I came from a similar background -- did finance in NYC, hung out with an ivy league crowd etc.. then I started a company in Silicon Valley, and am now continuing it here in NYC. I don't have time to respond to every point, but I think my background means something when I say this post is ridiculously far off base. It makes NYC sound like a scene from Gossip Girl meets American Psycho.
In 2010, working at a startup in NYC is awesome. There is an amazing community here and I've found that people are always very excited to find out that you are doing a startup. In 2010, NYC knows that startups are the future. The culture here has changed significantly in the last couple of years. And that is the most exciting thing about NYC.
Don't let the OP's bad experiences from 2008 convince you otherwise.