[AnIdiotOnTheNet]

IT might not even have any real control over the situation and you could just be making their lives more miserable anyway. Or you might be helping them provide evidence that the policy is garbage, but you really need to actually talk to someone in the department to find that out.

Our company president has mandated and refused to budge on a wildly stupid policy regarding email. The users know it's stupid, we know it is stupid, but nobody can convince the guy who's name is on the building that it is stupid, so we have to deal with it. Our solution is to straight up tell new users how they can get around the policy on a technicality.