Mail.app encryption not working in El Capitan

I've been encrypting emails between my coworkers and had this working for years on all OSX versions and it's still working on iPhone.

However I bought a new 12" and did a fresh install and now can't get it to work on El Capitan.

My certificate is in keychain access and I can sign emails. I have my coworker's certificate in keychain (saving his email signature). My coworker can sign and encrypt and I can read.

However, I don't have an option to encrypt when sending to my coworker. It's as if Mail.app doesn't recognize his email:

Besides that, the icons showing encryption itself are not working correctly. For example:

This is an actual encrypted message from my coworker to me (can't read it in web app). However it's not showing encrypted icon anywhere.

Does anybody else have issues with encryption on El Capitan?

MacBook (Retina, 12-inch, Early 2015), OS X El Capitan (10.11.2)

Posted on Dec 22, 2015 1:44 AM

18 replies

Twistan

Level 1

23 points

Dec 27, 2015 6:02 PM in response to Linc Davis

No wonder that Windows users are sniffing at “El Capitan” and call it “El Capron” when they hear and read about all these issues.

Joking aside the following observation may help others and it applies to Apple Mail 9.2 in 10.11.2 and iOS 9.2. 

If I encryppt and sign a message to someone's POP account he will see the tag "Security encrypted" . 

If I encryppt and sign a message to someone's IMAP account he will see the tag "Security: Encrypted" on his iOS 9.2 devices but not on a Mac running Mail 9.2 / 10.11.2.

This is clearly just another bug in Mail 9.2.

I am a network and server admin and I am not amused about having to find work arounds and fixes every time Apple releases an OS update

I hope Apple is listening.

Eicoun

Level 1

4 points

Jan 14, 2016 1:50 AM in response to Twistan

i have got the same issue with the missing icons, if a mail is encrypted.

the icon only appears when a message is simply signed and not encrypted.

can you post a link to the thread that you have opened ?

MajorIP4

Level 1

52 points

Feb 5, 2016 1:20 PM in response to Eicoun

Eicoun wrote:

i have got the same issue with the missing icons, if a mail is encrypted.

the icon only appears when a message is simply signed and not encrypted.

can you post a link to the thread that you have opened ?

Yep, exactly the same issue. They appear fine on iOS 9.2.1

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Mail.app encryption not working in El Capitan