Always good to model it up first to see how it looks and fits. I never bothered to learn auto-cad or google sketchup and that has nearly bit me in the back-side when I started putting everything together. I'm always jelly of people that have 3D mock-up abilities.

I have a few questions/suggestions:
1. That looks like a relatively small bartop. Are you sure that 2 players can comfortably play on it?
2. Speaking of it looking small, (There is nothing wrong with that by the way) What hardware are you planning on putting inside? It never ceases to amaze me how tight things can get at this size.
3. Unless you are absolutely dead set on it, leave the pinball out. Just stick with the arcade classics. Nothing wrong with tackling a pinball build later.
4. Looks like you have 2 artwork styles going. Arcade characters and geometric. I'd pick one style and keep it throughout. You will probably find most members here are "not fans of arcade charters plastered all over their cab"
Anyway, this is just my 2 cents. Please don't let any of my questions or comments deter you. Many builds evolve over time as you build them.