Hello Michael Smith,
The error "Something went wrong - We can’t enroll you in Extended Security Updates right now" when enrolling in Windows 10 ESU is usually not caused by a simple user mistake, but rather by a mismatch in system requirements or backend validation. Even if you are signed in and sync is enabled, Microsoft requires several conditions to be fully met for ESU enrollment to succeed. Common causes include unsupported Windows edition, missing updates, licensing mismatch, or device eligibility issues. In many cases, the enrollment process fails silently if one of these prerequisites is not satisfied, which results in the generic error you are seeing.
First, make sure your Windows version is supported for ESU. Only specific editions (such as Windows 10 Pro, Enterprise, or Education, version 22H2) are eligible. If your device is running an unsupported edition or version, enrollment will fail.
Next, ensure your system is fully updated. Install all the latest cumulative updates and servicing stack updates via Windows Update. Missing required updates can prevent ESU enrollment from completing successfully.
You should also verify that your Microsoft account is properly connected and synced. Go to Settings -> Accounts -> Your info and confirm that you are signed in correctly, then check Settings -> Accounts -> Windows backup/ Sync to ensure sync is enabled.
Another important point is licensing eligibility. ESU enrollment requires a valid license or entitlement. If your device or account is not eligible (for example, not covered under a valid ESU purchase or program), the process will fail even if everything else appears correct.
Finally, try retrying the enrollment after restarting your device and ensuring a stable internet connection. If the issue persists, it may be a backend issue on Microsoft’s side, and you may need to wait and try again later or contact Microsoft Support for further assistance.
I hope this helps and wish you success in resolving your issue.
TV