By staying with the same organization... why would you want to go to a ton of tryouts? If you are not currently with a summer team I suppose but if you get offers in the fall then just pick one. If you are getting no offers could be time for a re-evaluation. I have never been concerned about having my son on the best team. A good team for sure and one that plays good competition. And preferably an organization that carries through the high school years. Once you have that what more do you need?