This is an opportunity to lead a thriving Montessori community, inspire a passionate team of educators, and make a meaningful impact on children and families every day.
At Guidepost Montessori, we believe education should do more than prepare children for tests, it should prepare them for life. Our schools are designed to foster independence, confidence, curiosity, and a lifelong love of learning through authentic Montessori education. As part of our global network, you’ll join a mission-driven organization working to transform education for children around the world.
About the RoleAs Head of School, you will serve as the leader of the campus community, guiding the vision, supporting and developing staff, building strong relationships with families, and ensuring an exceptional educational experience for every child.
We’re looking for a dynamic and people-centered leader who can balance strategy, operations, enrollment growth, and team development while cultivating a warm, joyful, and high-performing school culture.
In this role, you will:- Lead and inspire the campus team through strong coaching, communication, and support
- Build a positive school culture rooted in collaboration, professionalism, and care
- Develop and execute strategic plans to support enrollment growth and school success
- Partner with families to create a strong, engaged school community
- Ensure classrooms consistently deliver high-quality Montessori education
- Oversee campus operations and manage the school budget responsibly
- Recruit, hire, develop, and retain exceptional educators and staff
- Collaborate with school leadership partners to meet enrollment and retention goals
- Competitive salary
- Ongoing leadership development and professional growth opportunities
- Career advancement within a rapidly growing organization
- Supportive network of peers, mentors, and education leaders
- Health, dental, and vision insurance
- Generous paid time off and paid holidays
- 75% tuition discount for up to two children at any school in our network
- The opportunity to make a lasting impact in a child-centered, mission-driven environment
- Early childhood education leadership experience
- Strong organizational and operational management skills
- Excellent written and verbal communication abilities
- A talent for building warm, collaborative, and accountable team cultures
- Strong decision-making skills and the ability to lead confidently in a fast-paced environment
- A genuine passion for child development and educational excellence
- Commitment to authentic Montessori education and child-centered learning
- Experience teaching in an early childhood education setting
- Experience as a School Director, Program Director, Admissions Director, Administrative Director, or similar leadership role in a preschool or early learning environment
- Familiarity with Montessori education and/or Montessori certification
- Step 9 or higher in the Oregon Registry
OR - At least one year of experience managing or supervising adults, combined with knowledge of child development
Guidepost Global Education and Guidepost Montessori are committed to a policy of Equal Employment Opportunity (EEO). We will not discriminate on the basis of age, sex, race, color, creed, religion, ethnicity, sexual orientation, gender identity, gender expression, national origin, alienage or citizenship, disability, marital status, military or veteran status, or any other legally recognized protected basis under applicable federal, state or local laws, regulations or ordinances. Our leadership is dedicated to ensuring the fulfillment of this policy. When requested, we are committed to reasonably accommodate employees and applicants with disabilities or special needs that may require an accommodation.
Skills Required
- Early childhood education leadership experience
- Strong organizational and operational management skills
- Excellent written and verbal communication abilities
- Ability to build warm, collaborative, and accountable team cultures
- Strong decision-making skills and ability to lead in a fast-paced environment
- Genuine passion for child development and educational excellence
- Commitment to authentic Montessori education and child-centered learning
- Experience teaching in an early childhood education setting
- Experience as a School Director, Program Director, Admissions Director, Administrative Director, or similar preschool leadership role
- Familiarity with Montessori education and/or Montessori certification
- Step 9 or higher in the Oregon Registry
- At least one year managing or supervising adults combined with knowledge of child development
What We Do
Guidepost Montessori is a global network of high-quality Montessori schools and child care programs dedicated to fostering children's independence through authentic, child-paced learning. Serving students from birth to age 18, the organization operates over 90 campuses across the United States and internationally, providing nurturing environments and personalized care aimed at helping every child thrive in a structured Montessori setting.
