This chapter presents the discussion around the performance of authenticity in the writing of Amanda Palmer’s memoir. Palmer engages trust as a symbolic capital that connects her with her fan base by negotiating notions of truth, legitimization, and intimacy. In The Art of Asking: or How I Learned to Stop Worrying and Let Other People Help, the musician builds a coherent self-narrative to overthrow contradictions and, hence, maintain strong bonds with the public. Palmer employs two processes that, at first, seem to come from opposed spheres: performance and authenticity. By showing parts of her intimacy, she shapes the construction of trust, resulting in her proximity with her fan base, legitimizing her work’s credibility, and negotiating her truth in the self-narrative. Performing authenticity, in these terms, is a strategy that appears in Palmer’s writing style, and that makes it possible for her to maintain the fidelity of a group of people.