This episode explores the power of silence and its role in art, writing, and human connection, featuring Pulitzer Prize-winning writer Hilton Als. Against the backdrop of a current climate where language is used to "annihilate," Als discusses his art exhibition, "The Writing's on the Wall," which examines the visual representation of unspoken narratives. More significantly, the conversation delves into Als's writing process, revealing his unique approach to capturing the essence of individuals like Richard Pryor, where he prioritizes understanding their "private face" over their public persona. For instance, his essay on Pryor avoids direct interviews, instead weaving together perspectives from those who knew him to create a richer portrait. Als emphasizes the importance of "constructive listening" learned from his mother, a skill that informs his writing and teaching, enabling him to connect deeply with subjects like Prince. Ultimately, the discussion highlights the significance of silence and deep listening as tools for understanding human experience and creating meaningful art in a fractured world; this approach is reflected in Als's evolving perspective on masculinity and his increasing interest in portraying the full spectrum of human experience.