Gotta disagree on the leadership and team building thing here. My DS is a Congressional intern, the first person visitors see or speak to at the office. He coordinates with fellow interns to divide duties, he de-esalates angry constituents using active communication skills (and teaches thise skills to other interns), he gets to direct office research, and coordinate events with the public. This is on a weekly basis, including research on his own time so he can best communicate with callers.I don't disagree with you my sister. But to qualify, my opinion is based on his application to the academy. In that senses, I think boys state would be the better choice. It allows for leadership and team building experience. Senate page is great. I just don't think it adds those leadership and team skills.
Then again, the OP may have more than enough leadership and team skills already. But not knowing him personally, no one but he can answer that.
if the potential candidate has good stats for his area (depends on how competitive) a nomination shouldn't be a huge issue