Hello! I see your M2 Wear app keeps trying to update your watch, but the update fails, and then you can't connect your watch to the app afterward. That sounds quite inconvenient. To better assist you, could you please tell me:

1. What model is your watch exactly?
2. Are you connected via Bluetooth when it tries to update?
3. Have you noticed any error messages during the update or connection attempt?
4. Have you tried any steps so far to fix this?

This info will help me provide a clear set of steps tailored for your situation! Meanwhile, here is a general approach we can start with:

### Step-by-step to address update failure and connection issues:

1. Restart Both Devices
Turn off your watch and your phone completely, then power them back on. This simple step can clear temporary glitches.

2. Ensure Bluetooth Connectivity
- Turn off Bluetooth on your phone, wait 10 seconds, then turn it back on.
- On your watch, ensure Bluetooth is enabled and visible to the phone.

3. Clear the Cache and Data of the M2 Wear App (on your phone)
- Go to Settings > Apps > M2 Wear > Storage
- Tap "Clear Cache" and then "Clear Data" (Note: Clearing data may reset app settings, so you'll have to reconnect your watch again).

4. Unpair and Re-pair the Watch
- In your phone’s Bluetooth settings, forget or unpair the watch device.
- Open M2 Wear app and follow the instructions to pair it again.

5. Check for the Latest M2 Wear App Version
Make sure your app is updated to the latest version from the Microsoft Store or official website.

6. Watch Firmware Update
If the app keeps trying to update the watch and fails:
- Make sure the watch has sufficient battery (above 50%) before updating.
- Try updating again after restarting both devices.

7. Reinstall the M2 Wear App
If above fails:
- Uninstall the M2 Wear app completely.
- Restart your phone.
- Reinstall the app fresh and pair the watch again.

If all of these steps do not solve the problem, it might be a more complex firmware issue. We can explore more advanced fixes or firmware flashing next.

Please try these and let me know what step you are at or if you see any specific messages. I’m here to help you get your watch working smoothly again!