diff --git a/src/application/application.yaml b/src/application/application.yaml
index 8b52b400..542717ac 100644
--- a/src/application/application.yaml
+++ b/src/application/application.yaml
@@ -424,6 +424,17 @@ actions:
                             net start DPS
                         )
                     endlocal
+            -
+                name: Clear previous Windows installations
+                code: |-
+                    if exist "%SystemDrive%\Windows.old" (
+                        takeown /f "%SystemDrive%\Windows.old" /a /r /d y
+                        icacls "%SystemDrive%\Windows.old" /grant administrators:F /t
+                        rd /s /q "%SystemDrive%\Windows.old"
+                        echo Deleted previous installation from "%SystemDrive%\Windows.old\"
+                    )  else (
+                        echo No previous Windows installation has been found
+                    )
     -
         category: Disable OS data collection
         children: