This episode explores the multifaceted life and career of comedian Rich Vos, focusing on his journey through addiction and his ongoing pursuit of success in the comedy world. Against the backdrop of his personal struggles, Vos discusses his career trajectory, highlighting his achievements while acknowledging a persistent feeling of incompleteness. More significantly, the conversation delves into the psychological aspects of his ambition, with Rogan suggesting a possible subconscious self-sabotage stemming from past trauma and comfort with discomfort. For instance, Vos's habit of frequently changing cars, despite financial stability, illustrates this pattern. As the discussion pivots to the current state of the comedy industry, Vos and Rogan analyze the complex relationship between comedians and club owners, emphasizing the importance of mutual respect and the role of audience numbers in determining success. Finally, the conversation expands to broader societal issues, including the rise of anti-Semitism and the manipulation of social movements through online platforms, concluding with reflections on the challenges faced by comedians and the ever-evolving nature of the comedy landscape.