Assistant Head, Upper School

4 weeks ago


Richmond Hill, Canada CIS Ontario Full time

TMS is inviting applications from motivated, inspiring individuals for the position of:

Assistant Head, Upper School

TMS is a leading independent school in Richmond Hill, Ontario that combines Montessori and International Baccalaureate frameworks to provide students from 18 months to Grade 12 the foundation for a life of goodness and excellence. TMS is a member of CIS and accredited by CCMA, CAIS and the IBO. Our Mission is to provide an inclusive educational experience which encourages every learner to become compassionate, curious and connected citizens in a complex and changing world. The school offers opportunities for professional development and the chance to work in a vibrant, collegial workplace.

The TMS Upper School is the only independent school in York Region that offers the International Baccalaureate Programme. students from Grades 7-12 attend this modern, bright and student-centred campus where every day offers new and exciting activities. The focus of our work is found in our aspirational desire to know every student, believing this allows us the best opportunity to enable them to fulfill their potential.

The Assistant Head, Upper School will be part of the Upper School Senior Leadership Team and school-wide Leadership Team which are responsible for maintaining congruence between the school’s mission statement and all academic activities, and helping to maintain a positive and mission appropriate environment for all members of the Upper School community. The Assistant Head, Upper School will hold specific responsibility for Student Life.

This position reports to the Head of Upper School and is a full-time position that will be based at our Upper School campus. 

Leadership Traits/Personal Qualities

Manages change in a way that is decisive but also empathetic and collaborative. Advocates for the Mission, Vision and Strategic Goals of the school. Demonstrates a strong commitment to personal professional development and growth which is applied to daily practice. Works with the Head of Upper School to formulate school policy. Works with teachers and students and parents to create a thriving, outstanding, dynamic and aspirational academic culture. Works with relevant technologies and platforms such as ManageBac and BlackBaud.  Has highly developed organization and time management skills. 

TMS Culture

Promotes purposeful, goal-directed student activity in the arts, athletics and citizenship. Develops an ethos consistent with a high degree of student care, and nurtures student leadership. Promotes pride in the school among all students, faculty, staff and parents of TMS. Attends major functions of the Upper School and acts as a spokesperson for the School. Ensures that student discipline is fair, consistent and enables self-reflection and changed behavior.

Key Responsibilities

Oversees the Student Support and University and Guidance Counselling programs. Oversees the Advisory program. Oversees the Co-curricular program including assemblies.  Co-leads the creation of Upper School timetables and leads in developing the Upper School calendar. Conducts summative and formative evaluations using the professional development framework. Assists the Head of Upper School in effective recruiting and hiring for the Upper School. Attends annual summer Leadership Retreats and any other similar events to advance the work of the team.

Skills and Experience

Ontario College of Teachers Certification. Masters in Educational Leadership or equivalent. Completion of CAIS Leadership and/or PQPs is considered an asset. Extensive skills in strategic thinking and communication with broad experience teaching and leading adolescents in independent schools. Experience in an IB school is an asset. Initiative in abundance, demonstrated ability to explore innovative ideas and solutions, and capacity to work independently. Superior competencies in relationship building, leadership, and planning. At least 5 years of leadership experience as an educator in senior administration.

The successful candidate must be an energetic team player excited by the opportunity to lead and contribute to an exceptional school.



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