Yesterday marked our annual Board of Trustees retreat, where we welcomed new Head of School Jim Hamilton to have a thoughtful conversation about leadership transition and future strategy. While part of this conversation was about how our Board might best support the new Head of School moving forward, the bulk of our time was focused on the strategic direction of Berwick. Everyone in the room was committed to seeing this amazing community forge ahead. Over the course of the next 18 months, our Board will be authoring the next Berwick Academy long-range plan, and there was a great deal of focus on continuing the momentum we have created as an institution in recent years. As part of this exercise, I was asked to present some thoughts on issues that strike me as pressing as I leave the Hilltop. I distilled my thinking into the challenges of program, people, and projects that will face Berwick in its next chapter. Additionally, members of our Board helped us take a deeper dive into a l...