Tested and working following the basic (but at least some) test from: https://git.launchpad.net/qa-regression-testing/tree/notes_testing/openvpn/README.vm Ends up with: root@eoan-openvpn-cl:/etc/openvpn# service openvpn@client start root@eoan-openvpn-cl:/etc/openvpn# Broadcast message from root@eoan-openvpn-cl (Mon 2019-05-13 14:56:43 UTC): Password entry required for 'Enter Private Key Password:' (PID 9320). Please enter password with the systemd-tty-ask-password-agent tool: root@eoan-openvpn-cl:/etc/openvpn# systemd-tty-ask-password-agent Enter Private Key Password: ****** root@eoan-openvpn-cl:/etc/openvpn# service openvpn@client status ●