diff --git a/scripts/update_database.py b/scripts/update_database.py
index 80f1489..195b0ba 100644
--- a/scripts/update_database.py
+++ b/scripts/update_database.py
@@ -166,116 +166,3 @@ def update_database():
 
 if __name__ == "__main__":
     update_database()
-"""
-update_database.py
-
-This script updates the database schema by adding new columns to the sessions table
-if they don't already exist. It uses raw SQL ALTER TABLE statements to modify
-the existing SQLite database.
-
-The following columns are added:
-- last_accessed (DateTime): Set to created_at for existing records
-- is_important (Boolean): Set to False for existing records
-- message_count (Integer): Calculated from the number of messages in chat_messages table
-
-Usage:
-    python update_database.py
-"""
-
-import os
-from datetime import datetime
-from sqlalchemy import create_engine, text
-from database import DATABASE_URL, SessionLocal
-
-def update_database():
-    """Update the database schema and populate new columns."""
-    # Create engine from DATABASE_URL
-    engine = create_engine(DATABASE_URL)
-    
-    # Start a transaction
-    db = SessionLocal()
-    try:
-        # Add last_accessed column if it doesn't exist
-        try:
-            with engine.connect() as conn:
-                conn.execute(text("ALTER TABLE sessions ADD COLUMN last_accessed DATETIME"))
-                conn.commit()
-                print("Added last_accessed column to sessions table")
-        except Exception as e:
-            if "duplicate column name" in str(e).lower():
-                print("last_accessed column already exists")
-            else:
-                print(f"Error adding last_accessed column: {e}")
-        
-        # Add is_important column if it doesn't exist
-        try:
-            with engine.connect() as conn:
-                conn.execute(text("ALTER TABLE sessions ADD COLUMN is_important BOOLEAN DEFAULT FALSE"))
-                conn.commit()
-                print("Added is_important column to sessions table")
-        except Exception as e:
-            if "duplicate column name" in str(e).lower():
-                print("is_important column already exists")
-            else:
-                print(f"Error adding is_important column: {e}")
-        
-        # Add message_count column if it doesn't exist
-        try:
-            with engine.connect() as conn:
-                conn.execute(text("ALTER TABLE sessions ADD COLUMN message_count INTEGER DEFAULT 0"))
-                conn.commit()
-                print("Added message_count column to sessions table")
-        except Exception as e:
-            if "duplicate column name" in str(e).lower():
-                print("message_count column already exists")
-            else:
-                print(f"Error adding message_count column: {e}")
-        
-        # Populate last_accessed with created_at for existing records where last_accessed is NULL
-        print("Populating last_accessed column...")
-        with engine.connect() as conn:
-            conn.execute(text("""
-                UPDATE sessions 
-                SET last_accessed = created_at 
-                WHERE last_accessed IS NULL
-            """))
-            conn.commit()
-        
-        # Populate is_important with FALSE for existing records where is_important is NULL
-        print("Populating is_important column...")
-        with engine.connect() as conn:
-            conn.execute(text("""
-                UPDATE sessions 
-                SET is_important = 0 
-                WHERE is_important IS NULL
-            """))
-            conn.commit()
-        
-        # Calculate and populate message_count from chat_messages table
-        print("Calculating and populating message_count column...")
-        with engine.connect() as conn:
-            # First, set all message_count to 0
-            conn.execute(text("UPDATE sessions SET message_count = 0"))
-            
-            # Then, count messages for each session and update
-            conn.execute(text("""
-                UPDATE sessions 
-                SET message_count = (
-                    SELECT COUNT(*) 
-                    FROM chat_messages 
-                    WHERE chat_messages.session_id = sessions.id
-                )
-            """))
-            conn.commit()
-        
-        print("Database update completed successfully!")
-        
-    except Exception as e:
-        print(f"Error updating database: {e}")
-        db.rollback()
-        raise
-    finally:
-        db.close()
-
-if __name__ == "__main__":
-    update_database()
diff --git a/tests/test_update_database_script.py b/tests/test_update_database_script.py
new file mode 100644
index 0000000..3a17f0b
--- /dev/null
+++ b/tests/test_update_database_script.py
@@ -0,0 +1,8 @@
+from pathlib import Path
+
+
+def test_update_database_has_single_main_guard():
+    script = Path(__file__).resolve().parent.parent / "scripts" / "update_database.py"
+    text = script.read_text()
+
+    assert text.count('if __name__ == "__main__":') == 1