Since his family has fallen on hard times, Allen Gregory De Longpre (the voice of Jonah Hill), one of the most pretentious 7-year olds of our time, is forced to face his greatest challenge - attending elementary school. His mature ways make it hard for him to fit in and his struggle to adjust is not limited to his classmates. As Allen Gregory makes his rounds with the faculty, his first meeting with his much-older principal takes a special turn.