Sunny Hollow
Sunny Hollow Montessori is growing! We are excited to welcome an Executive Director in the 2025-2026 school year.
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 mobiliably 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=>technically may note auto? ' Note ' removed. Actually we keep as bullet: '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.
ESSENTIAL DUTIES AND RESPONSIBILITIES Program & Pedagogy
espaços. Histically. Actually keep bullet: 'Develops and maintains operational systems that support the delivery of high‑quality educational programs.'
Ensures all operational functions are aligned with and uphold the mission of Sunny Hollow Montessori.
Culture & Staff
Oversees the school’s HR infrastructure and operational staffing needs, with a focus on building a strong and sustainable staff retention strategy.
Leads the recruitment, hiring, and onboarding of administrative and operational staff.
Union & Labor
Manages relationships with legal counsel and oversees all bargaining logistics and HR compliance.
Serves as the primary liaison for legal processes related to union negotiations.
Collaborates with the HeadКомпании
#J-18808-Ljbffr
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 mobiliably 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=>technically may note auto? ' Note ' removed. Actually we keep as bullet: '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.
ESSENTIAL DUTIES AND RESPONSIBILITIES Program & Pedagogy
espaços. Histically. Actually keep bullet: 'Develops and maintains operational systems that support the delivery of high‑quality educational programs.'
Ensures all operational functions are aligned with and uphold the mission of Sunny Hollow Montessori.
Culture & Staff
Oversees the school’s HR infrastructure and operational staffing needs, with a focus on building a strong and sustainable staff retention strategy.
Leads the recruitment, hiring, and onboarding of administrative and operational staff.
Union & Labor
Manages relationships with legal counsel and oversees all bargaining logistics and HR compliance.
Serves as the primary liaison for legal processes related to union negotiations.
Collaborates with the HeadКомпании
#J-18808-Ljbffr