Assistant Head of School

Kingsley Montessori School, a Montessori independent school serving students from Toddler through Grade 6 in Boston’s historic Back Bay, seeks a strategic, mission-aligned educational leader to serve as its next Assistant Head of School. Widely regarded as the early childhood and elementary school of choice for families in Boston, Kingsley offers a uniquely powerful combination of Montessori principles and progressive education within a close-knit, urban community. With approximately 300 students across two campus buildings on Fairfield and Exeter Streets, Kingsley delivers a dynamic, child-centered academic experience grounded in deep respect for each learner’s developmental journey. Kingsley’s campus includes enchanting, thoughtfully prepared learning spaces and access to nearby cultural and natural resources, allowing for meaningful experiential learning in the heart of the city. The school’s programs are rooted in Montessori principles while integrating current best practices in education, resulting in a dynamic and balanced academic experience. With a mission centered on preparing students to confidently embrace their future, Kingsley is a place where educators can make a lasting impact. Reporting to long-tenured Kingsley leader Tara Hofherr, who will begin her tenure as Head of School in July 2026, the Assistant Head of School will serve as a key thought partner and operational leader, advancing the school’s vision and overseeing core elements of its academic program, community life, and daily operations. The Assistant Head will play a central role in implementing the school’s strategic plan, which is built upon four foundational pillars : Program, Place, People, and Permanence, with a particular focus on aligning and integrating Kingsley’s academic experience from toddler through sixth grade. Direct reports are likely to include the Director of Elementary Education, Director of Early Childhood Education, and Director of Auxiliary Programs.

To read more about this position, including how to apply, please visit the link below.

Assistant Head of School Application

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