Careers

List of 3 items.

• Administrative Assistant, Main Office

  Greenwood College School 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.

  
  

  Reports To: Executive Assistant to Principal | Manager, Main Office & Reception

  
  

  Term: Fixed Term Contract ending on June 26, 2025

  
  

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

  
  

  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 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
  • 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

  
  

  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.

  
  

  Submit your cover letter and resume to the attention of Ken Reed, Manager, Human Resources, as a single PDF file to employment@greenwoodcollege.org using Administrative Assistant as the subject line.

  
  

  Application Deadline: Monday, February 3, 2025

• Apprentice Teacher

  Greenwood is seeking Apprentice Teachers to begin in September 2025 for 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.

  All Apprentice Teachers will be part of The Greenwood Centre for Teaching, Learning and Research: Teacher Induction Program.  

  
  

  Apprentice Teacher General Roles and 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

  
  

  Candidate Profile

  • Graduating or recently graduated from a B.Ed. program with two teaching qualifications at the intermediate or senior level
  • A belief that all students can learn and grow
  • A student-centered, technology-enabled approach to learning
  • Personal qualities:
    • enthusiastic and energetic
    • empathetic and caring
    • highly collaborative
    • growth minded and reflective
    • adaptive and resilient
    • progressive thinker
  • Experience in coaching athletics, the arts, and outdoor education are assets

  Other Information

  This is a one-year fellowship. Successful candidates will receive a salary and membership in the Ontario Teachers’ Pension Plan. No group benefits are offered.

  
  

  How to Apply

  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.

  
  

  Submit your resume and cover letter as a single PDF file to employment@greenwoodcollege.org using Apprentice Teacher as the subject line.

  
  

  The deadline for this process is March 3, 2025.

• Director, Community Engagement and Giving

  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 opened its doors in 2002 to 72 students in grades 7 and 9, in a newly renovated building. 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 parent body has been essential in bringing Greenwood to life and our community of parents, alumni, staff and friends are generous supporters of the school. 

  
  

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

  
  

  Greenwood is seeking a Director, Community Engagement & Giving to help lead and manage community engagement and fundraising programs with the goal of helping the school deliver on its advancement and community engagement strategic initiatives, increase fundraising revenue, and connect the entire community of current and past parents/guardians, staff, alumni, grandfriends and other stakeholders.

  
  

  Why Greenwood College School?

  
  

  Greenwood is an innovative, community-focused, and engaging place to work. Since its inception in 2002, Greenwood has been a trailblazer in the independent school landscape as a leader in curriculum development, whole-child education, and offering a personalized approach for all learners.  

  
  

  The successful candidate will be joining our growing 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.

  
  

  Each member of the Advancement & Community Engagement (ACE) Team is collectively responsible for advancing the mission of Greenwood College School through its meaningful community engagement and fundraising programs. Every dollar that is raised and every relationship that is strengthened through the work of the Advancement & Community Engagement team is important to delivering on the school’s educational mission and vision. Funds raised support the sustainable future of Greenwood, financial assistance for students, as well as ongoing professional development of our excellent teachers and operations staff which we know has an impact on student outcomes. In addition, donations support equipment purchases and upgrades, teaching and learning resources, as well as the school’s athletics, arts, health and well-being and pluralism programs. 

  
  

  Reports To: Executive Director, Advancement & Community Engagement
  
  

  Position Summary

  
  

  The Director, Community Engagement & Giving will work closely with their ACE colleagues and staff, ACE volunteers and school staff. Primary responsibilities include:

  
  

  A. Community Engagement and Fundraising:

  • Parents/Guardians Roundtable - Direct and support all of the activities of the Parents/Guardians Roundtable Association, ensuring optimum structures, events, volunteer roles and responsibilities, raising more funds to support the school and build community.
  • Annual appeal - Working with the Executive Director, ACE and team, develop strategies for and implement annual giving across all constituents, including alumni, parents/guardians, staff, grandfriends and others, ensuring coordination and appropriate timing with School and Roundtable events.
  • Coordinate the creative planning and execution of a number of Advancement-related events from concept to end-of-event stewardship, including, but not limited to: New Parents/Guardians Dinner, Careers Day, Donor/Prospect Events, and support other ACE staff with Parent Roundtable and other stakeholder events.
  • Working with the Roundtable President and Manager, Communications and other teams, develop a calendar and suite of activities and materials, both print and online to ensure the parent community is aware of school and advancement programs.

  
  

  B. Major Gifts:

  • Working with the Executive Director, ACE, build a meaningful and Greenwood-specific strategy around major and planned gifts, developing and strengthening lasting and meaningful relationships with key prospective donors and the school.
  • Engage with and develop individual prospect strategies and manage a portfolio of prospective and current major gift donors (25-50), taking care of the process from cultivation to solicitation to stewardship, with the goal of building support for key school priorities.
  • Assist the Executive Director, ACE with endowment and capital project planning and execution.
  • Working with the Communications team and others, prepare 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.

  
  

  C. Planned Gifts:

  • Working with the Executive Director, ACE, build out a strong planned giving program and secure the school’s first expectancies, growing and marketing the program to ensure a diversification of revenues into the future.

  
  

  D. Advancement Operations and Administration:

  • Prepare reports as required for the Advancement Committee and Board and Foundation Board.
  • Ensure all data is recorded in a timely fashion in Raiser’s Edge or other similar Advancement database.
  • Manage budget tracking for Roundtable events to maximize ACE impacts in the community as we build out the budget towards the school’s 25th anniversary in 2027-2028.

  
  

  Committees: Roundtable, Advancement Committee, 25th Anniversary Planning Committee, other committees as required

  
  

  The Director, Community Engagement & Giving will report to the Executive Director, Advancement, and will support all aspects of the Advancement & Community Engagement department in an independent and highly professional manner.

  
  

  Qualifications, Skills, and Abilities

  • University Degree
  • 8-10 years of experience in constituent engagement or Advancement-related work is an asset 
  • 3-5 minimum years of major gifts experience
  • Knowledge of the independent school community and/or higher education sector is preferred
  • Ability to set and achieve personal and team goals and objectives
  • Experience working in a capital campaign is considered an asset
  • Positive, outgoing personality and willingness to take risks and learn new skills
  • Excellent communication, writing and interpersonal skills
  • High degree of diplomacy and tact
  • Passionate about connecting with people
  • Strong focus on goals, service excellence, and inspiring colleagues, volunteers and donors 
  • Ability to work cross-functionally across the school
  • Ability to multi-task and adapt well to change
  • Ideally, experienced with Raiser’s Edge or other similar database system 
  • Creative problem solver with a solutions-oriented approach
  • Ability to work before/after hours on occasion for Advancement and school events
  • Appreciation of a small school/small office environment
  • Understanding of Greenwood’s mission and values

   

  Requirements

  
  

  • Ability to work independently and collaboratively in a team environment
  • Excellent interpersonal skills
  • High attention to detail and proven ability to prioritize and meet tight timelines
  • Mature with sound judgment, tact and professional demeanour
  • Eager to work in a dynamic, fast-paced environment
  • Creative, inquisitive, and flexible

  Interested applicants should send their resume to the attention of Robin Fowler, Executive Director, Advancement & Community Engagement, via email to employment@greenwoodcollege.org. Please submit both your cover letter and resume in a single PDF file.

  
  

  Those applicants who are invited to interview will be contacted following the closing date for applications. Thank you for your interest in Greenwood.

  
  

  Application Deadline: February 21, 2025