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Hotmail.com dkim=fail (signature did not verify), while pass on Gmail and Port25

Hello. I am in process to set up a new UTM9 SG230 (Last firmware ver) appliance on our network, and while setting DKIM signing faced some strange problem: DKIM authentification passes on GMAIL and Port25 domains, but when I send a mail to Hotmail.com - it says "hotmail dkim=fail (signature did not verify)"

I am wondering if that my fault or Hotmail.com (MS) treats the mail from Sophos UTM (Exim mail-server I believe) in a wrong way?

Thanks

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0 Michael Altynikov over 7 years ago

While searching for the answer on the web I found the following article: Hotmail/Outlook.com evaluates DKIM a little differently than Office 365

https://blogs.msdn.microsoft.com/tzink/2016/10/18/hotmailoutlook-com-evaluates-dkim-a-little-differently-than-office-365/

Updated:

This one also looks like my case: Exim's DKIM signatures do not verify on Microsoft servers (outlook, hotmail) *only*

http://stackoverflow.com/questions/40384797/exims-dkim-signatures-do-not-verify-on-microsoft-servers-outlook-hotmail-on
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0 BAlfson over 7 years ago in reply to Michael Altynikov

Hi, Michael, and welcome to the UTM Community!

Thanks for returning to your thread and sharing this knowledge.

Cheers - Bob

Sophos UTM Community Moderator
Sophos Certified Architect - UTM
Sophos Certified Engineer - XG
Gold Solution Partner since 2005

MediaSoft, Inc. USA
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0 Michael Altynikov over 7 years ago in reply to BAlfson

Thank You, Bob

I am wondering, if someone can confirm that issue or its only my specific case?

:)
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+1 Michael Altynikov over 7 years ago in reply to Michael Altynikov

Well, I have to update this thread: After pointing our Exchange to our new SG230 UTM as Smart host for outbounding mail all mails that I sent to Hotmail have been passed all DKIM checks..so probably the problem was in my testing SMTP tool that I have used in testing.. (Probably messed mail headers, ... but still successfully passed DKIM checks on Gmail and Port25 services )

Regards,

Michael
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0 BAlfson over 7 years ago in reply to Michael Altynikov

Thanks again for your participation, Michael!

Cheers - Bob

Sophos UTM Community Moderator
Sophos Certified Architect - UTM
Sophos Certified Engineer - XG
Gold Solution Partner since 2005

MediaSoft, Inc. USA
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0 BAlfson over 7 years ago in reply to Michael Altynikov

Thanks again for your participation, Michael!

Cheers - Bob

Sophos UTM Community Moderator
Sophos Certified Architect - UTM
Sophos Certified Engineer - XG
Gold Solution Partner since 2005

MediaSoft, Inc. USA
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