I would think so, but others have brought up the point that executives have a shelf life and the bottom line is winning. It's a fair point.
Drury’s boss doesn't know hockey and he might not see the nuance. He might look at it as he was in the ECF two years ago and now he's not.
This is all just possibility and we obviously don't know what the relationship between Drury and Dolan is. He let Leon Rose cook, maybe he lets Drury cook.
You can't always force executives to perform like you can with coaches. Planning a roster has a lot more to it than "this is the team you have, I went the best possible results out of it."
If Drury does go out and make underwhelming moves to plaster up holes, I would take that as an indication that he has some heat on him.