POSITION SUMMARY:

The Executive Director (ED) at Sunny Hollow Montessori (SHM) is a senior leader responsible for advancing the school’s operational excellence, financial sustainability, external partnerships, and overall organizational health. In a co-leadership model with the Head of School, the ED will steward all non-pedagogical functions, enabling the Head of School to focus fully on educational leadership and internal community-building. Both roles report directly to the Board of Trustees and collaborate closely to align mission, strategy, and execution.
This role strengthens SHM’s leadership infrastructure in support of long-term growth and resilience. The Executive Director will lead operations, finance, development, marketing, compliance, HR infrastructure, facilities, and key strategic initiatives.

REQUIRED EDUCATION & EXPERIENCE:

• Bachelor’s degree in Business Administration, Nonprofit Management, or related field.
• Minimum 5 years experience in operational leadership, finance, or business management – preferably in education or nonprofit sectors.
• Proven success in managing budgets, compliance, HR systems, and team leadership.
• Experience with fundraising, donor stewardship, and grant writing.
• Experience working in a co-leadership or collaborative executive structure, preferred.

QUALIFICATIONS & COMPETENCIES

• Excellent interpersonal, written, and verbal communication skills.
• A passion for working in a school environment and a genuine appreciation for children and their families.
• High emotional intelligence, a collaborative mindset, and an ability to build trust across diverse stakeholders.
• Must be able to communicate effectively, both verbally and in writing, including in group settings or video conferencing.
• Knowledge of Montessori education or progressive school environments, preferred.
• Demonstrated commitment to diversity, equity, and inclusion in leadership practices, preferred.

PHYSICAL REQUIREMENTS

• Prolonged periods sitting at a desk and working on a computer.
• Ability to occasionally move about the school, including navigating stairs and walking throughout the building.
• Must be able to lift up to 20 pounds occasionally.
• Must be able to communicate effectively, both verbally and in writing, including group settings or video conferencing.