diff --git a/freqtrade/persistence/models.py b/freqtrade/persistence/models.py
index bef04fd76..61e59b7c3 100644
--- a/freqtrade/persistence/models.py
+++ b/freqtrade/persistence/models.py
@@ -496,8 +496,7 @@ class LocalTrade():
         Get amount of failed exiting orders
         assumes full exits.
         """
-        orders = [o for o in self.orders if o.ft_order_side == 'sell']
-        return len(orders)
+        return len([o for o in self.orders if o.ft_order_side == 'sell'])
 
     def _calc_open_trade_value(self) -> float:
         """
diff --git a/tests/test_freqtradebot.py b/tests/test_freqtradebot.py
index 5acefd515..47b76af61 100644
--- a/tests/test_freqtradebot.py
+++ b/tests/test_freqtradebot.py
@@ -2134,11 +2134,12 @@ def test_check_handle_timedout_buy_exception(default_conf_usdt, ticker_usdt,
 
 
 def test_check_handle_timedout_sell_usercustom(default_conf_usdt, ticker_usdt, limit_sell_order_old,
-                                               mocker, open_trade) -> None:
-    default_conf_usdt["unfilledtimeout"] = {"buy": 1440, "sell": 1440}
+                                               mocker, open_trade, caplog) -> None:
+    default_conf_usdt["unfilledtimeout"] = {"buy": 1440, "sell": 1440, "exit_timeout_count": 1}
     rpc_mock = patch_RPCManager(mocker)
     cancel_order_mock = MagicMock()
     patch_exchange(mocker)
+    et_mock = mocker.patch('freqtrade.freqtradebot.FreqtradeBot.execute_trade_exit')
     mocker.patch.multiple(
         'freqtrade.exchange.Exchange',
         fetch_ticker=ticker_usdt,
@@ -2181,6 +2182,14 @@ def test_check_handle_timedout_sell_usercustom(default_conf_usdt, ticker_usdt, l
     assert open_trade.is_open is True
     assert freqtrade.strategy.check_sell_timeout.call_count == 1
 
+    # 2nd canceled trade ...
+    caplog.clear()
+    open_trade.open_order_id = 'order_id_2'
+    mocker.patch('freqtrade.persistence.Trade.get_exit_order_count', return_value=1)
+    freqtrade.check_handle_timedout()
+    assert log_has_re('Emergencyselling trade.*', caplog)
+    assert et_mock.call_count == 1
+
 
 def test_check_handle_timedout_sell(default_conf_usdt, ticker_usdt, limit_sell_order_old, mocker,
                                     open_trade) -> None:
diff --git a/tests/test_persistence.py b/tests/test_persistence.py
index 719dc8263..d1d3ce382 100644
--- a/tests/test_persistence.py
+++ b/tests/test_persistence.py
@@ -13,7 +13,7 @@ from sqlalchemy import create_engine, inspect, text
 from freqtrade import constants
 from freqtrade.exceptions import DependencyException, OperationalException
 from freqtrade.persistence import LocalTrade, Order, Trade, clean_dry_run_db, init_db
-from tests.conftest import create_mock_trades, log_has, log_has_re
+from tests.conftest import create_mock_trades, create_mock_trades_usdt, log_has, log_has_re
 
 
 def test_init_create_session(default_conf):
@@ -1190,6 +1190,14 @@ def test_get_best_pair(fee):
     assert res[1] == 0.01
 
 
+@pytest.mark.usefixtures("init_persistence")
+def test_get_exit_order_count(fee):
+
+    create_mock_trades_usdt(fee)
+    trade = Trade.get_trades([Trade.pair == 'ETC/USDT']).first()
+    assert trade.get_exit_order_count() == 1
+
+
 @pytest.mark.usefixtures("init_persistence")
 def test_update_order_from_ccxt(caplog):
     # Most basic order return (only has orderid)