I just came aboard a few years ago with the UND guys, so not a lot of history. If the Sens are playing in the ECF in a few years with the bulk of the current core leading the way, that would lead me to conclude PD was a good GM. His vision was right, and the net effect of all the good and bad moves was a contender. If not, then he wasn't. The proof will be in the pudding.
I would expect him to not be with Ottawa to see it, as new owners want their own people, and they're not the type to wait around a few years before installing them.
I think in five years he'll be held in high regard for his work here.