Hi Douglas,
Thanks for sharing the details about KB5066791. I understand how frustrating it is when an update keeps failing after multiple attempts, especially since it blocks ESU activation and triggers frequent restart prompts.
This usually happens if prerequisites are missing, update components are corrupted, or the system defaults to an alternate update like KB5065429.
I'd suggest checking your update history for any error codes related to KB5066791. Then, run the Windows Update Troubleshooter under Settings > Update & Security > Troubleshoot to repair common issues. If that doesn’t work, download KB5066791 from the Microsoft Update Catalog and install it manually.
For persistent failures, performing an in-place upgrade using the Media Creation Tool can refresh system files without affecting your apps or data.
I hope you find this information helpful. Please let me know if you have any further questions If the answer is helpful, please click "Accept Answer".
Regards,
Carlo