Our Head of School


In July 2022, we welcomed Dr. Matt Glendinning as our 110th Head of Hopkins School. Matt joined Hopkins following an enormously successful 13-year run as Head of Moses Brown School in Rhode Island.

Previously, Glendinning served as Head of Upper School at Moorestown Friends School in New Jersey and Director of the Cambridge Prep Experience in the UK. A former faculty member at Phillips Academy (Andover) and Germantown Friends School, Glendinning has taught ancient and medieval history, Latin, Greek, and archaeology. 

Drawing on his extensive experience with strategic planning, creative thinking, and educational leadership, Matt has published on a wide variety of topics and presents regularly at major national conferences.

We welcome you to explore this page to learn more about Matt’s career as well as the vision he helped create for the future of Hopkins School.
 

A Welcome from Matt Glendinning


Welcome to the Hopkins School website. We’re honored by your interest in the School and hope that you find the resources provided here helpful as you explore school and work opportunities in the New Haven area.

In my role as Hopkins’ Head of School, I’m often asked, “What sets Hopkins apart, what makes the School special?”  I love answering this question!

First, as an archaeologist by training, I can’t help admiring Hopkins’ history: now in its 365th year, Hopkins is the third oldest independent school in the country. Our time-tested approach challenges every student to forge the intellectual and moral foundation for a fulfilling, meaningful life. With guidance from our expert faculty, Hopkins students are able to push themselves to learn and take risks, knowing that they will be supported through every step of their journey. To understand the depth and breadth of the academic program at Hopkins, please click here

Second, there is a strong orientation toward civic engagement and service at Hopkins. Our students regularly apply their knowledge, skills, and values toward understanding and addressing real-world issues in our local community. Whether through our many student clubs, or through internship opportunities in Science or English, Hopkins students are developing the skills to do both well and good in the world.

Lastly, Hopkins is highly innovative. Indeed, a school can’t thrive for almost four centuries without the ability to adapt to changing times, and this has always been a strength of Hopkins. I hope you’ll take the time to read the School’s current strategic plan, called Hopeful Youths:  Renewing Hopkins Promise in the 21st Century. There, you’ll learn about the School’s remarkable history and the way Hopkins is responding to the rapidly changing, interconnected world we live in today. The product of two years of research, the plan is now guiding some exciting programmatic and facilities developments at the School.

If you’d like to learn more about Hopkins’ admissions process, please click here.  To learn more about potential employment opportunities, please see this page.

Thank you again for your interest in Hopkins. This is a remarkable and vibrant learning community and we’re eager to help you explore all that Hopkins has to offer.

Matt Glendinning
Head of School
    • Dr. Matt Glendinning

      Dr. Matt Glendinning

    • Dr. Matt Glendinning outside Baldwin Hall
    • Dr. Matt Glendinning giving speech in gymnasium
    • Dr. Matt Glendinning

Our Vision for the Future


Our new strategic plan, Hopeful Youths, emerged from a collaborative process that took place during the 2022–23 and 2023–24 school years. Through surveys, focus groups, and community forums, more than 1,000 people shared insights about the School and suggestions for its future.

During these conversations, we challenged ourselves to identify the School’s historic values and strengths while also considering the most relevant form of education for the mid-21st century. The result is an illustrated narrative about Hopkins—past, present, and future—and a set of goals that will shape programmatic and facilities development at the School over the next five years.  

In diving more into this plan, we hope that all members of the Hopkins community will feel proud of the School they have known and inspired by this vision for its future.


Learn More About Matt Glendinning


In this in–depth article, learn about Matt's upbringing and early adventures which led him to a life of global exploration and continuous education.

Click here to read the full story.

Stepping Up: Stories of Inspiration & Aspiration at Hopkins School



Stepping Up is a periodic newsletter written by Hopkins Head of School, Matt Glendinning. This publication is a way for Matt to share his stories, ideas, and learnings with the Hopkins community.

Click below to read past issues of Matt's newsletter.

On the Lighter Side

Before joining Hopkins, you may have seen Matt in his viral “School is Closed” video where he famously announced a snow day through a parody of the hit song “Let it Go” from the movie Frozen. Since its publishing, the video has received over 4 million views and received national media attention. 

Matt has continued to show his versatility and willingness to be silly on recent Hopkins “Day of Giving” videos where he has helped to hilariously parody movies like Back to the Future, Indiana Jones, Barbie, Oppenheimer, and more!



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Hopkins is a private middle school and high school for grades 7-12. Located on a campus overlooking New Haven, CT, the School takes pride in its intellectually curious students as well as its dedicated faculty and staff.