I have inherited being a caretaker of a sleepy local mailing list. It has about 200 subscribers on it. Unsurprisingly a large percentage of the subscribers use Google's Gmail.
Google sometimes will decide that a message will not be accepted. It will log the error like this. Jun 15 21:16:08 havoc postfix/smtp[6920]: E2298328: to=<[[redacted]]@gmail.com>, relay=alt1.gmail-smtp-in.l.google.com[173.194.77.26]:25, delay=184458, delays=184455/0.1/1.8/0.97, dsn=4.7.28, status=deferred (host alt1.gmail-smtp-in.l.google.com[173.194.77.26] said: 421-4.7.28 [96.88.95.61 15] Our system has detected an unusual rate of 421-4.7.28 unsolicited mail originating from your IP address. To protect our 421-4.7.28 users from spam, mail sent from your IP address has been temporarily 421-4.7.28 rate limited. Please visit 421-4.7.28 https://support.google.com/mail/?p=UnsolicitedRateLimitError to 421 4.7.28 review our Bulk Email Senders Guidelines. e127-20020a816985000000b0030cbb1a4dc2si679736ywc.203 - gsmtp (in reply to end of DATA command)) I'll make that more readable. BCCA4EA4 21692 Mon Jun 13 18:01:46 nclug-boun...@nclug.org (host alt1.gmail-smtp-in.l.google.com[173.194.77.27] said: 421-4.7.28 [96.88.95.61 15] Our system has detected an unusual rate of 421-4.7.28 unsolicited mail originating from your IP address. To protect our 421-4.7.28 users from spam, mail sent from your IP address has been temporarily 421-4.7.28 rate limited. Please visit 421-4.7.28 https://support.google.com/mail/?p=UnsolicitedRateLimitError to 421 4.7.28 review our Bulk Email Senders Guidelines. 72-20020a81124b000000b003138c843883si11952908yws.181 - gsmtp (in reply to end of DATA command)) Of course I am very much aware of their guidelines and all comply with them. This message in particular complies with SPF and DKIM succefully and there is a DMARC policy. That's not the issue. But this message has the max recipient limit of 50 which Google very often accepts but when Google decides not to accept a message it will continue to 421 the message forever. Five days later the message will bounce. All of the while other new messages will be accepted. It seems that once Google decides not to accept a message then it will continue to decide that forever. Have seen several examples of this. It is interesting that mail to domains hosted at google that are not @gmail.com but other named domains delivered okay. Google accepted the exact same message to them fine. And tragicomically this particular message was sent by a Gmail user from Google. So as far as message body content is concerned this message originated at Google. In order to try to more succesfully deliver to Gmail I find various wisdom on the web that suggests slowing down when talking to Google. But unfortunately I was unable to locate specific examples. Therefore I have implemented this configuration as best as I could from reading the very fine documentation. But did I get it right? In master.cf: gmail unix - - y - - smtp -o gmail_destination_concurrency_limit=2 -o gmail_destination_rate_delay=1s -o gmail_destination_recipient_limit=2 In transport: gmail.com gmail: First... Is this reasonable? Yes it is very slow. But Google seems to want it very slow. And this is a very sleepy mailing list. Slow is fine. Second is that I have three messages still in the mail queue that list 50 recipients all at Google. Is there a way to have Postfix reprocess the message and split the delivery up so that it will use the new transport rather than the previous? postsuper -r ALL # no effect I tried the above but obviously that did not cause Postfix to reprocess the message and then use the new transport. Is there a way to have Postfix reprocess to use the new transport rules? Thanks! Bob