I think he can tell the difference, but was expecting a different Simmonds. He does play a taxing game, but he was still in his early 30's, would be joining a good team, and I think they expected a guy who could reasonably provide 30 points and play 2PP as a net-front guy. He looked like he could do that for two and a half weeks last year, and the rest of the time, he was pretty much just an enforcer.
He doesn't really seem interested in playing a skill game anymore, and I think we are done with him (at least on the Leafs).
I am hoping Dubas gets away from trying to build a championship culture with killer instinct though. Going after killer instinct is when things started going south. Get back to guys who play fast, crisp, and work hard. Fortunately, those are the kinds of guys that Dubas liked to breed when he was Marlies GM, and that has continued with a lot of the guys brought in since he has left.