[python273]

It's really not that hard to run a mailserver with https://github.com/docker-mailserver/docker-mailserver

The problem is that Gmail will bounce any emails from DigitalOcean IP, even if you sit on this IP for years (so no recent spam), even if replying to someone, even if you registered as 'Postmaster' on Google.

So if you want to selfhost, you'll first need to find an IP that's not blocked to begin with.

[TZubiri]

> It's not hard, if you do it in a way that you can't send to like 50% of the recipients.

So it's hard (to do well)

>The problem is that Gmail will bounce any emails from DigitalOcean IP, even if you sit on this IP for years (so no recent spam), even if replying to someone, even if you registered as 'Postmaster' on Google.

>So if you want to selfhost, you'll first need to find an IP that's not blocked to begin with.

I'd say this is just the thing antitrust was made for. Hopefully some incumbent can get them to court.

[SahAssar]

That is not my experience at all. Using a pretty fresh IP and domain I get pretty good deliverability as long as I have proper rDNS and all the other normal steps (like DKIM, etc.)