CapFriendly.com has proposed a trade scenario that might be feasible for the Leafs. It involves sending William Nylander, along with Connor Timmins and Boston's 2023 1st round pick, to the Calgary Flames.
With Matthews entering the last year of his current contract, the Leafs will need to save substantial cap space to accommodate his projected annual salary of $13-$15 million. Nylander, who also has one year left on his contract, is expected to demand a significant raise. Considering these financial constraints, it is becoming increasingly clear that the Leafs might not be able to retain both players.