Unfortunetly that is not possible with the sophos box as it's the gateway, so 
it's the first place incoming hits and the last place outgoing hits and there 
is no way to change that. We are looking at replacing it as it is really not a 
good system so this may be something I can use to push for another vendor.


___________________________
Walter P Salvatore Jr
Systems Administrator
Information Technology
City of Warwick
(401) 921-9663
https://www.warwickri.gov
walter.p.salvat...@warwickri.gov



________________________________
From: Suresh Ramasubramanian <ops.li...@gmail.com>
Sent: Saturday, March 4, 2023 7:51 PM
To: Salvatore Jr Walter P; 'Josh Daynard'
Cc: mailop@mailop.org; Alessandro Vesely
Subject: [EXT] - Re: [mailop] [EXT] - Re: [EXT] - Re: [EXT] - Re: New member, 
trying to bring our mail server inline.

As a rule you need to finish your antivirus / antispam etc BEFORE you sign the 
message, especially where this scanning is done by a separate appliance with 
its own mailserver that inserts headers.

--srs
________________________________
From: mailop <mailop-boun...@mailop.org> on behalf of Salvatore Jr Walter P via 
mailop <mailop@mailop.org>
Sent: Sunday, March 5, 2023 5:21 AM
To: 'Josh Daynard' <josh.dayn...@icloud.com>
Cc: mailop@mailop.org <mailop@mailop.org>; Alessandro Vesely <ves...@tana.it>
Subject: Re: [mailop] [EXT] - Re: [EXT] - Re: [EXT] - Re: New member, trying to 
bring our mail server inline.

Something just accored to me, we have a sophos email appliance. All incoming 
and outgoing email go through that box and it scans everything. Do you think 
that may be modifying the headers before it leaves our network?

From: Josh Daynard <josh.dayn...@icloud.com>
Sent: Saturday, March 4, 2023 6:37 PM
To: Salvatore Jr Walter P <walter.p.salvat...@warwickri.gov>
Cc: Alessandro Vesely <ves...@tana.it>; mailop@mailop.org
Subject: [EXT] - Re: [mailop] [EXT] - Re: [EXT] - Re: New member, trying to 
bring our mail server inline.


On Mar 4, 2023, at 3:11 PM, Salvatore Jr Walter P via mailop 
<mailop@mailop.org<mailto:mailop@mailop.org>> wrote:
Sorry, but I have no idea what any of that means?

what is a z tag?

I was curious as well and managed to find a decent resource here:

[What-are-DKIM-Tags_.jpg]

What are DKIM Tags?<https://easydmarc.com/blog/what-are-dkim-tags/>
easydmarc.com<https://easydmarc.com/blog/what-are-dkim-tags/>



Bottom line is that the verification error you’re seeing (“signature 
verification failed”) is an indication that one of the header fields being used 
to generate the DKIM signature (listed in the h= tag potion of the signature) 
is being altered *after* the signature has been generated but before the 
message is relayed to the destination domain.

Looks like z tags can be used in the DKIM signature for debugging purposes … 
you can copy the original header values that were present during signing into 
this tag and then when signature verification fails, you can compare those 
values to what was actually received to see what was altered (assuming whatever 
altered the header(s) won’t touch the z= tag in your DKIM sig!).

We had this problem early on due to some header fix-ups happening by the MTA 
post DKIM signing.  You need to be sure that DKIM Signing is basically the last 
thing that happens before a message is relayed or at least that none of the 
header fields used to generate the sig are altered!

You would get a different error if the public key couldn’t be retrieved or if 
the body of the message was altered (body hash mismatch).

- Josh


___________________________
Walter P Salvatore Jr
Systems Administrator
Information Technology
City of Warwick
(401) 921-9663
https://www.warwickri.gov
walter.p.salvat...@warwickri.gov<mailto:walter.p.salvat...@warwickri.gov>



________________________________
From: Alessandro Vesely <ves...@tana.it<mailto:ves...@tana.it>>
Sent: Saturday, March 4, 2023 7:12 AM
To: Salvatore Jr Walter P; 'mailop@mailop.org'
Subject: [EXT] - Re: [mailop] [EXT] - Re: New member, trying to bring our mail 
server inline.

On Fri 03/Mar/2023 21:39:46 +0100 Salvatore Jr Walter P via mailop wrote:

Thanks Mark. I sent an email as suggested and it came back as a fail for DKIM.

“I see you've included a DKIM signature. I've retrieved the public key from
1._domainkey.warwickri.gov

The signature failed validation. The Auth Result is fail.”


A failing signature should mean a header change.  That's also what I get from
your posts on mailop, signature verification failed (otherwise would 've been
body hash mismatch).  Can you turn on z= tags?  Otherwise try carefully
comparing the signed fields, from: subject: to: date:, message-id: and the
signature itself.

Check that no other filters alter those fields after signing.  Can you sign
messages off-line?  Do Bcc: copies verify? (Use any off-line dkim verifier.)


Good luck
Ale
--






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