Sent mails are vanishing

johannes's Avatar


27 Nov, 2014 07:04 PM

I have am connected via an exchange server here at the university. With the Yosemite beta2 (this was the case with b1 as well) sending encrypted emails does not work: When I click send, everything seems fine, but the email a) does not show up in my sent folder and b) does not reach the recipient. It's just lost.

  1. Support Staff 1 Posted by Luke Le on 02 Dec, 2014 03:30 PM

    Luke Le's Avatar

    Hi Johannes,

    hmmm... that sounds very curious. Could you please check after sending an email to see if you find any crash logs or other related logs from Mail in there?

  2. 2 Posted by johannes on 03 Dec, 2014 02:01 AM

    johannes's Avatar

    Hi Luke,

    Here is what says:

  3. 3 Posted by Chris on 03 Dec, 2014 06:54 AM

    Chris's Avatar

    Am also experiencing this, with similar Console output. This only affects one account in; if I send using another account, everything works fine. I'll note that the key I'm using to encrypt/sign has UIDs for both accounts, but the primary is set to the account I want to send with. If I delete the other account (the one that works), mails still fail to send. If I don't encrypt, they send without issue--but I really want to encrypt my messages!

  4. 4 Posted by Chris on 03 Dec, 2014 06:57 AM

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    I don't think it matters, but I should mention that the mail servers involved here (on both the working account and the broken one) are recent vintage Postfix.

  5. Support Staff 5 Posted by Luke Le on 03 Dec, 2014 07:32 AM

    Luke Le's Avatar

    Hi Johannes, Chris,

    could you both please run the following command:

    defaults read org.gpgtools.gpgmail UseOpenPGPInlineToSend

    and post the output.
    It seems that a method that's called in OpenPGP legacy mode was deprecated.
    Is there any specific reason why you've enabled legacy mode Johannes?

  6. 6 Posted by Chris Nehren on 03 Dec, 2014 07:45 AM

    Chris Nehren's Avatar

    $ defaults read org.gpgtools.gpgmail UseOpenPGPInlineToSend

    I am using legacy mode because the client I'm communicating with (K9
    Mail + APG on Android) doesn't support PGP/MIME.

  7. Support Staff 7 Posted by Luke Le on 03 Dec, 2014 07:55 AM

    Luke Le's Avatar

    Ah ok, thank you!

    Attach you'll find a version that should not be exhibiting these problems.
    Could you test that version and let us know if it works?

    What version of OS X are you both on?

  8. 8 Posted by Chris on 03 Dec, 2014 08:09 AM

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    The new version of GPGMail does work for me, and I'm on OS X 10.10.1.

  9. Support Staff 9 Posted by Luke Le on 03 Dec, 2014 08:10 AM

    Luke Le's Avatar

    Ah hehe, no problem.
    Very happy to hear that. The fix will be included in the next version of GPGMail.

  10. 10 Posted by johannes on 04 Dec, 2014 07:58 PM

    johannes's Avatar

    Thanks, Luke and Chris.

    Yes, I had the same configuration as Chris (and of the same reason: sending to clients that do not support PGP/MIME). With that fix, everything works fine again.

  11. Support Staff 11 Posted by Steve on 10 Jan, 2015 05:25 PM

    Steve's Avatar

    Hi all, this fix is included in GPG Suite Beta 4. So if you ran into this previously, make sure to download and install that build from our homepage.

    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.

    Best, steve

  12. Steve closed this discussion on 10 Jan, 2015 05:25 PM.

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