I'd like to do more urban, but I still get intimadated by things like drops or hurling off the dirt jump properly. Fear is the biggest problem here, if you tense up while doing something like that you'll almost certainly loose control, or hesitate at that moment that you need to just let go.
This summer I think I'll try to do some more urban stuff, I'll be in classes over the summer so it'll be harder for me to get out to the trails. Playing on the university campus would be the easiest thing to access for me.