diff --git a/packages/common.vm/tools/vm.common/vm.common.psm1 b/packages/common.vm/tools/vm.common/vm.common.psm1
index e76faf8d5..ecbf6dfff 100755
--- a/packages/common.vm/tools/vm.common/vm.common.psm1
+++ b/packages/common.vm/tools/vm.common/vm.common.psm1
@@ -1245,6 +1245,19 @@ public class Shell {
     }
 }
 
+# Remove a directory and if not possible as many of its subfolder and files as possible
+function VM-Remove-Dir {
+    param (
+        [Parameter(Mandatory=$true)]
+        [string[]]$item
+    )
+    Remove-Item -Path $item -Recurse -Force -ErrorAction Continue
+    if (!$? -and $item.PSIsContainer) {
+        Get-ChildItem -Path $item -Force | ForEach-Object {
+            VM-Remove-Dir $item
+        }
+    }
+}
 
 # Usage example:
 # VM-Remove-DesktopFiles -excludeFolders "PS_Transcripts", ${Env:TOOL_LIST_DIR}, "fakenet_logs" -excludeFiles "example.txt", "important.doc"
@@ -1284,6 +1297,9 @@ function VM-Remove-DesktopFiles {
             }
         }
     }
+
+    # Remove as much of PS_Transcripts as possible
+    VM-Remove-Dir "PS_Transcripts"
 }
 
 function VM-Clear-TempAndCache {