You and I are not the right control group for this experiment. I'm not going to move to Jackson because my favorite bands will never play there, and because I like high-end and ethnic restaurants. But a 44-year-old schoolteacher might not care about those things. The decision between Jackson and Chicago might not be cut-and-dry for him.
(Also, have you been to Jackson? I have. It's not squalid. It's not hickish. It's just a small city. It has several large colleges, and is the headquarters for a couple large companies.)