You fail to realize what you're asking. The military is a system where the older you are while surviving the institution, the more pull you have. These dinosaurs are what stop this from happening. They ignore a reality where the things THEY understand do not exist and have priority. The average O-1 officer can't imagine themselves or their command not having certain communication tools. The Boss at the top? Just yell louder, it's how wars have been won in the past, it should work now. The joint chiefs of staff are not young, and have every intention to keep it that way.
Telling the DoD no printers would legit cause an existential crisis for career officers. You cannot suggest something less popular among them. This is not an exaggeration. Do you think a tank platoon commander, or submarine commander, can imagine an operations room without paper laying around? Because they cannot imagine it, it does not exist. While I agree this is the way forward, it will not happen for another 20 years.
DoD contractors are under heavy scrutiny and face severe repercussions for leaks. They've been operating this way for decades.