This chapter examines the psychological effects of engaging with deadbots—artificial intelligence systems designed to simulate conversations with deceased individuals using their digital and personal remains—from a psychoanalytic perspective. Drawing on first-person testimonies of users who interacted with Project December, a platform dedicated to creating deadbots, the study investigates how these interactions reshape the experience of mourning and challenge our understanding of death. Grounded in psychoanalytic theories, particularly object relations theory, the chapter explores the complex emotional dynamics at play between humans and deadbots. It argues that deadbots function as transitional objects or projective identifications, offering a distinctive medium for emotional processing and memory work. By framing deadbots within the psychoanalytic tradition, this research seeks to deepen the discourse on the psychological, existential, religious, and ethical dimensions of AI in the context of grief and mourning.