Head of School
Listed on 2026-09-13
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Education / Teaching
Education Administration -
Management
Education Administration
A growing private Montessori early childhood education organization is seeking an experienced and passionate Head of School / School Director to lead one of its Chicago-area campuses.
This is an opportunity for an education leader who is passionate about Montessori pedagogy and creating an environment where children can develop independence, confidence, and a lifelong love of learning. The Head of School will overse the campus team, drive enrollment growth, develop staff, foster strong relationships with families, and ensure a consistently high-quality educational experience.
Key Responsibilities- Develop and execute a strategic plan for the campus, with a focus on growth and operational excellence.
- Build and maintain a strong campus culture aligned with the organization's educational mission.
- Foster a welcoming and collaborative community among staff, parents, and students.
- Ensure the highest standards of educational programming and classroom experience.
- Oversee campus operations and budget while meeting profitability and financial objectives.
- Partner with the Assistant Head of School to achieve enrollment goals.
- Recruit, hire, develop, support, and manage teaching and administrative staff.
- Provide leadership, coaching, and mentorship to the campus team.
- Maintain strong communication with families and create a positive parent community.
- Ensure compliance with applicable state licensing and educational requirements.
The ideal candidate will have:
- Relevant state qualifications for early childhood education leadership.
- Experience leading within an early childhood education environment.
- Strong organizational skills and attention to detail.
- A results-oriented approach with the ability to manage multiple priorities.
- Excellent written and verbal communication skills.
- A demonstrated ability to build a warm, supportive, and collaborative team culture.
- Strong leadership and decision-making skills, including the ability to make sound decisions in ambiguous situations.
- A genuine passion for early childhood education and the Montessori approach.
- A Bachelor's degree is preferred.
Candidates with the following experience are especially encouraged to apply:
- Prior classroom teaching experience in an early childhood setting.
- Experience as a School Director, Program Director, Administrative Director, or Admissions Director within a preschool or early childhood education organization.
- Familiarity with Montessori education and/or Montessori certification.
- Health, dental, and vision insurance
- 401(k) and retirement benefits
- Health savings account
- Life insurance
- Paid time off and paid holidays
- Career growth and advancement opportunities
- Tuition discount for up to two children enrolled in the school's programs
- Supportive network of education leaders and mentors
- Opportunity to lead a high-quality program focused on the individual needs of each child
This is a leadership opportunity within a private, for-profit educational organization, so the role does not involve fundraising or managing a Board of Directors.
The organization is committed to providing equal employment opportunities and maintaining an inclusive workplace.
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