If the last year has taught us anything, it’s that uncertainty abounds and accountable flexibility is key to good planning. And while our strategic planning process began well before phrases like social distancing became part of our vocabulary, we had the foresight to explore a new way of strategic thinking. Holderness calls it strategic wayfinding, and it provides a unique framework. It has community, character, and curiosity at its core. Instead of bold declarations that are fixed in time, strategic wayfinding leads with aspirational and adaptive questions. This framework takes a people-focused, inquiry-driven approach that compels critical thinking and draws out the best possible answers for Holderness School. We do not seek to predict the future, rather we desire the flexibility and the ability to understand our environment and consider opportunities as they approach in real time.