On 16 Feb 2017, at 11:29, Benny Kjær Nielsen wrote:

>> 1. I'm wondering how this works as I can't remember to send my S/MIME 
>> certificate. Is there something like a key-server for S/MIME as well?
>
> No, but when you sign a message then the recipient gains the ability to 
> encrypt messages to you if they add your certificate to the keychain.

I think in S/MIME exist different types of certificates as I own one for 
signing but that can't be used for encryption. Not sure how this is handled.

What is strange is this: I received an email where MM stated that it was 
successfully S/MIME decrypted. But I don't have any S/MIME encrypting 
certificate. So I'm wondering why MM displays this message. Further I don't 
have a clue how the one who send me the email would have gained access to my 
S/MIME certificates.


> I think this happens automatically in Apple Mail. In MailMate you have to 
> explicitly add it to the keychain.

How do I add this to the keychain? Can I access the certificate anyhow?


>> 2. Answering the email with encryption & signing doesn't work. I get: 
>> "Failed to find valid certificate to encrypt for xyz....@abc.com. The 
>> specified item could not be found in the keychain. Error code: -25300" 
>> (Note: This text is shown twice). But I can see the certificate for the 
>> recipient in one of my keychains.
>
> The error code means that it couldn't find a valid certificate.

For whom? For me or the guy I'm going to send an email to?

> Have you checked that it's not expired or otherwise not trusted (view it in 
> Keychain Access)?

Yes, and I think it's correct.

> For debugging, you can send me the certificate off list and I can try 
> creating a message myself.

Done.

>> 3. When trying to send the email I need to enter the password for a signing 
>> certificate I own. This is the first keychain in the keychain app. But this 
>> certificate is not for encryption. Could it be that MM just access the first 
>> keychain and doesn't search through all of them?
>
> MailMate doesn't specify a specific keychain when doing certificate searches, 
> but I think the system library looks in the login keychain first.

I see the "Signing" and "Email Encryption" certificate there.

> When signing then MailMate only looks for certificates which can be used for 
> signing.

Which seems to work as I'm asked to enter the password for the USB token.

> S/MIME and OpenPGP users should update to the latest test release (r5346). 
> I've made several changes which I would like to have tested including an 
> important bug fix for S/MIME (which I would like to release soon).

Ok, will do.

-- 

Robert M. Münch, CEO
M: +41 79 65 11 49 6

Saphirion AG
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http://www.saphirion.com
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