I need to run my own email server for some of my domains, because the providers that I usually use don’t support them (they use Unicode characters, and not everyone supports that yet). I have a small VPS that I run a few Docker containers on, and I’m wanting to try and run an email server on it as well. What containers are good for a low-hassle email setup? I don’t need a mailbox webui (ex: round cube), but it would be nice to have a UI for management. I do need multi-domain support, however.
You’re gonna have a bad time if you have to email MSFT/GOOG. MSFT was worse in my experience. their DumbScreen tech was horrible. Even the tech couldn’t get my emails to not go to spam. Gave up in the end. The likes of MSFT and Google make it nigh on impossible for people to self host their own email.
So I’ve been setting up Stalwart (but I probably won’t be using it), and I only had to unflag my emails as spam on Gmail and Outlook once; it even was able to send straight to the inbox of another Gmail account! I did have one email get quarantined by Outlook, but it was probably because the email and sender name didn’t match enough.
Been running my own mailserve for last 20 years and never had big issues.
Do dkim dmark stuff and DNS records properly and you will be fine. Also don’t spam and beware of spam-related subnets, and you should not have issues.
Have you considered that the reason why your mail server is trusted is because it’s been around for 20 years?
Have you tried to set up mail from scratch on a new domain/ip recently?