OK, so sending an email to my Yahoo address from Thunderbird, using my
Comcast account and a spoofed "from" header matching my alias domain, works
just fine. Sending from Gmail to Yahoo with the same "from" field is
rejected. I guess that narrows it down some. It also makes my head hurt.

On Thu, Aug 21, 2025 at 8:28 AM Russell Clemings <rclemi...@gmail.com>
wrote:

>
>
> On Thu, Aug 21, 2025 at 8:10 AM Marcel Becker via mailop <
> mailop@mailop.org> wrote:
>
>>
>> On Thu, Aug 21, 2025 at 7:06 AM Russell Clemings via mailop <
>> mailop@mailop.org> wrote:
>>
>>> 550 5.7.9 This mail has been blocked because the sender is
>>> unauthenticated. Yahoo requires all senders to authenticate with either SPF
>>> or DKIM. Authentication results: DKIM = FAILURE - SPF xxxx.xxx with ip
>>> 209.85.214.178 = FAILURE. See
>>> https://senders.yahooinc.com/smtp-error-codes/#authentication-failures
>>> for more information.
>>>
>>
>>
>>> It looks to me as if Yahoo is expecting the "from" field to pass SPF
>>> instead of (or in addition to) the envelope sender. Or is there a different
>>> issue that I'm not seeing?
>>>
>>>
>> You could follow the link in the SMTP message...
>>
>
> I did.
>
>
>>
>> It seems your users are sending emails via their Google consumer accounts
>> with domains in the "from" field, which are not properly set up to send via
>> Google's servers.
>>
>>
> Interesting point. I know you used to be able to spoof a "from" address
> when sending from Gmail even if it was just an alias. Now you have to have
> an actual mailbox at the alias domain. I'll try to do a test later today
> with a spoofed "from" field using a different account and see if the
> results change.
>
>
>
>> We require SPF or DKIM and we require either SPF or DKIM to align.
>>
>> Solution is to sign with an aligned DKIM domain.
>>
>
> I'm not sure how to do that with a spoofed "from."
>
>
>>
>> -- Marcel
>>
>>
>> _______________________________________________
>> mailop mailing list
>> mailop@mailop.org
>> https://list.mailop.org/listinfo/mailop
>>
>
>
> --
> ===============================================
> Russell Clemings
> <rclemi...@gmail.com>
> ===============================================
>


-- 
===============================================
Russell Clemings
<rclemi...@gmail.com>
===============================================
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