Pro, big city. Nice music scene. Good food scene. Not just bbq. Two states at same time. Power and light district; good night life.
Con, midwest everything is 30m+ away by car, and the home buying purchasing power parity the midwest used to enjoy has slowly drained away; especially in big cities. Lots of midwestern people think and speak in semicolons. No beach. Shit climate. Authoritarian red state mentalities once you leave the city. NFL and MLB if you're a worshiper.