Please start by not calling him "shy". As you, and probably 90% here, I'm introverted. The best thing my dad ever said to someone about me was, "Oh, he's not shy...". I understood immediately what he was saying. Huge difference. And, I've always been grateful for him to say that. When it comes down to it, I don't mind speaking up in a crowd if I have something to say. Other wise I keep to myself.
Seems like he might be ready to visit colleges if that's on his mind. Would be a good way to engage older folks too.
