From the Head of School SPRING ’25

It is not at all easy to say goodbye to a place and a community you love. Every day this year, I have been grateful for the people I get to spend time with—the students, the faculty and staff, the alums, the parents, and the volunteers—and grateful for the commitment that our entire global Winsor family has made to supporting the school and its wonderful students. For the past nine years, Winsor has been my heart and my home; no words can express the depth of my gratitude for you, and for what we have accomplished together.

The job of every head of school is to receive a wonderful institution as it is, listen closely, work to strengthen and improve the school in every way possible, and then pass it along to the next head to continue the work. Together, we have done just this, and we have done it with love.

To me, and to many, Winsor is more than a school; it is a rich and diverse community we share forever. We are role models, mentors, teachers, parents, students, alumnae, friends, and more—united by our commitment to empowering young women. Every day, I see it in our faculty who inspire curiosity, in our students who push boundaries, and in our alumnae who go on to make a difference in the world. Our current campaign, Winsor Leads, is a testament to that legacy of leadership and the collective responsibility we share in shaping the future.

You will see evidence of this shared commitment on every page of this issue. Stories that inspire and delight, reminders that we are stronger together and that we thrive in community. Several years ago, the visiting team for our re-accreditation began their final presentation with this claim, “If you hear nothing else, hear this one word: love.” I know we feel this love every day on campus, and throughout the alum community as well—but it was particularly moving to hear it from a team of outside educators getting to know Winsor for the first time.

As you read through this issue of the Bulletin, I think you will see what I mean. From the black box theater to the side of a volcano, and hybrid alumnae gatherings to Red Day, Winsor’s strength and heart are abundantly evident. We have fostered a culture of possibility, embracing a “yes” mindset, saying yes to opportunities that expand learning, deepen connection, and enrich the student experience.

Winsor is as strong as it has ever been, and positioned to keep building on that strength with our incoming head of school, Meredith Legg. As I prepare to hand her the reins, I do so with profound appreciation for each of you. Your commitment has shaped this school and will continue to propel it forward. So this is not goodbye so much as thank you, from the bottom of my heart, for our time together in this extraordinary school.

— Sarah Pelmas