I feel 50/50 leaning towards bad right now considering his whole career.
On one hand he had a great mindset to start from the beginning. He dumped Wells for good package (shame that we didn't keep Napoli), took a closer by the name of Brandon Morrow and turned him into a great starter, got a great package for a Halladay who didn't want to stay here (not his fault that Drabek and Gose aren't exactly preforming as they were projected to preform, his fault for not keeping TDA) and has signed Bautista and Encarnacion to cheap long term deals, all while rebuilding the farm from scratch and abusing the FA draft compensation, to the point that it influenced the way the draft compensation is thanks to the new CBA.
Now here's the down side: ever since the Happ trade, and Rogers gave him a boat load of money to spend, it changed the way he thought. He burned his hard work he's put into the farm for Happ, Buherle, Dickey, Reyes, Johnson and Bonifacio. It's sad just writing about this, but he chose to go this way, and so far he's not doing anything this off season to justify us jays fans to believe we can go for it, especially when we see the Yankees and Red Sox spend the way they have been spending in the East, and the way Seattle, Texas and A's have been bolstering their teams, limiting the chance for the 2 wild card spots.