Speaking from experience, the sideline is one of the worst places to watch a game. If you really want to see what's happening, the press box is the place to be.
I suppose it comes down to this: Kill must feel the value of interacting with the players during the game outweighs any shortcomings of being on the sideline. And, it indicates the level of trust he must have with the coaches in the pressbox to get him the proper information to make on-field decisions.
Personally, I kind of liked having the head coach in the pressbox - made the Gophs a little different.
Does this mean Claeys goes back up in the box?
(you go to the box - you feel shame: "Slap Shot")