diff --git a/images/win/scripts/ImageHelpers/InstallHelpers.ps1 b/images/win/scripts/ImageHelpers/InstallHelpers.ps1
index 30084aa47..7c1f1ba89 100644
--- a/images/win/scripts/ImageHelpers/InstallHelpers.ps1
+++ b/images/win/scripts/ImageHelpers/InstallHelpers.ps1
@@ -45,7 +45,10 @@ function Install-Binary
     $fileExtension = ([System.IO.Path]::GetExtension($Name)).Replace(".", "")
     if ($fileExtension -eq "msi")
     {
-        $ArgumentList = ('/i', $filePath, '/QN', '/norestart')
+        if (-not $ArgumentList)
+        {
+            $ArgumentList = ('/i', $filePath, '/QN', '/norestart')
+        }
         $filePath = "msiexec.exe"
     }
 
diff --git a/images/win/scripts/Installers/Install-AzureCli.ps1 b/images/win/scripts/Installers/Install-AzureCli.ps1
index 1c8013340..71bb8f276 100644
--- a/images/win/scripts/Installers/Install-AzureCli.ps1
+++ b/images/win/scripts/Installers/Install-AzureCli.ps1
@@ -5,7 +5,7 @@
 
 Write-Host "Install the latest Azure CLI release"
 $azCliUrl = "https://aka.ms/installazurecliwindows"
-Install-Binary -Url $azCliUrl -Name "azure-cli.msi" -ArgumentList ("/qn", "/norestart")
+Install-Binary -Url $azCliUrl -Name "azure-cli.msi"
 
 $azureCliExtensionPath = Join-Path $Env:CommonProgramFiles 'AzureCliExtensionDirectory'
 $null = New-Item -ItemType "Directory" -Path $azureCliExtensionPath
diff --git a/images/win/scripts/Installers/Install-SQLOLEDBDriver.ps1 b/images/win/scripts/Installers/Install-SQLOLEDBDriver.ps1
new file mode 100644
index 000000000..93df7f526
--- /dev/null
+++ b/images/win/scripts/Installers/Install-SQLOLEDBDriver.ps1
@@ -0,0 +1,8 @@
+################################################################################
+##  File:  Install-SQLOLEDBDriver.ps1
+##  Desc:  Install SQL OLEDB Driver
+################################################################################
+
+$binaryDownloadPath = Start-DownloadWithRetry "https://go.microsoft.com/fwlink/?linkid=2183083" "msoledbsql.msi"
+$ArgumentList = ("/i", "$binaryDownloadPath", "ADDLOCAL=ALL", "IACCEPTMSOLEDBSQLLICENSETERMS=YES", "/qn")
+Install-Binary -FilePath msiexec.exe -ArgumentList $ArgumentList
\ No newline at end of file
diff --git a/images/win/scripts/Installers/Install-WebPlatformInstaller.ps1 b/images/win/scripts/Installers/Install-WebPlatformInstaller.ps1
index 2263b3a9a..90e102d00 100644
--- a/images/win/scripts/Installers/Install-WebPlatformInstaller.ps1
+++ b/images/win/scripts/Installers/Install-WebPlatformInstaller.ps1
@@ -6,6 +6,6 @@
 # Download and install WebPlatformInstaller
 $webPlatformInstallerFile = "WebPlatformInstaller_x64_en-US.msi"
 $webPlatformInstallerUrl = "http://go.microsoft.com/fwlink/?LinkId=287166"
-Install-Binary -Url $webPlatformInstallerUrl -Name $webPlatformInstallerFile -ArgumentList ("/silent", "/install")
+Install-Binary -Url $webPlatformInstallerUrl -Name $webPlatformInstallerFile
 
 Invoke-PesterTests -TestFile "Tools" -TestName "WebPlatformInstaller"
\ 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 2f9d0f65e..13ec85561 100644
--- a/images/win/scripts/SoftwareReport/SoftwareReport.Generator.ps1
+++ b/images/win/scripts/SoftwareReport/SoftwareReport.Generator.ps1
@@ -215,14 +215,20 @@ $markdown += New-MDHeader "Databases" -Level 3
 $markdown += Build-DatabasesMarkdown
 
 $markdown += New-MDHeader "Database tools" -Level 3
-$markdown += New-MDList -Style Unordered -Lines (@(
+$databaseTools = @(
     (Get-AzCosmosDBEmulatorVersion),
     (Get-DacFxVersion),
     (Get-MySQLVersion),
     (Get-SQLPSVersion)
-    ) | Sort-Object
 )
 
+if (-not (Test-IsWin16))
+{
+    $databaseTools += Get-SQLOLEDBDriverVersion
+}
+
+$markdown += New-MDList -Style Unordered -Lines ($databaseTools | Sort-Object)
+
 $markdown += Build-WebServersSection
 
 $vs = Get-VisualStudioVersion
diff --git a/images/win/scripts/SoftwareReport/SoftwareReport.Tools.psm1 b/images/win/scripts/SoftwareReport/SoftwareReport.Tools.psm1
index f69aee1d1..a6b83f761 100644
--- a/images/win/scripts/SoftwareReport/SoftwareReport.Tools.psm1
+++ b/images/win/scripts/SoftwareReport/SoftwareReport.Tools.psm1
@@ -111,6 +111,11 @@ function Get-MySQLVersion {
     return "MySQL $mysqlVersion"
 }
 
+function Get-SQLOLEDBDriverVersion {
+    $SQLOLEDBDriverVersion = (Get-ItemProperty -Path 'Registry::HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\MSOLEDBSQL' InstalledVersion).InstalledVersion
+    return "SQL OLEDB Driver $SQLOLEDBDriverVersion"
+}
+
 function Get-MercurialVersion {
     ($(hg --version) | Out-String) -match "version (?<version>\d+\.\d+\.?\d*)" | Out-Null
     $mercurialVersion = $Matches.Version
diff --git a/images/win/scripts/Tests/Tools.Tests.ps1 b/images/win/scripts/Tests/Tools.Tests.ps1
index 1773a4fb3..ca3ebecbd 100644
--- a/images/win/scripts/Tests/Tools.Tests.ps1
+++ b/images/win/scripts/Tests/Tools.Tests.ps1
@@ -201,3 +201,9 @@ Describe "Kotlin" {
         "$toolName -version" | Should -ReturnZeroExitCode
     }
 }
+
+Describe "SQL OLEDB Driver" {
+    It "SQL OLEDB Driver" {
+        "HKLM:\SOFTWARE\Microsoft\MSOLEDBSQL" | Should -Exist
+    }
+}
\ No newline at end of file
diff --git a/images/win/windows2019.json b/images/win/windows2019.json
index 2efe458dc..577bf1f30 100644
--- a/images/win/windows2019.json
+++ b/images/win/windows2019.json
@@ -229,6 +229,7 @@
                 "{{ template_dir }}/scripts/Installers/Install-DACFx.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-MysqlCli.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-SQLPowerShellTools.ps1",
+                "{{ template_dir }}/scripts/Installers/Install-SQLOLEDBDriver.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-DotnetSDK.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-Mingw64.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-Haskell.ps1",
diff --git a/images/win/windows2022.json b/images/win/windows2022.json
index d38ce154c..9a21b4c21 100644
--- a/images/win/windows2022.json
+++ b/images/win/windows2022.json
@@ -228,6 +228,7 @@
                 "{{ template_dir }}/scripts/Installers/Install-DACFx.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-MysqlCli.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-SQLPowerShellTools.ps1",
+                "{{ template_dir }}/scripts/Installers/Install-SQLOLEDBDriver.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-DotnetSDK.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-Mingw64.ps1",
                 "{{ template_dir }}/scripts/Installers/Install-Haskell.ps1",