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Turns out when I was using their guides and aiming for an A+ rating in October (not long after I took over the current post) I accidentally mitigated TLS POODLE before it even became publicly known. So.. whoops? Better not follow the best practices guides next time, better just patch the vulnerabilities as they come
I don't know why we can't just let kids be kids. If a boy wants to call himself princess, nothing wrong with that, but as soon as a girl calls herself princess we're all up in arms.
One of the states particularly in my mind intercepts SSL, ostensibly purely for DPI/content Filtering. Knowing their internal structure moderately well, I'd say this is about all their capable of - using McAfee's gateway to do it. A large number of private schools do it, particularly the more wealthy ones, and I've even seen it in a few government departments.
The other comment was more of a fall-over from my days as an exchange admin. Controlling the EXSRV means I can, if I choose, attach a mailbox anywhere I please. Got better things to do than read peoples email though..
There is the potential for creepy, but pretty sure 99% of the techs at schools aren't actually smart enough to intercept traffic. Being one of the 1% who can (actually not a school tech, a consultant, but anyway) I can say in all honesty that there is better porn available for free on the Internet. I'm only going to look if you kick up a fuss about my ability to look
Neither of these options gives a flying crap about HTTPS or Authentication.