diff --git a/images/win/scripts/Installers/Install-AWS.ps1 b/images/win/scripts/Installers/Install-AWS.ps1
index 23a5c4d4d..59feea232 100644
--- a/images/win/scripts/Installers/Install-AWS.ps1
+++ b/images/win/scripts/Installers/Install-AWS.ps1
@@ -15,3 +15,14 @@ else
     Write-Host 'awscli is not on path'
     exit 1
 }
+
+$sessionManagerName = "SessionManagerPluginSetup.exe"
+$sessionManagerUrl = "https://s3.amazonaws.com/session-manager-downloads/plugin/latest/windows/$sessionManagerName"
+Install-Binary -Url $sessionManagerUrl -Name $sessionManagerName -ArgumentList ("/silent", "/install")
+$env:Path = $env:Path + ";$env:ProgramFiles\Amazon\SessionManagerPlugin\bin"
+
+$sessionMessage = session-manager-plugin
+Write-Host "$sessionMessage"
+if ($sessionMessage -notmatch "*plugin was installed successfully*") {
+    exit 1
+}
\ 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 6e643fcf0..b1ba9152a 100644
--- a/images/win/scripts/SoftwareReport/SoftwareReport.Generator.ps1
+++ b/images/win/scripts/SoftwareReport/SoftwareReport.Generator.ps1
@@ -100,6 +100,7 @@ $markdown += New-MDList -Style Unordered -Lines @(
     (Get-AzureDevopsExtVersion),
     (Get-AWSCLIVersion),
     (Get-AWSSAMVersion),
+    (Get-AWSSessionManagerVersion),
     (Get-AlibabaCLIVersion),
     (Get-CloudFoundryVersion),
     (Get-HubVersion),
diff --git a/images/win/scripts/SoftwareReport/SoftwareReport.Tools.psm1 b/images/win/scripts/SoftwareReport/SoftwareReport.Tools.psm1
index 2a096ca15..ba1d5f9a4 100644
--- a/images/win/scripts/SoftwareReport/SoftwareReport.Tools.psm1
+++ b/images/win/scripts/SoftwareReport/SoftwareReport.Tools.psm1
@@ -146,7 +146,7 @@ function Get-AzCopyVersion {
 }
 
 function Get-AzureDevopsExtVersion {
-    $azureDevExtVersion = (az version | ConvertFrom-Json | Foreach{ $_."extensions" })."azure-devops"
+    $azureDevExtVersion = (az version | ConvertFrom-Json | ForEach-Object { $_."extensions" })."azure-devops"
     return "Azure DevOps CLI extension $azureDevExtVersion"
 }
 
@@ -162,6 +162,11 @@ function Get-AWSSAMVersion {
     return "AWS SAM CLI $awssamVersion"
 }
 
+function Get-AWSSessionManagerVersion {
+    $awsSessionManagerVersion = $(session-manager-plugin --version)
+    return "AWS Session Manager CLI $awsSessionManagerVersion"
+}
+
 function Get-AlibabaCLIVersion {
     $alicliVersion = $(aliyun version)
     return "Alibaba Cloud CLI $alicliVersion"