@57special assuming SS is shortstop? Don’t know my athletic lingo.
But wouldn’t your son be a potential hook if he caught the coach’s eye? That would help his chances as would applying ED/EDII (he would be given specific instructions on application plan at some point).
My niece is awaiting a likely letter from from an Ivy right now and from everything I’ve seen with her admissions process the real contact of substance is, of course, the coach or ass’t coach. I’m sure the school sent her material but it was basic marketing stuff. Coach handled everything and pretty much all communication with Admissions. Other than send in her app (required by 8/31 for the athletes) she really hasn’t worked with Admissions or her admissions rep. much at all. This is a D1 school so things might be different elsewhere, of course. In any case, it’s the coach’s interest that really matters. If your son has competitive stats then he has a definite shot given the hook.
Edit to add: Almost forgot - that Ivy sent my kid more stuff than did UChicago! Go figure . . .