> The origins of the phrases and the attitudes of their supposed users are a source of debate in American culture; the terms are often regarded as pejoratives, but are sometimes "reclaimed" and used defensively.[1]
So no, it is not "obviously derogatory", and the link does not say that.
- unaware of the phrase's derogatory meaning - aware, but relishing it, as they resent the state and don't like living there - aware, but they think the word has a useful non-derogatory use - aware, and has no strong opinion either way
All things which in reality would be legitimate in various circumstances. Speculating in the first place seems silly to me, and only started because one commenter apparently didn't like the idea of a non-US native having a negative opinion about the US so much that they are (pardon my bluntness) a bit overly sensitive on the issue.
Flyover practically means “does not have a football team” and is just as derogatory as “college town” or “Bible belt”.