People just plain suck at opsec. Like Che Guevara might have had a longer career as a revolutionary if he'd used his one time pads only once.

Back in the late 1980s it was clear that it would be no problem at all to hook up a hard drive to a digital phone exchange and record all the calls! I had a strict policy of "don't talk about anything illegal using electronic communication" even when it was rather banal stuff like selling weed.

The carelessness of people at Facebook documenting policies that nobody in their right mind would document boggles my mind: you might as well leave it mysterious why you didn't crack down on scam ads, for instance. When I've been involved in minor conspiracies, say when we had an HR problem with another employee, I've always made the point to meet furtively in person and avoid leaving a paper trail so that I'd never need to explain an email I wrote in front of an unfriendly audience.