I used to do all these things (not that I am a sysadmin by trade, but after 15 years you get to know the job). Even doing all this the big email players (Microsoft in particular, but Yahoo and Google are also guilty) will just ditch your emails without rhyme or reason if it is not coming out of a known email service.<p>This didn’t used to happen, but it looks like they have now outsourced their spam filtering to the email service providers who now act as the gatekeepers to email ecosystem - email from a known service == good, email from business that has been around for more than a decade == spam.