Scheduled reboot policy applies but maintenance script never runs beforehand

Minimal guidance for messy support realities.

Scenario

Servers reboot during maintenance windows, but the expected pre-reboot script does not execute.

Recommended Resolution Path

  1. Review the task scheduler trigger, account context, and policy ordering.
  2. Check whether the reboot action occurs before the script has time or permission to run.
  3. Test the script manually under the same account and working directory.
  4. Document the maintenance dependency chain so reboots remain predictable.

Technician Notes

Capture the exact scope of impact, confirm which dependency failed first, and document whether the issue reflects broader domain or server drift.