Sierra 10.12.2 S/MIME Email Address Mismatch

Hi,


Since the update to 10.12.2 we have lost the ability to S/MIME encrypt messages to our customer contacts using Mac OS Mail.


Customer email addresses that previously would enable encrypted email using the customer's validated and trusted certificates view-able in Keychain Access will no longer encrypt.


If I "Evaluate" any of the customer S/MIME certificates using the Keychain Access application both the Evaluation Status and the Certificate Status now come back as "S/MIME Email address mismatch"


The customer certificates have not changed and are the same certificates that previously all worked prior to 10.12.2.


The S/MIME email encryption with the same customer certificates works perfectly on our iPhones (iOS 10.2).


The customer has thousands of employees with S/MIME certificates and there is no email encryption problem when corresponding with Window's based machines.


Is there a way to work around this "Mismatch" issue in Sierra 10.12.2?


Is this a bug in Mac OS Sierra 10.12.2?


Does my company need to change our email application to Outlook or some other platform that will support S/MIME encryption on our desktop Mac OS machines?


Any help with this would be appreciated.


Thanks


Vince


User uploaded file

MacBook Pro with Retina display, macOS Sierra (10.12.2), S/MIME

Posted on Jan 6, 2017 8:51 AM

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1 reply

Jan 11, 2017 12:56 AM in response to VinceNSMH

I might have the same issue (also posted a question here at What are the requirements of Mail.app for S/MIME certificates?). My suspicion formulated in that post had been that Apple's requirements for S/MIME certificates might have changed since Sierra.


Looking at your post, it might as well just be a bug in Apple Mail. I can confirm what you observed: when I evaluate my S/MIME certificate I'm also getting the evaluation status "S/MIME Email address mismatch" from Certificate Assistant.


Edit: Sorry, I just had a typo when specifying my e-mail address in Certificate Assistant. My apologies.😊

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Sierra 10.12.2 S/MIME Email Address Mismatch

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