Dean (Demetri Martin) es un joven artista que se enfrenta a las incertidumbre propias de la edad adulta. Acaba de romper con su novia, y Dean observa cómo sus amigos progresan y maduran mientras él se siente estancado. Durante un viaje improvisado a Los Ángeles, conoce a Nicky (Gillian Jacobs), con la que siente que puede ser él mismo. Mientras tanto su padre (Kevin Kline) está siguiendo una trayectoria similar, sólo que en una etapa diferente en la vida. Acaba de conocer a una mujer (Mary Steenburgen) y por fin se siente dispuesto a comenzar algo con alguien desde la muerte de su esposa.
In this 120 minute feature we watch as a childhood friendship shaped by necessity, turns to an adult one of comfort. Local drug dealer Thurgood Jacobs (aka T), and his closest friend Lazarus James (aka L) have been in the business for years. Our story find the two just days before T’s 30th birthday. With the wear and tear of the business weighing on his conscious, the Police bearing down on his team and a purported rat in their ranks, T wants out. However L, who has always had somewhat of a sinister influence over T’s decisions somehow connivance him to stick it out for this one last big score.