The Diocese of Portland in Maine is embarking on a new endeavor in Catholic Education. The Seton Catholic Classical High School is a new high school in the Cabrini style. This new school will form students in the Catholic Classical tradition. We are seeking a devoted and visionary Headmaster to uphold our mission of forming students in truth, goodness, and beauty. Rooted in the timeless wisdom of the Church and the enduring richness of the classical tradition, we are looking for a leader who will guide our faculty and students with clarity, conviction, and compassion. This position will develop and oversee all aspects of the school. We will be starting with 9th and 10th grade in September of 2026. This position would start at least part time in January of 2026 and full time in July 1, 2026. Successful candidates must have a strong and vibrant faith, as well as a proven leadership in a Catholic school and demonstrated ability to inspire students, staff and parents. There are two different schools opening: The Frassati Classical High School located in Brewer, Maine, and The Seton Classical High School located in Brunswick, Maine. If you have a preference of location please include in your application.