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This study investigates the increasing anti-transgender legislation in the U.S. and its impact on school environments, focusing on the actions of school leaders in Florida, Virginia, Utah, and Missouri. Utilizing street-level bureaucrat theory and transformative leadership theory, the research explores how principals navigate and resist policies that harm LGBTQ+ students. Through semi-structured interviews, we uncover school leaders' strategies for fostering inclusivity amidst hostile political climates. Findings highlight the ambiguous nature of these policies, and leaders' discretionary responses, such as quiet non-compliance and community solidarity. The study contributes to understanding how educational leaders can advocate for all students and aligns with the AERA 2025 theme of justice and educational renewal.