Working at The Bishop Strachan School is challenging, exciting and rewarding. It’s also a lot of fun. This is the place to be if you value forward-thinking leadership and enthusiastically embrace a global perspective.
We offer the opportunity to join an exceptional community of professionals and contribute meaningfully to the education of tomorrow’s transformational leaders. As an employer, we focus on building and developing our employees to be the very best at what they do. We offer competitive compensation, a variety of benefits and supports, and a thought-provoking and inspirational environment

If you’re looking to challenge yourself and be a leader in girls’ education, we invite you to explore a career with BSS.

Current Opportunities

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  • Digital Communications Specialist - Parental Leave

    Term: March 16, 2022 - March 17, 2023
    Reports to: 
    Director of Communications and Marketing
    Summary of Position
    The Communications and Marketing Specialist is responsible for the development and delivery of key communications and marketing initiatives that support the strategic objectives of the school, promote its vision, mission and values, and uphold its brand and standards.
    Specific Accountabilities
    • Manages the development and production of digital and print collateral, working with department staff and vendors to achieve a high level of quality and innovation, and an accurate reflection of the BSS brand and communications standards
    • Oversees the planning, creation and publishing of web content and ensures the functionality and performance of the BSS website, including interfacing with front-end designers, back-end developers and the BSS Technology and Innovation Team
    • Works with school departments and digital agency to provide assets, develop content and landing pages, track metrics and optimize SEO
    • Develops editorial content, news articles, and advertising copy that promote the brand and accurately reflect the work of the school
    • Prepares written content for brochures, reports and other various projects by conducting interviews, researching and writing
    • Develops and maintains efficient department systems, policies, regulations and processes, upholding industry best practices in project management and oversees major department projects
    • Prioritizes and manages school-wide support requests, liaising with other departments to confirm and clarify goals and deliverables
    • Monitors and upholds the BSS brand and communications standards, editing and proofing all materials for quality control and provides guidance, support and consultation to other departments on strategic communications, branding and project management
    • Oversees work of professional designers
    • Handles office administration, including organizing vendor invoicing and department meetings
    • Embeds diversity, equity, inclusion, and belonging values into all activities
    • Commits to the Staff Growth and Evaluation Program
    • Performs other related duties as assigned

    Skills, Experience and Attributes

    • Minimum 3 to 5 years’ communications and marketing experience, preferably in a not-for-profit, agency and/or education setting
    • Communications degree or diploma and/or a related combination of experience, including project management
    • A skilled writer, with demonstrated ability and experience producing editorial, articles and advertising copy
    • Superior strategic communications, writing and editing skills in digital and print platforms
    • Data generation, analysis and measurement skills
    • Experience in website content updates with providers such as Blackbaud, Final Site or WordPress
    • Digital design skills and high level of expertise within Mac and Google docs environment
    • Project management expertise, ability to prioritize and meet tight timelines
    • Professional manner, customer-service orientation and comfortable with fast-paced environment
    • Positive, creative, collaborative and organized
    • Ability to manage changing priorities, concurrent projects and demanding deadlines
    • Flexibility to work some evenings and weekends during the school year
    • A sense of humour
    • Commitment to and passion for the vision, mission and values of the school
    How to Apply
    Interested applicants should forward a cover letter and resume to indicating Digital Communications Specialist in the subject line.
  • Director, Annual Giving Programs

    Reports to: Executive Director, Advancement
    Summary of Position
    Reporting to the Executive Director, Advancement, the Director, Annual Giving Programs oversees all aspects of the school’s annual giving efforts, which include Reunion Drives, the Graduating Class Scholarship Fund, and the Staff and Faculty Campaigns. Liaising with multiple departments across the school, the Director is responsible for increasing annually recurring gifts up to $25,000; broadening the base of annual support; and strengthening the major gift pipeline.
    Being effective in this role requires a strong interest and active participation in the life of the school so that communications and interpersonal exchanges are both informed and authentic. This position strives to acquire, retain and upgrade donors, ultimately engaging the entire BSS community – Governors, Trustees, students, alumnae, parents, past parents, grandparents and friends of the school – in philanthropy, in keeping with the school’s vision, mission and values.
    Specific Accountabilities
    • Designs and manages an integrated, multi-channel strategy to raise funds for school priorities including merit and needs based scholarships, academic and program enrichment, and other projects as determined by BSS leadership
    • Works closely and collaboratively with the Director, Alumnae Engagement and Director, Parent Engagement to align fundraising approaches with the interests of the constituents they represent
    • Develops programs to incentivize and recognize leadership giving, repeat giving, and group giving from various segments of the community
    • Leads the identification and recruitment of annual fundraising volunteers, serving as primary liaison
    • Enhances the use of digital marketing (email, websites, social media), analytics (predictive modeling, social media data mining), and other tools to improve segmentation and messaging and to create a personal and positive experience for a diverse range of  donors
    • Collaborates with the Marketing and Communications Department to ensure that each year’s suite of annual giving materials, including fall and spring appeal letters/emails, BSS website and online donation pages, thank-you letters, and recognition vehicles, are well-shaped and placed related to other all-community communications and publications, with messaging that is consonant with the overall brand and marketing strategy for the school
    • Works closely with the Manager, Advancement Services to establish meaningful metrics and track annual giving activity, and with the Controller to generate transparent monthly giving reports by fund, constituency, and other parameters as requested by the Executive Director, Advancement and the Board of Trustees
    • Manages a portfolio of major gift prospects, as appropriate to the other demands of the position and the fundraising priorities of the school
    • Participates in all planning and strategy activities of the department
    • Embeds diversity, equity, inclusion, and belonging values into all activities and events
    • Commits to the Staff Growth and Evaluation Process
    • Performs other related responsibilities as assigned

    Skills, Experience and Attributes
    • Post-secondary education and at least seven years of experience in annual giving, including as a supervisor
    • Excellent relationship manager with the ability to engage new volunteers and retain existing volunteers
    • Superior project management, organizational, and planning skills as well as a track record of successful program development and implementation
    • Progressive experience in donor relations and the ability to implement the principles and best practices of stewardship
    • Excellent writing and communication skills and ability to produce materials and communications that are culturally sensitive and inclusive
    • Attentiveness to detail
    • Ability to work with sensitive information with complete confidentiality
    • An understanding and appreciation of diversity and belonging that is modeled in the workplace and included in outreach to stakeholders
    • Significant experience working productively with parents, alumnae, and volunteers
    • Experience managing budgets and maximizing impact of resources
    • Experience with donor analytics, segmentation, development writing, personal solicitation, material design, and database management
    • Proficiency with Raiser’s Edge and highly developed computer skills with Microsoft Office (Word, Excel and PowerPoint); fluency with Google platform
    • Proven ability to multi-task in a fast-paced environment
    • Ability to bring a creative lens and donor-centric view to the area of annual giving
    • Commitment to maintaining currency with best practices and giving trends
    • A belief and commitment to girls’ education
    • Flexibility and a sense of humour

    How to Apply
    Interested applicants should forward a cover letter and resume to indicating Director, Annual Giving Programs in the subject line.
  • Philosophy Teacher - Senior School

    Grade 12, full-time teaching load
    Term: January 26 - March 10, 2022 (with the possibility of extension)

    You are a passionate philosophy teacher that is able to provide instruction in a variety of areas, in the main branches of philosophy. There is a course prepared or add your own flair to the course. You have a passion for Education and you are excited to apply your learning and integrate your experiences in a new and challenging manner. Current topics and events are explored through an inquiry lens in your culturally responsive, inclusive classroom.
    As a member of our faculty, you employ a variety of teaching methodologies to create a dynamic, collaborative, inquiry-based learning environment. You enhance your program through approaches such as project-based learning and real world contexts. You employ anti-oppressive and culturally responsive practices and mindsets. You are familiar with the Ontario curriculum, and your assessment and evaluation practices are guided by “Growing Success” and your knowledge of your learners. Able to work in a fast-paced environment, you are passionate about your field of study and eager to see your students succeed. You have superior academic credentials, including relevant degrees.
    You are committed to participating in the life of the school, including co-curricular activities. BSS is a learning environment for everyone and only those inspired by the opportunity to participate and contribute to that environment will be considered.

    How to Apply 
    Interested applicants should forward a cover letter and resume to, indicating the teaching position applied for in the subject line.
  • Stewardship and Events Manager

    Reports to: Executive Director, Advancement
    Summary of Position
    The Stewardship and Events Manager is responsible for developing a strategy that aims to optimize community engagement with BSS, resulting in impactful constituent participation, increased volunteer commitment and expanded philanthropic support. In consultation with the Executive Director of Advancement and other members of the Advancement team, the Stewardship and Events Manager will create and execute events, communications and touch points that further the community-building goals of the Advancement Department (including parents, alumnae, donors and other key stakeholders). They will also develop and manage systems and processes to provide enhanced tracking and measurement of contacts and stewardship moves, and develop policies and reporting for donor and volunteer recognition.
    Key Result Areas
    Stewardship and Communications
    • Develop and manage stewardship strategy and programs designed to build enduring relationships with supporters that encourage continued giving
    • Develop and manage an annual communications strategy for leadership volunteers and donors, including writing stewardship reports
    • Collaborate with the development team and the marketing and communications team to design newsletters or other communications to inform constituents and demonstrate the impact of giving
    • Manage donor agreements and the donor recognition program
    Event Management
    • Develop an annual special events plan and strategy and manage all special events including, but not limited to, donor recognition and gift announcements; onsite and virtual networking events; signature events such as Heritage Dinner, Reunions, and celebrations of the DOGA (Distinguished Old Girl Award)
    • Plan engagement and cultivation receptions that take place locally, nationally and internationally
    • Deliver stewardship and annual volunteer recognition events; “experiential” activities; and key fundraising events for a range of key BSS constituents.
    Specific Accountabilities
    • Manage the donor recognition program which includes developing new policies and standards where appropriate
    • Establish standards and formats for gift acknowledgement, including writing customized letters from BSS’s leadership
    • Conduct research on best practice, and innovate to develop new strategies for events and stewardship
    • Coordinate venue contracts, arrange food and beverage, order audiovisual equipment and other rentals, and make travel arrangements for special guests and speakers
    • Manage workflow of printed collateral and other event materials (invitations, programs, signage, name tags, seating cards, etc.) with internal departments and external vendors
    • Monitor event budget, process invoices, and prepare expense reimbursement forms
    • Prepare event packets, registration lists and scripts
    • Close out events, ensuring that all registration and attendance details are recorded in Raiser's Edge and budget has been reconciled
    • Conduct review of events with detailed analysis and recommendations to improve future event planning and implementation, where possible, identify impact against event goals.
    • In collaboration with the Advancement Services Co-ordinator, develop, maintain and improve upon reporting systems including social media activity and website traffic/click-throughs (Google Analytics), email and invitation open rates (RE NXT), and other metrics
    • Coordinate Advancement e-blasts using RE NXT Online Express
    • Embed diversity, equity, inclusion, and belonging values into all activities and events
    • Commit to the Staff Growth and Evaluation Process
    • Any other tasks as assigned
    Skills, Experience and Attributes
    • University degree
    • Minimum five years related work experience; experience in a fundraising environment preferred
    • Exceptional interpersonal skills and professionalism, with the ability to interact with donors, volunteers, alumnae and other stakeholders
    • Flexibility and adaptability to shifting situations and priorities
    • Ability to take initiative, exercise tact, discretion and sensitivity in many cultural contexts, and to follow through on assigned tasks
    • Ability to create events and communications that resonate with a culturally diverse audience
    • Strong project management and organizational skills, with the ability to prioritize
    • Proficiency with Microsoft Office, Google Suite, mail merges, and email and web searches
    • Ability to navigate, monitor, and prepare content for a variety of social media channels
    • Experience with Raiser’s Edge, and ideally with Online Express (NXT)
    • Experience in event planning and production
    • Excellent oral and written communication skills
    • Demonstrated knowledge in building relationships
    • Willingness to serve as a dynamic and collaborative team player
    • Proven ability to anticipate needs, multi-task, problem-solve, and meet tight timelines
    • Superior customer service ethic and high expectations for quality and confidentiality
    • Ability to work independently and maintain a sense of humour

    How to Apply
    Interested applicants should forward a cover letter and resume to indicating Stewardship and Events Manager in the subject line.
  • Supply Teachers - Junior, Middle and Senior Schools

    2021-22 Academic Year

    Renowned for its expertise in the particular learning needs of girls, BSS offers a single-gender environment that helps girls achieve their best, both academically and in their life’s pursuits. Continually reaching forward, renewing itself and keeping time with the fast-paced changes and increasing demands of the complicated world its graduates will face, BSS believes girls can do anything and strives to give them the 21st century tools to achieve whatever dreams they conceive.
    Our teachers provide a rigorous curricular experience that embraces inquiry-based instructional strategies. During this unprecedented time of ensuring exceptional academic coverage for our students within a safe and caring environment, we are seeking highly collaborative supply teachers to join our occasional staffing team. You are passionate about your subject areas, actively seek the opportunity for interdisciplinary and real-world connections, and are innovative not only in the use of technology but in the ways that engage students in learning. You understand the importance of inquiry-based and problem-based approaches to learning, enjoy integrating technology, available with minimal notice to cover absences/additional classes, and have relevant subject experience in making a difference in the lives of young women.
    Mathematics, Science and/or Social Sciences and Humanities
    Intermediate/Senior Qualifications
    Primary/Junior/Intermediate/Senior Qualifications
    Core Subject Areas
    Primary/Junior Qualifications
    Having the subject knowledge to step into any classroom, whenever needed, to supply and deliver real world contexts through a curriculum that incorporates interdisciplinary connections and project-based learning.
    You are a subject specialist with superior academic credentials, including relevant degrees and Ontario Teaching Certification. Your teaching record is exemplary and includes inquiry-based experience. You have a passion for igniting a spark in girls’ learning.

    How to Apply
    Interested applicants should forward a cover letter and resume to indicating Supply Teacher within Junior, Middle and/or Senior School and Subject Area in the subject line.
  • Vice Principal, Student Success

    Reports to: Principal, Senior School
    Direct Reports: Head of Student Services, Wellness Centre Nurses, Academic Data and Scheduling Assistant, Receptionist and Administrative Assistant (Attendance), Director of Summer Academy
    Summary of Position
    Reporting to the Principal, Senior School, and as part of the Senior School Leadership Team, the Vice Principal (VP) Student Success has overall responsibility for developing and leading the effective and responsive systems that ensure a seamless school experience for students. This includes leadership of academic and wellness through Student Services, scheduling, faculty course allocations, student reporting, student success, attendance, academic data management, and the effective use of academic learning environments (physical space).
    The VP Student Success models collaborative instructional leadership and liaises with the VP Student Life and Belonging, the Dean of Teaching and Learning, Student Services and the Database Team managing the student academic record and reporting systems. The VP also liaises with the Senior School Attendance Administrative Specialist and the Academic Data and Scheduling Assistant.
    Specific Accountabilities
    A contributing member of the Senior School Leadership Team working to implement the school’s strategic vision and the Senior School’s goals and operation. This role is expected to streamline and improve processes.

    School Experience
    • Collaborates with the VP Student Life and Belonging and Student Life Team to construct the Community Time Program that supports an inclusive community and student wellbeing.
    • Explores strategic and purposeful Senior School specific academic data collection, analysis and trends.
    • Ensures systems and supports that ensure students have an exceptional and successful Senior School experience.
      • Constructs faculty course allocations and timetables that reflect best learning and growth opportunities for students and optimizes the human resource potential of our faculty.
      • Works with Junior and Middle school Vice Principals and external scheduling consultant to ensure a research-informed, optimal daily schedule across the three divisions.
    • Anticipates, plans and implements effective and creative use of academic learning environments, incorporates curricular connections with needs, and includes appropriate furniture and physical resources for inspired learning and growth.
    • Leads the school preparation for biannual inspections from the Ontario Ministry of Education.
    • Implements effective, cohesive and clear processes for student reporting (Ministry designated assessment and evaluation).
    • Consults relevant stakeholders to develop and communicate the Final Evaluation schedule.
    • Leads the Administrative Specialist, Academic Data and Scheduling to construct the school calendar.
    • Leads the administration of the Ontario Literacy Test and reviews achievement data with relevant stakeholders.
    • Generates relevant and high quality student and parent communications.
    • Leads development of a parent education speaker series, collaborating with Student Services, Advancement and the other divisions.
    • Leads the data informed review of course offerings in the Course of Study, which includes research and gathering information from students, faculty, Student Services and other relevant stakeholders.
    • Leads Student Services in school closing activities, including student prizes, Final Chapel and Graduation.
    • Collaborates with the Director of Inclusive Excellence to nurture diversity, equity, inclusion and belonging in all aspects of school life.
    • Works with Wellness nurses on relevant school health matters. 
    Student Support and Success
    • Serves as a champion for the social, mental, and emotional wellbeing of all students across the school program and that each student is known, understood, and feels a deep sense of belonging and safety.
    • Collaborates with the Head of Student Services, and the Wellness Centre to coordinate individual student action plans developed from Students of Consideration which may include:
      • monitoring credit accumulation for students at risk
      • developing and monitoring Academic Success Plan documentation and confidential storage of data
      • meeting with students, parents/guardians and counsellors to implement and monitor student progress
    • Leads best practices in SS attendance management.
    • Leads the Academic Action process for intervention, support and documentation of students at risk due to extended absence, illness, etc.
    • Leads the regular/annual review of student achievement data with Student Services and Dean of Teaching and Learning, to inform program offerings and other interventions.
    • Implements a Senior School practice to develop and review Learner Portrait/Profile data that documents students’ experiences and needs, with access to relevant faculty and staff.
    • Collaborates with Student Recruiting to create, monitor and execute successful transition events for new students and families into the Senior School.
    • Commitment to and support of Boarding Life program and students.
    Professional Learning
    • Advises faculty as part of the school’s Faculty Growth Process which includes:
      • Goal setting with faculty members
      • Visiting classes and providing timely feedback on teaching and learning
      • Sharing relevant resources and/or offering direction to assist faculty members to achieve their goals
      • Reviewing the achievement of growth goals with faculty members
    • Models collaborative instructional leadership that builds capacity to strengthen and enhance teaching and learning through:
      • Participating in a climate of high expectations and trust
      • Being a visible presence in the school and modeling the desired values of the school’s culture
      • Encouraging and supporting inquiry, innovation, and reflective practice to promote student learning
      • Working with teachers to define educational objectives, to insist upon instructional quality as a top priority as defined by our vision, and to problem-solve on curricular and pedagogical issues
    • Values and engages in ongoing professional learning.
    • Embeds diversity, equity, inclusion, and belonging values into all activities.
    • Commits to the Staff Growth and Evaluation Process.
    • Oversees the work of direct reports.
    • Other related responsibilities as assigned.
    Skills, Experience and Attributes
    • An experienced educator with the equivalent of a Master’s degree in Education and several years’ experience including a proven record of outstanding achievement as a classroom teacher, department head, coordinator and/or a Dean of Studies/Curriculum.
    • Commitment to academic excellence within a creative, innovative environment.
    • A deep understanding of the processes of teaching and learning within the framework of research based educational practices and technologies, and the ability to inspire faculty with a vision of curriculum of the future that is global in scope and ethical in outlook.
    • Demonstrated knowledge of and commitment to education that supports the Culture of Powerful Learning and the Signature of a BSS Girl.
    • A deep appreciation for and understanding of the use of data as a tool for school improvement.
    • Demonstrated knowledge of and commitment to School pedagogy, in particular those models related to inquiry.
    • Demonstrated understanding of and commitment to contemporary curriculum research and practices as well as academic research and its application to our learning environment and experiences.
    • A highly engaging and visible style in dealing with students and parents to ensure outstanding rapport with the community.
    • Evidence of past success in team building and the development of positive and collaborative working relationships.
    • Highly developed interpersonal and communication skills and the ability to encourage others to develop their own capabilities in these areas.
    • A creative risk taker who can lead curricular change.
    • Use of technology as a means to collect and use school data.
    • Demonstrated commitment to girls’ education and an appreciation for and understanding of the developmental needs of girls.
    • Superior organizational skills with the ability to prioritize, multi-task and problem-solve in a fast-paced environment – the ability to successfully juggle a number of balls at the same time – with enthusiasm.
    • Energy and a sense of humour.
    • Thorough understanding of, passion for and a desire to work enthusiastically in pursuit of our vision.
    How to Apply
    We offer a competitive compensation package and are members of the Ontario Teachers’ Pension Plan. Interested applicants should forward cover letter and resume to indicating Vice Principal, Student Success in the subject line.
We thank all candidates in advance. We will, however, contact only those selected for an interview. We believe that diversity in our school fosters a rich, inclusive and creative environment. We are actively engaged in building a more diverse school and encourage all qualified applicants to apply.

We are also committed to providing accommodation for persons with disabilities. If you require accommodations, please contact Elisabeth Gsoels, Executive Assistant, Human Resources and Finance at 416-483-4325, ext. 1163 or by email at

Please note, we have a mandatory COVID-19 vaccine policy in place for employees and students, unless official documentation of a human rights exemption is provided and can be accommodated.

Why work at BSS?

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  • Teacher sitting at table with Junior student looking at cards

    Professional Growth & Learning

    We value the willingness to take risks in order to learn and grow - and not just for our students. At BSS, you have the opportunity to immerse yourself in an unparalleled setting, with access to innovative tools, support and resources, so you can pursue ongoing professional learning, whatever your role.

Middle School math teacher Taeko Knockaert on attending the NAIS People of Colour Conference

I was interested in learning more about the international student experience and exploring how to create a strong sense of community at BSS. My favourite workshop planted the seed that we all have a role to play in addressing social justice, whether that’s through our pedagogy or our curriculum.

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  • Diversity, Equity, Inclusion and Belonging

    We value and are committed to fostering a respectful, diverse and inclusive community. We believe that diversity leads to a creative workplace, and we embrace the cultural and economic backgrounds of all our students, employees and school leadership. We are always seeking to understand and engage with the world we live in, and our diverse perspectives enrich our learning environment and affirm our commitment to excellence.

    BSS employees regularly engage in diversity, equity, inclusion and belonging training and are encouraged to develop and put into practice their knowledge and skills in this area - both inside and outside the classroom.