Probably, since they do on younger taxpayers. This is an area where I would think about the "don't ask, don't tell" policy. If you are still filing, there'll be a line for gambling winnings. If it's just a small amount, I don't think they care, but if it's above, $600 seems to somehow come to mind, they probably do. I'm not sure on the amount, so I'd ask someone more knowledgeable, like an accountant.