@ryanc me too (running my own email server) random question: are you mail go to spam in gmail? My sometimes do and I have no idea what else I can do to ensure deliverability. Reverse DNS is pointing to mx domain (and apparently if must be prefixed with mail/mx) SPF/DMARC set, postmaster registered in Google console, DNS in DNSWL, candle lit in pentagram. Server IP is not blacklisted, but AS and consequently my subnet got bad rep.