I tried maybe 15 years ago and it went about as well as you’d expect for back then. But I’m starting to get the itch again.
Have any of you tried relatively recently? How impossible is it to get reliable deliverability to gmail and whatnot these days?
Selfhost several domains for over 25 years, from home, on a dynamic IP (though it hasn’t changed in a long time) and no PTR records, and I have literally had zero problems with blacklisting or dropped connections. I must live a charmed life, or have set up my DKIM/SPF/dmarc records correctly.
Currently using mailcow-dockerized and it’s lovely.
mailcow-dockerized is great, really makes email setup so much easier.
Do you ever send mails to Gmail and Office365? Do you get through the spam filter without PTR record?