diff --git a/authentik/core/api/applications.py b/authentik/core/api/applications.py
index 055b07214..706ee400c 100644
--- a/authentik/core/api/applications.py
+++ b/authentik/core/api/applications.py
@@ -202,7 +202,7 @@ class ApplicationViewSet(UsedByMixin, ModelViewSet):
         """Set application icon"""
         app: Application = self.get_object()
         icon = request.FILES.get("file", None)
-        clear = request.data.get("clear", False)
+        clear = request.data.get("clear", "false").lower() == "true"
         if clear:
             # .delete() saves the model by default
             app.meta_icon.delete()
diff --git a/authentik/flows/api/flows.py b/authentik/flows/api/flows.py
index 3ec01cc2f..21bedfcd6 100644
--- a/authentik/flows/api/flows.py
+++ b/authentik/flows/api/flows.py
@@ -301,7 +301,7 @@ class FlowViewSet(UsedByMixin, ModelViewSet):
         """Set Flow background"""
         flow: Flow = self.get_object()
         background = request.FILES.get("file", None)
-        clear = request.data.get("clear", False)
+        clear = request.data.get("clear", "false").lower() == "true"
         if clear:
             if flow.background_url.startswith("/media"):
                 # .delete() saves the model by default