BD... first you have to correctly state your case.

The question is NOT why CESA wins every STATE CUP, it should be why CESA wins every CHALLENGE cup.

CESA only won two of the classic state cups this fall.

The clear advantage that CESA has... is time (and to a certain extent population). They have been doing it correctly longer than others have been doing it. So the feeder system is deeper, as well as good recruiting skills.

For argument sake you could make a case that two age groups in the Boys challenge brackets are questionable due USSF academy. Not saying they would not have won it.