But in order for them to win they would first need to do something different than they've done for the past 8 years. Have they done that? Nope. They're doing what they always do: run it back with the same core group hoping that the result will be different this time.
It won't be.
The underachieving stars will continue underachieving, the dressing room cancers will continue being cancerous, the mediocre defensive zone play will still be mediocre, and the non-clutch goaltending will continue not being clutch.
The reason why the Leafs never win is because they can never admit to themselves what they are. They have this need to believe that they are better than they actually are and that's what trips them up every time.
What they need to do is accept the reality that they will never win with this core and take a sledgehammer to it. When Marner inevitably demands the moon and the stars next summer, tell him to have a nice life and hang up the phone. Replace him with someone who isnt a sniveling little bitch when times get tough.
Keep 34 and 88. Push 91 down to the 3rd line and spend your money on a winger with some balls and a 2nd line center who is tough to play against. Then overhaul the blue line and hope that Woll becomes something. But if 16 is still part of the plan and your blue line gets turnstiled on the regular, nothing is changing.