diff --git a/images/win/Windows2019-Azure.json b/images/win/Windows2019-Azure.json
index cf10a90330f7..d5bf5f739bbe 100644
--- a/images/win/Windows2019-Azure.json
+++ b/images/win/Windows2019-Azure.json
@@ -109,6 +109,14 @@
             ],
             "execution_policy": "unrestricted"
         },
+        {
+            "type": "powershell",
+            "elevated_user": "SYSTEM",
+            "elevated_password": "",
+            "scripts":[
+                "{{ template_dir }}/scripts/Installers/Windows2019/Install-WSL.ps1"
+            ]
+        },
         {
             "type": "powershell",
             "scripts":[
@@ -243,6 +251,12 @@
                 "{{ template_dir }}/scripts/Installers/Validate-Wix.ps1"
             ]
         },
+        {
+            "type": "powershell",
+            "scripts":[
+                "{{ template_dir }}/scripts/Installers/Validate-WSL.ps1"
+            ]
+        },
         {
             "type": "powershell",
             "scripts":[
@@ -1062,4 +1076,4 @@
             ]
         }
     ]
-}
\ No newline at end of file
+}
diff --git a/images/win/scripts/Installers/Validate-WSL.ps1 b/images/win/scripts/Installers/Validate-WSL.ps1
new file mode 100644
index 000000000000..83da69339b2b
--- /dev/null
+++ b/images/win/scripts/Installers/Validate-WSL.ps1
@@ -0,0 +1,14 @@
+################################################################################
+##  File:  Validate-WSL.ps1
+##  Desc:  Validate WSL CLI existst
+################################################################################
+
+if (Get-Command -Name 'wsl')
+{
+    Write-Host 'wsl is on path'
+}
+else
+{
+    Write-Host 'wsl not on path'
+    exit 1
+}
diff --git a/images/win/scripts/Installers/Windows2019/Install-WSL.ps1 b/images/win/scripts/Installers/Windows2019/Install-WSL.ps1
new file mode 100644
index 000000000000..2e83a1b857a8
--- /dev/null
+++ b/images/win/scripts/Installers/Windows2019/Install-WSL.ps1
@@ -0,0 +1,8 @@
+################################################################################
+##  File:  Install-WSL.ps1
+##  Desc:  Install Windows Subsystem for Linux
+################################################################################
+
+Write-Host "Install Windows Subsystem for Linux"
+
+Enable-WindowsOptionalFeature -Online -FeatureName Microsoft-Windows-Subsystem-Linux -NoRestart
\ No newline at end of file
diff --git a/images/win/scripts/SoftwareReport/SoftwareReport.Generator.ps1 b/images/win/scripts/SoftwareReport/SoftwareReport.Generator.ps1
index 6e643fcf0ef2..bc538c840842 100644
--- a/images/win/scripts/SoftwareReport/SoftwareReport.Generator.ps1
+++ b/images/win/scripts/SoftwareReport/SoftwareReport.Generator.ps1
@@ -22,6 +22,11 @@ $markdown += New-MDList -Style Unordered -Lines @(
     "Image Version: $env:ImageVersion"
 )
 
+$markdown += New-MDHeader "Enabled windows optional features" -Level 2
+$markdown += New-MDList -Style Unordered -Lines @(
+    "Windows Subsystem for Linux"
+)
+
 $markdown += New-MDHeader "Installed Software" -Level 2
 $markdown += New-MDHeader "Language and Runtime" -Level 3