Abstract
This case study explores how faith-informed educational leaders navigate tensions on contested issues when organizational and stakeholder expectations conflict with their moral convictions. Drawing on a progressive Catholic principal managing policy conflict with the conservative school board over LGBTQ+ inclusion, and a scientifically minded Catholic superintendent facing stakeholder backlash during COVID-19 vaccine mandate, the study applies Kant’s categorical imperative to examine decision-making under pressure. The categorical imperative provides the ethical framework, for reflecting on authentic leadeship action when conviction and compliance collide. The case invites students and practitioners to apply philosophical reasoning to real world leadership dilemmas.