About

Careers

    • Greenwood's staff culture is highly collaborative - all members of the staff participate in job-embedded professional development.

Greenwood was founded to inspire young people to achieve success on their own terms, and to prepare them for life's challenges and experiences.
At Greenwood, teaching and learning are organized to facilitate success for all of our students. The prior experience of the successful candidate will show evidence of this belief. Experience with or a willingness to embrace differentiated instruction is an important consideration for teaching positions.

Greenwood's staff culture is highly collaborative - all members of the staff participate in job-embedded professional development. The desire to participate fully in the life of the school and its outdoor education program is also essential.

Greenwood is committed to creating and sustaining a diverse, equitable and inclusive environment for staff, students and families. We aim to embrace individuals whose differences include, but are not limited to: age, ancestry, citizenship, colour, creed, disability, ethnic origin, family status, gender expression, gender identity, marital status, place of origin, race, and sexual orientation. We are an equal opportunity employer and we welcome applications from all qualified individuals, especially those who would bring diverse perspectives, identities and ideas to our community. Accommodations are available on request for candidates with disabilities at all stages of the selection process.

Greenwood is a member of the Ontario Teachers' Pension Plan and offers its staff a competitive compensation package.

Current openings are displayed below, but feel free to submit your resume at any time.

Current Career Openings

List of 2 items.

  • Administrative Assistant, Main Office

    Greenwood College School is seeking an Administrative Assistant, Main Office. This is an active recruitment for a full-time position beginning in late June, 2026.

    About Greenwood
    Greenwood College School (Greenwood) is a co-educational independent day school for students in Grades 7 through 12. Greenwood was founded to inspire students to venture further in order to prepare them for the challenges and experiences of life. Our small, supportive community allows students to feel positive and engaged each day, while our trailblazing approach to personalized education challenges every student to grow. 

    Compensation & Terms
    The expected salary range for this position is $60,000-70,000. This is an ongoing contract position. 

    Hours of Work:
    8:30 - 4:30 p.m. (work hours may change or vary depending on the school’s needs)

    Working Requirements
    Greenwood’s professional culture is highly collaborative. Accordingly, the successful candidate must demonstrate a willingness to collaborate with colleagues. Greenwood is a dynamic place to work, where creativity is encouraged and valued, and where fun and excellence merge together. 

    Position Summary
    The primary objective of this role is to provide administrative and organizational support to the Main Office. The incumbent will function with a high degree of attention to detail, accuracy and prioritization of work in a team setting. While the Administrative Assistant supports individuals, they also share responsibility for supporting the needs of other program areas.

    Responsibilities:
    • Support the efficient day-to-day functioning of the Main Office
    • Act as the first point of contact for triaging requests and inquiries
    • Manage the student and staff database system; update records, manually enter data, upload data and export various reports
    • Perform manual checks on data to ensure consistency, completeness and accuracy
    • Provide administrative support to the Vice-Principal, Student Learning (all aspects of progress reports, execution of final evaluations, data entry for course enrollments, external credit courses, reach-ahead, daily conduct tracking uploads, student review and course selection)
    • Provide administrative support to the Guidance Department (production of transcripts, drafting course-in-progress letters and managing student timetable updates)
    • Assist with the coordination of major school events which include, but are not limited to: Registration Day, Curriculum Night, Parent-Teacher Conferences and Celebration & Graduation Day
    • Manage, maintain and organize filing of all relevant documents of the Ontario Student Record (OSR)
    • Update and maintain the school calendar
    • Act as the back-up for coordinating teacher coverage requests
    • Act as the back-up to Reception by providing daily reception relief during breaks and also as required
    • Responsible for monitoring, maintaining and ordering office supplies for the Main Office, Reception and various programs
    • Perform administrative duties including photocopying, scanning, mailing and filing
    • Perform other duties and special projects as assigned
    Qualifications and Skills:
    • Related postsecondary training or minimum 5 years experience in office administration
    • Advanced knowledge of Microsoft Office and Google applications, as well as strong data entry skills
    • Extensive database management experience
    • Superior attention to detail and accuracy
    • Able to identify and anticipate when tasks need to be initiated, takes initiative to assist if they identify support is needed, is a self-starter and makes task completion a priority
    • Excellent organizational and time management skills
    • Takes pride in their work
    • Able to work independently and self-motivate through projects
    • Has a detailed mind that can follow instructions, interpret existing systems, ask clarifying questions when needed, and problem solve to work through ideas and projects
    • Able to manage a variety of tasks concurrently and perform well under pressure
    • Able to maintain confidentiality and work within protocols and procedures
    • Proactive team player, flexible 
    • Sound judgment and problem-solving skills
    • Able to work some overtime and have some flexibility with hours when required

    How to Apply
    Interested applicants should send their resume to the attention of Ken Reed, Manager, Human Resources, via email to employment@greenwoodcollege.org. We thank all applicants, however, only those candidates selected for an interview will be contacted. Greenwood does not use artificial intelligence or automated decision-making tools in the screening or selection of candidates.

    Please submit both your cover letter and resume in a single pdf file. Files should be in the following name format: initial_lastname_Administrative Assistant

    Application deadline: May 11, 2026

    Greenwood’s Commitment to Pluralism and Accessibility
    Greenwood is committed to creating and sustaining a diverse, equitable and inclusive environment for staff, students and families. We aim to embrace individuals whose differences include, but are not limited to: age, ancestry, citizenship, colour, creed, disability, ethnic origin, family status, gender expression, gender identity, marital status, place of origin, race, and sexual orientation. Greenwood is an equal opportunity employer and welcomes applications from all qualified individuals. We embrace pluralism – an ethic of respect that values human diversity. We strive to create a workplace where everyone feels valued, respected and empowered to contribute authentically.

    Please advise us if you require any accommodations at any point in the application or interview process.
  • Technician, Multimedia

    Greenwood College School is seeking a Technician, Multimedia. This is an active recruitment for a full-time position commencing in June, 2026.

    About Greenwood
    Greenwood College School (Greenwood) is a co-educational independent day school for students in Grades 7 through 12. Greenwood was founded to inspire students to venture further in order to prepare them for the challenges and experiences of life. Our small, supportive community allows students to feel positive and engaged each day, while our trailblazing approach to personalized education challenges every student to grow. 

    Compensation & Terms
    The expected salary range for this position is $58,000 - $64,000. This is an ongoing contract position. 

    Working Requirements
    Greenwood’s professional culture is highly collaborative. Accordingly, the successful candidate must demonstrate a willingness to collaborate with colleagues. Greenwood is a dynamic place to work, where creativity is encouraged and valued, and where fun and excellence merge together. 

    Position Summary
    The Technician, Multimedia provides exceptional audio-visual and help desk support for school events and operations, ensuring seamless technical execution and a positive user experience. They are responsible for supporting and maintaining the school's audio-visual equipment. This includes operating, maintaining, and troubleshooting various electronic devices to ensure optimal performance. The technician will also coordinate with staff to determine AV requirements for events, provide technical support, and manage the inventory of AV equipment. 

    Responsibilities
    Equipment Management and Operation:
    • Manage, support, and operate theater, gym auditorium, classroom, and lodge visual audio distribution systems and peripherals (LCD Projectors, Sounds Systems, Interactive Whiteboards, LCD Screens, Document Cameras, Digital Display Screens, etc.).
    • Operate sound boards and lighting boards (including LED lighting systems).
    • Set up and dismantle AV equipment for events and meetings.
    • Maintain inventory of AV equipment and media storage
    • Support audio-visual equipment installations and repairs through vendor coordination.
    Event Support:
    • Provide Audio/Video support for school-wide events (i.e. School Plays, Rental Events, etc.) that take place before or after normal working hours (8:00 am - 4:00 pm).
    • Liaise with event coordinators and IT staff to determine AV requirements.
    • Set up and support AV equipment for classroom, scheduled events, and meetings.
    • Setup-up and support streaming and video conferencing events (i.e. streamyard, Google Meet, Microsoft Teams, and Youtube Streaming).
    • Assist with the collection and transfer media formats from functions and events.
    • Edit, produce, and archive media using Adobe Cloud software.
    Help Desk Support:
    • Evaluate new AV technologies to enhance the school's capabilities.
    • Provide basic technical support and guidance to teachers and students for academic projects involving video/audio editing and content creation tools (e.g., Adobe Creative Suite, Audacity).
    • Troubleshoot multimedia applications for staff and students.
    • Act as primary and secondary for incoming help desk tickets:
      • Audio-visual equipment (primary)
      • Desktop and laptop computers (Windows and macOS) (secondary)
      • Mobile devices (iOS and Android) (secondary)
      • Printers and scanners (secondary)
    • Assist users with technical problems mainly in-person and online when required.
    • Escalate complex issues to higher-level support as needed
    Additional Duties:
    • Operate spotlights and custom lighting systems.
    • Operate sound boards and multi-mic systems.

    Qualifications, Skills, and Abilities
    • 2-year college diploma in broadcasting, audio-visual technology, or equivalent
    • 1-2 years of experience in audio-visual support, preferably in an educational or corporate setting
    • Experience operating sound boards, lighting boards (including LED lighting systems), and some experience with Crestron units
    • Qualification preferred in education audio-visual software (i.e. Adobe Cloud Creative Suite, Streamyard, Handbrake, Audacity)
    • Experience with audio-visual mixing boards, wireless microphones, stage lighting, lighting boards, projectors, and sound systems
    • Orderly, with strong organizational and time management skills
    • Strong technical skills, including cable management and termination
    • Ability to work independently and as part of a team
    • Excellent communication and interpersonal skills
    • Ability to work flexible hours, including evenings and weekends when required
    • Attention to detail and a commitment to quality
    • Ability to troubleshoot and problem-solve
    • Strong work ethic and a positive attitude

    How to Apply
    Interested applicants should send their resume to the attention of Ken Reed, Manager, Human Resources, via email to employment@greenwoodcollege.org. We thank all applicants, however, only those candidates selected for an interview will be contacted.  Greenwood does not use artificial intelligence or automated decision-making tools in the screening or selection of candidates.

    Please submit both your cover letter and resume in a single pdf file. Files should be in the following name format: initial_lastname_Technician Multimedia

    Application deadline: May 11, 2026

    Greenwood’s Commitment to Pluralism and Accessibility
    Greenwood is committed to creating and sustaining a diverse, equitable and inclusive environment for staff, students and families. We aim to embrace individuals whose differences include, but are not limited to: age, ancestry, citizenship, colour, creed, disability, ethnic origin, family status, gender expression, gender identity, marital status, place of origin, race, and sexual orientation. Greenwood is an equal opportunity employer and welcomes applications from all qualified individuals. We embrace pluralism – an ethic of respect that values human diversity. We strive to create a workplace where everyone feels valued, respected and empowered to contribute authentically.

    Please advise us if you require any accommodations at any point in the application or interview process.

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Greenwood College School

443 Mount Pleasant Road
Toronto, ON M4S 2L8
Tel: 416 482 9811
We acknowledge with gratitude the Ancestral lands upon which our main campus is situated. These lands are the Ancestral territories of the Haudenosaunee Confederacy, Mississaugas of the Credit First Nation, Anishinabek and the Wendake. The shared responsibility of this land is honoured in the Dish with One Spoon Treaty and we strive to care for the land, the waters, and all creatures in the spirit of peace. We are responsible for respecting and supporting the enduring presence of all First Nations, Métis and Inuit peoples. When away from this campus we vow to be respectful to the land by protecting and honouring it. We will create relationships with the people and the land we may visit by understanding the territories we enter and the nations who inhabit them.
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Greenwood College School Charitable registration number: 873553317RR0001
Greenwood College School Foundation Charitable registration number: 860082247RR0001