It looks like you have it more than covered with the selection of guns.
But you are braver than me.
I would start, at home, with an airsoft pistol or two.
Let him make all the usual beginner mistakes in private, without risk of breaking the range rules, or killing you.
This approach also relieves him of cause to be nervous about the whole thing, until he gets up to speed.
Walt Kelly, alias Pogo, sez:
“Don't take life so serious, son, it ain't nohow permanent.”