[fnord_too]

Make him start showing the math of the game before he can play for the week. Pick a new prob/stat/game theory area to teach him each week and make him pass a test to play that week. When you run out of poker stuff move to calc or some other field. I don't know if that is good advice or not, but certainly there is a lot of great poker stuff that is applicable to all sorts of areas of life that most people never learn.

Also, you should probably make him put most of the winnings he withdraws into a retirement fund (or college fund).

There are certainly some possible downsides to gambling at a young age, but nothing you should not be able to steer him clear of as an active parent, and there is a lot of upside potential, too.