Brendan Shanahan is actively looking for a new GM. The person he'll end up hiring will have big decisions to make, considering the contractual situation of important players. The Core Four is also a matter that the hiree will have to deal with. It won't be an easy task.
Maple Leafs GM Contenders Seek Crucial Answers from Shanahan regarding the Core 4
In a recent episode of the 32 Thoughts podcast, Sportsnet's Elliotte Friedman revealed a recurring question being asked by those interviewing for the GM role with Shanahan.
"Friedman on 32TP says those who have interviewed for the Leafs GM job have asked Shanahan what he honestly thinks [Auston] Matthews, [Mitch] Marner and [William] Nylander are thinking and what their next contracts could look like, they want to know what they're getting into."