Your kid does not need to be on a winning team to play D1 college or to get into a good prep school with good FA. Stop driving all over and paying all the $$ it's not necessary. I speak from personal experience. Find the best coach as close to your home as you can in any league. Get good grades and do the work in the drive way. That is it, stop making it so complicated and arduous for your kids and your family. Don't get caught up in what league your kid plays in, it doesn't matter.