Example for stackoverflow question 63502738 regarding MOTD issues with vagrant

playbook.yml

- hosts: all
  tasks:
    - name: Update apt cache
      apt:
        update_cache: yes
      become: yes

    - name: Install zsh
      apt:
        name: zsh
        state: present
      become: yes

    - name: Check current shell
      shell: if echo $0 = "zsh" ; then echo "true"; else echo "false"; fi
      register: zsh

    - name: Change default shell to zsh
      shell: 'sudo chsh -s /bin/zsh vagrant'
      when: zsh.stdout == "false"

    - name: Check if Oh My Zsh is already installed
      shell: '[ -d "/home/vagrant/.oh-my-zsh" ] && echo "true" || echo "false"'
      register: ohmyzsh_present

    - name: Install Oh My Zsh (it can take several minutes to complete)
      shell: 'sh -c "$(curl -fsSL https://raw.githubusercontent.com/ohmyzsh/ohmyzsh/master/tools/install.sh)" "" --unattended'
      when: ohmyzsh_present.stdout == "false"

    - name: Check that the message of the day (motd) file.conf exists
      stat:
        path: /etc/update-motd.d/01-custom
      register: motd_custom

    - name: Create the message of the day (motd) file, if it doesnt exist already (/etc/update-motd.d/01-custom)
      file:
        path: /etc/update-motd.d/01-custom
        state: touch
        mode: 0755
        owner: root
        group: root
      become: yes
      become_user: root
      when: not motd_custom.stat.exists

    - name: Set message of the day (motd)
      blockinfile:
        path: /etc/update-motd.d/01-custom
        marker: ''
        block: |
          #!/bin/sh
          # System Overview
          echo "\033[33;1m\nSystem Overview\n\033[0m"
          /usr/bin/landscape-sysinfo

          # System Updates
          echo "\033[33;1m\nSystem Updates\n\033[0m"
          /usr/lib/update-notifier/apt-check --human-readable
          exit 0
      become: yes
      become_user: root
      when: not motd_custom.stat.exists

    - name: Remove blank lines blockinfile put in
      lineinfile :
        path: /etc/update-motd.d/01-custom
        state: absent
        regexp: '^$'
      become: yes
      become_user: root

    - name: update ssh config file to add the motd
      shell: 'sed -i "s/.*PrintMotd.*/PrintMotd yes/g" /etc/ssh/sshd_config && sudo service ssh restart'
      become: yes
      become_user: root
      when: not motd_custom.stat.exists

Vagrantfile

Vagrant.require_version ">= 2.2.3"

Vagrant.configure("2") do |config|
  config.vm.provider "virtualbox" do |v|
    v.memory = 2048
    v.cpus = 2
  end  
  config.vm.box = "ubuntu/bionic64"
  config.vm.hostname = "cli-tools"
  config.vm.provision "ansible", type: "ansible" do |ansible|
    ansible.playbook = "playbook.yml"
  end

  config.ssh.extra_args = ["-t", "zsh; cd /home/vagrant"]
  config.ssh.forward_x11 = true
end

Link to the question:
https://stackoverflow.com/questions/63502738/message-of-the-day-motd-not-working-in-vagrant-with-ubuntu-18-04