Can't get encryption to work at all on mail.app

bryan's Avatar

bryan

21 May, 2012 10:04 PM

Home user.
GPGMail 2.0a4 OS X version: e.g. 10.7.3

I followed the instructions on this site to the letter to get the encryption working with the mail.app. (Yes - I double checked the email addresses match what's in the keyring exactly.) It just won't work. The encrypt and sign icons are always greyed out. It won't save drafts because it says the attachment is too large, even though there is no attachment whatsoever. Ready to give up and get on with life! Anyone have similar issues?

  1. 1 Posted by cfraire on 21 May, 2012 10:25 PM

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    Hi, Bryan,

    The latest published version is 2.0a30 (the final 2.0 is coming soon!) at the following page:

    http://www.gpgtools.org/gpgmail/index.html

    If you like, you can also try out the nightly build version:

    http://nightly.gpgtools.org/

    Please try one of those to see if there is any improvement.

  2. Support Staff 2 Posted by Steve on 04 Jun, 2012 01:31 PM

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    Bryan,

    did you try cfraire's suggestions? Do you need further help?

    All the best,
    steve

  3. Support Staff 3 Posted by Steve on 04 Jun, 2012 06:18 PM

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  4. Steve closed this discussion on 04 Jun, 2012 06:18 PM.

  5. Bryan Travers re-opened this discussion on 05 Jun, 2012 12:02 PM

  6. 4 Posted by Bryan Travers on 05 Jun, 2012 12:02 PM

    Bryan Travers's Avatar

    i did and i still could not get it to work properly. i can send an encrypted email, but not alway sign it. Also, even if I send it to my other email account, I am unable to decrypt it on that end on the same or a different computer. Thanks for your follow-up.

    Bryan

  7. Support Staff 5 Posted by Luke Le on 05 Jun, 2012 12:07 PM

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    Hi Bryan,

    in order for signing to work, your "From" address setup in Mail.app has to exactly match the address associated with your secret key in GPG Keychain Access.
    If you have two addresses setup in Mail.app and you want to be able to send signed mails from both addresses (accounts) you need to associate the second address also with your secret key.

    The fact that you can't decrypt on a different computer makes sense as well, since you can only decrypt a message if you have your secret key to the address you sent to available on the other computer as well.
    So in order to do that, you'll have to copy your .gnupg folder (living in your users home folder) to your other computer.

    Hope that helps.

  8. 6 Posted by Bryan Travers on 05 Jun, 2012 03:45 PM

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    Okay. i will try this. thank you.

    Bryan

  9. Support Staff 7 Posted by Steve on 07 Jun, 2012 05:41 PM

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    Did it work? Was your problem solved?

    All the best,
    steve

  10. 8 Posted by Bryan Travers on 08 Jun, 2012 01:59 PM

    Bryan Travers's Avatar

    no. tried on both apple and windows versions. this just isn't an intuitive process.

    Bryan

  11. Support Staff 9 Posted by Steve on 09 Jun, 2012 12:52 PM

    Steve's Avatar

    Bryan, I wrote a few mails to you off-list (or off this discussion to be precise). Have you checked all the details?

    To me the setup looks somewhat confusing. Now that you have all your mail-addresses organized in a single key as UserIDs, it looks better.

    What is the problem you are still experiencing? You can't sign mails? Also which version of GPGMail are you now using? Have you updated to 10.7.4?

    steve

  12. Support Staff 10 Posted by Steve on 10 Jul, 2012 10:47 AM

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    No further user feedback. Closing.

    @Bryan: Should your problem persist, feel free to re-open this discussion any time.

    All the best,
    steve


    Please consider a donation. We do all this in our spare time.

  13. Steve closed this discussion on 10 Jul, 2012 10:47 AM.

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