we appear to be the first to write up the outrage coherently too. much thanks to the illustrious @self

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18 points
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have been that sysadmin setting up a company email server. postfix is trivial to set up, absolutely the easiest experience. following that, though, was weeks of supplicant emails to MS to beg them please not to block us. My recommendation was never do this again, use a third-party outgoing email vendor, email is lost.

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-4 points
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MS will send your mail straight to spam if you do not set up your domain keys and DMARC in DNS correctly and do not have a reject or quarantine RUA or the email(s) in your RUA bounce.

Sometimes you may get temporarily sent to spam if your IP is in a /28 of a known spammer IP.

That’s about it.

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8 points

plus the bit where you wait six weeks for a response to your request that they unblock you

none of this process is fucking simple

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-4 points
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I’ve never had to ask MS to unblock me and it sure as hell doesn’t take 6 weeks or even 3 days for them to automatically see if everything is right again.

I even set up a non traditional domain with a “non-generic” tld a couple of years ago and I think it was around 16 hours or so before my test emails were hitting outlook inboxes.

Additionally, I think Google still wants SPF setup though it is pretty useless now. And if your RUA was set up right, as I recall, you get an automated email from MS telling you why your mail went to spam (or was rejected), which is the point of it to begin with.

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Big brain tech dude got yet another clueless take over at HackerNews etc? Here’s the place to vent. Orange site, VC foolishness, all welcome.

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