Description
Bring your leadership experience to a school community where it will make an immediate impact.
Guidepost Montessori is seeking an experienced educational leader to join our team as an Interim Assistant Head of School. This is an ideal opportunity for a retired or seasoned school administrator who enjoys mentoring others, building relationships with families, and helping schools thrive without the demands of leading an entire campus independently.
This full-time leadership role provides maternity leave coverage and offers the opportunity to use your expertise to support a vibrant school community while working alongside an experienced Head of School.
About Guidepost Montessori
At Guidepost Montessori, we believe children thrive when they're given the freedom, support, and environment to become confident, capable, and independent learners. Our mission is to expand access to authentic Montessori education by building exceptional schools where children, families, and educators flourish together.
With more than 60 schools across the United States, we're committed to providing high-quality educational experiences while creating welcoming communities for every family we serve.
The Opportunity
As the Interim Assistant Head of School, you'll serve as a trusted partner to the Head of School, helping lead the daily operations of the campus while ensuring an exceptional experience for children, families, and staff.
We're looking for someone who enjoys solving problems, supporting teachers, connecting with parents, and bringing calm, experienced leadership to a busy school environment. This is a hands-on leadership position where your judgment, professionalism, and ability to build relationships will have an immediate impact.
What You'll Do
- Partner with the Head of School to oversee the daily operations of the campus.
- Build strong relationships with current and prospective families through exceptional communication and customer service.
- Conduct school tours and guide prospective families through the admissions and enrollment process.
- Support enrollment growth by managing inquiries and following up with prospective families using our CRM system.
- Help create a positive, collaborative culture for staff while coaching and supporting team members.
- Resolve parent concerns with professionalism, empathy, and sound judgment.
- Coordinate community events and outreach efforts to strengthen family engagement.
- Oversee operational responsibilities including scheduling vendors, ordering supplies, billing support, and maintaining an organized campus.
- Identify challenges, develop practical solutions, and help ensure the school operates smoothly each day.
What We're Looking For
- 24 ECE/Child Development units or Site Supervisor permit
- Previous leadership experience in an early childhood education or school setting.
- Experience as a School Director, Assistant Director, Principal, Program Director, or similar leadership role.
- A proven ability to lead confidently with minimal direction.
- Strong organizational and operational management skills.
- Excellent communication and relationship-building abilities.
- Experience supporting admissions, enrollment, or customer service.
- Comfortable using technology, CRM systems, and administrative software.
- A collaborative leadership style with a solutions-focused mindset.
- Passion for supporting children, educators, and families.
Preferred Qualifications
- Experience leading a preschool, Montessori, childcare, or private school.
- Familiarity with Montessori education.
- Experience with Salesforce or similar CRM platforms.
- Knowledge of billing or school management software.
- Strong connections within the local community or experience supporting community outreach initiatives.
What We Offer
- The opportunity to make a meaningful impact without carrying sole responsibility for a campus.
- A collaborative leadership partnership with an experienced Head of School.
- Competitive salary. $52,000-62,000 plus bonus
- Health, dental, and vision insurance.
- Paid time off and paid holidays.
- 75% tuition discount for up to two children enrolled in any Guidepost Montessori school.
- The opportunity to support a mission-driven organization dedicated to transforming education.
If you're an experienced educational leader who still enjoys working with families, supporting educators, and helping schools succeed, we'd love to talk with you about joining our team.
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.
Similar jobs
Est. 44,800 USD
Interim School Administrator (Contract) Potential to Transition into an Assistant Head of School Role Looking for an opportunity to gain school leadership experience while making a meaningful impact? Guidepost Montessori…
Est. 57,500 USD
Help build a thriving school community where children, families, and educators flourish. We're looking for an experienced, relationship-driven leader to join our growing team as an Assistant Head of School in the Lynnwoo…
Est. 65,000 USD
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…
Est. 55,000 USD
We're now hiring an experienced leader to join our growing team as Assistant Director (Assistant Head of School) in the Creve Coeur, Missouri area! Guidepost Montessori is a community of educators who are driven by a dee…
Est. 45,000 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Folsom! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 0…
Est. 65,000 USD
Head of School (Montessori Director) — Mansfield Lead the Movement to Reinvent Education Guidepost Montessori is looking for a bold, driven leader to become our next Head of School in the Mansfield area — and help build…
Est. 65,000 USD
Head of School (Montessori Director) — Katy Lead the Movement to Reinvent Education Guidepost Montessori is looking for a bold, driven leader to become our next Head of School in the Katy area — and help build something…
Est. 77,500 USD
We're now hiring an experienced leader to join our growing team as Head of School (School Director) in the Kendall Park area! Guidepost Montessori is a community of educators who are driven by a deep desire to bring abou…
Est. 65,000 USD
We're growing and looking for strong people leaders to join our growing team of passionate school leaders! Guidepost Montessori is a community of educators who are driven by a deep desire to bring about widespread change…
Est. 82,500 USD
Head of School (Preschool Director) — Lynnwood Area Lead a School. Shape a Movement. Are you ready to lead a campus that's redefining what early childhood education can be? Guidepost Montessori is looking for an experien…
Est. 35,000 USD
Do work that matters. Every single day. We're hiring Morning Arrival Assistant Teachers and Afternoon Assistant Teachers for our lovely Guidepost Montessori school at Leawood! At Guidepost Montessori, our Assistant Teach…
Est. 34,320 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Copper Hill! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children a…
Est. 85,000 USD
Our team is growing, and we’re always excited to meet talented educators. Join our talent pipeline and be considered for upcoming opportunities to inspire the next generation in School Leadership in the Houston area! Gui…
Est. 45,000 USD
We're now hiring an experienced leader to join our growing team as Assistant Director (Assistant Head of School) in the Jacksonville, Florida area! Guidepost Montessori is a community of educators who are driven by a dee…
Est. 35,000 USD
Do work that matters. Every single day. We're hiring Morning Arrival Assistant Teachers and Afternoon Assistant Teachers for our lovely Guidepost Montessori school at Leawood! At Guidepost Montessori, our Assistant Teach…
Est. 45,000 USD
Do work that matters! Every single day. We are hiring Spanish Assistant Guides for our lovely Guidepost Montessori school at Folsom! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping childre…
Est. 45,000 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Prosperity! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ag…
Est. 85,000 USD
Our team is growing, and we’re always excited to meet talented educators. Join our talent pipeline and be considered for upcoming opportunities to inspire the next generation as a Head of School (School Director) in the…
Est. 45,000 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Mill Valley! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children a…
Est. 44,800 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at San Rafael! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ag…
Est. 45,000 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Alicia! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages 1…
Est. 44,000 USD
Inspire curiosity. Build independence. Shape a lifelong love of learning. At Guidepost Montessori, our Lead Children’s House Guides empower children ages 3–6 to grow into confident, capable learners through thoughtfully…
Est. 85,000 USD
Our team is growing, and we’re always excited to meet talented educators. Join our talent pipeline and be considered for upcoming opportunities to inspire the next generation in School Leadership in the Dallas area! Guid…
Est. 40,000 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Old Town! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children ages…
Est. 41,500 USD
Inspire curiosity. Build independence. Shape a lifelong love of learning. At Guidepost Montessori, our Lead Spanish Guides empower children ages 2–6 to grow into confident, capable learners through thoughtfully prepared…
Est. 37,680 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Bradley Hills! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children…
Est. 35,000 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Spruce Tree! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children a…
Est. 30,480 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Legacy in Plano! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping childr…
Est. 35,000 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Leavenworth! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping children a…
Est. 45,000 USD
Do work that matters! Every single day. We are hiring Assistant Guides for our lovely Guidepost Montessori school at Downtown Naperville! At Guidepost Montessori, our Assistant Guides play a meaningful role in helping ch…