Floating School Admin

Guidepost Montessori is seeking an experienced educational leader to join its team as a Floating School Admin Independent Contractor. The role offers the flexibility to step in where needed, covering campuses during maternity leave or other staffing gaps and supporting schools across a region, while partnering with an experienced Head of School. The position is hands-on and focuses on daily campus operations, family relationships, admissions, staff support, and operational organization.

Responsibilities

Partner with Heads of School to oversee daily campus operations, stepping in during maternity leave or other staffing needs across the region; Build strong 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 our CRM; Foster a positive, collaborative staff culture through coaching and day-to-day support; Resolve parent concerns with professionalism, empathy, and sound judgment; Coordinate community events and outreach to strengthen family engagement; Oversee operational needs such as vendor scheduling, supply orders, billing support, and general campus organization

Requirements

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

Nice to have

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

Benefits

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 pay of $24-28/hr; The opportunity to support a mission-driven organization dedicated to transforming education