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?
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?