Assistant Director

Guidepost Montessori; Hillsboro (OR); On-site; USD 65,000 - 90,000; Full time

Benefits offered by this job

Mentor network

Career growth

Health insurance

Dental insurance

Vision insurance

Paid time off

Job summary

Guidepost Montessori in Hillsboro is seeking an experienced Assistant Director to partner with the Head of School in delivering high‑quality learning and exceptional parent service. You will lead community outreach, host events, and help grow enrollment through proactive parent engagement.

The ideal candidate has Montessori leadership experience, strong communication, and hands-on operations skills, with a passion for building community and guiding staff toward the organization’s mission.

Qualifications

• Step 9 or higher in ORO is preferred.
• Early childhood education leadership experience required.
• Ability to connect with people and build community.
• Strong organizational skills and attention to detail.
• Exceptional written and verbal communication skills.
• Comfort with computer systems and technology.
• High degree of personal initiative.

Responsibilities

• Support the Head of School to ensure high‑quality learning and service.
• Lead community outreach initiatives and host events.
• Give tours to prospective families and convert leads to enrollment.
• Drive enrollment and manage leads using a CRM system.
• Oversee daily school operations: billing, supplies, scheduling.
• Engage with parents to build community and address concerns.

Skills

Step 9+ in ORO

Leadership experience

People skills

Organizational skills

Written and verbal communication

Attention to detail

Computer skills

Personal initiative

Education

Montessori certification

Tools

Salesforce/CRM

Billing software

Job description

We're now hiring an experienced leader to join our growing team as Assistant Director (Assistant Head of School) in the Hillsboro area!

Guidepost Montessori is a community ofeducators who are driven by a deep desire to bring about widespread change in education today. We believe that the traditional method of education used in most schools is antiquated, outdated, and broken. To meet the needs of today's students and to bring about true progress in the world around us, we need an education model that fosters independence and develops competent, capable, action-oriented thinkers and change agents.To that end, we are committed to dramatically increasing the amount of high-fidelity, authentic Montessori programs, not only in the U.S., but around the globe!

The Assistant Head of School Position:

The Assistant Head of School works closely with the Head of School to ensure that the school provides a high-quality learning experience for children, exceptional customer service to parents, and a supportive, collaborative work environment for staff. The ideal Assistant Head of School willlove building community, working with parents, and leadingcommunity outreach initiatives. Key responsibilities include, but are not limited to:

• Supporting the creation of a strong culture on campus that embodies the mission of our organization
• Planning and hosting community outreach events
• Giving tours to prospective families, and converting leads to enrolled families
• Driving the enrollment process (managing leads utilizing a CRM system)
• Managing general, day-to-day operations for the school: billing, supply ordering, scheduling maintenance
• Interfacing with parents to build community, answer questions, and resolve any concerns that may arise

What we offer:

• A network of supportive peers and mentors who regularly share best practices
• Career growth and promotion opportunities
• Health, dental, and vision insurance
• Paid time off and paid holidays
• 75% tuition discount for two children at any school within our network (we serve children 3 months through 6 years old)
• The opportunity to contribute to a high-quality educational program that serves the individual needs of each child

We'd love to talk to you if you possess:

• Step 9 or higher in ORO
• Early childhood education leadership experience
• An affinity for connecting with people
• Strong organizational skills
• Exceptional written and verbal communication skills
• Strong attention to detail with a focus on results
• Facility with computer systems
• A high degree of personal initiative

We'd prefer you over other candidates if you have:

• Experience as an Admissions, Administrative, Program or School Director for a preschool
• Familiarity with the Montessori method of education or a Montessori certification
• Experience working with Salesforce/CRM and billing software
• Knowledge of the local community that will inform marketing effort

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.