Is it so hard to publish the, "Rules of the road?" In my day, we called them, "Terms of Service," for private companies and public institutions have laws, etc, that govern their operation. All of that is how the system, near as I've ever been able to figure out, should function.
Then this happens, when a kid can't actually find out what policies are or why, or who implemented them, or what rule was triggered to ban / block certain things, that run counter to the established curriculum...again, read the article.
My children have multiple passports and I know very well how restrictions work in multiple countries, having worked in three so far full time for long enough to need to know. The way the high school in the article is being run, as well as the opaque nature of the system administrators rules, is abhorrent.
Tax payer money being spent to...enshrine and embiggen the ego of some two bit hack who can't get a job in the private sector because their technical skills aren't up to par? From the sound of it, this may be the case. Sorry but regardless of public or private sector, a person needs to be qualified to hold the job they are hired to do.
Somebody, please, fire the webmaster and the director here. Then let's start implementing some transparent policies or dump the notion of, "Free speech."