How to install WSL on Windows 2019 server behind a corporate proxy

Posted on March 1, 2022 by Adrian Wyssmann ‐ 4 min read

At my current employer we have to use Windows Server virtual machines as development environments. For me as a Linux fanboy, this is not a very nice experience, hence why not use WSL?


Sadly we have still Windows 2019 Servers, which only supports WSL1 since build 1709 and unfortunately not WSL2. Luckily we now have 1709 builds, so we can at least use WSL1. Also are we sitting behind a corporate proxy, so installation and configuration is slightly more difficult.


We also don’t have a Windows app store available, so we have to manually install WSL1 following the WSL Installation Guide

  1. Activate Windows WSL1 for Windows Server 2019

  2. Open Powershell as an Administrator and run

    Enable-WindowsOptionalFeature -Online -FeatureName Microsoft-Windows-Subsystem-Linux
  3. Restart your Server

  4. Download the Linux version of your choice We will download Ubuntu 20.04 for WSL1

    Invoke-WebRequest -Uri$distro -OutFile .\$outfile -UseBasicParsing

    Download has started, it can take 10 minutes to download the zip file

  5. Extract the file

    Expand-Archive .\$outfile .\$distro
    cd .\$distro
  6. For ubuntu other steps are necessary and we have to further extract archives

    Rename-Item .\$appfile.appx .\$
    Expand-Archive .\$ .\$distro
    cd .\$distro

    On normal windows machines run: Add-AppxPackage .\ubuntu2004.appx

  7. After that you can start Ubuntu20.04 on Windows WSL1 and create your user

    create initial user
    First start of ubuntu will aks you to create a user

Fix common problems

Fix vim and nano text editor blank screen problem

If you get a blank screen when opening an editor or using screen, you are facing this issue and hence you have to do add the following to your ~/.bashrc:

export TERM=xterm-color

Fix vim and nano text editor blank screen problem

If you get permission errors when running screen in WSL1 you can add the following lines into your ~/.bashrc

sudo /etc/init.d/screen-cleanup start

Get Distro ready to work with your corporate environment

In order to work with the proxy and self-signed certificates there are some more steps necessary

Add corporate certificates

If you have self-signed corporate certificates, they have to be added to the trusts in your distro.

  1. Copy certificates to /usr/local/share/ca-certificates/ (Ubuntu, Debian) or /usr/share/pki/trust/anchors/ (OpenSuse)
  2. Run sudo update-ca-certificates or update-ca-certificates depending of your distro

Configure package source

I assume - as we do - you use something like [Artifactory] as a repository proxy. So what is required

  1. Ensure [Artifactory] can access the package repo. I don’t recommend to use the official url but directly pin one of the official mirrors.

    If you use the official package url, you still don’t know which mirror Artifactory will pick. So, all possible mirrors have to be whitelisted so that Artifactory can access them. In our case we configured Artifactory to use as the remote url

    remote repo in Artifactory
    Artifactory setup of remote repo for Ubuntu
  2. Once this works, you can configure your distribution to use your [Artifactory]

    sudo sed -i 's|https?://|https://artifactory.intra/artifactory/remote-debian-ubuntu|g' /etc/apt/sources.list
    sudo sed -i 's|https?://|https://artifactory.intra/artifactory/remote-debian-ubuntu|g' /etc/apt/sources.list

    Details may vary, depending on your distribution of choice, for OpenSuse it would be like this:

    find /etc/zypp/repos.d/ -type f -name '*' -exec sed -i 's||https://artifactory.intra/artifactory/remote-rpm-opensuse|g' {} +

Configure Proxy

For certain activities you may be allowed to access the internet, hence, ensure you configure your proxy settings, by adding something like this to ~/.bashrc

export http_proxy="myproxy.intra:8888" && export https_proxy="myproxy.intra:8888" && export no_proxy="localhost,,intra,..."

Best Practices

There is a full list of WSL1 Best practices, however here are some which I find useful

To list all installed distributions

To list Linux distributions you can run:

wslconfig /list /all

Integrated Terminal in VS Code

You can configure that in the settings as follows:

"": {
    "Ubuntu (WSL)": {
        "path": "wsl.exe",
        "args": ["-d", "ubuntu"]
     "Opensuse Tumbleweed (WSL)": {
        "path": "wsl.exe",
        "args": ["-d", "openSUSE-Tumbleweed"]
},  },
WSL terminal in VSCode
WSLterminal in VS Code


Git has to be configured so it uses the proxy for external repos and the credential manager

# Credential Helper Settings
git config --global http://myproxy.intra:8888
git config --global http://myproxy.intra:8888
git config --global credential.modalPrompt false
git config --global http://myproxy.intra:8888
git config --global http://myproxy.intra:8888
git config --global credential.modalPrompt false
git config --global credential.helper "/mnt/c/Program\ Files/Git/mingw64/libexec/git-core/git-credential-manager-core.exe"