Dadsboys,
I see you are relatively new to the HSBBW. Welcome and ask any question you like. Your question is premature but I see no problem in that question. I started wondering what I should do with my son as early as 11-12 and that was 10 years ago and before the HSBBW. Not that I was going to do anything at all but at least have some knowledge of what does happen and if I needed to position my son if and when that time came around. I was given a hard time too. Don’t take it too personal.
Back to your original question. First, coaches and scout look at players not programs. Having said that, I will be the first to admit that stronger programs will garner more looks simply because they are made up of stronger players. Secondly, the high school baseball field is not the prime hunting ground for the college coach. The showcase and the summer teams are much more important when looking for exposure to college coaches. While it does happen, I personally wouldn't move my son because of the size of the high school. While it is early in your son’s career, the best of luck to him.
Fungo