Mitigating Windows Server Update risk?
Sorry to hear about all the errors in your production environment due to the Windows server updates. I dont work with windows servers but almost pretty sure those updates can be disabled to do not apply automatically. What normally happens is that there are two environments one for testing and one for production so you dont deploy anything that has not been tested first in your test enviroment.
You may also find interesting topics such as DevOps ITIL Cloud Computing.
If the information was helpful please don't forget to up vote or accept the answer.