My first idea would be to get him some kit (ideally go shopping with him and try out different scents and explain soap vs. cream, etc) and teach him step by step. I'm not sure if I should give him a DE razor to start with, or a Gillette style safety (3-4-5 blade cartridge), although I think teaching him how to properly lather soap and apply it is where we'll start. I already have a few extra brushes, as well as a Merkur 34C I could give him.
My own routine has ended up with many shortcuts, f.x. I don't use a bowl or my hand to lather, but do it straight on my neck after applying a daub of cream to the brush. I used to use Proraso soap mainly as well as Geo. F. Trumper cream on occasion, but now use mostly Musgo Real. Same with after shave, Geo. F. Trumper was it (with the occasional Proraso) until I discovered Muhle, so now I have 3 to choose from

I wanted to ask other parents how they taught their sons (or were taught yourself by your own father) to get some ideas. He's pretty intimidated by the whole thing and would rather stay a child and not have to do stuff like shave, although he after I got him some nice clothes recently, now likes to wear a suit and look more grown up.
Thanks for any suggestions or tips.