funboard --> fish ---> groveler ---> HP shortboard
FIrst you will want to start him out on a 7'4 funboard for him to get his bearing. give him some land training and padeling tips. onces hes solid catching waves on his own on that and taking them down the line youll want to move him onto a fish for him to start geting more advanced and start doing manuvers. after that id say get a groveler, something like a shortboard but with a little more mass like a CI Dumpster diver or something like 5'4x19x2 1/4 after that go to a shortboard