Careers

List of 5 items.

• Executive Director, Advancement & Community Engagement

  Greenwood is seeking an Executive Director, Advancement & Community Engagement with specializations in campaign building and Major Gifts. The successful candidate will oversee the Advancement & Community Engagement (ACE) team, drive our culture of philanthropy and be a key connector to our growing community of parents, past parents, staff, alumni, grandfriends and neighbourhood partners. The school is looking for a skilled fundraiser with extensive experience in stewarding donors and closing major gifts. 

  
  

  Now is the time to build towards Greenwood’s future. The Executive Director, Advancement & Community Engagement will play an integral role in establishing the school’s future by launching a 25th Anniversary campaign focused on growing the school’s endowment, as well as a capital project. 

  
  

  Why Greenwood College School?

  
  

  Greenwood opened its doors in 2002 to 72 students in Grades 7 and 9. Today, the school numbers 500 students and more than 100 staff. The campus has grown into one of the most advanced facilities among Canadian independent schools. Greenwood’s committed community of parents, alumni, staff and friends have been essential in bringing Greenwood to life and are generous supporters of the school. 

  
  

  Greenwood is an innovative, community-minded school that puts people first. Here you will find engaged professionals who care about the school and work together to make great things happen. 

  
  

  The successful candidate will join our Advancement team at an exciting time in the school’s history, with a new strategic plan in development, significant fundraising and engagement ambitions, and growth opportunities for the school and for staff. Our vision is bold and exciting and the successful candidate will have an opportunity to make an immediate impact.

  
  

  Reports To: Principal, Head of School

  
  
  

  Position Summary

  
  

  The Executive Director, Advancement & Community Engagement will work closely with their ACE colleagues, volunteers and school staff. They will support all aspects of the Advancement & Community Engagement department in an independent and highly professional manner. Primary responsibilities include:

  
  

  A. School / Organization Leadership:

  • As a leader in the school, support the positive tone of the school
  • Overall responsibility for all activities of ACE: Coordinate and execute fundraising, community engagement and ACE communications to internal and external communities
  • In collaboration with the Principal, develop strategy for ACE initiatives and approaches
  • Build a high-performing ACE team that delivers on raising funds and building relationships
  • Oversee the ACE team and ensure each team member is meeting their individual goals and targets to advance the overall ACE program at Greenwood
  • Ensure each member stewards their portfolio of prospective and current major gift donors effectively and that community engagement is fulsome
  • Be part of the External Relations Team (This team develops and supports strategy implementation and initiatives that are external facing to the school that impact community engagement, fundraising, admissions and communications.)

  
  

  B. Community Engagement:

  • Act as the primary liaison with some external and community partners to the school
  • Working with the ACE Team, plan for events and opportunities to celebrate the 25th Anniversary of the school
  • Plan, execute and attend Advancement & Community Engagement events

  
  

  C. Fundraising, Major Gifts, Planned Gifts:

  • Build relationships with the school’s top 100 major and planned gift prospects
  • Manage a portfolio of prospective and current major gift donors (25-50)
  • Campaign: Build, manage and execute the schools next campaign (focused on a capital project & building the endowment)
  • Stewardship & Writing: Assist with the content writing for, and preparation of, print and online materials including donor reports, gift agreements, briefing notes and any other materials and documents that assist the ACE team with donor cultivation, stewardship or solicitation
  • Planned Gifts: Further build out the planned giving program
  • In collaboration with the Principal, develop and operationalize an Advancement Committee to support donor stewardship at the school 

  
  

  D. Advancement Operations and Administration:

  • Prepare reports as required for the Advancement Committee, Board of Directors, and Foundation Board
  • Ensure all data is recorded in a timely fashion in Raiser’s Edge or other similar Advancement database
  • Identify and manage plaquing and naming opportunities

  
  

  Committees: Foundation Board (Secretary), Roundtable (Parent Association), Advancement Committee, 25th Anniversary Planning Committee, other committees as required

  
  

  Qualifications and Experience

  • University degree or equivalent combination of work experience and education  
  • CFRE or fundraising designation/certificate considered a strong asset 
  • Minimum 7-10 years of successful and progressive fund development experience 
  • Minimum 5-7 years of major gifts experience
  • Knowledge of the independent school community and/or higher education sector is an asset
  • Demonstrated ability to identify, develop and close gifts at the transformational level +1M
  • Experience building and working on a capital campaign
  • Experience effectively leading and developing a highly capable team
  • Experience working with a Board of Directors and/or fundraising campaign cabinet 
  • Ideally, experienced with Raiser’s Edge or other similar database system 

  
  

  Skills and Abilities

  • Superior interpersonal skills, including the ability to relate effectively with people at all levels both internal and external
  • Exceptional writing and presentation skills and the ability to effectively communicate to a diverse constituency, specifically in regard to philanthropy 
  • Growth mindset with exceptional collaboration skills
  • Strong management skills, with the ability to mentor, coach and supervise 
  • Action-oriented with a strong work ethic
  • Ability to develop and manage budgets
  • High degree of diplomacy and tact
  • Passionate about connecting with people
  • Ability to multi-task and adapt well to change
  • Creative problem solver with a solutions-oriented approach
  • Ability to work before/after hours on occasion for Advancement and school events
  • Possesses an appreciation of a small school/small office environment
  • Understanding of and alignment to Greenwood’s mission and values

  
  

  Contact Information

  
  

  Interested applicants should send their resume to the attention of Heather Thomas, Principal, Head of School, via email to employment@greenwoodcollege.org. We thank all applicants, however, only those candidates selected for an interview will be contacted.

  
  

  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.

  
  

  Please submit both your cover letter and resume in a single pdf file. Files should be in the following name format: initial_lastname_Executive Director-ACE

  
  

  Application deadline: Friday, September 5, 2025

• Geography Teacher

  The school seeks the services of a Geography Teacher with OCT certification beginning in September 2025. 

  
  

  Greenwood is a member of the OTPP and offers its teachers a competitive compensation package.  

  
  

  CONTACT INFORMATION

  
  

  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 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.
  
  

  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: August 5, 2025

• Manager, Business Office

  Greenwood is seeking a dedicated and collaborative team member to join our Business Office as the Manager, Business Office beginning in September 2025. 

  
  

  The Manager, Business Office is responsible for managing accounts payable and purchasing, billing management, and general accounting functions ensuring accuracy, compliance and efficiency. The Manager, Business Office will supervise and mentor the Coordinator, Business Office and Administrative Assistant, Business Office fostering a collaborative and efficient team environment. Provide assistance to the Associate Director, Business Office as required. 

  
  
  

  Reports To: Associate Director, Business Office

  
  
  

  Specific Responsibilities

  
  

  Accounts Payable & Purchasing

  • Manage accounts payable process
  • Manage all school purchases and distribution
  • Manage and distribute petty cash floats

  Billing Management

  • Manage billing management process and related collections

  General Accounting

  • Provide monthly GL reports to budget managers
  • Prepare and manage budgets for Out-of-Town Excursions, Special Events and Athletic Tournaments
  • Prepare and provide annual audit requirements

  Administrative

  • Arranging for permits and related insurance certificates

  School Store

  • Manage the School Store

  
  

   Required Knowledge, Skills and Attributes

  • Bachelor’s degree in Accounting or Finance
  • 5+ years related experience, ideally in a charity or not-for-profit organization
  • Strong knowledge of accounting principles, practices, and regulations
  • Excellent analytical, problem-solving, and communication skills
  • Strong collaboration and relationship-building skills, both with own team and across teams
  • Leadership and team management abilities
  • Advanced knowledge of Microsoft Office applications
  • Action-oriented 

  
  

  CONTACT INFORMATION

  
  

  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 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.

  
  

  Please submit both your cover letter and resume in a single pdf file. Files should be in the following name format: initial_lastname_Manager-Business Office

  
  

  Application deadline: September 5, 2025

• Officer, Communications

  Position Summary

  
  

  The Officer, Communications will provide communications and administrative support for a variety of projects and initiatives at Greenwood in support of the school’s strategic goals.

  
  

  The Officer, Communications is a generalist who will support Greenwood’s communications program in an autonomous and highly professional manner. Strong writing and editing skills are required, along with an understanding of and developing skill in design, photography and digital communications.

  
  

  Direct Report: Director, Communications and Marketing

  
  

  Responsibilities

  • Craft and disseminate email communications for parents, students, alumni and other constituents, including weekly electronic newsletters
  • Contribute to the development of communications materials to support the school’s marketing and communications goals
  • Coordinate communications, such as invitations, for special events
  • Curate, create and maintain content for digital screens displayed throughout the school
  • Contribute to school media file by taking and organizing photos and videos as needed
  • Contribute to the consistency of key messages, visual identity and graphic standards  
  • Contribute to the school’s external relations programs by building strong relationships with parents, alumni, donors, volunteers and staff

  
  

  Qualifications, skills and abilities

  • Some practical experience in online and other communications, preferably in an educational or non-profit setting
  • University degree, college diploma in a related field, or combination of education and experience
  • Attention to detail
  • Eagerness to learn new skills and systems; a curious approach to creative problem solving
  • Knowledge of Blackbaud and Adobe Creative Suite are assets

  Requirements

  • Excellent communicator - both written and oral
  • Experience working in and knowledge of electronic communications 
  • Working knowledge of graphic design and desktop publishing
  • Ability to work collaboratively and constructively in a team environment
  • Autonomous, self-directed working style
  • Excellent interpersonal skills
  • Strong attention to detail and accuracy
  • Eager to work with students, teachers and staff in a dynamic busy environment
  • Creative problem solver with a solutions-oriented approach

  
  

  CONTACT INFORMATION

  
  

  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 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.

  
  

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

  
  

  Application deadline: Friday, August 29, 2025

• Technician, Help Desk Support

  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. 

  
  

  Greenwood’s professional culture is highly collaborative. Accordingly, the successful candidate must demonstrate a willingness to collaborate with colleagues. 

  
  

  Greenwood is seeking a dedicated and collaborative team member to join our Information Technology Team as the Technician, Help Desk Support beginning in September 2025. 

  
  
  

  Position Summary

  The Technician, Help Desk Support is responsible for providing all first-level and specific second-level support for all technology-related requests at Greenwood College School. This includes troubleshooting hardware and software issues, managing device inventory, and assisting with audio-visual equipment. The position requires strong problem-solving skills, excellent communication abilities, and a solid understanding of Apple, Microsoft, and Google technologies.

  
  

  The Technician, Help Desk Support will provide timely and effective technical support to end-users, ensuring a smooth and efficient technology experience.

  
  
  

  Reports To: Associate Director, Information Technology

  
  
  

  Specific Responsibilities

  
  

  Help Desk Support:

  • Act as primary and secondary for incoming help desk tickets.
    • Desktop and laptop computers (Windows and macOS) (primary)
    • Printers and scanners (primary)
    • Mobile devices (iOS and Android) (primary)
    • Audio-visual equipment (secondary)
  • Assist users with technical problems mainly in-person and online when required
  • Escalate complex issues to higher-level support as needed.

  
  

  Inventory and Device Management:

  • Update and record school technology assets.
  • Image and deploy new devices.
  • Configure user accounts and permissions.
  • Install and update software applications.
  • Track and manage device inventory.
  • Coordinate device repairs and replacements.

  
  

  Network and Infrastructure:

  • Troubleshoot basic network connectivity issues.
  • Reset user passwords.
  • Monitor network performance and identify potential problems.
  • Address 1st tier networking and related user service requests in Google, OSX, Windows, and specific classroom applications.

  Hardware and Software Management:

  • Create and maintain device images.
  • Track and manage hardware inventory, including desktops, laptops, interactive whiteboards, cameras, clickers, projectors, servers, network appliances, and audio equipment.
  • Monitor and support photocopier and printer hardware and related services.
  • Organise and track software media and documentation.

  
  

  Audio-Visual and Multimedia Support:

  • Coordinate and work closely with the Technician, Multimedia & IT Support. 
  • Provide technical support for conference rooms, classrooms, and other meeting spaces.
  • Assist with set up, troubleshoot, and dismantle AV equipment for events and meetings, including projectors, microphones, and speakers.
  • Assist with live streaming and video conferencing events.
  • Provide Audio/Video support for school-wide events (i.e. School Plays, Rental Events, etc.) that may occasionally take place before or after normal working hours (8:00 am - 4:00 pm).

  
  

   Required Knowledge, Skills and Attributes

  • Postsecondary diploma or degree in a technology-related field.
  • Strong problem-solving and troubleshooting skills.
  • Excellent communication and interpersonal skills.
  • Proficiency in administrating and troubleshooting Apple, Microsoft, and Google technologies.
  • Knowledge of networking concepts and principles.
  • Ability to work independently and as part of a team.
  • Strong organizational and time management skills.
  • Basic programming skills (SQL, Python, Java) are a plus.

  CONTACT INFORMATION

  
  

  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 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.

  
  

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

  
  

  Application deadline: September 5, 2025