Officer, Alumni Engagement

CAIS; Toronto; On-site; CAD 64,000 - 70,000; Full time

Job summary

Greenwood College School in Toronto seeks an Officer, Alumni Engagement to champion and grow our alumni network. This full-time role begins in November 2026 and is an ongoing contract with the school.

You will collaborate with the Advancement team, volunteers and staff to build durable relationships with alumni, donors and parents, develop alumni materials and help implement a five-year engagement strategy and events program.

Qualifications

• 2–3 years of experience in constituent engagement or Advancement-related work.
• Knowledge of the independent school community and/or higher education sector preferred.
• Excellent communication, writing and interpersonal skills.
• High attention to detail and ability to meet tight timelines.

Responsibilities

• Build relationships with alumni, soon-to-be alumni, donors, volunteers and staff.
• Collaborate on a five-year alumni engagement strategy with the Executive Director.
• Develop alumni materials including spotlights and social media posts.
• Coordinate and support Alumni & Advancement events.
• Maintain donor records and prepare reports for governance bodies.

Skills

Alumni relations

Donor relations

Communication skills

Interpersonal skills

Cross-functional teamwork

Education

University degree or college diploma

Tools

Google Suite

Canva

Raiser's Edge

CharityCan

Job description

OFFICER, ALUMNI ENGAGEMENT

Greenwood College School is seeking an Officer, Alumni Engagement to champion and grow our alumni network. This is an active recruitment for a full-time position commencing in November 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 through a focus on character. A co-ed / gender inclusive independent day school for students in Grades 7 through 12, Greenwood embraces a student-focused education, inspiring its students to thrive now and in the future. Our goal is to be the best school in Canada for personalized learning and innovative teaching. With a strong sense of community and a focus on the whole person, experiential learning is a key part of a Greenwood education.

Compensation & Terms

The expected salary range for this position is $64,000-70,000. 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. All staff members participate in job-embedded professional development. Greenwood is a dynamic place to work, where creativity is encouraged and valued, and where fun and excellence merge together.

Position Summary

The Officer, Alumni Engagement will work closely with their Advancement colleagues, volunteers, and school staff. Primary responsibilities include:

Alumni Engagement

• Contribute to the school's community engagement initiatives by building strong relationships with alumni, soon-to-be alumni, alumni parents, current parents, student ambassadors, donors, volunteers, external contractors, and staff
• Collaborate with the Executive Director, Advancement & Community Engagement on advancing alumni engagement including the implementation and management of a five year alumni engagement strategy.
• Develop and strengthen lasting and meaningful relationships with key prospective alumni donors and the school.
• Manage a portfolio of prospective donors (25-30), many of whom are alumni, with the goal of building support for key school priorities.
• Develop alumni-specific materials including alumni spotlights, social media posts and online alumni magazine.
• Coordinate and/or support Alumni & Advancement events.

Advancement Operations and Administration

• Prepare reports as required for the Advancement Committee, Greenwood Board and Foundation Board with respect to Alumni Engagement.
• Manage all alumni constituent records and ensure all data is recorded in a timely fashion in Raiser's Edge or other similar Advancement database.
• Prepare donor reports, gift agreements, briefing notes and any other materials and documents that assist with donor cultivation, stewardship or solicitation.
• Other Advancement duties as required to support the functioning of this program.
• Maintain strict confidentiality in all matters.

Committees: Alumni Executive

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

Qualifications and Personal Characteristics:

• University degree, college diploma, or combination of continuing education and experience
• 2-3 years of experience in constituent engagement or Advancement-related work is an asset
• Knowledge of the independent school community and/or higher education sector is preferred
• Ability to set and achieve personal and team goals and objectives
• Positive, outgoing personality and willingness to take risks and learn new skills
• Excellent communication, writing and interpersonal skills
• High degree of diplomacy and tact
• High attention to detail and proven ability to meet tight timelines
• 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
• Technical skills including familiarity with the Google suite of applications for work, Canva, CharityCan, 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/Alumni and school events
• Appreciation of a small school/small office environment
• Understanding of Greenwood's mission and values

Application deadline: November 20, 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.

Accommodations are available on request for candidates with disabilities at all stages of the selection process.