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Policy making within government is influenced by the leadership practices of those working within public administration. Through a case study, this paper examines the perceptions of educational leadership practices of 14 former Ontario Ministry of Education senior staff involved in Student Success policy making between 2003 and 2018. Through a review of key documents and interviews, this study is analyzed within the eight phases of Ontario’s policy roadmap. Findings reveal a range of practices used in Student Success policy making including collaboration and having an intrinsic motivation in addressing inequities to improve the educational outcomes of students. Tensions between meeting students’ needs and supporting a political agenda reveal that leadership practices used are bound by the organizational culture of government.