Job Opening for 2020-21

Assistant Head of School in Brooklyn, New York

Guidepost Montessori at Williamsburg

Brooklyn, New York

Who We Are

Guidepost Montessori is a community of educators who are driven by a deep desire to bring about widespread change in education today. To meet the needs of 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 US, but around the globe!

We’re looking for an experienced Assistant Head of School to join our team at our Williamsburg community. Our thriving community serves children from infancy to 6 years old.

About the Role

As an Assistant Head of School with Guidepost Montessori, you will work with the Head of School to manage the admissions and operations of our innovative, global education program serving preschool students. This role is ideal for someone who is passionate about education, has experience with operations and admissions, and is looking to grow into a Head of School role long-term. 

Day-to-Day Responsibilities

  • 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, e.g. billing, supply ordering, scheduling,field trips or “going outs”, facilities maintenance
  • Interfacing with parents to build community, answer questions, and resolve any concerns that may arise

What We Offer

  • Ongoing professional development 
  • A network of peers and mentors who regularly share best practices
  • Career growth and promotion opportunities
  • A competitive salary
  • Health, dental, and vision insurance
  • Paid time off and paid holidays
  • 100% tuition discount for two children at one of our schools (we serve children 3 months through 12th grade)
  • The opportunity to contribute to an innovative, global educational program that serves the individual needs of each child

We’d love to talk with you if you have…

  • NYS early childhood director qualifications or teaching certificate
  • 2+ years leadership and/or admissions experience at an independent school
  • An affinity for connecting with people
  • Strong organizational skills
  • Exceptional written and verbal communication skills
  • An aptitude for creating a warm and benevolent team culture
  • A high degree of personal initiative
  • A bachelor’s degree (or equivalent)

We’d prefer you over other candidates if you have…

  • Montessori Diploma
  • Familiarity with the Montessori Method of education
  • Experience working with a CRM to track and manage leads
  • Knowledge of the local community that will inform marketing effort 

Apply online at:


This service is provided as a courtesy by The Center for Guided Montessori Studies.
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