Preschool Director

Ready to lead a thriving school and build something meaningful? Guidepost Montessori is hiring a Head of School (Preschool Director) to lead and grow our South Beaverton campus.

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 Role

As 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

What We Offer

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

We’d Love to Hear From You If You Have:

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

Preferred Qualifications

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