diff --git a/src/commands/annotate_and_test_runner.py b/src/commands/annotate_and_test_runner.py
index 5d842a9..74544ad 100644
--- a/src/commands/annotate_and_test_runner.py
+++ b/src/commands/annotate_and_test_runner.py
@@ -80,25 +80,21 @@ def _get_test_command(self, test_path: str) -> str:
                     test_path=test_path,
                 )
         else:
+            working_directory = PyRockSettings().TEST_CONFIG.WORKING_DIR.replace(
+                '\\', '\\\\'
+            )
+            run_test_command = " ".join(
+                PyRockSettings().TEST_CONFIG.TEST_RUNNER_COMMAND
+            ).replace('\\', '\\\\')
+
             if PyRockSettings().PYTHON_VIRTUAL_ENV_PATH.value:
                 venv_path = PyRockSettings().PYTHON_VIRTUAL_ENV_PATH.value.replace(
                     '\\', '\\\\'
                 )
-                working_directory = PyRockSettings().TEST_CONFIG.WORKING_DIR.replace(
-                    '\\', '\\\\'
-                )
-                run_test_command = " ".join(
-                    PyRockSettings().TEST_CONFIG.TEST_RUNNER_COMMAND
-                ).replace('\\', '\\\\')
-
                 test_command = [
                     venv_path, '&&', 'cd', working_directory, '&&', run_test_command, test_path, 'deactivate'
                 ]
             else:
-                run_test_command = " ".join(
-                    PyRockSettings().TEST_CONFIG.TEST_RUNNER_COMMAND
-                ).replace('\\', '\\\\')
-
                 test_command = ['cd', working_directory, '&&', run_test_command, test_path]
 
         return test_command
@@ -351,6 +347,8 @@ def run(self, view: View):
             PyRockConstants.RELATIVE_PACKAGE_ASSETS_DIR,
             "beaker.png"
         )
+        if sublime.platform() == PyRockConstants.PLATFORM_WINDOWS:
+            test_gutter_icon_path = test_gutter_icon_path.replace('\\', '/')
 
         self.region_key = f"pyrock-gutter-icon-{self.view.id()}"
 
diff --git a/src/settings.py b/src/settings.py
index 3249dac..ef52f52 100644
--- a/src/settings.py
+++ b/src/settings.py
@@ -116,7 +116,7 @@ def _validate(self):
             self.WORKING_DIR = self._field_value.get("working_directory")
             if self.WORKING_DIR is None or (self.WORKING_DIR and not os.path.exists(self.WORKING_DIR)):
                 raise InvalidTestConfig(
-                    f"Invalid or not existing working directory {self.TEST_FRAMEWORK}"
+                    f"Invalid or not existing working directory {self.WORKING_DIR}"
                 )
 
             self.TEST_RUNNER_COMMAND = self._field_value.get("test_runner_command")