Every year the Gilbert family looks forward to the annual Gilbert Cup competition. Everyone, that is, except Dil, the youngest Gilbert sibling. He`s never won the cup, not once. Dil`s girlfriend, super-motivated and ultra-competitive Katherine, is determined to change Dil`s luck, but can she change a 25-year losing streak? It won`t be easy. The competition is beyond fierce, and if there`s such a thing as obsessive competitive disorder, Dil`s overachieving siblings Gil and Lil are certifiable. The Gilbert`s go the distance in events that test their intelligence, agility, and sanity. The winning Gilbert gets the cup and the glory.