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Mail.app: S/Mime encrypted attachments are not working under MacOS Sierra

Hi,

I can't send or receive any attachments when messages are encrypted with S/Mime since the upgrade to Sierra. Attachments sent and received on a MacOS El-Capitan can be viewed on El-Capitan. But the same messages with attachments can no longer be viewed on Sierra, as well as new messages with attachments sent from Sierra cannot be viewed on El-Capitan or Sierra. Seems like handling of encrypted attachments is completely screwed.


The indication for messages with encryption and signature is still flaky and not consistent.


The indications for encryption and signature has been a bug for years. Is anyone at Apple interested in Mail.app and S/Mime? It doesn't seem like a herculean task to get it right, and this is basic functionality.


Thanks


iMac MacOS 10.12


Mail:


Version: 10.0

Obtained from: Apple

Last Modified: 30/08/2016, 05:53

Kind: Intel

64-Bit (Intel): Yes

Signed by: Software Signing, Apple Code Signing Certification Authority, Apple Root CA

Location: /Applications/Mail.app


S/Mime working Mail is version 9.3.

Posted on Sep 21, 2016 1:50 AM

Reply
40 replies

Dec 13, 2016 11:44 AM in response to yuval10

I just installed the general release version of 10.12.2. I still can't open an attachment in an S/MIME encrypted email. I tried both a previously sent email and a newly created one.

As before, dragging the email to the desktop, opening the email and then the attachment works.

As before, S/MIME encrypted email with an attachment opens fine in iOS.

Dec 21, 2016 1:53 PM in response to yuval10

For what it's worth: Same issue for me and all of my 14 colleagues who are using MacOS Sierra and Apple Mail with S/MIME.


Mail as such works (more or less, they crappify the app a little more with each iteration) but attachments cannot be viewed, opened or saved.


The workaround to drag mail onto desktop, then open with Mail, then open attachments still works but is extremely annoying.


Back to the drawing board for Apple ...


Cheers


JP

Dec 22, 2016 9:15 PM in response to Fred Hyden

I also filed a report a while back but did not receive the duplicate so maybe that was mine! I was just doing some more tests and I found this out.


If I send an attachment using an encrypted email from Mac Mail, I am able to open that attachment on other computers using Mac Mail or Outlook. BUT if I send an attachment using Outlook for Mac and it is encrypted, I am unable to open it using Mac Mail and it acts the same as it did before I upgraded to 10.12.2. I am going to update this in my bug report. I don't know if other people are seeing the same thing or not but I do know this is happening between 7 computers that I have setup using different names, etc.

Mail.app: S/Mime encrypted attachments are not working under MacOS Sierra

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