This case study uses real events and hypothetical elements associated with the struggle for school finance equity in Texas. It involves a superintendent faced with difficult choices brought about by a convergence of events and issues, namely, by a national and state economic crisis, the demographic realities of his district, a historically contentious political landscape of his state, a tradition of leadership for social justice established in his school system, and by his own career aspirations. This work is particularly significant because it prompts specific questions related to elements of social justice leadership that are not often specifically addressed in professional preparation programs, namely, the chosen means of advocacy and the resulting consequences to the actor. It also directly addresses a critical domain of social justice action, school finance equity.