I’ll keep this simple. If you are an IT Pro dealing with Windows and it’s updates, you need to change your attitude toward updates.
It is time to stop worrying about the details. You no longer need to analyze every patch that comes out of Microsoft, test, and deploy. It is time to just let Microsoft deal with it. https://blogs.technet.microsoft.com/windowsitpro/2016/08/15/further-simplifying-servicing-model-for-windows-7-and-windows-8-1/
Sure, not 100% of everything will be perfect. But a heck of a lot of time Microsoft is getting it right – and probably a much higher percentage of the time than you actually do, even with all of the time you spend on it. Let’s just agree to stop worrying about the potential details and instead use that time to fix ACTUAL problems. Or maybe something more enjoyable, like asking your boss for a raise?