diff --git a/client/ayon_core/host/interfaces/workfiles.py b/client/ayon_core/host/interfaces/workfiles.py
index b6c33337e9..193d59322b 100644
--- a/client/ayon_core/host/interfaces/workfiles.py
+++ b/client/ayon_core/host/interfaces/workfiles.py
@@ -1113,6 +1113,11 @@ class IWorkfileHost:
             filepath = os.path.join(workdir, filename)
 
             rootless_path = f"{rootless_workdir}/{filename}"
+            # Double slashes can happen when root leads to root of disk or
+            #   when task exists on root folder
+            #   - '/{hierarchy}/{folder[name]}' -> '//some_folder'
+            while "//" in rootless_path:
+                rootless_path = rootless_path.replace("//", "/")
             workfile_entity = workfile_entities_by_path.pop(
                 rootless_path, None
             )