GPGMail: Bad Passphrase

Sergey's Avatar


26 Jul, 2018 08:59 PM


I have account with mail provider where login password is also passphrase for private key. I very often log in to mail account with Web Interface that means the password is correct so the passphrase.

When I try to encrypt or decrypt file or send email with Apple Mail with this this private key, Pinentry Mac asks me to enter passphrase but this always says Bad Passphrase.

What is wrong?

I expect that it should encrypt/decrypt files and send encrypted mail.

macOS                   10.13.6     17G65
GPG Suite               2018.3      2223    (8d0c266)
GPGMail                 3.0b7       1319    (c2d0df0a)
GPG Keychain            1.4.4       1460    (9010342)
GPGServices             1.11.4      1013    (0b04f6c)
MacGPG                  2.2.8       916     (0ed4a99)
GPG Suite Preferences   2.1.2       997     (1a09bc7)
Libmacgpg               0.8.5       863     (0707962)
pinentry           9       (db18340)
  1. Support Staff 1 Posted by Steve on 29 Jul, 2018 11:11 AM

    Steve's Avatar

    Hi Sergey,

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

    Can you explain how you created the OpenPGP key which you use on your mac? Was it created with GPG Keychain?

    Was your setup on your mac working earlier or is this your initial setup on your mac?

    We'll go from there.


  2. 2 Posted by sergey on 29 Jul, 2018 03:29 PM

    sergey's Avatar

    Hi Steve,

    The OpenPGP key was created with service of my email provider. It was my
    business account. Then I exported private key from service to my Mac and
    imported to GPG Keychain. Everything had been working perfectly. Then I
    cancelled my business account. The passphrase has been working for some
    time (more than year) - I could read downloaded to Apple Mail encrypted
    letters without problem. But after some time it has been ended. Now I
    can’t read my old encrypted letter and decrypt files which were
    encrypted with this passphrase.

    I have also similar situation with my private account with the same
    provider. In the beginning I have done the same procedures: create,
    export, import. I still use my private account but now I have the
    following situation: I can still use this private key with Apple Mail
    but it does not work with decrypted files.

    Hope it will help.


    On 29.07.2018 02:11 PM, Steve wrote:

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