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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 4 items.

  • Apprentice Teachers

    Greenwood College School is seeking Apprentice Teachers with Ontario College of Teachers (OCT) certification in the following areas:
    • Mathematics in Grade 7-8 and the possibility of differentiated and applied mathematics in Grade 9-12; 
    • Health and Physical Education classes; 
    • Learning Strategies; or
    • Grade 9 and 10 science. 
    This is an active recruitment for a fixed-term, full-time position commencing in September 2026.

    About Greenwood

    Greenwood College School was founded to inspire students to venture further in order to prepare them for the challenges and experiences of life.  

    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. Previous experience with or a willingness to embrace differentiated learning and related learning technology are also important considerations for this teaching position. 

    Compensation & Terms

    The Apprentice Teacher position is a one-year fellowship commencing in September 2026 and concluding in June 2027. The salary range for the role is $62,500–$64,825 and includes enrollment in the Ontario Teachers’ Pension Plan. No additional benefits are offered.  All Apprentice Teachers will be part of The Greenwood Centre for Teaching, Learning and Research: Teacher Induction Program

    Working Requirements

    Greenwood’s professional culture is highly collaborative – all staff members participate in job-embedded professional development. Accordingly, the successful candidate must demonstrate a willingness to collaborate with colleagues. The willingness to participate fully in the life of the school, including co-curriculars and the Outdoor Education program, is also an essential attribute.

    Key Responsibilities
    • Facilitate student learning in one of the areas listed above under the guidance of an experienced teacher
    • Support and extend learners in and out of the classroom
    • Collaborate with peers in the delivery of curricular and co-curricular programming
    • Provide on-call coverage for teachers absent from class
    • Supervise co-curricular programming (athletics, arts, service learning, outdoor education, clubs)
    • Perform student supervision duties
    Qualifications and Skills
    • Graduating or recently graduated from a B.Ed. program with two teaching qualifications at the intermediate or senior level
    • Experience coach in athletics, the arts, and outdoor education are strong assets
    • A student-centered, technology-enabled approach to learning with a belief that all students can grow
    • Teaching qualities we look for:
      • enthusiastic and energetic
      • empathetic and caring
      • highly collaborative
      • growth minded and reflective
      • adaptive and resilient
      • progressive thinker

    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_subject(s)

    Application deadline: March 2, 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.
  • English Teacher

    Greenwood College School is seeking a English Teacher with Ontario College of Teachers (OCT) certification. This is an active recruitment for a full-time position commencing in September 2026.

    About Greenwood
    Greenwood College School was founded to inspire students to venture further in order to prepare them for the challenges and experiences of life.  

    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. Previous experience with or a willingness to embrace differentiated learning and related learning technology are also important considerations for this teaching position. 

    Compensation & Terms
    The expected salary range for this position is $73,000 – $105,000. Final salary placement may exceed this range in accordance with Greenwood’s Teacher Salary Grid, which includes grid steps up to 12 years of qualifying teaching experience. Greenwood is a member of the Ontario Teachers’ Pension Plan (OTPP). The successful candidate may be offered either a fixed-term or ongoing appointment, to be determined prior to the offer of employment.

    Working Requirements
    Greenwood’s professional culture is highly collaborative – all staff members participate in job-embedded professional development. Accordingly, the successful candidate must demonstrate a willingness to collaborate with colleagues. The willingness to participate fully in the life of the school, including co-curriculars and the Outdoor Education program, is also an essential attribute. 

    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_English

    Application deadline: February 16, 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.
  • French Teacher

    Greenwood College School is seeking a French Teacher with Ontario College of Teachers (OCT) certification. This is an active recruitment for a full-time position commencing in September 2026.

    About Greenwood
    Greenwood College School was founded to inspire students to venture further in order to prepare them for the challenges and experiences of life.  

    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. Previous experience with or a willingness to embrace differentiated learning and related learning technology are also important considerations for this teaching position. 

    Compensation & Terms
    The expected salary range for this position is $73,000 – $105,000. Final salary placement may exceed this range in accordance with Greenwood’s Teacher Salary Grid, which includes grid steps up to 12 years of qualifying teaching experience. Greenwood is a member of the Ontario Teachers’ Pension Plan (OTPP). The successful candidate may be offered either a fixed-term or ongoing appointment, to be determined prior to the offer of employment.

    Working Requirements
    Greenwood’s professional culture is highly collaborative – all staff members participate in job-embedded professional development. Accordingly, the successful candidate must demonstrate a willingness to collaborate with colleagues. The willingness to participate fully in the life of the school, including co-curriculars and the Outdoor Education program, is also an essential attribute. 

    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_French

    Application deadline: February 16, 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.
  • Learning Strategies Teacher

    Greenwood College School is seeking a Learning Strategies Teacher with Ontario College of Teachers (OCT) certification. This is an active recruitment for a full-time position commencing in September 2026.

    About Greenwood
    Greenwood College School was founded to inspire students to venture further in order to prepare them for the challenges and experiences of life.  

    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. Previous experience with or a willingness to embrace differentiated learning and related learning technology are also important considerations for this teaching position. 

    Compensation & Terms
    The expected salary range for this position is $73,000 – $105,000. Final salary placement may exceed this range in accordance with Greenwood’s Teacher Salary Grid, which includes grid steps up to 12 years of qualifying teaching experience. Greenwood is a member of the Ontario Teachers’ Pension Plan (OTPP). The successful candidate may be offered either a fixed-term or ongoing appointment, to be determined prior to the offer of employment.

    Working Requirements
    Greenwood’s professional culture is highly collaborative – all staff members participate in job-embedded professional development. Accordingly, the successful candidate must demonstrate a willingness to collaborate with colleagues. The willingness to participate fully in the life of the school, including co-curriculars and the Outdoor Education program, is also an essential attribute. 

    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_Learning Strategies

    Application deadline: February 23, 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