Lakeside’s strategic plan process was built around a simple concept: When we dream, plan, and work together, we are stronger. Our primary goal was to align Lakeside’s vision, purpose, and efforts as a school. To build understanding and alignment, we began with an extended process of listening and learning about the needs of our students in a post-pandemic world.

We have a special opportunity at Lakeside; it’s very rare, places that have the potential to do what we can do. – Head of School Kai Bynum

Throughout 2023, Lakeside School students, faculty, staff, trustees, parents and guardians, and alums shared insights into their experiences at Lakeside. They shared what they hoped would stay the same, what they hoped could change for the better, and where they believed the school should focus its energies. Through community members’ participation in surveys, conversations, focus groups, and interviews, a deeper understanding emerged of Lakeside’s strengths and weaknesses, opportunities and challenges.

Across all groups, there was a deep commitment to educational excellence in Lakeside’s academic and co-curricular programs. There was also a shared desire for connection and community rooted in health and well-being. And there was a real understanding that the systems and infrastructure — the operations that support everything at the school — needed attention.

Lakeside is embracing the notion of opportunity — opportunity to ground ourselves in our values, to navigate a complex and evolving world, and to shape the future in collaboration… The board’s efforts, working alongside Dr. Bynum and the administrative team, exemplify a spirit of partnership as we work diligently on oversight, planning, and strategic initiatives… I am continually inspired by the thoughtfulness, earnestness, and care that define our collective efforts. – Tim Panos ’85 P’22 ’24 ’24,
Board of Trustees, Immediate Past Chair
and Strategic Plan Steering Committee member

With a growing understanding of community members’ dreams for Lakeside, the steering committee built the strategic plan’s foundation: They reaffirmed the school’s mission, which strongly resonated with people throughout the community. They drew from Lakeside’s long-standing community expectations to define the values that guide how we behave and treat each other. They articulated Lakeside’s commitment to diversity, equity, inclusion, and belonging, to make visible the deliberate nature of our work in this area and express the necessity of every member of our community sharing this commitment. Finally, they developed a vision that will guide us as we work to accomplish our mission amid the dynamic needs and circumstances of the coming years. 

The committee also reflected to the community what they had heard: That the work of the next five years should be focused on educational excellence; community members’ health and belonging and our relationships with the larger community beyond Lakeside’s campus; and Lakeside’s infrastructure and operations, which enable the day-to-day workings of the school. 

Next, the committee convened a diverse group of around 40 faculty, staff, coaches, and administrators to review what the larger community had surfaced as potential projects and initiatives that Lakeside could pursue. Four working groups evaluated more than 20 ideas in each area, narrowed their focus to 10, and then down to around five. At each point, the groups considered: How would this work help us accomplish Lakeside’s mission? How does it relate to the strategic plan vision? Is it aligned with Lakeside’s commitment to diversity, equity, inclusion, and belonging? And how could we go about this work in a way that aligns with our shared values? 

The development of this strategic plan was both thorough and exciting. A critical success factor in the process has been the extensive collaboration (and hard work!) between Lakeside’s trustees, administrators, and faculty. Contributors committed not just time, but the intention to dream big, discuss alternatives, face truths, and take some risks in order to meet the significant challenges and amazing opportunities that lie on the journey ahead.– Charlotte Guyman P’07 ’09 ’13,
Board of Trustees, Secretary
and strategic plan Steering Committee Co-chair

At the close of the 2023-2024 school year, the teams presented their top priorities to Head of School Kai Bynum, who further narrowed the scope and, in collaboration with committee members, articulated the strategies that knit together the plan. 

The draft strategic framework and plan were presented to the Board of Trustees in fall 2024, and then shared with administrators, faculty, staff, and coaches for feedback and questions. Hope in Action: An Empowering Strategic Plan for Lakeside School officially launched in December 2024, and will guide our efforts in the coming years. 

We want to thank the faculty, staff, coaches, administrators, trustees, students, parents and guardians, and alums whose feedback, ideas, and efforts made this work possible. We are also grateful for the partnership with consultants from Intentional Futures, who assisted us with facilitation, data, analysis, and strategy. 

Our process

How the Lakeside community dreamed together

Strategic Plan Steering Committee

Reem Abu Rahmeh, Assistant Head of School and Middle School Director 

Jamie Asaka ’96, Director of Student and Family Support 

Kai Bynum, Head of School

Carey Crutcher ’77 Smith P’11 ’14, former Trustee

Amanda Darling, Director of Communications, Steering Committee Co-chair

Lloyd Frink ’83 P’19 ’21 ’25 ’25, Trustee

Charlotte Guyman P’07 ’09 ’13, Board of Trustees, Secretary and Steering Committee Co-chair

Sean O’Donnell ’90 P’25 ’27, Board of Trustees, Chair 

Tim Panos ’85 P’22 ’24 ’24, Board of Trustees, Immediate Past Chair 

Bridgette Taylor P’21 ’24, Trustee

Merrie Williamson P’27, Trustee

Wellesley L. Wilson, Director of Admissions and Financial Aid 


 

Project Updates