I've told any of my users to not forward to gmail instead, but rather to just 
use their pop-fetcher.

Two problems I had there.

1) Not a goog issue, but Microsoft effectively discontinued this feature for 
hotmail, for some reason, so it's not universal advice.

2) Gmail started hitting MTU/ipv6 issues with my system, and the error they 
presented to the user was useless (and in fact, cut off mid-sentence in the 
Google UI).  My solution was to create a v4-only hostname and v6-only hostname, 
which required reworking all my certs.

The bigger problem here is that there's no place a regular gmail or hotmail or 
($freemail) user can reach out to for help.

-Dan

> On Apr 28, 2022, at 12:58 PM, Scott Mutter via mailop <mailop@mailop.org> 
> wrote:
> 
> Automatic email forwarders are generally a bad idea, at least in my
> humble opinion.
> 
> They're always going to fail SPF unless you rewrite the
> sender-envelope, which I also don't think is a good idea.
> 
> Ultimately, the argument generally comes down to "well, these used to
> work" and that's part of the problem.  People expect everything to
> work just like it used to - but they also want to gain all of the
> benefits of newer anti-spam/anti-phishing components.  That's just
> simply a false narrative.
> 
> I'm not sure what specific mail system the user is using, but my
> suggestion would be to set up the address to collect into a local POP3
> mailbox on the same server that's doing the forwarding.  Then
> configure your Gmail account to POP mail from that POP3 mailbox.  This
> side steps the issues of SPF failing, while also allowing the user to
> remain exclusive to their Gmail account.
> 
> On Thu, Apr 28, 2022 at 2:02 PM Brandon Long via mailop
> <mailop@mailop.org> wrote:
>> 
>> Are they using the suggestions on 
>> https://support.google.com/mail/answer/175365 for procmail forwarding?
>> 
>> There's a double edge sword with SPF auth for forwarding.. if you re-write 
>> the envelope sender to the forwarding address and forward spam, the 
>> forwarding domain can accumulate poor reputation.  If you don't rewrite the 
>> envelope sender, then the messages will no longer be SPF authed, and that 
>> may cause spam detection issues.
>> 
>> There's no great solution to this problem.  Theoretically, one could try to 
>> walk the line and rewrite the sender for some messages where you think it's 
>> not spam but having no auth causes issues ... though it won't work for say 
>> domains with DMARC since there has to be alignment.
>> 
>> ARC is the theoretical solution to this, where it can forward auth 
>> information, but how to handle the forwarded auth information is still a 
>> work in progress.
>> 
>> In a long ago thread, we discussed the benefits of doing both forwarding and 
>> pop fetching, to handle the edge cases.
>> 
>> Brandon
>> 
>> On Thu, Apr 28, 2022 at 11:49 AM Geoff Mulligan via mailop 
>> <mailop@mailop.org> wrote:
>>> 
>>> I have a user on one of my servers that uses procmail to forward messages 
>>> to their gmail account.
>>> 
>>> Every once in a while messages sent to them are "bounced" to the sender 
>>> with the error fro gmail:
>>> 
>>> 550-5.7.26 This message does not have authentication information or fails 
>>> to 550-5.7.26 pass
>>>    authentication checks. To best protect our users from spam, the 
>>> 550-5.7.26
>>>    message has been blocked.
>>> 
>>> How can I diagnose this???
>>> 
>>> Is it that the message sender's domain has a DMARC setting or some such 
>>> that gmail is using and that my server (which is just forwarding the 
>>> message) is failing?
>>> 
>>> If so, how is someone supposed to forward messages to gmail???
>>> 
>>> Thanks,
>>>     Geoff
>>> 
>>> _______________________________________________
>>> mailop mailing list
>>> mailop@mailop.org
>>> https://list.mailop.org/listinfo/mailop
>> 
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