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Strength to Strength

Our Strength to Strength report is a bi-annual opportunity to reflect upon our work to continuously improve upon the lived experience, and learning, of our Wooster School students every day. At the heart of the enterprise are our Purpose and Promise:

Purpose
Our purpose is to prepare young people for fulfillment, happiness and success in life through the rigorous and healthy development of intellect, conscience, body, and spirit. 

Promise
The Wooster School community fosters a culture rich in thinking, learning, relationships, and Self-Help. Our students develop the skills, dispositions, and knowledge necessary to confidently and resiliently engage the world as people of conscience, compassion and action.

While the world continues to change around us, the ambitions captured in our Purpose and Promise continue to guide our thinking and evolution as a school. As you read, you will be introduced to new ways that we are applying our resources to fulfill our promise, and updated on efforts that began in previous years which have now become integral to your children's experience. As a reminder, the Strength to Strength Report is not a comprehensive overview into all aspects of the school, but rather a way to highlight those efforts upon which we have been focusing during the last two years.

Of particular interest in this year's report is our latest thinking about the influence of technology, most notably social media, the internet, and artificial intelligence on the lives of our students, and quite frankly, our own. Admittedly, making sense of what these technologies and the ubiquitous nature of their presence in our lives means for us as educators and humans is not easy. If ever we were in a game in which the goalposts keep moving, this is the one.  

Nevertheless, we believe strongly that our greatest strengths – keeping the present and future flourishing of each individual child at the center of our work, and creating an environment in which our Purpose and Promise are lived realities – are a bulwark against this technological tide which seeks to sweep away many of the skills and dispositions with which we learn to think deeply, work hard, make meaning of the world, and create the relationships with other humans. 

At the risk of being overly dramatic, what else is there? The good news is that we don't need to change who we are to effectively meet this challenge. We need to stay focused upon these things that we already know are essential to schooling, cognition, and human development, and seek to keep getting better at them. In this way, we hold ourselves to the same standard that we create for our students each day.

Thank you for taking the time to read the 2026-27 Strength to Strength report, and for sharing the responsibility of raising your child with us. 

Matt Byrnes, Head of School

Phone: 203-830-3905
Email: matt.byrnes@woosterschool.org

Strength to Strength is not intended to be a comprehensive review of all elements of the school and curriculum, but rather, a way to frame new and ongoing programs of particular note within the context of our ongoing efforts to improve the learning experiences and daily life of students here at Wooster School. If you are interested in seeing the broader trajectory of the school you can read previous STS Reports here. For broader context on our framing philosophies, please take a look at our Wooster School Purpose, Promise, and Beliefs.