As two recent graduates of the first Master’s program in Child and Youth Care (CYC) at Ryerson University in Ontario Canada, we have spent the past few years and our undergraduate careers actively studying the CYC theoretical concepts and practices. The depth to which we have evolved and transformed has impacted us both to think critically and deeply about the field of CYC. This paper presents a dialogue that examines CYC education and its benefits and drawbacks in the context of Ontario.