diff --git a/gui/main_window.py b/gui/main_window.py
index 5a55795..e2f0169 100644
--- a/gui/main_window.py
+++ b/gui/main_window.py
@@ -413,15 +413,19 @@ class MainWindow(QMainWindow):
     def update_ip_label(self):
         """Update the IP address label."""
         # Check if relay is connected and has a session ID
-        if self.relay_client and self.relay_client.is_connected():
-            session_id = self.settings_manager.get_relay_session_id()
-            if session_id:
-                relay_url = self.settings_manager.get_relay_url()
-                # Convert wss:// to https:// for display
-                base_url = relay_url.replace('wss://', 'https://').replace('ws://', 'http://')
-                base_url = base_url.replace('/desktop', '').rstrip('/')
-                self.ip_label.setText(f"{base_url}/{session_id}")
-                return
+        relay_connected = self.relay_client and self.relay_client.is_connected()
+        session_id = self.settings_manager.get_relay_session_id()
+        print(f"[DEBUG] update_ip_label: relay_connected={relay_connected}, session_id={session_id}")
+
+        if relay_connected and session_id:
+            relay_url = self.settings_manager.get_relay_url()
+            # Convert wss:// to https:// for display
+            base_url = relay_url.replace('wss://', 'https://').replace('ws://', 'http://')
+            base_url = base_url.replace('/desktop', '').rstrip('/')
+            full_url = f"{base_url}/{session_id}"
+            print(f"[DEBUG] Setting relay URL: {full_url}")
+            self.ip_label.setText(full_url)
+            return
 
         # Fall back to local IP
         try:
@@ -664,6 +668,7 @@ class MainWindow(QMainWindow):
 
     def on_relay_session_id(self, session_id: str):
         """Handle receiving session ID from relay."""
+        print(f"[DEBUG] on_relay_session_id called with: {session_id}")
         self.settings_manager.set_relay_session_id(session_id)
         QTimer.singleShot(0, self.update_ip_label)
 
diff --git a/relay_client.py b/relay_client.py
index af1935e..da5970a 100644
--- a/relay_client.py
+++ b/relay_client.py
@@ -144,7 +144,8 @@ class RelayClient:
                 # Mark as connected before callbacks so update_ip_label works
                 self._connected = True
                 new_session_id = response.get("sessionId")
-                if new_session_id and new_session_id != self.session_id:
+                # Always update session_id and trigger callback to ensure URL updates
+                if new_session_id:
                     self.session_id = new_session_id
                     if self.on_session_id:
                         self.on_session_id(new_session_id)