---
- name: Check Command Line Tools are already installed
  command: xcode-select --print-path
  ignore_errors: true
  register: cli_tools_check

- name: Try headless installing command line tools
  when: cli_tools_check is failed
  block:
    - name: Force `softwareupdate` to list the Command Line Tools
      file:
        path: /tmp/.com.apple.dt.CommandLineTools.installondemand.in-progress
        state: touch
    - name: Get the tools' label
      shell: >-
        /usr/sbin/softwareupdate -l
         | grep -B 1 -E 'Command Line Tools'
         | awk -F'*' '/^ *\\*/ {print $2}'
         | sed -e 's/^ *Label: //' -e 's/^ *//'
         | sort -V
         | tail -n1
      register: cli_tools_label
    - name: Install the tools
      command: >-
        /usr/sbin/softwareupdate -i --agree-to-license '{{cli_tools_label.stdout}}'
      register: headless_cli_tools_installation
    - name: Print message on failure
      when: headless_cli_tools_installation is failed
      fail:
        msg: >-
          Command Line Tools are not installed. Please execute
          'xcode-select --install' in a terminal and accept the license.