You need to authenticate with either SPF or DKIM. As you’re using a null 
sender, you can set up SPF on the EHLO value. Or you can sign outgoing mail 
with DKIM, dealer’s choice. 

laura 

> On 27 Aug 2024, at 11:56, Eduardo Diaz Comellas via mailop 
> <mailop@mailop.org> wrote:
> 
> Hi all,
> 
> I've got a couple of complains from customers saying that the vacation 
> message is not being received by Gmail users. Our email service is quite 
> standard, with dovecot+sieve processing the email storage and autoresponders.
> 
> I've confirmed that the problem is true:
> 
> 2024-08-27 11:08:09 1sisBN-002eWx-KM <= <> H=(mydovecot.host) [172.30.6.182] 
> P=esmtp K S=1087 id=dovecot-sieve-1724749689-16845...@mydovecot.host
> 2024-08-27 11:08:10 1sisBN-002eWx-KM ** randomgmailu...@gmail.com 
> R=hubbed_hosts T=remote_smtp H=gmail-smtp-in.l.google.com [173.194.76.27] 
> X=TLS1.3:ECDHE_X25519__ECDSA_SECP256R1_SHA256__AES_256_GCM:256 CV=yes 
> DN="CN=mx.google.com": SMTP error from remote mail server after pipelined end 
> of data: 550-5.7.26 Your email has been blocked because the sender is 
> unauthenticated.\n550-5.7.26 Gmail requires all senders to authenticate with 
> either SPF or DKIM.\n550-5.7.26\n550-5.7.26  Authentication 
> results:\n550-5.7.26  DKIM = did not pass\n550-5.7.26  SPF [] with ip: 
> [555.555.555.555] = did not pass\n550-5.7.26\n550-5.7.26  For instructions on 
> setting up authentication, go to\n550 5.7.26 
> https://support.google.com/mail/answer/81126#authentication 
> ffacd0b8rr97d-373081420c7si4806836f8f.262 - gsmtp
> 2024-08-27 11:08:10 1sisBN-002eWx-KM Frozen (delivery error message)
> 
> 
> I think that sending the vacation messages with null sender is an standard 
> practise and the best way to avoid loops. I've found no problems with any 
> other email providers: only gmail is blocking this messages.
> 
> Does anyone have this issue? How do you deal with it?
> 
> Best regards.
> 
> -- 
> Eduardo Díaz Comellas
> Ultreia Comunicaciones, S.L.
> 
> _______________________________________________
> mailop mailing list
> mailop@mailop.org
> https://list.mailop.org/listinfo/mailop

-- 
The Delivery Expert

Laura Atkins
Word to the Wise
la...@wordtothewise.com

Delivery hints and commentary: http://wordtothewise.com/blog    






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