tag:gpgtools.tenderapp.com,2011-11-04:/discussions/problems/117412-when-using-ssh-always-prompted-for-passphrase-even-though-its-saved-in-keychainGPGTools: Discussion 2022-08-19T14:01:43Ztag:gpgtools.tenderapp.com,2011-11-04:Comment/541777022022-05-24T21:28:56Z2022-05-24T21:28:56ZMacGPG: when using SSH, always prompted for passphrase even though it's saved in keychain<div><p>Hi!</p>
<p>This is unfortunately a caveat of macOS that doesn't grant access to a user's keychain unless the user has previously manually unlocked it via the graphical user interface.<br>
You could try that, by logging on to the machine via VNC. Running a sign gpg command from Terminal (via VNC) and after that running the command again from your local Mac via SSH.</p>
<p>Does that work?</p></div>Luke Le