New York in the 90s: After leaving graduate school to pursue her dream of becoming a writer, Joanna (Margaret Qualley) gets hired as an assistant to Margaret (Sigourney Weaver), the stoic and old-fashioned literary agent of J. D. Salinger. Fluctuating between poverty and glamour, she spends her days in a plush, wood-paneled office--where dictaphones and typewriters still reign and agents doze off after three-martini lunches--and her nights in a sink-less Brooklyn apartment with her socialist boyfriend. Joanna's main task is processing Salinger's voluminous fan mail, but as she reads the heart-wrenching letters from around the world, she becomes reluctant to send the agency's impersonal standard letter and impulsively begins personalizing the responses. The results are both humorous and moving, as Joanna, while using the great writer's voice, begins to discover her own.