As I read it yes, if say your server has no network connection and doesnt patch during your normal window. When the agent is back online and checks in with the automox server it will then run its updates and if needed reboot, even if your window is the 3rd Monday at 745P.

For my server environment I have that UNCHECKED for that reason, if there is a hiccup I cant have prod servers rebooting during the day.

We have seven servers that have a schedule to patch FRI, SAT, SUN, third week of the month at 12:00am. Since the Dec 1 was a Sunday, five of the servers patched last Sunday,  two servers missed that window, and show they’re scheduled to patch this Friday. Those two servers were connected to the network, last Sunday and were set to patch, but patches were not installed for what ever reason. The two servers show status “Connected” so patches didn’t install off schedule, but I don’t know if that’s because the schedule they are on, includes this Friday and Saturday

The endpoint ‘next patch window’ will always align with the scheduled policy details. This data will only be populated if there are pending updates in scope of the policy. If the device is 100% up to date the ‘Next Patch Window’ value will say ‘Unscheduled’.

It is possible your device failed updates or that it simply has new updates released by vendors over the past few days. Take a look at the Activity log for any information, filtering by the device names in the bottom left. Any errors/success? If successful, my take would be there are just new updates released applicable to your device and they would be installed Friday.

With your policy scheduled to run Friday/Saturday/Sunday I wouldn’t anticipate there be much leftover on Sunday, causing the policy not to run on the device(s) in question.

-Mark

I show the server is connected and activity log doesn’t show anything for this server (going back 30 days). No errors/success. I can tell the filter works because I can view activity for the other servers. The patch should be the same as the one’s installed on the other five servers. The Automox agent was installed on 7/28/24, so it should have a few months of patching. View update history doesn’t show any history of patches installing, but uninstall an update shows patches installed on 11/15/24. 

With this being the case I would recommend emailing support@automox.com with the device name. The support team would also be looking for the log file to be attached to the email:
C:\ProgramData\amagent\amagent.log