Floating School Admin

We’re now hiring an experienced, adaptable leader to join our growing team as a Floating School Leader, supporting multiple schools in the Chicago area!

Guidepost Montessori is a community of educators 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 We believe that the traditional method of education used in most schools is antiquated, outdated, and broken.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 Floating School Leader Position:

The Floating School Leader works across several schools, partnering with school and regional leadership to step in wherever leadership support is needed most. Depending on each school’s needs, this person may lead a school day to day, support an existing leadership team, or guide a school through a period of transition. The goal is that every school keeps giving children a high-quality learning experience, giving families exceptional service, and giving staff a supportive, collaborative place to work. The ideal candidate is flexible, steady under pressure, and quick to build trust with new teams and families. Key responsibilities include, but are not limited to:

Leading or co-leading assigned schools during leadership vacancies, leaves, absences, or periods of high need

Making sure each school stays in licensing compliance, including ratios, staff qualifications, and required documentation

Building and sustaining a strong campus culture that embodies the mission of our organization

Managing day-to-day operations: billing, supply ordering, scheduling maintenance, and staff scheduling

Supporting enrollment by giving tours, following up with prospective families, and managing leads in our CRM system

Building relationships with parents, answering questions, and resolving concerns as they come up

Supporting and coaching staff and newer leaders, and sharing best practices across schools

Helping with special projects, events, and transitions across the region as needed

What we offer:

Ongoing professional development

A network of supportive peers and mentors who regularly share best practices

Career growth and promotion opportunities, with exposure to multiple schools and leadership styles

A competitive salary

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:

DCFS Director qualified

Leadership or management experience, ideally in early childhood education or a school setting

Reliable transportation and willingness to travel between schools in the {XYZ} area, sometimes with short notice

Flexibility to adapt to different schools, teams, and schedules

An affinity for connecting with people and building relationships quickly

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 a Director, Assistant Director, Program Director, or Admissions/Administrative lead at a preschool or school

Experience supporting or overseeing multiple sites

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 efforts

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.