Microsoft’s 3-day patching directive comes with added operational risk

Microsoft 365 Director Jeremy Chapman this month took to video to tell Windows admins that the days of delaying security patches are over. Complex enterprise systems and historic incidents involving patch problems have caused many admins to hold fire on immediately applying security patches, in many cases deferring patch rollouts for two to four weeks or more to ensure stability. Microsoft argues that this cautious approach, though understandable, is no longer viable because AI is accelerating t