Constructed from a rich trove of archival footage, the film presents a mosaic of a distinctive performer's life pieced together posthumously through his own words. Spalding Gray, a renowned monologist, actor, and writer, made a career by converting the raw material of his existence into a series of witty, intimate, and often piercing stage performances. The documentary collates clips from Gray's various one-man shows, interviews, and behind-the-scenes footage to craft a narrative that is deeply personal and reflective, a self-portrait told through Gray's unique perspective on life, art, and the act of storytelling itself.

Before his untimely death, Gray's performances often explored the complexities of his own identity, mental health, relationships, and existential musings. This posthumous illustration of his life's work reveals a man who wielded candid self-exposure and dark humor to form connections with his audience. Through the highs and lows, the documentary delves into his childhood memories, his experiences in Hollywood, the aftermath of a debilitating car accident, and the intricate details that marked the significant periods of his life. The curated narrative threads a series of soul-baring monologues into a dialogue with Gray's own soul, giving the viewer a front-row seat to the inner workings of a storyteller whose mastery of language and performance left an indelible mark on the craft.