WWW,
I think that you may have been talking to yourself on that WWW. Best plan with someone like that is maybe to try and keep them under an Instructor's eye, in otherwords encourage them to get an IMC, Night, Twin, IR. By the time they have finished all that they will have some more experience, maybe matured a bit and of course have a lot less cash!
So at least when your PPL goes IMC by mistake (cringe!) he will know what to do!!
Hard hats on!!
Vigi.