OFFICER, ALUMNI ENGAGEMENTGreenwood 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 GreenwoodGreenwood 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 & TermsThe expected salary range for this position is $64,000-70,000. This is an ongoing contract position.Working RequirementsGreenwood'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 SummaryThe Officer, Alumni Engagement will work closely with their Advancement colleagues, volunteers, and school staff. Primary responsibilities include:Alumni EngagementContribute 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 staffCollaborate 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 AdministrationPrepare 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 ExecutiveThe 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 skilled manner.Qualifications and Personal Characteristics:University degree, college diploma,



or combination of continuing education and experience2-3 years of experience in constituent engagement or Advancement-related work is an assetKnowledge of the independent school community and/or higher education sector is preferredAbility to set and achieve personal and team goals and objectivesPositive, outgoing personality and willingness to take risks and learn new skillsExcellent communication, writing and interpersonal skillsHigh degree of diplomacy and tactHigh attention to detail and proven ability to meet tight timelinesPassionate about connecting with peopleStrong focus on goals, service excellence, and inspiring colleagues, volunteers and donorsAbility to work cross-functionally across the schoolAbility to multi-task and adapt well to changeTechnical skills including familiarity with the Google suite of applications for work, Canva, CharityCan, Raiser's Edge or other similar database systemCreative problem solver with a solutions-oriented approachAbility to work before/after hours on occasion for Advancement/Alumni and school eventsAppreciation of a small school/small office environmentUnderstanding of Greenwood's mission and valuesApplication deadline: November 20, 2026Greenwood's Commitment to Pluralism and AccessibilityGreenwood 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.

📌 Officer, Alumni Engagement (Toronto)
🏢 CAIS
📍 Toronto