@sparxx87 I don't think the Pageau acquisition was bad in a vacuum. But I think giving him a big long term deal before locking up Barzal/Pulock is a big pointer as to why Lou is no longer here. Made a move that makes the team better in the short run, but spent himself into a corner with no priority to lock up his true core. If we look back to his NJ days to see what to expect it's not a long term low value extension, it's squeezing them (by necessity) in to a series of short term bridges until they leave via UFA, then overpaying a far more mediocre player to backfill. I think that was his plan with our guys. "No player is bigger than the team, this is the team, it has xx (well below market for anything but a bridge) for you, sign it"
Looking strictly at the decision to switch, and three motivators
Dubas is a fantastic conman / Shanny is an idiot
Shanahan believes Dubas was already all-around better as a GM in terms of component skills
Shanahan decided that adhering to the long term vision (building around AM/MM) trumped GM "skills", that in the long run strategy was more important than tactics.
I strongly believe that number 3 was a big (the biggest) part of it, and that Shanahan was less betting on Dubas vs. Lamioriello than he was betting on himself (and by extension AM/MM) vs. Lamioriello.