Floating School Admin

Guidepost Montessori • Hillsboro, OR

5d • $24 - $28

About The Position

Guidepost Montessori is seeking an experienced educational leader to serve as a Floating School Admin Independent Contractor. The role provides regional coverage during maternity leaves, staffing gaps, school transitions, or other temporary leadership needs. Working in partnership with an experienced Head of School, the Floating School Admin steps in to lead daily campus operations and help ensure a positive experience for children, families, and staff. The position is suited to a seasoned or retired school administrator who enjoys mentoring educators, building family relationships, and supporting school communities without independently leading an entire campus.

Requirements

• Previous leadership experience in an early childhood education or school setting.
• Experience as a School Director, Assistant Director, Principal, Program Director, or in a similar leadership role.
• 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.
• Comfort using technology, CRM systems, and administrative software.
• Collaborative leadership style and a solutions-focused mindset.
• Passion for supporting children, educators, and families.

Nice To Haves

• 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.

Responsibilities

• Partner with Heads of School to oversee daily campus operations and provide coverage during maternity leaves or other staffing needs across the region.
• Build relationships with current and prospective families and guide them through school tours and the admissions process.
• Support enrollment growth by managing inquiries and following up with prospective families in the CRM.
• Foster a positive, collaborative staff culture through coaching and day-to-day support.
• Resolve parent concerns professionally, empathetically, and with sound judgment.
• Coordinate community events and outreach to strengthen family engagement.
• Oversee operational needs, including vendor scheduling, supply orders, billing support, and general campus organization.

Benefits

• Competitive pay of $24–$28 per hour.
• Opportunity to make a meaningful impact without carrying sole responsibility for a campus.
• Collaborative leadership partnership with an experienced Head of School.
• Opportunity to support a mission-driven organization dedicated to transforming education.

What This Job Offers

• Career Level: Manager
• Education Level: No Education Listed