DKIM fails to Outlook.com, but succeeds to Apple, Gmail, Proton

Hi zootzone.com

Greetings!

Thank you for posting in Microsoft Community.

We understand that this situation is difficult, and it might be affecting your business let’s work on this together as team to get to the bottom of this.

There are possible reasons why you encountered this issue when sending emails to Outlook.com domain accounts. It may be caused by the IP address being read or the header of the emails are being read by the Outlook server as Spam. For us to help you with your concern, we suggest that you try to fill out the Outlook Delivery form / New support request (office.com)

We look forward to your reply.

Sincerely

Juhn Jac

Microsoft Forum Moderator

Hi Juhn

Thanks for responding.

I already submitted the same question via that form yesterday, only to receive a canned and completely unrelated response, about IP reputation.

Unfortunately, this has always been the trend when submitting support requests to Microsoft. Support staff clearly don't read the submissions, preferring to ignore them with unrelated responses, which is frustrating. Apple, on the other hand, reply in context, within a day, making resolution quick and painless.

The bottom line:

Microsoft's servers are flagging correctly signed messages with DKIM=fail, when they're perfectly legitimate, as explained in my original post.

After receiving the completely irrelevant response from Microsoft yesterday, I chose to post here, hoping to catch someone's attention. Someone willing to read the actual post and issue being reported, hopefully with some insight into how MS is altering inbound messages.

The only possible explanation for a failed verification of the body, is that somewhere along the route, Microsoft is altering the body prior to delivery, and only then checking the DKIM validity. This might be a hidden newline character, for example. The fact that Gmail and Proton correctly flag the body as valid, with DKIM=pass is evidence if any is required.

Regards
Dale

Hi zootzone.com

Thank you for your reply!

I truly understand how much time you've spent on this one already but with your help let's report this incident to our in-app support team to aim for the resolution that could possibly fixed the issue and rest-assured this will be taken care of.

Our in-app support specialist has all the tools that can help you check and diagnose the account from their end let's just hope for the best that we can make it through the process of resolving the issue.

When contacting our in-app support please don't forget to provide your case number for reference.

Thank you so much for your understanding!

Below are the instructions on how to get in touch to our in-app support team.

Click here: How to get support for Outlook.com - Microsoft Support

Sincerely

Juhn Jac

Microsoft Forum Moderator