Everything looks great. I could definitely see myself using this. Your biggest obstacle is probably going to be reaching critical mass. There are a lot of wa

Everything looks great. I could definitely see myself using this. Your biggest obstacle is probably going to be reaching critical mass. There are a lot of ways to help you achieve that - in this instance I'd suggest going the OKCupid route. What they did was offer a supplementary service (quizzes) that was fun and relevant for the users even before they reached critical mass. You just need to make the app as useful as possible for existing pickup games. With the push notification reminders it's already useful but perhaps you could add score keeping (I'd love to know what % of the time I'm on the winning team) and easy group communication (without excluding non iphone users).