diff --git a/images/win/scripts/Installers/Configure-PowerShell.ps1 b/images/win/scripts/Installers/Configure-PowerShell.ps1
new file mode 100644
index 00000000..98cb8305
--- /dev/null
+++ b/images/win/scripts/Installers/Configure-PowerShell.ps1
@@ -0,0 +1,29 @@
+################################################################################
+##  File:  Configure-Powershell.ps1
+##  Desc:  Manage PowerShell configuration
+################################################################################
+
+#region System
+Write-Host "Setup PowerShellGet"
+Install-PackageProvider -Name NuGet -MinimumVersion 2.8.5.201 -Force
+
+# Specifies the installation policy
+Set-PSRepository -InstallationPolicy Trusted -Name PSGallery
+#endregion
+
+#region User (current user, image generation only)
+if (-not (Test-Path $profile)) {
+    New-Item $profile -ItemType File -Force
+}
+  
+@" 
+  if ( -not(Get-Module -ListAvailable -Name PowerHTML)) {
+      Install-Module PowerHTML -Scope CurrentUser 
+  } 
+  
+  if ( -not(Get-Module -Name PowerHTML)) {
+      Import-Module PowerHTML
+  } 
+"@ | Add-Content -Path $profile -Force
+
+#endregion
diff --git a/images/win/scripts/Installers/Install-PowerShellModules.ps1 b/images/win/scripts/Installers/Install-PowerShellModules.ps1
index f0afb9e6..b3ab7a35 100644
--- a/images/win/scripts/Installers/Install-PowerShellModules.ps1
+++ b/images/win/scripts/Installers/Install-PowerShellModules.ps1
@@ -1,12 +1,6 @@
 # Set TLS1.2
 [Net.ServicePointManager]::SecurityProtocol = [Net.ServicePointManager]::SecurityProtocol -bor "Tls12"
 
-Write-Host "Setup PowerShellGet"
-Install-PackageProvider -Name NuGet -MinimumVersion 2.8.5.201 -Force
-
-# Specifies the installation policy
-Set-PSRepository -InstallationPolicy Trusted -Name PSGallery
-
 # Install PowerShell modules
 $modules = (Get-ToolsetContent).powershellModules
 
@@ -29,4 +23,4 @@ foreach($module in $modules)
 }
 
 Import-Module Pester
-Invoke-PesterTests -TestFile "PowerShellModules" -TestName "PowerShellModules"
\ No newline at end of file
+Invoke-PesterTests -TestFile "PowerShellModules" -TestName "PowerShellModules"
diff --git a/images/win/scripts/Installers/Install-PyPy.ps1 b/images/win/scripts/Installers/Install-PyPy.ps1
index fddbf160..8b570c19 100644
--- a/images/win/scripts/Installers/Install-PyPy.ps1
+++ b/images/win/scripts/Installers/Install-PyPy.ps1
@@ -84,8 +84,6 @@ $toolsetVersions = Get-ToolsetContent | Select-Object -ExpandProperty toolcache
 $pypyVersions = Invoke-RestMethod https://downloads.python.org/pypy/versions.json
 
 # required for html parsing
-Install-Module PowerHTML -Scope CurrentUser 
-Import-Module PowerHTML
 $checksums = (Invoke-RestMethod -Uri 'https://www.pypy.org/checksums.html' | ConvertFrom-HTML).SelectNodes('//*[@id="content"]/article/div/pre')
 
 Write-Host "Starting installation PyPy..."
diff --git a/images/win/windows2019.json b/images/win/windows2019.json
index 1cb5e292..07d3a6f0 100644
--- a/images/win/windows2019.json
+++ b/images/win/windows2019.json
@@ -150,6 +150,7 @@
             ],
             "scripts": [
                 "{{ template_dir }}/scripts/Installers/Configure-Antivirus.ps1",
+                "{{ template_dir }}/scripts/Installers/Configure-PowerShell.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-PowerShellModules.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-WindowsFeatures.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-Choco.ps1",
diff --git a/images/win/windows2022.json b/images/win/windows2022.json
index 7f099c11..db4a671f 100644
--- a/images/win/windows2022.json
+++ b/images/win/windows2022.json
@@ -134,6 +134,7 @@
             ],
             "scripts": [
                 "{{ template_dir }}/scripts/Installers/Configure-Antivirus.ps1",
+                "{{ template_dir }}/scripts/Installers/Configure-PowerShell.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-PowerShellModules.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-WindowsFeatures.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-Choco.ps1",