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this post was submitted on 28 Jun 2025
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Privacy
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A place to discuss privacy and freedom in the digital world.
Privacy has become a very important issue in modern society, with companies and governments constantly abusing their power, more and more people are waking up to the importance of digital privacy.
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We had this at work. B2B emails, going from paid Exchange customer to paid Exchange customer. Emails just disappeared without even showing up in junk. Sending email logs showed the email was accepted.
I don’t know the specifics of being a paid Exchange customer.
From my experience, I had to switch three servers. Domain and IP reputation seem to mean a LOT to Microsoft. You can’t be on a blacklist. There are blacklists in which you can request to be removed from - Microsoft doesn’t care.
Also, without setting up all the stuff you didn’t need to do 10 years ago, Microsoft also silently sends your email into the ether: DKIM, DMARC, SPF…
It’s infuriating, especially since they run a lot of the enterprise email hosting.