In this introductory chapter, I reflect on the processes of conducting an ethnographic study at the National Training Academy of the Correctional Service of Canada, where I participated in all three stages of the Correctional Officer Training Program (CTP). The CTP included 14-weeks in-person. By unpacking the correctional officer role, I situate my objectives, which include gaining appreciation for the many realities of the training process; it’s content and context; to experience how officers prepare for their occupation; and to reflect on the challenges and benefits of the program. To these ends, I first describe the program and nuances around its content (i.e., modules), context (i.e., it’s structure and position with the organization), completion (i.e., barriers and ways forward), and the intimidating strike process (i.e., the potential for discharge). I explain how recruits can be discharged from the program either academically—by failing three tests—or by violating the values and ethics of the organization. I conclude with an overview of the book, including brief chapter summaries.