Greenwood College School Annual Report 2025–2026 |  Page 3
Dear Greenwood community,
One of the Greenwood events I enjoy most over 
the course of each year is the Celebration Day 
gathering in June. The Greenwood community 
celebrates the achievements of each and 
every one of our students, from the successful 
completion of a student’s first year at the school 
to the culminating achievements of the Grade 
12s and the accomplishments of everyone in 
between. It underscores once again the fact that, 
for Greenwood, education is a team sport. The 
entire community – students, operations staff, 
teachers and families – join together to help each 
student grow and achieve their personal best and 
their personal dreams. 
During the 2025-2026 school year, we developed 
a new 10-year Strategic Plan for Greenwood. 
Over the years, I have acquired an increasing 
respect for the strategic planning process; it 
requires an organization to lift its gaze from 
the day-to-day, quarter-to-quarter and year-
to-year, and think about where it wants to go 
and what it wants to be in the longer term. The 
starting point for the process is a review of the 
vision and the mission of the organization. In 
our case, as we approach our 25th anniversary, 
we found ourselves coming back to where 
Greenwood started. We reaffirmed our mission 
– To challenge, inspire and support each student 
to develop the knowledge, skills and character 
needed to lead a fulfilling life and reach their full 
potential, within our welcoming community.  And 
we confirmed our vision of Greenwood as the 
definitive leader in personalized learning and 
transformative experiences that foster belonging, 
inspire curiosity, and build character, guiding 
students to achieve their personal best and thrive 
now and in the future.
Our mission and vision are inherently dynamic. 
They recognize the individuality of the student, 
and the multi-faceted nature of their own 
personal education and growth. Greenwood is 
not about dialing up one thing and dialing down 
others – it is about seeking out and supporting 
the potential and the aspirations of each of our 
500 individual multi-faceted students.
Each year, we see this approach to personalized 
and holistic human growth play out in student 
achievements in academics, arts, sports, 
community service and beyond. And we see it 
play out in individual student experiences as they 
grow year by year into higher and broader levels 
of achievement, responsibility and leadership.
All of this is achieved through dedicated 
educators, very strong staff and leadership 
support, and the participation of our community 
of families and alumni. 
I want to thank, in particular, the latter. Our 
parent/guardian volunteers are critically 
important to the school’s success. You help to 
spread the word about Greenwood and you 
support our admissions program; you participate 
in Career Days and other school programs; you 
fundraise to support the school; and you provide 
us with insights that help us continue to grow  
and improve. 
Our alumni, spread increasingly around the 
world, are also a key part of the Greenwood 
community. Your support in so many ways is of 
profound importance, and beyond your individual 
contributions of time or philanthropy, you are the 
embodiment of what the school is about.
Finally, I want to thank the community of donors 
who have provided financial support to the 
school. This support is sometimes dedicated 
to specific uses identified by the donor in 
consultation with the school. For example, some 
have committed to providing financial assistance 
for students who do not have the financial 
capacity to attend Greenwood or whose family 
have become unable to continue at Greenwood 
without some assistance. Others have supported 
the new Greenspace, which we are all excited to 
see completed at last, as well as arts, athletics 
or other more specific initiatives. And, some 
have chosen not to designate a specific use, but 
rather have made gifts with the intention that 
the funds be stewarded and invested to provide 
long-term endowed support to enable the school 
to respond to opportunities and challenges that 
will inevitably arise in our future. Thank you all for 
that support. We are most deeply grateful. 
To the entire community, thank you for your 
contribution to our pursuit of Greenwood’s 
mission and vision. Thank you for believing 
in Greenwood, and thank you for your 
encouragement and support.
Sincerely,
Stephen Bowman
Chair of the Board
Message from the Chair

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