Sorry but I'm not spending an hour doing math on employee counts just to satisfy an HN commenter. There's no universe where it is sane and reasonable to have 4 separate highly-paid school superintendents in a 3-town area (towns feeding into the regional HS) with total population of only 25k, especially as these schools don't even rank particularly well.

And that's not even accounting for the principals. Think of it this way: if a country's navy has only a single boat, does it really need both an admiral and a captain?