diff --git a/.pipelines/templates/linux-package-build.yml b/.pipelines/templates/linux-package-build.yml
index 1487455107..56988523a8 100644
--- a/.pipelines/templates/linux-package-build.yml
+++ b/.pipelines/templates/linux-package-build.yml
@@ -193,6 +193,13 @@ jobs:
       $pkgPath = Get-ChildItem -Path $(Pipeline.Workspace) -Filter $pkgFilter -Recurse -File | Select-Object -ExpandProperty FullName
       Write-Verbose -Verbose "pkgPath: $pkgPath"
       Copy-Item -Path $pkgPath -Destination '$(ob_outputDirectory)' -Force -Verbose
+
+      if ($pkgPath -like '*.tar.gz') {
+          $entry = & tar -tzvf $pkgPath | Where-Object { $_ -match '\spwsh$' } | Select-Object -First 1
+          if ($entry -notmatch '^-..x') {
+              throw "pwsh is not executable in $pkgPath : $entry"
+          }
+      }
     displayName: 'Copy artifacts to output directory'
     env:
       __DOTNET_RUNTIME_FEED_KEY: $(RUNTIME_SOURCEFEED_KEY)
diff --git a/.pipelines/templates/mac-package-build.yml b/.pipelines/templates/mac-package-build.yml
index 154cb6c025..416ee9f40c 100644
--- a/.pipelines/templates/mac-package-build.yml
+++ b/.pipelines/templates/mac-package-build.yml
@@ -162,6 +162,10 @@ jobs:
 
       foreach($t in $tarPkgPath) {
         $file = $t.FullName
+        $entry = & tar -tzvf $file | Where-Object { $_ -match '\spwsh$' } | Select-Object -First 1
+        if ($entry -notmatch '^-..x') {
+            throw "pwsh is not executable in $file : $entry"
+        }
         Write-Verbose -verbose "Uploading $file to macos-pkgs"
         Write-Host "##vso[artifact.upload containerfolder=macos-pkgs;artifactname=macos-pkgs]$file"
       }
diff --git a/tools/packaging/packaging.psm1 b/tools/packaging/packaging.psm1
index 085c2478cd..e88e8f191a 100644
--- a/tools/packaging/packaging.psm1
+++ b/tools/packaging/packaging.psm1
@@ -794,6 +794,18 @@ function New-TarballPackage {
     $Staging = "$PSScriptRoot/staging"
     New-StagingFolder -StagingPath $Staging -PackageSourcePath $PackageSourcePath -R2RVerification $R2RVerification
 
+    # Ensure PowerShell executable has correct permissions in tarball
+    $pwshInStaging = Join-Path $Staging 'pwsh'
+    if (Test-Path -LiteralPath $pwshInStaging) {
+        Start-NativeExecution { chmod 755 $pwshInStaging }
+    }
+
+    # Included .NET executable for producing crash dumps
+    $createdumpInStaging = Join-Path $Staging 'createdump'
+    if (Test-Path -LiteralPath $createdumpInStaging) {
+        Start-NativeExecution { chmod 755 $createdumpInStaging }
+    }
+
     if (Get-Command -Name tar -CommandType Application -ErrorAction Ignore) {
         if ($Force -or $PSCmdlet.ShouldProcess("Create tarball package")) {
             $options = "-czf"
@@ -1212,7 +1224,11 @@ function New-UnixPackage {
                 find $Staging -type f | xargs chmod 644
                 chmod 644 $ManGzipInfo.GzipFile
                 # refers to executable, does not vary by channel
-                chmod 755 "$Staging/pwsh" #only the executable file should be granted the execution permission
+                chmod 755 "$Staging/pwsh" # only the executable file should be granted the execution permission
+                # Included .NET executable for producing crash dumps
+                if (Test-Path "$Staging/createdump") {
+                    chmod 755 "$Staging/createdump"
+                }
             }
         }
 
@@ -1892,6 +1908,12 @@ $(if ($extendedDescription) { $extendedDescription + "`n" })
             Start-NativeExecution { chmod 755 $pwshPath }
         }
 
+        # Included .NET executable for producing crash dumps
+        $createdumpPath = "$targetPath/createdump"
+        if (Test-Path $createdumpPath) {
+            Start-NativeExecution { chmod 755 $createdumpPath }
+        }
+
         # Calculate md5sums for all files in data directory (excluding symlinks)
         $md5sumsFile = Join-Path $debianDir "md5sums"
         $md5Content = ""