diff --git a/backend/app/database/connection.py b/backend/app/database/connection.py
index 599526dc1..304cff565 100644
--- a/backend/app/database/connection.py
+++ b/backend/app/database/connection.py
@@ -20,7 +20,6 @@ def get_db_connection() -> Generator[sqlite3.Connection, None, None]:
     conn.execute("PRAGMA ignore_check_constraints = OFF;")  # Enforce CHECK constraints
     conn.execute("PRAGMA recursive_triggers = ON;")  # Allow nested triggers
     conn.execute("PRAGMA defer_foreign_keys = OFF;")  # Immediate FK checking
-    conn.execute("PRAGMA case_sensitive_like = ON;")  # Make LIKE case-sensitive
 
     try:
         yield conn
diff --git a/backend/tests/test_folders.py b/backend/tests/test_folders.py
index 31f6b1cd4..a11ce5666 100644
--- a/backend/tests/test_folders.py
+++ b/backend/tests/test_folders.py
@@ -834,3 +834,89 @@ def test_complete_folder_lifecycle(
 
         mock_enable_batch.assert_called_once_with(folder_ids)
         mock_delete_batch.assert_called_once_with(folder_ids)
+
+
+class TestFolderPathPrefixMatching:
+    """Regression tests for case-insensitive folder prefix matching.
+
+    Guards against reintroducing ``PRAGMA case_sensitive_like = ON`` (see
+    issue #1346): the prefix query must keep using SQLite's default
+    case-insensitive ``LIKE`` so subfolders are still found on
+    case-insensitive filesystems (macOS/Windows).
+    """
+
+    @pytest.fixture
+    def folders_db(self):
+        """Temporary database with the folders table created."""
+        from app.database import folders as folders_module
+
+        db_fd, db_path = tempfile.mkstemp()
+        try:
+            with patch.object(folders_module, "DATABASE_PATH", db_path):
+                folders_module.db_create_folders_table()
+                yield folders_module
+        finally:
+            os.close(db_fd)
+            os.unlink(db_path)
+
+    def test_prefix_match_is_case_insensitive(self, folders_db):
+        """A lower-case prefix must match folders stored with mixed case."""
+        # folders_data tuples: (folder_id, folder_path, parent_folder_id,
+        #                       last_modified_time, AI_Tagging, taggingCompleted)
+        folders_db.db_insert_folders_batch(
+            [
+                ("id-root", "/Users/Foo/Pics", None, 0, False, False),
+                ("id-sub", "/Users/Foo/Pics/Sub", "id-root", 0, False, False),
+                ("id-other", "/Other", None, 0, False, False),
+            ]
+        )
+
+        matched = folders_db.db_get_folder_ids_by_path_prefix("/users/foo/pics")
+        matched_paths = sorted(path for _id, path in matched)
+
+        assert matched_paths == ["/Users/Foo/Pics", "/Users/Foo/Pics/Sub"]
+
+    def test_prefix_match_excludes_non_matching_paths(self, folders_db):
+        """Folders outside the prefix must not be returned."""
+        folders_db.db_insert_folders_batch(
+            [
+                ("id-a", "/home/user/photos", None, 0, False, False),
+                ("id-b", "/home/user/documents", None, 0, False, False),
+            ]
+        )
+
+        matched = folders_db.db_get_folder_ids_by_path_prefix("/home/user/photos")
+        matched_paths = [path for _id, path in matched]
+
+        assert matched_paths == ["/home/user/photos"]
+
+
+class TestSharedConnectionLikeCaseSensitivity:
+    """Regression test for issue #1346 covering the shared connection helper.
+
+    ``db_get_folder_ids_by_path_prefix`` opens SQLite directly, so it never
+    exercises ``get_db_connection()``. No production query currently runs
+    ``LIKE`` through that shared helper, but this guards it directly so a
+    future ``PRAGMA case_sensitive_like = ON`` reintroduced there would be
+    caught even before any query starts relying on it.
+    """
+
+    def test_like_is_case_insensitive_through_shared_connection(self):
+        from app.database import connection as connection_module
+
+        db_fd, db_path = tempfile.mkstemp()
+        try:
+            with patch.object(connection_module, "DATABASE_PATH", db_path):
+                with connection_module.get_db_connection() as conn:
+                    conn.execute("CREATE TABLE t (value TEXT)")
+                    conn.execute("INSERT INTO t (value) VALUES ('CamelCase')")
+
+                with connection_module.get_db_connection() as conn:
+                    rows = conn.execute(
+                        "SELECT value FROM t WHERE value LIKE ?", ("camelcase",)
+                    ).fetchall()
+        finally:
+            os.close(db_fd)
+            os.unlink(db_path)
+
+        assert [row[0] for row in rows] == ["CamelCase"]