Loosing attachment when sending signed mails

Thomas Sossong's Avatar

Thomas Sossong

11 Jan, 2023 04:44 PM


im using GPGSuite with Apple Mail on mac OS Monterey. For signing and encrypting mails im using a key signed with my own CA. Now that basically works well but now I get replies from some people that attachments I sent will not reach through. In this case im only signing the mail but not the attachment (pdfs most of the time) and dont encrypt at all. Receivers mailserver is an Exchange server. Can someone give me a hint what to look for?

Best Regards


  1. Support Staff 1 Posted by Steve on 12 Jan, 2023 01:57 PM

    Steve's Avatar

    Hi Thomas,

    welcome to the GPGTools support platform. Sorry to hear you are having problems using GPG Suite.

    I am not sure I understand the part about using a key signed by your own CA. Can you elaborate how you created your key?


  2. 2 Posted by Thomas Sossong on 13 Jan, 2023 06:36 AM

    Thomas Sossong's Avatar

    Hi Steve,

    I may mixed up things here. To create my key I first create an private
    key, from this I create my public key. What I do in addition: I add an
    revoker key created from the CA to the public key. I have to say at the
    moment I have the issue only with one recipient....or I didnt get notice
    from others.

    Best Regards


  3. Support Staff 3 Posted by Steve on 16 Jan, 2023 07:57 PM

    Steve's Avatar

    Hi Thomas,

    are you following a guide for the key creation? If so, could you send a link please. If not, please write down the exact steps you are taking for your setup so we can better understand the issue you are having.

    Could you also send an email with attachment to yourself and see if that reproduces the problem.


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