I mean, the real issue is that this organization's full of the kind of extreme self-confidence, bordering on arrogance, that makes it impossible for them to step back and evaluate things legitimately. They absolutely love the stink of their own shit and think they're still an upper echelon hockey club despite being more than half a decade removed from a playoff series win. There's no urgency because they don't think the past few years have been anything but a few unfortunate bounces. Sid and Geno included.
FWIW, I don't think Sid's outright directing things, but the only concern organization-wide seems to be making sure nobody even mildly annoys Sid with any decisions.