Top All-Girls School in Boston Welcomes New Director of Technology

In the heart of Boston, less than a mile from Fenway Park, is an outstanding independent school that has been educating girls for nearly 140 years. The leader in girls’ education in Boston since 1886, The Winsor School has a rich history and an important mission: to prepare young women to pursue their aspirations and contribute to the world. Winsor is a vibrant community of students, teachers, families and staff who value intellectual curiosity, authentic engagement and personal integrity. Winsor challenges its 475 students in grades 5 through 12 to lead lives of purpose as responsible, generous-minded women. The school boasts a spectacular indoor/outdoor campus with modern facilities, an enviable location, and a national reputation for academic excellence, top-notch arts and athletics programs, and a commitment to belonging, support, and personal growth.

In the summer of 2025, Winsor welcomed a new director of technology to oversee a mission-critical department that includes three other full-time dedicated professionals. At Winsor, the Technology Department plays an essential role in all aspects of school operations: supporting technology integration into classes and other co-curricular programs; deploying and maintaining a suite of enterprise database systems, and managing the critical IT infrastructure. The former director of technology oversaw a nearly complete rebuild of the backend infrastructure. At the same time, he and the department have built authentic, personal relationships with faculty, staff, and administrators. Thus, when the new director took the helm in July, the next chapter of technology at Winsor had a solid foundation from which to build and grow.

While Winsor has invested heavily in its technology program to ensure that students and teachers have access to state-of-the-art tools, hardware, and software, the school prioritizes human interaction, student engagement, and faculty/student relationships. Thus, the new director will appreciate the importance of letting teachers find the right balance of technology usage—while still helping the leadership team and others to research and investigate emerging opportunities. On that note: Winsor has a robust STEM program in the Lower School, much of which runs through the school’s Innovation lab. While this academic department does not report up to the director of technology, all members of the technology team are essential partners to the success of this applied technology program. The new director’s arrival will coincide with the installation of Winsor’s next head of school. In December, the current associate director of technology, who functions primarily on the network and systems side of the house, will step down after 10 years at Winsor to pursue new opportunities. The timing of this transition will ensure a seamless onboarding experience for the director of technology, and give the director an opportunity to evaluate the departmental structure and make a key internal hire. To further ensure a smooth opening to the school year, Winsor would like the new director to start on or before July 1—so that there is no gap in departmental leadership with the outgoing director. The director of technology reports directly to the head of school and is a member of the senior leadership team.

The Winsor School was thrilled to welcome Jason Curtis to the position.