You are using pip version 9.0.3, however version 22.1.1 is available. You should consider upgrading via the 'pip install --upgrade pip' command. $ echo "deploying to staging server" deploying to staging server $ systemctl start python.service Failed to start python.service: Interactive authentication required. See system logs and 'systemctl status python.service' for details. Cleaning up project directory and file based variables ERROR: Job failed: exit status 1