password-store not prompting through ssh connection

To change the pinentry permanently, append the following to your ~/.gnupg/gpg-agent.conf:

pinentry-program /usr/bin/pinentry-tty

(In older versions which lack pinentry-tty, use pinentry-curses for a 'full-terminal' dialog window.)

Tell the GPG agent to reload configuration:

$ gpg-connect-agent reloadagent /bye
OK

taken from https://superuser.com/questions/520980/how-to-force-gpg-to-use-console-mode-pinentry-to-prompt-for-passwords