Personally, i think this sounds like a ridiculous tattoo. Nothing is more corny than graffiti tattoos. Having said that; i can't even come close to imagining what this thing is going to look like because you are asking for so many things. Its a city with a bridge at night with a paper plane in the sky with some cliche self help quote written on it and all this is being spray painted by some guy on the side? I feel bad for your artist because if he accepted what you were describing he sounds like he can't deliver what you want, a professional would tell you to simplify it to a few of the things you want the most. This is a clusterfuck and i doubt the artist will be able to deliver.
Additionally, if you cant come up with resources to provide the artist and you are unable to give us an idea of what you want; what makes you think we could help you?
Cancel your appointment. Go to the tattoo thread and look at the work in there. Find an artist you like and have him/her give you something that merges their aesthetic with your idea (hopefully not this one).
Now i just saved you from becoming the owner of an awful tattoo.