Sexually and gender-diverse (SGD) adolescents inhabit a cultural space with expansive beliefs, values, and customs that defy singularity. All too often, school-based social work focuses on the manifestation of behaviors such as school refusal and internalizing disorders, such as anxiety and depression, without exploring trauma caused by systemic oppression. Beyond statistics of mental illness and social media consumption, adolescents are individuals with multiple social identities and the capacity for deep reflection and connection. This chapter presents innovative school social work models that center anti-oppressive perspectives with SGD adolescents grounded in critical consciousness, intersectionality, and Social Safety Theory. The historical and contemporary role of the secondary school social worker, trauma-informed interventions that address the impact of oppressive systems in the high school setting, and reflections from the author’s experiences as a high school social worker are foundational for new social workers working with SGD adolescents in a school setting.