he maybe gets more than that but not substantially.
If the Leafs were to sign O'Reilly and Samsonov at the terms and money seen above, I believe both contracts are movable in the following off-season. In the case of Samsonov specfically, we may well see Woll take command in the Leafs net which would give team the flexibility to flip Samsonov to recoup draft selections, and replace him with another platoon 1A / 1B option at a cheaper rate. I'm definitely interested in seeing what Dennis Hildeby does in his first professional season in North America with the Marlies this coming season.
Let me know if this makes sense to you or whether you disagree with the approach. I really appreciate the feedback!