I've provided "backyard" shared hosting for a handful of customers for about a decade, some of whom have mailing lists sizing up into a thousand recipients or s

I've provided "backyard" shared hosting for a handful of customers for about a decade, some of whom have mailing lists sizing up into a thousand recipients or so. I do encourage them to use proper mailing list services, but for the most part, shipping it all through my mail server works fine and there really aren't that many headaches. Some basic good hygiene and some effort put into gently educating customers on how email works has gone a long way. My biggest headache today is in receiving mail, not sending it. Because so many other people have followed advice like yours and jumped onto one crappy mail service or another, the originating network for an email is no longer a good signal for whether it's spam or not.