Problem encrypting email in MAX mail version 5.2 on OSX 10.7.4

daveo's Avatar


19 Jul, 2012 01:02 PM


  • MAC Mail client version 5.2
  • OS X version: (e.g. 10.7.4)
  • GPGTools Installer date: March 18 2012

What steps will reproduce the problem? Please be as specific as possible.

  1. Primary problem is that I cannot encrypt outgoing emails to the two people I have keys for. When I sent an email to myself with my key that works just fine. I can select the lock on the top right of the mail screen. If I add an email of a person that I have the key for and who is listed in the keychain access screen, the lock becomes gray and I cannot encrypt the email. My signature is sent in the emails when I sent the unencrypted emails however. I have been able to encrypt files and the recipients who have my key are able to encrypt and view the files.
  2. Second problem is more of an annoyance. When I send an email with my signature attached the dialog comes up that asks for my key password. is this the proper behavior? If so, it would be good to be able to add this to my keychain so that I did not have to re-enter it for outgoing emails.

What do you expect to see? What do you see instead?

  • I want to be able to encrypt emails when sending to someone who I am corresponding with and who I give my public key.
  • Instead the emails are not encrypt able because the key lock is grayed out.

Provide any additional information, link a screenshot and debug output if possible.

First aid

  1. Support Staff 1 Posted by Luke Le on 14 Aug, 2012 11:37 AM

    Luke Le's Avatar

    Hi Daveo,

    please install the nightly version of GPGMail from
    This should fix all your problems.
    Also, it's possible to store the password in your keychain and the option for it is indeed shown in the password dialog.
    If it's not, please let us know.

    Hope that helps.

  2. Support Staff 2 Posted by Steve on 24 Aug, 2012 04:54 PM

    Steve's Avatar

    No further user feedback. Closing.

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

    All the best,

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

  3. Steve closed this discussion on 24 Aug, 2012 04:54 PM.

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