diff --git a/backend/trcustoms/common/management/commands/fix_denormalized_data.py b/backend/trcustoms/common/management/commands/fix_denormalized_data.py
index fe8f76f9..51a3c4e3 100644
--- a/backend/trcustoms/common/management/commands/fix_denormalized_data.py
+++ b/backend/trcustoms/common/management/commands/fix_denormalized_data.py
@@ -49,9 +49,12 @@ def handle(self, *args, **options):
     def fix_levels(self) -> None:
         with tqdm(desc="Levels", total=Level.objects.count()) as progress:
             for level in Level.objects.iterator():
-                level.update_last_file()
-                level.update_review_count()
-                level.update_rating_count()
+                level.update_rating_count(save=False)
+                level.update_review_count(save=False)
+                level.update_download_count(save=False)
+                level.update_last_file(save=False)
+                level.update_last_user_content_updated(save=False)
+                level.save()
                 progress.update()
 
     def fix_users(self) -> None:
diff --git a/backend/trcustoms/levels/models.py b/backend/trcustoms/levels/models.py
index e74619bf..b59f0a55 100644
--- a/backend/trcustoms/levels/models.py
+++ b/backend/trcustoms/levels/models.py
@@ -154,31 +154,44 @@ class Meta:
     def __str__(self) -> str:
         return f"{self.name} (id={self.pk})"
 
-    def update_rating_count(self) -> None:
+    def update_rating_count(self, save: bool = True) -> None:
         rating_count = self.ratings.count()
         if rating_count != self.rating_count:
             self.rating_count = rating_count
-            self.save(update_fields=["rating_count"])
+            if save:
+                self.save(update_fields=["rating_count"])
 
-    def update_review_count(self) -> None:
+    def update_review_count(self, save: bool = True) -> None:
         review_count = self.reviews.count()
         if review_count != self.review_count:
             self.review_count = review_count
-            self.save(update_fields=["review_count"])
+            if save:
+                self.save(update_fields=["review_count"])
 
-    def update_download_count(self) -> None:
+    def update_download_count(self, save: bool = True) -> None:
         download_count = sum(
             list(self.files.values_list("download_count", flat=True)) + [0]
         )
         if download_count != self.download_count:
             self.download_count = download_count
-            self.save(update_fields=["download_count"])
+            if save:
+                self.save(update_fields=["download_count"])
 
-    def update_last_file(self) -> None:
+    def update_last_file(self, save: bool = True) -> None:
         last_file = self.files.active().order_by("-version").first()
         if last_file != self.last_file:
             self.last_file = last_file
-            self.save()
+            if save:
+                self.save()
+
+    def update_last_user_content_updated(self, save: bool = True) -> None:
+        self.last_user_content_updated = (
+            max(self.files.values_list("created", flat=True))
+            if self.files.count() > 1
+            else None
+        )
+        if save:
+            self.save(update_fields=["last_user_content_updated"])
 
 
 class LevelScreenshot(DatesInfo):
diff --git a/backend/trcustoms/levels/serializers.py b/backend/trcustoms/levels/serializers.py
index 850742d2..7f1f0e4f 100644
--- a/backend/trcustoms/levels/serializers.py
+++ b/backend/trcustoms/levels/serializers.py
@@ -361,13 +361,7 @@ def handle_m2m(self, level_factory, validated_data):
         if file is not None and (
             not level.last_file or file != level.last_file.file
         ):
-            level_file = LevelFile.objects.create(level=level, file=file)
-            level.last_user_content_updated = (
-                max(level_file.created, level_file.created)
-                if level.files.count() > 1
-                else None
-            )
-            level.save(update_fields=["last_user_content_updated"])
+            LevelFile.objects.create(level=level, file=file)
 
         return level
 
diff --git a/backend/trcustoms/levels/signals.py b/backend/trcustoms/levels/signals.py
index 72c898e4..4820526f 100644
--- a/backend/trcustoms/levels/signals.py
+++ b/backend/trcustoms/levels/signals.py
@@ -40,6 +40,12 @@ def update_level_author_info_on_level_change(sender, instance, **kwargs):
         author.update_authored_level_count()
 
 
+@receiver(post_save, sender=LevelFile)
+@receiver(post_delete, sender=LevelFile)
+def update_level_update_date_on_files_change(sender, instance, **kwargs):
+    instance.level.update_last_user_content_updated()
+
+
 @receiver(m2m_changed, sender=Level.authors.through)
 def update_level_author_info_on_authors_change(
     sender, instance, pk_set, **kwargs
diff --git a/backend/trcustoms/levels/tests/test_signals.py b/backend/trcustoms/levels/tests/test_signals.py
new file mode 100644
index 00000000..2fb1607a
--- /dev/null
+++ b/backend/trcustoms/levels/tests/test_signals.py
@@ -0,0 +1,22 @@
+from datetime import datetime
+
+import pytest
+
+from trcustoms.levels.tests.factories import LevelFactory, LevelFileFactory
+
+
+@pytest.mark.django_db
+def test_deleting_files_updates_last_user_content_updated() -> None:
+    level = LevelFactory()
+
+    file1 = LevelFileFactory(level=level, created=datetime(2022, 1, 1))
+    file2 = LevelFileFactory(level=level, created=datetime(2023, 2, 3))
+    level.refresh_from_db()
+
+    assert file1.created != file2.created
+    assert level.last_user_content_updated == file2.created
+
+    file2.delete()
+    level.refresh_from_db()
+
+    assert level.last_user_content_updated is None