I had long hair (down to shoulders) for a long time, now its getting shaggy again. Ive noticed most places stop caring how I look when I walk up smile, handshake, ask them questions, and start counting out 100 dollar bills. If you look like a bum (does not matter what your wearing) quite a few people wont look past that and just profile you and move on.

Guy running around my home town thats a millionaire. He dresses like a slob, dirty ratty pony tail, drives a busted up pick up full of garbage... but if you look close and pay attention you see a diamond ring on every finger, and he stands and walks like he owns the place. I judge people how they act... not how they look.