I built email servers for a non-profit I volunteer for. If email comes into the server for presid...@myassociation.org, I would normally just create an alias in /etc/aliases so that emails to president@ get forwarded to the president's "real" email address, say presidents_real_em...@gmail.com.

postfix supports expand_owner_alias, which, when you are sending to al...@example.com, will set sender to owner-al...@example.com.

That way SPF should pass.

The problem is, when I send email to presid...@myassociation.org, gmail rejects the forwarded email because it appears to come from my personal domain, not the mythical myassociation.org domain. DKIM, DMARC, and SPF all fail, which I totally understand.

How can I make this work?

DKIM should not fail, unless you modify the message. Do you modify the message?


On 07.01.24 19:07, Byung-Hee HWANG wrote:
See https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=1043539#88

Cite:

If your dkim signature is OK, then Gmail does accept all
mails. So never use SRS. DKIM is enough.

This is not a good advice. Whoever filters SPF at SMTP time will reject that message. Gmail is not the only mail service available.
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