Hi,

I have a postfix-3.2.6 with fedora30 configured as an imap system for a
subdomain that also relays mail for a few thousand users. Many users simply
create a ~/.forward entry that forwards their mail through the system to a
GMail account.

I believe this has created some issues with reputation, as the mail from
remote addresses appear to be coming from this system without
authorization. The MX for this host is a few other postfix relays at the
top-level for this domain. This system handles outbound mail for this
sub-domain.

I'm seeing messages in the logs similar to this:

Aug  6 07:50:54 email postfix-turtle/smtp[9559]: 1C10782EEB804: host
gmail-smtp-in.l.google.COM[173.194.205.26] said: 421-4.7.0 This message
does not have authentication information or fails to pass 421-4.7.0
authentication checks. To best protect our users from spam, the 421-4.7.0
message has been blocked. Please visit 421-4.7.0
https://support.google.com/mail/answer/81126#authentication for more 421
4.7.0 information. f13si33047783qve.55 - gsmtp (in reply to end of DATA
command)

Aug  6 07:50:12 email postfix-turtle/smtp[6759]: 067CD83070987: host
gmail-smtp-in.l.google.COM[173.194.205.26] said: 421-4.7.0 This
message does not have authentication information or fails to pass 421-4.7.0
authentication checks. To best protect our users from spam, the
421-4.7.0 message has been blocked. Please visit 421-4.7.0
https://support.google.com/mail/answer/81126#authentication for more 421
4.7.0 i
nformation. 46si51756936qtn.363 - gsmtp (in reply to end of DATA command)

The postfix-turtle transport is used for hosts that require or have
requested mail to be delivered more slowly to prevent being blacklisted
(like gmail,com and domains managed by Google). When the main office sends
email to all or a majority of the few thousand recipients at a time, we
needed a way to throttle the delivery with so many of the recipients
forwarding mail off the system to their gmail accounts without being
blacklisted.

These two examples above are mail that originated on this server, destined
for gmail.com recipients. Is the fix to these problems to create an SPF
record for this host? We had discussed this some time ago, but what affect
does that have on relayed mail that doesn't originate from this domain? And
it will break with mailing list email, correct? We had also discussed SRS,
but that doesn't seem to be utilized any longer? That looks to be a huge
undertaking.

Of course I've read the Google support link above. I'm just curious about
the implications of doing this with my specific environment as I've
described. What am I in for when doing this?

Should we be signing all outgoing messages with DKIM?

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