Basking in the adulation from his latest movie premiere, Hollywood 'it' actor Vince Chase joins childhood pals Eric, Drama and Turtle to debate the pros and cons of attending their tenth high-school reunion back east. Meanwhile, Eric – Vince's de facto manager – incurs the wrath of Vince's agent Ari by advising Vince to pass on a script he hasn't even read. On the domestic-security front, Turtle agrees to test the mettle of the entourage's new guard dog, a Rottweiler named Ahnold.

Eric is concerned over the choice of director, an indie loose cannon named Billy Walsh, for Vince's new film. Meanwhile, Drama lobbies for a supporting role, while Ari finds he can't mix business with pleasure.