There were times I thought that I'd have to give up, but it is much better than it used to be. I've been running my own email since 2002. There were some rough years, but I think we are past the days where you'd try to send to someone at {{big company} and get rejected. It's been quite a few years since I've thought too much about being rejected or fighting spam.

It is a pain to setup DKIM, SPF, etc., but it all works now. I had to say "etc.", mostly because I don't remember all the hoops I jumped through. THe good news is that it has been so long I don't remember.