--- - name: Tailscale status listen: Confirm Tailscale is connected ansible.builtin.command: tailscale status register: handlers_tailscale_status - name: Debug Tailscale status listen: Confirm Tailscale is connected debug: var: handlers_tailscale_status when: verbose | bool - name: Assert Tailscale is connected listen: Confirm Tailscale is connected assert: that: - handlers_tailscale_status.stdout | length != 0 - handlers_tailscale_status.stdout is not match('\[L\+V9o\]')