Thanks to all those who offered suggestions/tweaks and opinions-- especially my friends who i really bothered in person, on facebook and over aim. Hopefully all my annoyance(s) was/were worth it.
This design is a 5 or 6 color design on black tshirt -- if done on another color it would push the design to being 6 or 7. It was done entirely in illustrator.
Critique is here: http://www.threadless.com/critique/80804/Build_a_City