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Issues with encrypting in mail.app

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Mat

19 Dec, 2011 12:12 AM

Hey guys -

I've gone through all of the threads regarding this issue but can't seem to get working. Any help would be greatly appreciated.

After upgrading to Lion, I was no longer able to decrypt in mail (it would spin with the "Loading..." message but never decrypt) and I couldn't encrypt (greyed out lock). Based on some of your other suggestions, I downloaded the new bundle (http://cl.ly/1F1d1e231N1I0X2F1r10) and installed it. That fixed the decrypting problem beautifully but not the encrypting one.

I can use the services menu fine and encrypt inside a text file, but it doesn't seem to recognize the email addresses as known keys. What can I do to troubleshoot?

Thanks for all your work.

1. 1 Posted by Alex on 19 Dec, 2011 05:56 PM

   

   You can only encrypt to e-mailaddresses you have the valid public keys for. Is it possible for you to send an encrypted mail to
   gpgtools-org (at) lists.gpgtools.org?

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2. 2 Posted by Mat Henley on 19 Dec, 2011 06:01 PM

   

   Hey Alex, thanks for the reply. Yeah, I'm a long time user and understand
   the fundamentals - the keys are all there, it's simply broken after I
   upgraded.

   Here's a screenshot

   • gpg.jpg 320 KB
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3. Support Staff 3 Posted by Luke Le on 19 Dec, 2011 06:05 PM

   

   Hi Mat,

   please verify that your Preferences -> GPGMail says
   Composing -> Enable OpenPGP/MIME

   I can see from your screenshot that it wants to use S/MIME.

   At the moment you have to change this setting before using S/MIME or OpenPGP.
   The upcoming version will let you switch from the composing window.

   Hope that helps

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4. 4 Posted by Alex on 19 Dec, 2011 06:06 PM

   

   Interesting. Good screenshot. What happens if you try to encrypt a file via command line?

   1. Open Terminal.app
   2. cd, enter
   3. echo test > testfile.txt, enter
   4. gpg -ae testfile.txt, enter
   5. gpgtools-org, enter
   6. enter
   7. gpg testfile.txt.asc
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5. 5 Posted by Alex on 19 Dec, 2011 06:07 PM

   

   @Lukas: yeah, you're right. S/MIME is being used...

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6. 6 Posted by Mat Henley on 19 Dec, 2011 06:36 PM

   

   That did it! Thanks a ton guys.

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7. Alex closed this discussion on 19 Dec, 2011 06:44 PM.