On 2/1/19 9:41 AM, Enrico Morelli wrote:
> Dear all,
>
> I having some problem forwarding some emails to Gmail addresses.
> Sometime the emails are bounced cause:
>
> This message does not have authentication information or fails to pass
> 550-5.7.1 authentication checks. To best protect our users from spam,
> the 550-5.7.1 message has been blocked. Please visit 550-5.7.1
> https://support.google.com/mail/answer/81126#authentication for more
> 550 5.7.1 information. k11si3359248wrp.39 - gsmtp (in reply to end of
> DATA command))
>
> I'm sure that these emails aren't spam.
>
> Someone can explain me why? Is there some misconfiguration in my mail
> server? 
>
> Thanks
>
If your forwarding method keeps the From line of the original message,
then if that domain uses SPF, then Google will see that your system
wasn't authorized to send email for that domain. (If they also signed
the message with DKIM, it likely would make it through).

The solution is that when you forward email from domains you don't
control to a domain you don't control, you need to at least re-write the
from address to something you control, otherwise it looks too much like
possible scamming.

-- 
Richard Damon

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