Hard to say. There are a lot of very rich people here, and very poor people. Here is a map of our median income by metro stop; it ranges from around $30k to around $150k.
The biggest employer here is the federal government, and most of the professionals I’ve met work for the government or something related, like federal contractors. Most of the people who have the best jobs seem to have gone a standard route- high school, college, internships, networking, career.
There’s also the city government, which provides comfortable jobs for many of the locals, creating a small middle class. And there are many low-paying service industry jobs here.
I’ve seen upward mobility across generations, where the parents didn’t go to college but the children did. But most of the college-educated people I know have parents who went to college.
I think D.C. is probably more divided than most places.