Nobody Expects The Server 2025 Update! It’s Chief Weapon Is Surprise …

Block KB5044284 Immediately Unless You Want A Shock To Your Server

Microsoft have made a wee bit of an oopsie, labelling an entire OS upgrade as a security update.  It turns out that KB5044284 is not a minor update, it is the full upgrade package to move your server to the brand new Windows Server 2025 operating system.  Having a server OS suddenly change is a great way to ruin a sysadmin’s day, generally they prefer to ensure that the OS is thoroughly vetted before applying it to their servers.  If the update does indeed break something mission critical, it will take a complete rebuild of an effected server to restore services, and that means serious down time.

You should immediately block KB5044284 from applying to your infrastructure unless you like to live dangerously.  This was first reported by Heimdal Security who found around 7% of their servers had been updated to Server 2025.  If you don’t want to see something similar greeting you on Monday you’d best get blocking!