In my experience Windows 7 was clearly the pinnacle so far. The only real new feature since then that I liked was the ability to scroll in windows that aren't in the foreground. In exchange the privacy and update issues basically exploded with Windows 10, to a point where the frequency of my system reinstallations went from "maybe once in the lifetime of the PC" to "about every 6 months". It's the main cause for my full switch to Linux and the number of reasons to not go back is only growing over time.