We are a group of Canadian educators at The Bishop Strachan School (BSS) encountering issues related to antiracism and gender expression with our students. BSS was founded in 1867 in Toronto as an Anglican school for girls. It is currently a multidenominational independent school for girls in Junior Kindergarten to Grade 12. We endeavor to address the question of how and when antidiscriminatory work should be enacted with children by sharing case studies that include authentic examples of student thinking and experience. This work is enacted in the BSS Junior School through the lens of our Reggio Emilia-inspired pedagogical approach, in conjunction with Culturally Relevant and Responsive Pedagogy (CRRP), and collectively based on constructivist theory. As a team, we utilize narrative and qualitative research to substantiate how we aim to develop a continuum for antidiscriminatory education within our independent school context. There is currently a gap in pedagogical research and instructional practices that pertains to a scope and sequence that supports educators when addressing topics related to antidiscriminatory, antioppressive, and diversity education. Our case studies illuminate a range of experiences from different grade levels within the Early Childhood Education scope. These case studies include stories about conversations with kindergarten students as they encounter racial discrimination in the classroom and the development of the BSS Girls March in Grade 5 as a student-led response to investigating gender. These case studies include conversations and qualitative documentation that inform our inquiry-based research.