Head of School Blog

On Resolutions

January 6, 2025

It’s the time of year for resolutions. One might ask why we make them in the dark days of winter, when we want to be our summer selves and have the hardest time meeting those goals. Perhaps the colder, darker months provide greater opportunity for deeper personal introspection, which leads to a desire to improve…

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Light in the Dark

December 11, 2024

If you have been lucky enough to come to campus over the past month, you will likely have seen the lights. Starting right around Diwali and continuing up to March break, the trees and columns along the front of the school, the maples along the Riverway, and the interior railings and courtyard trees are outlined…

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Words in Space

November 3, 2024

Last year at graduation, I advised the soon-to-be alums to make themselves a happy playlist, one that they could turn to on a bad day or when they needed a little joy. I wanted to be one among many voices that reiterated the importance of celebrating the good, even when times are tough.  Lately, I…

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Bridging Divides

October 7, 2024

As everyone seems to be fond of saying, these are complicated times, and there is apprehension and anxiety in the air. As you read that first sentence, you might have been imagining several situations that apply for you—an upcoming transition, or event, or conversation. When I was in college, my favorite classes involved debate and…

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Measuring Change

September 13, 2024

I grew up spending time in the Adirondack mountains of upstate New York. The mountains are almost like family to me, and that area more than any other is what I think of as home. Mountain climbing in the Adirondacks is hard. Some of the hikes are very long, and typically you are in the…

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There’s Nothing Like a Book

June 3, 2024

Head of School Sarah Pelmas One of the most reliable characteristics of a Winsor student is that they love the library. In fact, it’s not only Winsor students, and it’s not limited to our beautiful Virginia Wing Library. The Winsor community is full of people who adore libraries—for the possibilities, for the undiscovered worlds available…

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