But I would assume that gov computers are looking for that type of activity. It would be better to hide things in plain sight. When I was working in intell back when dinosaurs roamed the planet, we would transmit our most sensitive information via regular old mail.
The thinking was, if it was encrypted, someone would suspect it was sensitive and try and decrypt it... If we made a big deal about it, people would get suspicious... You get the drift. The stuff that was highly sensitive was dropped in a regular old letter and mailed first class - no insurance, no priority, nada. This only worked when time was not of the essence, but it happened very frequently.
The overall game is to never arouse people's interest when you are doing anything covert. The same paranoia I've had when I read the "surf the web with anonymity" fluff. I'm almost certain that the anonomous surfing web servers are FBI... Have been since I first heard about them. Any confirmation out there?