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Re:Running your own email is increasingly an artisanal choic... by ip26 on Friday December 24, 2021 @05:02PM (#29678193)
I was determined to make #3 work for years. But despite a golden reputation for my IP, perfect dkim, dmarc, dns, and everything else, plus exclusively personal mail (no bulk mail ever) I could never get out of the spam box at several major providers. Never could figure it out, even with all the tools. Finally gave up.

I have come to suspect new MX servers are spam-holed by default until enough people click “Not Spam”, which is an absurd hurdle for a single user hobby server.

Re:Running your own email is increasingly an artisanal choic... by lytefm on Friday December 24, 2021 @05:48PM (#29678530)
> I have come to suspect new MX servers are spam-holed by default until enough people click “Not Spam”, which is an absurd hurdle for a single user hobby server.

Yes, a fresh (or: previously sending spam) IP requires some warmup time until providers like GMail will let you anywhere near the inbox.

And if you're not sending out a high enough volume of emails, no chance.

Re:Running your own email is increasingly an artisanal choic... by ip26 on Friday December 24, 2021 @06:51PM (#29678941)
I had the IP for probably five to seven years- but my outbound mail volume was less than ten emails a week. Which, of course, was tough to increase when delivery was poor - chicken and egg.

I monitored all the blacklists, filed ownership attestations with receiving domains, the whole nine yards. It’s sad that a microscopic MX server can’t be default trust instead of default spam for the first two messages a week.

(I want to repeat, this was a single user exclusively personal domain. Writing to a friend, to grandma, to a colleague)

I was probably in a bad ASN, but at that level trying to find a good block you’re just rolling dice. I wasn’t willing to play anymore.