Phil, I think you're interpeting his claim too literally (relative to his intent). He is only trying to help people who have a psychological inability to discount small probabilities appropriately. Certainly if the lottery award grows high enough, standard decision theory implies you play ....this is one of the pascal's mugging variants (similarly, whether to perform hypothetical exotic physics experiments with small probability of yielding infinite (or just extremely large) utility and large probability of destroying everything) which is not fully resolved for any of us, I think.