diff --git a/changelogs/fragments/win_updates_handle-module-failures.yaml b/changelogs/fragments/win_updates_handle-module-failures.yaml
new file mode 100644
index 00000000000..044ed3bd08e
--- /dev/null
+++ b/changelogs/fragments/win_updates_handle-module-failures.yaml
@@ -0,0 +1,3 @@
+bugfixes:
+- win_updates - handle if the module fails to load and return the error message
+  https://github.com/ansible/ansible/pull/38363
diff --git a/lib/ansible/plugins/action/win_updates.py b/lib/ansible/plugins/action/win_updates.py
index a3a0a050ece..09d51c2598d 100644
--- a/lib/ansible/plugins/action/win_updates.py
+++ b/lib/ansible/plugins/action/win_updates.py
@@ -186,6 +186,12 @@ class ActionModule(ActionBase):
         new_module_args.pop('reboot_timeout', None)
         result = self._run_win_updates(new_module_args, task_vars)
 
+        # if the module failed to run at all then changed won't be populated
+        # so we just return the result as is
+        # https://github.com/ansible/ansible/issues/38232
+        if result['failed']:
+            return result
+
         changed = result['changed']
         updates = result.get('updates', dict())
         filtered_updates = result.get('filtered_updates', dict())
@@ -235,6 +241,8 @@ class ActionModule(ActionBase):
                 result.pop('msg', None)
                 # rerun the win_updates module after the reboot is complete
                 result = self._run_win_updates(new_module_args, task_vars)
+                if result['failed']:
+                    return result
 
                 result_updates = result.get('updates', dict())
                 result_filtered_updates = result.get('filtered_updates', dict())