I want to ask questions about the different flavors of Windows OS but am not sure which site is best. Super User, Server Fault, Stack Overflow, other?
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Super User of course. But you need to be a little more precise in your question. Or else you would end up referred to microsoft site, where they do comparison.
If you narrow your question to for example: how does the different version of windows handle XXX you may find help on Super User.
Well, a question about "flavors of Windows OSs" probably will not be about server issues, so don't ask on Server Fault. It's probably some kind of comparison of the flavors, which is probably not going to be a Stack Overflow question.
I suggest Super User, as that is the home for people who are "users" of systems, software, and hardware.
When did Windows start coming in different flavors? I thought it was a flavor...
If your talking about WMI-defined flags that describes the behavior of a qualifier then SO is the place to ask.