diff --git a/src/serena/dashboard.py b/src/serena/dashboard.py
index 76528e71..890d9588 100644
--- a/src/serena/dashboard.py
+++ b/src/serena/dashboard.py
@@ -861,7 +861,7 @@ class SerenaDashboardViewer(WebViewWithTray):
 
     def run(self) -> None:
         if self.DEBUG:
-            logging.configure(level=logging.DEBUG)
+            logging.configure(level=logging.DEBUG, stream=sys.stderr)
             logging.add_file_logger(SerenaPaths().get_next_log_file_path("dashboard-viewer"))
 
         super().run()
@@ -896,6 +896,8 @@ class SerenaDashboardTrayManager:
     needs it and terminates automatically when no dashboard instances remain.
     """
 
+    DEBUG = False
+
     PORT = SerenaPorts.TRAY_MANAGER_PORT
 
     HOST = "127.0.0.1"
@@ -1075,6 +1077,12 @@ class SerenaDashboardTrayManager:
         """Run the tray manager (blocking). Starts Flask, alive-check thread, and tray icon."""
         import pystray
 
+        if self.DEBUG:
+            logging.configure(level=logging.DEBUG, stream=sys.stderr)
+            logging.add_file_logger(SerenaPaths().get_next_log_file_path("tray-manager"))
+
+        log.info("Starting tray manager")
+
         dashboard_path = Path(SERENA_DASHBOARD_DIR)
 
         # select the appropriate icon for the platform