I've run my own email since I was ~18 (I'm 27 now.) Currently I use OpenSMTP with a custom patch for the address parser. My only real issue is that I'm never ab

I've run my own email since I was ~18 (I'm 27 now.) Currently I use OpenSMTP with a custom patch for the address parser. My only real issue is that I'm never able to send mail to hotmail (no one seems able to do that so often the users understand.) Otherwise once you have dkim and whatnot set up and you keep things updated it's not a big deal.