I don't think it is necessarily a sensitive issue as much as it is one of those things that everyone is sitting back going hmmm...hoe ca I respond?

I think setting goals together might be one way. Make the first goal a small one to snag him. The small, reachable goal just might want him to go for a larger, more difficult one next. You might also make it something HE really would like to see materialize...say like camping equipment he has his eye on...or a new tennis racket...something that will excite him to see the set-aside savings grow....then, graduate to something else...just some thoughts