Hi everyone.
I wanted to answer my own question now that we’re on the other side of things.
DS did NOT apply to the super competitive programs (CalArts / UCLA / USD / RISD). He got in everywhere he did apply with scholarships to all the private schools. He applied to a variety of places - CSU Long Beach, CSU Northridge, Emily Carr (in Canada), SVA, Pratt, SAIC, SCAD, RIT, Chapman, Otis, CCA, and LMU (in California) and even got in to SJSU despite not finishing the application :P.
So to answer the question, I would say that you should not worry about how many you apply to, but focus on finding the right places to apply to. Somehow, he ended up applying to schools with very small animation programs when he was looking for a larger cohort to network with. I don’t know how these ended up on the list, but in retrospect, they were never going to be the right option. (That said, it was fun to visit Chapman. It seemed like an awesome place to be for film production/studies, and we got to try out some local restaurants including Urth which is my new favorite coffeehouse to visit down there.)
So if you are reading this and applying to art schools, I wish you the best! Be sure to take advantage of the offers for 1 on 1 portfolio reviews. These were very useful, and the responses you get actually tell you a lot about the program. For example, the RIT reviewer seemed to care more about technical drawing details whereas some of the places like PNCA and SVA really liked the stories and the world behind the characters.
Also, if someone says you need to work more on your portfolio, and that you should wait for the regular deadline, it doesn’t mean you won’t get in Early Action. For example, with RIT, the reviewer had a lot of criticisms, and DS decided to throw the application in anyways and just be done with it, and he still got in. It depends on the school though. SAIC for example, will tell you when your portfolio is “ready” and I suspect that they’ll wait to admit you when they give you that thumbs up.