This man has a very wrong perception of gambling. He needs to know that gambling is not a source of revenue. The decision to use the money he would have used to feed his family to gamble is a big mistake because gambling is not predictable. Any gambler who loses and starts crying needs to reevaluate his gambling behavior because he might be gambling more than what he can afford to lose. You didn't do the wrong thing by giving him some money to place bets, since you don't have enough to cover the cost of his family meal. He should be grateful that he was lucky to win; if not, he would have gone home to meet his hungry family with nothing. I also think that you should have advised him not to gamble with what he cannot afford to lose because gambling is not a sure money-doubling scheme.