Came in here to mention something similar.
Seems wishful thinking that New York would owe something to anybody that grew up there. If anything, growing up there should give you the opportunity to have a network already, that would be a local's leg up... from kids you grew up with, to people you practiced music with etc.
This might also be a case of a naive perspective from Billy thinking that the work is all that matters. Nope. Having connections also matters. Do you know bar owners? Do you know venues? Have you done someone a favor that they can pay back? That should be the a "local kid's" advantage. Maybe Billy just didn't form those connections or capitalize on that.
Beyond not feeling bad for taking a side-job, maybe the advice should have been: Network. Get out there, meet people, do favors for people, help them and get help back eventually.