Welcome. There is a whole page of threads devoted to just that topic, here at sailnet. I think you'll find the inmates here will be extremely helpful with any questions you may have. You'll probably find many of your questions asked and answered in the archived past threads, just do a search in that forum.
I own a Cal 21 and am a 1978 grad of the USMMA, so we have a tangential connection. Your son will get a good education at MMA, and I think you will also on the various forums here. Again, welcome to sailing and sailnet.
“Scientists are people who build the Brooklyn Bridge and then buy it.”
Wm. F. Buckley, Jr.