I think email has come round to the point where you can, if you really want, run your own SMTP server and send out thousands of emails without having to deal wi

I think email has come round to the point where you can, if you really want, run your own SMTP server and send out thousands of emails without having to deal with a mountain of headaches again, yes. Tens or hundreds of thousands, maybe not. (And I'm assuming that this isn't email that the recipients are going to consider is spam.) I think there are two major reasons for this improvement: DKIM basically works, and far fewer recipients are using email accounts provided by crappy ISPs.