[daneel_w]

I, too, have issues specifically with recipients sitting behind Proofpoint setups. My IP isn't blocked per se, it's just not "trusted" because I don't send enough, so it's permanently stuck in "new untrusted sender" purgatory. I can't even return responses to e-mails that were sent to me from behind Proofpoint. At this point I consider Proofpoint a completely counterproductive piece of garbage product.

[mekster]

Why not use SendGrid/Postmark or some other delivery service and forget about using a random untrusted IP.

[daneel_w]

I prefer as few middlemen as possible for my personal communications, and not having to spend a hundred bucks a month on it.

[mekster]

Where did you get the idea of $100/mo? SendGrid has 100 emails per day free tier and PostMark has 100 free emails per month and basic plan is $15/mo.

If it doesn’t work without a middleman then it doesn’t make sense to run your own service. Any spammer can rent a server the way you can.

[daneel_w]

That's their cost for a dedicated "clean" transit. At $15/mo you're just sharing tenancy with everyone else, using their SMTP setup together with everyone else. I'm running my own setup for a handful of domains, my own configurations, signing procedures, filters, features, aliases and catchalls etc. Incidentally almost all spam I receive comes in via Gmail, Yahoo and Hotmail.

[mekster]

What matters is how inbox providers look at the source IP. At least delivery services have higher chance by filtering obvious outgoing spam than a rogue server IP.

[daneel_w]

My problem isn't the network I'm originating from. It's a) that Proofpoint doesn't track "state" (message-IDs) between outbound and returning e-mail, and b) that I don't send regularly enough to be a "familiar".