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Comment on Microsoft Silently Dropping Emails – a Sad but True Story (2020)parent

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Does Smart Screen filter email originating from within the organisation that sends it?

My organisation used to self host everything -- wonderful times; everything worked, but with a HTML 1.0 crappy web interface. About four years ago they shifted to Exchange (urgh -- suddenly IMAP errors and some of my message-read state information became lost. I also noted the massive decrease in my Mac's battery life as Mail seemed to have a lot more work to do -- but I digress) and about two years ago self-hosted exchange became O365.

They recently started pushing harder into moving everything into Microsoft's cloud, and my quality of life has massively decreased -- the first time I was driven insane by it was when my colleague's human-written emails to me ended up in my spam folder; and vice versa when I emailed six undergraduate students to set a date and time for a tutorial. I turned up, they didn't, as I'd been shadowbanned from sending a five-line message to recipients within the same organisation -- messaging them all together got it dropped, sending it individually without the CC was fine. I complained and got given the run-around for a few weeks with no answer. The response of my local "IT people" was "not our fault mate".

The other thing I particularly hate about Microsoft 365 is that all the user-facing error messages are "Sorry, something went wrong". I'm not an idiot, please don't treat me like one.

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