[Rant]

My advice:

Treat the guy like a freakin' adult. Come on. Do you want someone else baby-sitting you? Lying to you?

If you aren't good enough friends with the guy to talk with him straight-forwardly then just let it go. Take his $.

You are not his dad.

I'm not saying to take advantage of him. I'm saying to treat him like and adult and let him make his own decisions about how he spends his $, etc.