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?
I currently am and I have been hosting my own mail for the past several decades, so I can tell you from experience that it still is very much possible, but it has become significantly more complex than it used to be, not recommended for anyone who doesn’t have a particular interest in mail.