diff --git a/freqtrade/enums/exitchecktuple.py b/freqtrade/enums/exitchecktuple.py
index 580b4e21c..cb6411caf 100644
--- a/freqtrade/enums/exitchecktuple.py
+++ b/freqtrade/enums/exitchecktuple.py
@@ -18,3 +18,6 @@ class ExitCheckTuple:
 
     def __eq__(self, other):
         return self.exit_type == other.exit_type and self.exit_reason == other.exit_reason
+
+    def __repr__(self):
+        return f"ExitCheckTuple({self.exit_type}, {self.exit_reason})"
diff --git a/freqtrade/strategy/interface.py b/freqtrade/strategy/interface.py
index 15627722c..69a3f9742 100644
--- a/freqtrade/strategy/interface.py
+++ b/freqtrade/strategy/interface.py
@@ -942,15 +942,22 @@ class IStrategy(ABC, HyperStrategyMixin):
 
         # Sequence:
         # Exit-signal
-        # ROI (if not stoploss)
         # Stoploss
-        if roi_reached and stoplossflag.exit_type != ExitType.STOP_LOSS:
+        # ROI
+        # Trailing stoploss
+
+        if stoplossflag.exit_type == ExitType.STOP_LOSS:
+
+            logger.debug(f"{trade.pair} - Stoploss hit. exit_type={stoplossflag.exit_type}")
+            exits.append(stoplossflag)
+
+        if roi_reached:
             logger.debug(f"{trade.pair} - Required profit reached. exit_type=ExitType.ROI")
             exits.append(ExitCheckTuple(exit_type=ExitType.ROI))
 
-        if stoplossflag.exit_flag:
+        if stoplossflag.exit_type == ExitType.TRAILING_STOP_LOSS:
 
-            logger.debug(f"{trade.pair} - Stoploss hit. exit_type={stoplossflag.exit_type}")
+            logger.debug(f"{trade.pair} - Trailing stoploss hit.")
             exits.append(stoplossflag)
 
         return exits
diff --git a/tests/strategy/test_interface.py b/tests/strategy/test_interface.py
index 8bdea852a..2cedea962 100644
--- a/tests/strategy/test_interface.py
+++ b/tests/strategy/test_interface.py
@@ -525,7 +525,7 @@ def test_custom_exit(default_conf, fee, caplog) -> None:
     assert log_has_re('Custom exit reason returned from custom_exit is too long.*', caplog)
 
 
-def test_should_sell(default_conf, fee, caplog) -> None:
+def test_should_sell(default_conf, fee) -> None:
 
     strategy = StrategyResolver.load_strategy(default_conf)
     trade = Trade(
@@ -561,22 +561,24 @@ def test_should_sell(default_conf, fee, caplog) -> None:
                                low=None, high=None)
     assert len(res) == 2
     assert res == [
-        ExitCheckTuple(exit_type=ExitType.ROI),
         ExitCheckTuple(exit_type=ExitType.STOP_LOSS),
+        ExitCheckTuple(exit_type=ExitType.ROI),
         ]
 
     strategy.custom_exit = MagicMock(return_value='hello world')
-
+    # custom-exit and exit-signal is first
     res = strategy.should_exit(trade, 1, now,
                                enter=False, exit_=False,
                                low=None, high=None)
     assert len(res) == 3
     assert res == [
         ExitCheckTuple(exit_type=ExitType.CUSTOM_EXIT, exit_reason='hello world'),
-        ExitCheckTuple(exit_type=ExitType.ROI),
         ExitCheckTuple(exit_type=ExitType.STOP_LOSS),
+        ExitCheckTuple(exit_type=ExitType.ROI),
         ]
 
+    strategy.stop_loss_reached = MagicMock(
+            return_value=ExitCheckTuple(exit_type=ExitType.TRAILING_STOP_LOSS))
     # Regular exit signal
     res = strategy.should_exit(trade, 1, now,
                                enter=False, exit_=True,
@@ -585,7 +587,7 @@ def test_should_sell(default_conf, fee, caplog) -> None:
     assert res == [
         ExitCheckTuple(exit_type=ExitType.EXIT_SIGNAL),
         ExitCheckTuple(exit_type=ExitType.ROI),
-        ExitCheckTuple(exit_type=ExitType.STOP_LOSS),
+        ExitCheckTuple(exit_type=ExitType.TRAILING_STOP_LOSS),
         ]
 
     # Regular exit signal, no ROI
@@ -596,9 +598,10 @@ def test_should_sell(default_conf, fee, caplog) -> None:
     assert len(res) == 2
     assert res == [
         ExitCheckTuple(exit_type=ExitType.EXIT_SIGNAL),
-        ExitCheckTuple(exit_type=ExitType.STOP_LOSS),
+        ExitCheckTuple(exit_type=ExitType.TRAILING_STOP_LOSS),
         ]
 
+
 @pytest.mark.parametrize('side', TRADE_SIDES)
 def test_leverage_callback(default_conf, side) -> None:
     default_conf['strategy'] = 'StrategyTestV2'