ansible/test/integration/targets/connection_ssh/test_unreachable_become_timeout.yml

- hosts: localhost
  gather_facts: false
  vars:
    become_unreachable_test_user: become_unreachable_test_user1
    ansible_connection: ssh
    ansible_ssh_timeout: 3
  tasks:
    - name: Test that timeout on waiting on become is an unreachable error
      block:
        - user:
            name: "{{ become_unreachable_test_user }}"
            shell: "{{ lookup('pipe', 'which bash') }}"

        - lineinfile:
            name: "~/.bash_profile"
            regexp: "^sleep \\d+"
            line: "sleep 5"
            create: true
          become: true
          become_user: "{{ become_unreachable_test_user }}"

        - command: whoami
          loop:
            - 1
            - 2
          register: r
          ignore_errors: true
          ignore_unreachable: true
          timeout: 15
          become: true
          become_user: "{{ become_unreachable_test_user }}"
          become_flags: "-i"  # force loading .bash_profile to timeout become

        - assert:
            that:
              - r.results|length == 2
              - r.results[0]["msg"] is contains("Timeout (5s) waiting for privilege escalation prompt:")
              - r.results[1]["msg"] is contains("Timeout (5s) waiting for privilege escalation prompt:")
              - r is unreachable
      always:
        - user:
            name: "{{ become_unreachable_test_user }}"
            state: absent