Founding Head of School

The Croft School • Cambridge, MA

1d • $140,000 - $180,000

About The Position

The Head of School (HOS) is responsible for fostering a vibrant and equitable learning environment—one defined by rigor, spark, joy, heart, and a deep sense of belonging. At The Croft School, the HOS prioritizes authentic, trusting relationships with families, students, and colleagues, and places clear, consistent communication at the heart of their leadership. By fostering a culture that views families as essential partners in their children’s education, the HOS ensures a deeply collaborative and supportive school community. Core aspects of the role include, but are not limited to the following: Community & Family Engagement: Build strong, trusting relationships with families through individualized and culturally responsive communication. Visionary Leadership & School Culture: Embody and model Croft’s mission and values in all aspects of leadership and school life. Instructional Leadership & Academic Excellence: Support teachers in delivering rigorous, differentiated, and engaging instruction that reflects students’ interests, backgrounds, and learning needs. Talent Management & Development: Provide individualized coaching, feedback, and development to foster professional growth. Operational & Financial Management: Design and oversee operations and contribute to strategic planning, including the alignment of resources to support school priorities. The ideal candidate will be an entrepreneurial team leader who continually seeks out ways in which the school can “raise the bar.” Further, given that The Croft School is committed to being a self-reflective, ever-improving anti-racist organization, the right candidate should be excited to contribute to the school’s related efforts and practices. The candidate most qualified for this role will have experience as a school leader, leadership team member, or teacher-leader at a high-performing school.

Requirements

• 5+ years in a school or teacher-leadership role, including as the school leader, a leadership team member, or as a teacher-leader
• Expertise in early childhood and/or elementary programming, particularly in the domains of student-centered pedagogy; project-based learning; and the development and oversight of a rigorous, joyous, and welcoming school environment.
• Experience working with a wide range of learners.
• Top-tier managerial and coaching skills, sharpened through direct oversight of other teachers and educators
• An entrepreneurial spirit coupled with an ambitious work ethic, as well as a natural desire to go above and beyond to serve students and their families in both expected and unexpected ways.
• Outstanding communication and collaboration skills, inclusive of empathy for others, thoughtful listening, team-orientation, and enthusiasm for being part of a small, close-knit team.
• Self-reflectiveness, humility, and an eagerness to continually improve one’s practice.
• A strong desire to remain in this role for 5+ years.
• A Bachelor’s Degree and current authorization to work in the United States are required.

Nice To Haves

• A Master’s Degree is preferred.

Responsibilities

• Build strong, trusting relationships with families through individualized and culturally responsive communication.
• Embody and model Croft’s mission and values in all aspects of leadership and school life.
• Support teachers in delivering rigorous, differentiated, and engaging instruction that reflects students’ interests, backgrounds, and learning needs.
• Provide individualized coaching, feedback, and development to foster professional growth.
• Design and oversee operations and contribute to strategic planning, including the alignment of resources to support school priorities.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive