I tend to be more insightful, more profound and introspective when I look like a homeless militant. But, I had noticed I miss a lot chances with women---looking like I strapped black steel wool on my face, doesn't bode too well when seeing hottie at the grocery store...
Depends where you live and what you're going for.
Hippie chicks in lots of places love the long haired and bearded look. They think it makes you look genuine, kind and like a person of depth. In Thailand and India this kind of look gos over really well.
I know you're from Maryland though, and out there i'm sure it doesn't go over too well.
I think I have more luck with long hair and a beard than I do with hair gel and the professional look.
It's all about where you're at and what kind of crowd you mingle with though. What kind of lifestyle you have and what kind of look you can pull off well.
When you just follow your heart and keep it real to what you wanna do everything falls into place.