On 2020-08-22 at 12:46 -0400, Chris via mailop wrote:
(...)
> This is, I think, the inject-to-google point:
> 
> > - IP address in X-Received header is different (first message:
> > 2002:a0c:f9cd:: ; second message: 2002:a2e:b4e1::)
> > - X-Google-DKIM-Signature, X-Gm-Message-State and X-Google-Smtp-Source
> > headers are different
> > 
> > Looks like Google duplicated this message somehow
> Right at the injection point.  Which is odd if Google has only one copy 
> in the sent box.

Not really. Do remember that gmail heavily deduplicates mail. Even if
you received an email twice (such as received directly + through a
mailing list), it will only show one in the mailbox.
In this case we are probably seeing the same thing, although in the Sent
folder.

So if Al sent the email through SMTP (as may be the case by the presence
of X-Google-Smtp-Source), and it timed out and was resent, but it was
actually accepted by gmail, it would be a classical email duplication.

On the other hand, if he was using gmail webmail UI (the @mail.gmail.com
at the Message-ID does not look like a local client), this might have
happened between two gmail servers, making it much more interesting.


Best regards


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