Sunday, October 24, 2021

Create a local Windows10 VPN bastion using a vagrant box


There are many examples online on how to create a linux vagrant box including mine. But not so much around windows boxes.
The easiest way?  just shop around in Vagrant Cloud, identify a windows box, and spin it using vagrant up. That’s exactly what I did but I faced a problem after the trial period expired as I couldn’t even license it using a product key. In this blog we will showcase how to create a vagrant box based on windows 10 pro that you can activate if you have a license.

Why Create a windows vm inside a PC laptop

  • My VPN cuts all internet access !

    My team have recently been provided VPN links to a client’s environment that cuts internet access, this made us think of a workaround to isolate that network within a Virtualbox vm which worked like a charm.To make it even faster to spin as the team grew, I decided to find vagrant boxes in Vagrant Cloud and shared the Vagrantfile with the colleagues.

  • What happens when Windows evaluation period ends?

    As soon as these evaluation based vagrant boxes expired, the vms started to shutdown every hour or so, which makes one’s work at risk. You don’t want your OS to shut off in a middle of a migration task :). We even bought license keys but the vms couldn’t get activated.

    This image has an empty alt attribute; its file name is image-7.png

  • Vagrant box version after another, l still faced the same issue when trying to license it.
    Bottom line is those vagrant boxes had evaluation-only license, and not licensed to activate the software permanently.

Solution: Create a new vagrant box from scratch  


      • Insert the iso in the storage section

        This image has an empty alt attribute; its file name is image-8.png

      • You will be prompted to sign into your Microsoft account, again skip this.

      • After the OS is install is finished, install VirtualBox Guest additions package on the vm (optional)

      • Create a local admin: vagrant /password: vagrant (during or after installation)

        net user vagrant vagrant /add /expires:never
        net localgroup administrators vagrant /add

      • Make sure the network you are connected to is private.Run the below cmd 

        Set-NetConnectionProfile -NetworkCategory Private
        PS C:\Windows\system32> Get-NetConnectionProfile Name : Network InterfaceAlias : Ethernet InterfaceIndex : 6 NetworkCategory : Private <----- IPv4Connectivity : Internet IPv6Connectivity : NoTraffic


    • Base Windows Configuration

      • Turn off UAC: run as admin in cmd prompt ( in one line)
      • reg add HKEY_LOCAL_MACHINE\Software\Microsoft\Windows\CurrentVersion\Policies\System /v EnableLUA /d 0 /t REG_DWORD /f /reg:64

      • Configure and Enable WinRM service: Run as admin each line &hit enter
      • winrm quickconfig -q winrm set winrm/config/winrs '@{MaxMemoryPerShellMB="512"}' winrm set winrm/config '@{MaxTimeoutms="1800000"}' winrm set winrm/config/service '@{AllowUnencrypted="true"}' winrm set winrm/config/service/auth '@{Basic="true"}' Set-Service WinRM -StartupType "Automatic" Start-Service WinRM

      • Note- WinRm is the alternative to ssh for windows boxes which allows vagrant to connect to the box.
      • Enable remote connection to your box
      • Set-ItemProperty -Path 'HKLM:\System\CurrentControlSet\Control\Terminal Server' -name "fDenyTSConnections" -value 0 Enable-NetFirewallRule -DisplayGroup "Remote Desktop"

      • Disable complex passwords (Powershell)
      • secedit /export /cfg c:\secpol.cfg (gc C:\secpol.cfg).replace("PasswordComplexity = 1", "PasswordComplexity = 0") | Out-File C:\secpol.cfg secedit /configure /db c:\windows\security\local.sdb /cfg c:\secpol.cfg /areas SECURITYPOLICY rm -force c:\secpol.cfg -confirm:$false

      • Disable "Shutdown Tracker"
      • if ( -Not (Test-Path 'registry::HKEY_LOCAL_MACHINE\SOFTWARE\Policies\Microsoft\Windows NT\Reliability')) { New-Item -Path 'registry::HKEY_LOCAL_MACHINE\SOFTWARE\Policies\Microsoft\Windows NT' -Name Reliability -Force } Set-ItemProperty -Path 'registry::HKEY_LOCAL_MACHINE\SOFTWARE\Policies\Microsoft\Windows NT\Reliability' -Name ShutdownReasonOn -Value 0

      • Optional: Disable "Server Manager" starting at login (for server versions non-Core)
      • Optional: Clean unused files and zero free space on C drive (Optional)
      • C:\Windows\System32\cleanmgr.exe /d c:

      • Optional: Download and run sldete to zero out free space
      • PS C:\> sdelete.exe -z c:

      • Optional: allow PowerShell to display a progress bar when using the WinSSH communicator.
      • if (!(Test-Path -Path $PROFILE)) { New-Item -ItemType File -Path $PROFILE -Force } Add-Content $PROFILE '$ProgressPreference = "SilentlyContinue"'


      • Create a new Vagrantfile with some default settings that will allow your users and Vagrant to connect to the box

        # -*- mode: ruby -*- # vi: set ft=ruby : # All Vagrant configuration is done below. The "2" in Vagrant.configure # configures the configuration version (for backwards compatibility).
        Vagrant.configure(2) do |config| config.vm.guest = :windows config.vm.communicator = "winrm" config.vm.boot_timeout = 600 config.vm.graceful_halt_timeout = 600 # Create a forwarded port mapping which allows access to a specific port # within the machine from a port on the host machine. "forwarded_port", guest: 80, host: 8080 :forwarded_port, guest: 3389, host: 3389 :forwarded_port, guest: 5985, host: 5985, id: "winrm", auto_correct: true config.vm.provider "virtualbox" do |vb| # Customize the name of VM in VirtualBox manager UI: = "win10_pro_vm" end end

      • Export the virtualbox as vagrant box ( make sure your CDV drive is empty)

        vagrant package --base Win10Pro --output /path/to/output/ --vagrantfile /path/to/initial/Vagrantfile

      • Add the box to vagrant repo you name it as you wish

        vagrant box add /path/to/output/ --name brokedba/Win10pro

      • Add winrm-fs and vbguest in your physical host to allow shared folders syncing and auto-install of Vbox Guest additions package (if not done on the base box)

        vagrant plugin install winrm-fs vagrant plugin install vagrant-vbguest

      Test the vagrant box

      Yay!! you now have the box registered locally and ready to bounce

      C:\> vagrant init C:\> vagrant up C:\> vagrant destroy --- to destroy the vm

      Test this vagrant box online

      If you want to spin this vagrant box without the hassle of creating the vagrant box , you can try mine already as It’s already stored in vagrant Cloud This image has an empty alt attribute; its file name is image-10.png
      You only need to
      1- download a small VagrantFile (by clicking save as) , copy it to your local directory then
      2- Run the vagrant up command within the same directory 

      C:\> vagrant up C:\> vagrant destroy --- to destroy the vm


      - We have just demonstrated how to create a vagrant box for windows 10 that can be licensed later if needed.

      - If you are on Linux or Mac machine and are interested in installing windows 11, there is neat article about a shell script that will automatically install the OS for you through a new Virtualbox feature called
                    “Unattended install” >> Unattened-install-microsoft-windows-11-on-virtualbox

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