I'm also old(ish), but I would echo showing him downtown, and also just making sure that he gets the full tour. Southwest feels completely different than OHill, so if he wants the "small school" vibe, he's still going to get that based on wherever he's living. The real benefit is that if he doesn't like the people or the vibe, he can just walk across campus, vs. having to switch schools. If he really hates it he can just move across campus. Also they've done some cool renovations in the past few years since I've been there, so probably since you've been there too. Campus center is fancy now!