The Last Patch
Good news! If you have Server 2003 systems sitting around, after today you’ll only have one more set of Windows Updates to apply. Then you’re free from scheduling those maintenance windows ever again! I suppose after you’ve done that, you could even remove 2003 from the list of products on your WSUS servers and free up a chunk of space.
Oh wait, you still want security updates and support when something goes terribly wrong on your OS? Just do what the US Navy did and pay 9 million dollars to Microsoft. I suspect there might be some hidden additional costs when you encounter scenarios like virtualization where Citrix or VMware stop supporting 2003 as a VM guest. But like the cool kids were saying back in the day, YOLO. I mean, that OS is only 14 years young.