Hi @Russ Meyer,
Make sure the Azure Connected Machine agent (on your Arc servers) is fully up-to-date and healthy. If the agent is offline or having communication issues, it might cause the schedule to be missed.
reference: https://learn.microsoft.com/en-us/azure/azure-arc/servers/agent-release-notes
In some cases, the machine itself may prevent successful assessments. One real-world example: a Windows server had a Group Policy/registry setting forcing Windows Update to use an internal WSUS server (UseWUServer=1) but that WSUS was not reachable, causing Azure Update Manager’s assessment to fail each time with an error. The error code was 0x80244022 (HTTP 503 from Windows Update) meaning the update service was unavailable.
Resolution: Once the registry was changed to Use WUServer=0 (allow direct Microsoft Update), Azure Update Manager could assess and patch the machine successfully66. Lesson: Ensure the server’s update source settings allow it to reach Microsoft Update (or the configured source is online) so the assessment can query updates.
Review Logs and History: In the Azure Portal, check the Update Manager -> History or the particular maintenance configuration’s history around the expected run time. See if the attempt is succeeded or any error.
Azure Policy for Compliance: Leverage Azure Policy to enforce patch settings. Microsoft provides built-in policies such as “Machines should be configured to periodically check for missing updates” and policies to require a maintenance schedule on VMs. By assigning these, you can get a compliance report of how many machines adhere to your update policy.
If you relied on a policy assignment and notice some VMs still not assessing every 24h, manually remediate or enable the setting on those machines.
reference: https://learn.microsoft.com/en-us/azure/update-manager/update-manager-faq
Hope this helps!
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