Assistant Head of Upper School, Senior Division

We seek an individual inspired by our mission, whose beliefs align with our core values of integrity, inquiry, compassion and courage, and who reflects our core competencies to join our Upper School as an Assistant Head of Upper School, Senior Division beginning in August 2026.  This is a full-time position.

Salary range: $120,000 to $160,000.  The total compensation for this Assistant Head position is based on placement on the Havergal College faculty grid plus a $20,000 leadership stipend (included in the above salary range).  Grid placement is determined by teaching qualifications and experience up to a maximum of 11 years, and is scheduled to increase for the 2026–2027 academic year. Final placement within the range is based on the successful candidate's credentials and years of experience. 

Why Teach with Us  

At Havergal College, we believe that our strength lies in our faculty and staff's collective efforts, talents, and accomplishments. Together, we can make a positive and lasting impact on our students' lives. 

We offer a highly competitive compensation package for teachers, including a faculty teaching grid that is well above the major urban school boards; contributions to and participation in the Ontario Teachers’ Pension Plan and/or Group RSP; generous holidays that allow employees to recharge; comprehensive health and dental benefits; support for professional development including support for graduate work, additional qualifications (AQs), faculty-wide and individual professional development in teaching and learning, wellbeing, equity and inclusion, assessment, and experiential education; and teaching on a beautiful 22-acre campus with excellent facilities.

Why Havergal is the Place to Be

Founded in 1894 and located on a beautiful 22-acre campus in midtown Toronto, Canada, Havergal College is one of Canada’s pre-eminent independent schools for girls from Junior Kindergarten through Grade 12.

At Havergal College, we believe great schools are made up of great people. With a rich history spanning over 130 years, we are committed to offering a contemporary liberal arts education rooted in the Anglican tradition. Our mission is to prepare young women to make a difference. Through our outstanding academic and co-curricular programs and a cohesive, collegial team of faculty and administrative staff, we nurture a culture of capability that fosters self-confidence, leadership, critical thinking, and global-mindedness in our students.

We take pride in attracting and retaining highly qualified faculty and administrative      staff to ensure our school remains at the forefront of educational excellence. Join us in this transformative education journey, working together to empower young women to make a positive difference in our world.

We are committed to building a diverse and inclusive workplace. We believe that an inclusive environment fosters a culture of mutual respect, creativity and innovation, collaboration and accountability. To this end, we encourage applications from all qualified candidates with diverse experiences and perspectives, including women, BIPOC (Black, Indigenous and People of Colour) peoples, LGBTQ2S+, and persons with disabilities to join our thriving team.  We seek candidates committed to nurturing a community where integrity, compassion, inquiry and courage thrive. 

The Position: 

The Assistant Head of Upper School, Senior Division (AHU - Senior Division) works diligently to ensure that each Senior School student is known, valued and cared for and works collaboratively with the Upper School Leadership team (AHU - Middle Division, Director of Boarding, Directors of Guidance, Manager of the Health Centre and Co-Curricular Directors) to create an engaging school environment where students have access to a breadth of opportunities in a community that prioritizes wellbeing, belonging and engagement.

The AHU - Senior Division oversees the progress and development of students in Grades 9-12. They set the direction for the content and delivery of morning programming, including grade-based programming, the House program, and the Teacher Advisor program. The AHU - Senior Division plays a key role in upholding the Code of Conduct and expectations for Senior School students.

This role includes teaching responsibilities.

Specific Accountabilities:

Oversight of the safety, progress and development of Senior School students (Grades 9-12):

• Upholding the Code of Conduct and maintaining a safe, caring, and inclusive environment in the Senior School with high student expectations.
• Develop and facilitate onboarding programming (Welcome Week Activities, Grade 9 camp, mentor/buddy program, etc.).
• Creating meaningful, large group grade experiences that contribute to the goals of the Upper School.
• Partnering with Guidance Counsellors and Learning Support Specialists in supporting proactive student support strategies and setting guidelines for expectations. Support faculty in their work with students.
• Review student timetables to best support the student learning experience.
• Work with parents to create a partnership between home and the Senior School.
• Work with House Captains and Senior Year Presidents to develop strong community programming and to facilitate partnerships between the administration and student voice and events.
• Be a presence for the safe and efficient arrival and departure of all Senior School students, and be an active, visible presence in the hallways, grade areas and locker rooms throughout the day.
• Develop lunchtime routines for Senior School students and faculty supervision schedules.
• Support procedures and protocols for evacuation and containment-related emergencies, and rehearse them in accordance with legal requirements.

Oversee Morning Programming (Grade Programming, House Programming and the Teacher Advisor program):

• Create TA class assignments, including faculty assignments.
• Ensure that students develop trusting relationships with adults and peers in the school community through specific Senior School programming.
• Oversee the Grade Leads (4) and support their development of strong grade programming that reflects a scope and sequence for wellbeing, EDIB, student leadership, and academic counselling.
• Oversee the House Program and the House Advisor Team (10), ensuring that it maintains its community and spirited aspects and remains a key component of life at Havergal.
• Oversee the Teacher-Advisor (TA) program and develop its content through research-based practices that build trust and community.

Collaborative and engaged member of the US Leadership Team:

• Serve as a committee member of both the US Student Support Team and the US Student Life team, bringing appropriate agenda items to each and passing along appropriate items to team members when needed.
• Meet regularly with the Head of Upper School to identify student issues related to behaviour and attendance. Address behavioural issues and breaches of the Code of Conduct and ensure the school’s progressive discipline framework is judiciously administered in consultation with the Head of Upper School.
• Annually contribute to the review and revision of the content of the Family Handbook and Veracross Portals relating to the Senior School.
• Manage related Senior School budgets

Qualifications, Knowledge and Experience

• Qualified candidates will ideally have a minimum of 5 years of teaching experience, plus demonstrated leadership in curriculum, student life programming, or school operations.
• Deep understanding of the developmental and relational learning needs of Senior School students.
• Familiarity with the priorities and contemporary approaches within a girls' school.
• Sound professional judgement and excellent problem-solving ability.
• Demonstrated leadership skills with the ability to develop teams and be an effective team player.
• Demonstrated initiative in programming and a proactive, inquiry stance in dealing with students, parents and faculty.
• Administrative and teaching experience in the Senior School grades.
• Excellent interpersonal skills – approachable and open, with the proven ability to work collaboratively with others and a proactive approach with all constituents.
• Excellent organizational and technology skills.
• Excellent communication skills – written and oral, in a timely and effective manner.
• Excellent time-management and prioritization skills with the ability to multitask and work well under pressure, think strategically and operationally and work independently.
• Skillful planning, detailed project management and resourcefulness.
• Leadership qualifications are an asset.
• Demonstrated ability and commitment to the Core & Leadership Competencies of:
  • Inclusive Excellence
  • Collaboration & Teamwork
  • Integrity & Trust
  • Learning Agility
  • Communication
  • Growth Mindset
  • Coach & Develop Others
  • Managerial Courage
  • Champion Change & Innovation
  • Purpose Alignment & Results

How to Apply

All qualified candidates are encouraged to apply and express their interest to HC Careers no later than January 19, 2026. This posting is for an existing vacancy. We use an AI transcription tool for note-taking during the initial telephone pre-screening. Candidate consent will be requested before the call, and refusal will not affect your application. If consent is declined, an HR member will take manual notes.

Havergal College thanks all applicants in advance. Only those candidates selected for an interview will be contacted. Havergal College is an equal opportunity employer. We are committed to an inclusive, barrier-free recruitment and selection process, and work environment in accordance with the Accessibility for Ontarians with Disabilities Act (AODA). We will be happy to work with applicants requesting accommodation at any stage of the hiring process. If you require accommodations, please contact Cathy LeBlanc at 416-483-3519 ext. 6526 or by email at accessibility@havergal.on.ca.