In this conversation, we explore Afropessimism through the work of Frank B. Wilderson III and related thinkers, focusing on core concepts such as social death, anti-Blackness, and non-being. We examine how Afropessimism frames Black existence within modern civil society, and why it argues that anti-Blackness is foundational rather than incidental to the structure of the world. The discussion also touches on tensions within the framework, including debates over ontology, political strategy, and the limits of liberation within existing systems.