PGP with Outlook2011 on a Mac OS X Yosemite

Chris's Avatar


07 Jan, 2015 06:48 PM

i searched a lot in the web without results, so i would like to ask, if it's possible to use GPGTools
with Outlook 2011 on a Mac OS X Yosemite??
Thanks in advance for every answer!

Regards from Austria,

  1. Support Staff 1 Posted by Steve on 16 Jan, 2015 10:20 PM

    Steve's Avatar

    Hi Chris,

    I'm not sure how familiar you are with the existing OpenPGP options. We offer a plugin for called GPGMail. Another plugin for Thunderbird exists called Enigmail (it is not developed by us).

    I am not aware of any outlook plugins. Symantec offers it's Encryption Desktop software, but I am not sure if they are already compatible with OS X 10.10 Yosemite.

    To summarize: I am not aware of any plugin solution for Outlook under 10.10. You might want to use GPGServices as a workaround though:

    As shown in the above KB, you can type your mail and then right-click to encrypt your text. GPGServices also can encrypt files.

    Let me know if this answers your question.

    All the best,

  2. 2 Posted by Chris on 17 Jan, 2015 12:27 AM

    Chris's Avatar

    Hi Steve,
    thanks for your answer.
    Till end of 2014, I worked on a MacBook with OS X 10.9 with Thunderbird and Enigmail. But now, i have to use a MacBook from our company with OS X 10.10. and MS Outlook 2011.

    Some of my contacts have my (old) public key and now on the new machine i cannot decrypt their mails.

    So, if there is no Outlook.plugin, it doesn't matter, when a workaround could help.
    Do you think, with GPGServices I could solve my problem??

    Thanks once more for helping and best regards from Austria,

  3. Support Staff 3 Posted by Steve on 17 Jan, 2015 08:34 AM

    Steve's Avatar

    Hey Chris,

    now we have two issues at hand.

    1. key managment
      You need to transfer your secret key from your old to your new maschine. Otherwise as you correctly stated, mails that where encrypted with your old key cannot be decrypted on your new maschine.
      There's several aspects to this matter:

    2. outlook OpenPGP usage
      That is another issue and GPGServices can indeed serve as a solution there. It's not as comfortable as GPGMail in but if you are forced to use Outlook than it can get the job done. The KB I linked in my first reply shows you how.

    All the best,

  4. 4 Posted by Christian Stein... on 17 Jan, 2015 11:22 AM

    Christian Steinacher's Avatar

    Hi Steve,
    first of all, many thanks for your help!
    I installed GPGSuite on the new machine, transferred all keys to this
    machine and the workaround seems to work.

    The only strange thing is, that in Outlook (in the mail preview window) i
    don’t see the command „decrypt selection“
    neither in the services menu nor in the menubar on the top (Outlook -

    when i click to reply (or forward) this message and mark the PGP message
    in this window, it works all fine!

    So all my troubles are solved ;-)

    Thanks once more and best regards from Austria,

    Am 17.01.15 09:34 schrieb "Steve" unter <[email blocked]>:

  5. Support Staff 5 Posted by Steve on 17 Jan, 2015 06:38 PM

    Steve's Avatar

    Hi Chris,

    the services menu sometimes shows interesting behavior. It seems to be smart in the way that in some occasions items that are not available do not display. In the case you mention, there is nothing to be decrypted. But don't ask me about the logic behind that. Because it seems to vary from system to system.

    All the best and good to hear things are working as expected now :)

    Glad, this is solved for you. I'm closing this discussion. If you need further assistance or have questions you can re-open this discussion here or open a new one any time.


  6. Steve closed this discussion on 17 Jan, 2015 06:38 PM.

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