Many companies have already adopted and implemented Windows 10. So far, so good - but the experiences from the field and big threats like WannaCry still demonstrate that many companies have massive trouble in servicing Windows 10. Either some of them simply overengineer the whole process by putting way too much effort into application testing repeatedly or they just give up and let everything happen. In my session, I will show you what my experiences have been. What you should consider and what is just overhead. We will talk about deployment tweaks of Configuration Manager, Application Compatibility, the management process of updates , Upgrade Readiness and how Windows Analytics can help.