And you probably won’t cause everyone’s experience is different… So many variables to consider.
I speak from my own experience. Windows 10 suks. If my choices were Linux or Windows 10 then I would switch to Linux(and I swear by that statement). I’m just thankful Plex still works on Win7.
But the truth of the matter is, if you are well-versed in Windows and are comfortable with it then you should probably stay with it.
If you don’t know anything about Linux and you just want a server that just works, stay on Windows.
Yes, you can run Plex Server stably on Windows 10, despite of what the refuseniks say.
If you want to learn Linux, you’re free to try it. But don’t expect Plex to change any of the platform-intrinsic things, like e.g. the way how access permissions are handled or how external/remote drives are added in Linux.