Summary: Because of recession, successful seven-year-old Allen Gregory DeLongpre has been forced to attend elementary school. But because of his maturity, he has difficulty fitting in.

Summary: Allen Gregory attempts to make a sex tape with Principal Gottlieb. Meanwhile, Richard and Jeremy recruit some cool kids to hang out with Julie to make her seem cool.

Summary: Tension occurs when Joel Zadak invites Allen Gregory's best friend Patrick and not himself to the school dance.

Summary: When popular student, Joel Zadak, stays home sick, Allen steps in to keep tabs on his clique; Richard visits the boardroom at his father's company.

Summary: Allen Gregory's teacher Gina seeks to teach him a lesson on racism after he mistakes his Hispanic schoolmate Guillermo for a janitor. Much to Gina's dismay, Allen Gregory produces a play to depict his point of view of the incident. Meanwhile, Richard hires Jeremy as his new maid.

Summary: Allen Gregory decides to find his biological mother Lisa Kudrow,until he realizes its a terrible mistake.

Summary: The persistent and pompous Allen Gregory bribes Principal Gottlieb into a romantic situation that he hopes will bring them closer together. Meanwhile, Richard uses Julie to compete with his frenemy’s adopted child.