Head of Upper School

The Company is seeking a Head of Upper School to provide strategic and operational leadership for Grades 7–12. The role oversees academic, wellbeing, co-curricular, and operational programs, ensuring a strong student experience aligned with the school’s mission and strategic priorities. The Head will foster student success and belonging, build relationships with families and the wider school community, and collaborate with academic and operational colleagues. Responsibilities also include mentoring and developing faculty and school leaders, strengthening teamwork and accountability, and supporting continuous improvement. Candidates should hold an advanced graduate degree, preferably in Education, and have at least 10 years of educational leadership experience in a Grade 7–12 setting. Ontario College of Teachers certification, or the ability to obtain it, is required; Principal’s Qualifications or equivalent leadership preparation are preferred. The role calls for deep knowledge of adolescent development, student wellbeing, curriculum implementation, school operations, and girls’ education. Strong people-management skills, including setting expectations, providing constructive feedback, developing teams, navigating change, and fostering an inclusive environment, are essential.