Thanks for the response. I'm not going to get into a semantic discussion about the services. I recognize that it will be a consistent part of the business challenge regarding how localities determine how they want to manage the situation as long as Uber/Lyft/etc remain in business. I'm neutral in the battle over whether or not the existing taxi services or uber-style services will be the ultimate winners. It's pretty evident that it's a highly 'local' battlefield....and it's def a know your market kind of thing. I am not looking at this is as a FT option, so I have no real interest in trying to compete with the NYC guys. Although this blog has some very interesting info on how the uber fleet has evolved.
My purpose is to see if anyone might happen to be familiar with any Westchester County specific challenges from the 'red tape' department. Certainly the biggest challenge will be competing with existing taxi services and existing crossover NYC TLC licensed operators that have the ability to extend their business beyond the 5 boroughs.