JMan-
If he is semi-sharp/sharp tell him to buy something that helps him indirectly with his hobby. In other words, a new book on wagering, a more reliable PC/laptop (if he has an old one), a vacation to help him relax and think about his strategy for continuing to win, etc.
If he is playing larger than normal and has debt, I would also advise him to take 5-8k out, pay down his debt/save and bet normally.