One line near the beginning stands out to me though.
"...that monitors students’ school-issued Google and Microsoft accounts."
This is activity within an account that was intended for school use, or possibly, on a school issued computer. There should be an expectation of some level of lack of privacy within those areas.
If they want privacy from the school, use an account or computer the school didn't give them. Yes, some people may not have the resources to get their own. But that doesn't mean the school has to let them do anything they want on the the resource that the did give them.
I think this applies _to an extent._ Especially with how Google's been blurring the lines between a Google account being signed in and being signed in to Chrome, I think that's a somewhat unfair proposition. I signed into my work GSuite account on my personal laptop to do a quick P0 fix and Chrome decided to sign itself into my work account without asking- how helpful!
If I were a student, this means Chrome would slurp my entire (PERSONAL!) browsing history into Google, and by extent- Gaggle.
In fact, my former school district actually used Gaggle. I know this for two reasons- first, the IT manager said "oh and we get Gaggle alerts for things you do on your Google account" as a sidenote when giving the onboarding speech that no one listens to. Also, I got a warning a few times in my email for people saying dumb shit in large shared documents (yes, it flags _your_ account just for being in a docshare with people who write things that trigger the system).
If there was a little notice on documents, emails, and chats that said "${service} monitors your usage on behalf of ${schoolDistrict}" or even just required you to agree to Gaggle's TOS I might have a different opinion, but it seems as though it was perhaps intentionally obscured.
I know I said things like "ugh I have so much homework this weekend, kill me" to my friends in the hallways and in class, with the lockdown killing all those conversations and moving them online I can't imagine my parents getting an email every time I said something like that.
tl;dr these are kids- don't normalize this, please.
I would feel deeply uncomfortable if my employer used something like this to detect "security policy violations," etc. even though I keep my personal life off of my work laptop.
"...that monitors students’ school-issued Google and Microsoft accounts."
This is activity within an account that was intended for school use, or possibly, on a school issued computer. There should be an expectation of some level of lack of privacy within those areas.
If they want privacy from the school, use an account or computer the school didn't give them. Yes, some people may not have the resources to get their own. But that doesn't mean the school has to let them do anything they want on the the resource that the did give them.