Across the conservatoire sector, resilience and wellbeing have come into sharp focus during the global pandemic. Until recently, research has paid only limited attention to the field of actor training in this regard. This chapter presents Andrew Davidson, director, musician, teacher, and Wellbeing Champion for Guildford School of Acting (GSA) in conversation with Associate Professor Ian Maxwell, lecturer and researcher at the University of Sydney, and co-author of the Australian Actors’ Wellbeing Study; and Dr Parvinder Shergill, award-winning doctor in mental health for the National Health Service (NHS), writer, actor, and filmmaker. The conversation considers current challenges for acting students and teachers, and the lived experiences of graduates and professionals in the industry. Two viewpoints emerge from the discussion: an individual perspective on the development of self during actor training; and an industrial perspective on the transition into and through the acting profession. The individual perspective gives a snapshot of wellbeing in actor training and offers a creative vision of resilience. The industrial perspective takes an anthropological and phenomenological view of the acting profession and recommends radical cultural change.