We've observed that this frustratingly generic error message sometimes occurs when Microsoft modifies malformed header fields (such as missing or empty fields, or 8-bit characters that aren’t properly MIME-encoded). In these cases, it appears Microsoft corrects the headers before performing DKIM verification, which then fails because the signature no longer matches the altered content..

That said, this isn’t the only cause of the error. Even senders with properly implemented DKIM and compliant headers can see a small percentage of these bounces. It's also possible that internal DNS resolution issues on Microsoft’s side contribute to the problem.

Le 20/06/2025 à 23:00, Mark Alley via mailop a écrit :

It's the exact same problem as the other mailop thread "Outlook.com: intermittent DKIM failures".

It's not you, it's them.

- Mark Alley

On 6/20/2025 3:36 PM, Mark Fletcher via mailop wrote:
Hi All,

We're seeing instances of emails being rejected by Microsoft with DKIM errors, and I have no idea why. It's happening to maybe 1% of the email we send to Microsoft properties (outlook.com <http://outlook.com>, hotmail.com <http://hotmail.com>, live.com <http://live.com>, etc). The error we get is:

550 5.7.515 Access denied, sending domain GROUPS.IO <http://GROUPS.IO> doesn't meet the required authentication level. The sender's domain in the 5322.From address doesn't meet the authentication requirements defined for the sender. To learn how to fix this see: https://go.microsoft.com/fwlink/p/?linkid=2319303 Spf= Pass , Dkim= Fail , DMARC= Pass

These are email group messages. We re-write the From line for all of them, so they all have the @groups.io domain. For a given list message, if it fails for one Microsoft recipient, it fails for all of them.

I dump out these emails and run two different DKIM signature check programs on them, and they pass.

Does anyone have any suggestions for things I should check?

Thanks,
Mark

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