I think the thing that I picked up on the most with Jason's retirement press conference was when Kyle stated that once Jason's decision to retire became more clear, the conversations between he and Jason began to shift immediately into a post career tone. I believe what he was insinuating was that it was no longer a player to GM dynamic, and that Jason was able to speak more candidly without the fear of sewering a fellow player.
Even if that was not the point Kyle was trying to convey, I think it inherently will be the case going forward. Spezz knows that room probably better than anyone in the Leafs organization. He was 100% fully invested into this team, and he will know first hand which guys weren't. I suspect that list of players not giving it 100% is very small TBH, but having Jason under Kyle's wing is going to be so beneficial IMO.
I am sure Spezz was never afraid to speak his mind, but he also was a great teammate by all accounts. The likelihood of him pointing out 1 individual as being a player that needed to be moved while being an active member of the roster is unlikely. But as part of management I think his opinions will start to become a lot more clear. I also think Kyle and the rest of our management team is progressive enough to understand that Jason provides a unique perspective that most teams in the NHL do not have, and to leverage that to our advantage. I really don't think Jason is just going to be bystander as "Assistant to the GM". His opinion will be valued IMO.
Great career. Thank you Spezz for always bleeding blue since day 1. We need more guys with a heart like yours.