From MM's perspective, I don't think he has confidence to bet on himself to perform in the playoffs to get the 100mil contract. As he just tried and failed this past playoffs.
From Shanny's perspective, if he trades MM, and even if the Leafs missed out on playoffs, he could use the excuse of retooling the team and it takes another year or two.....MLSE might buy it or might not.
But, if Shanny's bring back the core and failed again(first round), he can't use the excuse, since both MM and JT are off the books, I can use the money to retool, as MLSE probably would rather have someone else to use that 22mil to retool.
I said it after that press conf. They are making Shanny stays to be the bad guy of the MGT. Someone to trade away the Capt and MM, and if goes sideway, he will take the fall. IF it goes well, Tre will take the credits. Also in the future when Tre tries to recruit UFAs, all he needs to do is say Shanny was the one who ruthlessly demanded MM and JT to waive.....