GPG Mail: gpg: signing failed: Inappropriate ioctl for device

nathan's Avatar


09 Dec, 2019 11:48 PM

Attempting to send signed email gives:

gpg: signing failed: Inappropriate ioctl for device gpg: signing failed: Inappropriate ioctl for device

gpgsuite 2019.2 w/gpgmail 4.0.
macOS 10.14.6

Mail signed and sent

macOS                   10.14.6     18G1012
GPG Suite               2019.2      2670    (ac945f92b0)
GPG Mail                4.0         1515    (597c8f5250)    30 trial days remaining
GPG Keychain            1.5.1       1587    (967419866a)
GPG Services            1.12.1      1100    (2d6c8340f0)
MacGPG                  2.2.17      940     (4ba83bbeda)
GPG Suite Preferences   2.2.1       1136    (378dbebf37)
Libmacgpg               1.0.1       924     (ed76f66a8a)
pinentry           16      (9b8e20e2c0)
  1. Support Staff 1 Posted by Steve on 11 Dec, 2019 07:16 PM

    Steve's Avatar

    Hi Nathan,

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

    Your debug log suggests you have a custom version of gpg 2.2.16 installed on your system. Did you ever install a custom gpg version with fink/macports/brew/homebrew/from source? If so, could you remove it, repeat the steps and see if you are still running into the error message.


  2. Steve closed this discussion on 20 Jan, 2020 01:26 PM.

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