This book is constructed as an extended dialogue which frequently utilizes email exchanges as data. Firmly grounded in the epistemic resource of friendship, it tells the story of the authors’ symbiotic academic growth around their critical understanding and knowledge of qualitative inquiry and the purposes of such knowledge. The tale told is of the unfolding of a close and mutually beneficial relationship, entangled within sometimes facilitative, sometimes problematic, environmental contexts. It uses these experiences to describe, explore, and critically interrogate some underlying themes of the philosophies, politics, and practices of qualitative inquiry, and of higher education. Disrupting conventional academic norms through their work, friendship, and correspondence, Trude and Alec offer a critical and epistemological view of what it's like to become a qualitative researcher, and how we can do things differently in higher education. This book is suitable for all researchers and students, their supervisors, mentors, and teachers, and academics of qualitative research and autoethnography, and those interested in critiques of higher education.