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Re:Ask HN: I set up my own domain for my email and it's all ... by djsumdog on Thursday October 18, 2018 @04:55PM (#18252032)
I wrote this a while ago with the same frustrations:

https://penguindreams.org/blog/how-google-and-microsoft-made...

I have DKIM, SPF, DMARC and reverse DNS all setup. I've moved to a provider that disallowed 25 in/out and you have to specifically request it be unblocked.

I still have this issue. There is no real way around it. Microsoft and Google's spam prevention algorithms are very over-aggressive and will push out anyone with a personal e-mail server.

Each time you send an e-mail to a new person you've never e-mailed before, contact them on Twitter/Facebook/Reddit/Discord/whatever and tell them you sent them an e-mail and to mark it "not spam." They'll be able to receive your e-mail from here on out (just don't include any links).

Re:Ask HN: I set up my own domain for my email and it's all ... by jazzkin on Friday October 19, 2018 @10:11AM (#18256829)
Thanks a lot I will check it out.