In the Dolton school district (Chicago suburb), their superintendent makes $530k / year. Is that for the football team?

Having never heard of Dolton before, I certainly can't speak to their specifics. School systems can be pretty huge orgs requiring significant management expertise; no one blinks an eye when a CEO gets pay for similar responsibilities.

I've heard enough about Texas's high school football culture and the pressures on administrators over it. https://en.wikipedia.org/wiki/Eagle_Stadium_(Allen,_Texas) for example.

My kids went to a big football high school in Texas and it wouldn't surprise me if the admins there felt a lot of pressure around football. It generated a lot of money for the district and proceeds funded a lot of the arts programs (especially marching band which was huge).