I have twins in middle school and have never treated them as a package deal because they are two different people with different talents/interests/priorities/needs at different times. As a matter of fact, I have actually used each as a contrast and thus an additional support for the other for advocacy purposes at different times. It's a matter of individual philosophy, but I never ever share a particular score/award unless there was a specific purpose. As far as leakage, it's likely that other teachers/administrators will know but other parents should not have access to your DS' scores. However, I have found that other students talk so other parents often already have ideas about your child.