G

Guidepost Montessori

LMS enabling learner-centered Montessori education

Floating School Leader

School Leadership & AdministrationConfirmed live in the last 24 hours
Full-timeChicago, IL, USANo salary listed

About the Job

Requirements

  • 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 Chicago area, sometimes with short notice.
  • Flexibility to adapt to different schools, teams, and schedules.
  • 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.

Responsibilities

  • Lead or co-lead assigned schools during leadership vacancies, leaves, absences, or periods of high need.
  • Ensure each school stays in licensing compliance, including ratios, staff qualifications, and required documentation.
  • Build and sustain a strong campus culture that embodies the organization’s mission.
  • Manage day-to-day operations, including billing, supply ordering, scheduling maintenance, and staff scheduling.
  • Support enrollment by giving tours, following up with prospective families, and managing leads in the CRM system.
  • Build relationships with parents, answer questions, and resolve concerns as they arise.
  • Support and coach staff and newer leaders, and share best practices across schools.
  • Help with special projects, events, and transitions across the region as needed.

Desired Qualifications

  • 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 to inform marketing efforts.

About the Company

Guidepost Montessori

LMS enabling learner-centered Montessori education

Guidepost Montessori is a network of Montessori schools that uses a learner-centered approach to education. Their platform blends online and offline learning to support in-person, virtual, and homeschool environments, with a focus on personalized, competency-based progress. Teachers design and share curriculum, lesson plans, and assessments through a centralized LMS-like system, while students access lessons, assignments, and communications from one place to support independence and self-directed study. The company evolved from AltSchool’s learning software and services, through Altitude Learning, and was acquired by Higher Ground Education to integrate the technology into Guidepost Montessori programs, virtual offerings, and teacher training. This positions Guidepost Montessori to expand Montessori-informed pedagogy globally by offering professional development and a scalable educational platform to schools and districts.

Company size
Not listed
Company stage
Not listed
Total funding
Not listed
Headquarters
San Francisco, CA
Founded
2019

Recently Posted Jobs

Explore more opportunities at Guidepost Montessori

See more jobs