diff --git a/images/win/scripts/Tests/CLI.Tools.Tests.ps1 b/images/win/scripts/Tests/CLI.Tools.Tests.ps1
index c508c4d72..cbf5d38c6 100644
--- a/images/win/scripts/Tests/CLI.Tools.Tests.ps1
+++ b/images/win/scripts/Tests/CLI.Tools.Tests.ps1
@@ -24,7 +24,7 @@ Describe "AWS" {
     }
 
     It "Session Manager Plugin for the AWS CLI" {
-        session-manager-plugin | Out-String | Should -Match "plugin was installed successfully"
+        @(session-manager-plugin) -Match '\S' | Out-String | Should -Match "plugin was installed successfully"
     }
 
     It "AWS SAM CLI" {