And that isn't specifically just the military background, although the military culture has a way of incubating a "just follow orders" mindset. There are others who are clever and intelligent and actually mission-oriented enough to make the conversation go like this:
"But that request is insane."
"Not my call."
"It'll do the opposite of what's intended"
"That decision is above my paygrade. So let's come up with Plan B and save management from themselves."
Sad fact of life: management is sometimes too stupid to make the right decision, and the right decision will not be made against their explicit direction. Period. Unless you're the kind of guy who's willing to go to jail to prevent those unworthy bean-counters from sullying your network.
So the best service you can render, if you care about getting the mission done rather than buffing your ego or getting the hell out of Dodge, is prepare damage control.