James White (Christopher Abbott) is a troubled twenty-something trying to stay afloat in a frenzied New York City. He retreats further into a self-destructive, hedonistic lifestyle, but as his mother (Cynthia Nixon) battles a serious illness James is forced to take control of his life. As the pressure on him mounts, James must find new reserves of strength or risk imploding completely.

Leonard Kraditor is a burned-out case, living with his immigrant parents after his fiancée left him, helping out at their Brooklyn dry cleaners, taking photographs, at loose ends, suicidal. In quick succession, he meets two women: Sandra, the daughter of his parents' business associates, frank, direct, sensual, Jewish like Leonard; and, his neighbor Michelle, mercurial, rootless, fun, blond, unattainable. Michelle is in love with a married man and cries on Leonard's shoulder; Sandra wants to save him. Is Leonard willing to risk losing Sandra's fidelity for the moments Michelle's moods swing toward him? Can this end well?