Conversational AI has significantly reshaped human interactions, impacting how we connect, purchase, work, learn, and live our lives in the 21st century. This course delves into Conversational AI, exploring its intricate relationship with communication and media theory. Students will delve into the intricate interplay between human interaction and AI, including the foundational groundwork required for constructing dialogues, and explore generative AI’s potential and limitations. By immersing ourselves in critical questions such as the necessity of bots and avatars, and their roles in mimicking human discourse, we embark on a journey to uncover the underlying motives. We will focus on real-world case studies from business and education, enabling us to paint a holistic portrait of the vast Conversational AI landscape.