I'd like two hires:
We could go one of two ways for the Leafs head job, either experience in Babcock/McLellan or we see something in an unproven guy like Blashill. Either way, this coach needs a degree of patience and understanding that this project needs to be long-term, that management may actively derail their team, etc. This coach should have an understanding that we're trying to build a 4-line team which is difficult to play against, and develop a group that cares about one another.
Second, I'd love Sheldon Keefe to be apart of this organization in some form. Our young players will likely be very talented and used to dominating at almost every level. I'm talking Nylander, Strome/Marner/Hanifin, our second 1st in 2015 and our 2016 1st. We need a system from top to bottom of players playing a consistent, team-based style of hockey, and I believe Keefe would be invaluable to implementing it. He's just done a spectacular job in the Soo.