diff --git a/src/trading/journal.py b/src/trading/journal.py
index f0df50c..8110442 100644
--- a/src/trading/journal.py
+++ b/src/trading/journal.py
@@ -367,26 +367,71 @@ def update_trade(trade_id: int, updates: dict):
         updates (dict): Dictionary of fields and values to update
     """
     with create_client() as client:
-        # Build update query dynamically from provided updates
-        update_statements = []
-        for field, value in updates.items():
-            if isinstance(value, str):
-                update_statements.append(f"{field} = '{value}'")
-            elif isinstance(value, datetime):
-                update_statements.append(f"{field} = '{value.strftime('%Y-%m-%d %H:%M:%S')}'")
-            elif value is None:
-                update_statements.append(f"{field} = NULL")
-            else:
-                update_statements.append(f"{field} = {value}")
+        # If trying to update entry_date, we need to delete and reinsert
+        if 'entry_date' in updates:
+            # First get the full trade data
+            query = f"SELECT * FROM stock_db.trades WHERE id = {trade_id}"
+            result = client.query(query).result_rows
+            if not result:
+                raise Exception("Trade not found")
                 
-        update_clause = ", ".join(update_statements)
-        
-        query = f"""
-            ALTER TABLE stock_db.trades
-            UPDATE {update_clause}
-            WHERE id = {trade_id}
-        """
-        client.command(query)
+            # Delete the existing trade
+            client.command(f"ALTER TABLE stock_db.trades DELETE WHERE id = {trade_id}")
+            
+            # Prepare the new trade data
+            columns = ['id', 'position_id', 'ticker', 'entry_date', 'shares', 'entry_price', 
+                      'target_price', 'stop_loss', 'strategy', 'order_type', 'followed_rules', 
+                      'entry_reason', 'exit_price', 'exit_date', 'exit_reason', 'notes', 'created_at']
+            trade_data = dict(zip(columns, result[0]))
+            trade_data.update(updates)
+            
+            # Insert the updated trade
+            query = f"""
+                INSERT INTO stock_db.trades (
+                    id, position_id, ticker, entry_date, shares, entry_price, target_price, 
+                    stop_loss, strategy, order_type, followed_rules, entry_reason, exit_price, 
+                    exit_date, exit_reason, notes
+                ) VALUES (
+                    {trade_id},
+                    '{trade_data['position_id']}',
+                    '{trade_data['ticker']}',
+                    '{trade_data['entry_date'].strftime('%Y-%m-%d %H:%M:%S')}',
+                    {trade_data['shares']},
+                    {trade_data['entry_price']},
+                    {trade_data['target_price']},
+                    {trade_data['stop_loss']},
+                    '{trade_data['strategy']}',
+                    '{trade_data['order_type']}',
+                    {1 if trade_data['followed_rules'] else 0},
+                    {f"'{trade_data['entry_reason']}'" if trade_data['entry_reason'] else 'NULL'},
+                    {trade_data['exit_price'] if trade_data['exit_price'] else 'NULL'},
+                    {f"'{trade_data['exit_date'].strftime('%Y-%m-%d %H:%M:%S')}'" if trade_data['exit_date'] else 'NULL'},
+                    {f"'{trade_data['exit_reason']}'" if trade_data['exit_reason'] else 'NULL'},
+                    {f"'{trade_data['notes']}'" if trade_data['notes'] else 'NULL'}
+                )
+            """
+            client.command(query)
+        else:
+            # For non-key columns, we can use regular UPDATE
+            update_statements = []
+            for field, value in updates.items():
+                if isinstance(value, str):
+                    update_statements.append(f"{field} = '{value}'")
+                elif isinstance(value, datetime):
+                    update_statements.append(f"{field} = '{value.strftime('%Y-%m-%d %H:%M:%S')}'")
+                elif value is None:
+                    update_statements.append(f"{field} = NULL")
+                else:
+                    update_statements.append(f"{field} = {value}")
+                    
+            update_clause = ", ".join(update_statements)
+            
+            query = f"""
+                ALTER TABLE stock_db.trades
+                UPDATE {update_clause}
+                WHERE id = {trade_id}
+            """
+            client.command(query)
 
 def get_open_trades_summary() -> dict:
     """Get summary of all open trades grouped by ticker"""