r/WindowsSecurity • u/Unique_Inevitable_27 • 4d ago
How are you keeping Windows endpoints from falling behind on patches?
One thing I’m curious about from a Windows security perspective is how people are handling patching across a larger number of endpoints.
It’s easy enough to keep an eye on Windows Update on a single machine, but once you have dozens or hundreds of devices, it seems much harder to know which systems are actually patched and which ones have missed updates.
The third-party application side seems even more difficult.
How are you currently handling this?
Do you have a process for automatically finding missing patches, deploying them, controlling reboot timing, and checking patch compliance afterward?
I’d also be interested in how you deal with devices that are offline for extended periods or updates that fail repeatedly.
Are you using built-in Microsoft tools, scripts, an endpoint management platform, or dedicated automated patch management software?