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1 Assistant Head of School (Assistant Director) Job in Marco Island, FL

Guidepost Montessori
Marco Island, FL | Full Time
9 Months Ago
Assistant Head of School (Assistant Director)
Guidepost Montessori Marco Island, FL
Full Time | Preschool & Daycare 9 Months Ago

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Guidepost Montessori is Hiring an Assistant Head of School (Assistant Director) Near Marco Island, FL

We're now hiring an experienced leader to join our growing team as Assistant Head of School in Naples, Florida!

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 We believe that the traditional method of education used in most schools is antiquated, outdated, and broken.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 Assistant Head of School Position:

The Assistant Head of School works closely with the Head of School to ensure that the school provides a high-quality learning experience for children, exceptional customer service to parents, and a supportive, collaborative work environment for staff. The ideal Assistant Head of School will love building community, working with parents, and leading community outreach initiatives. Relocation Assistance available for qualified candidates! Key responsibilities include, but are not limited to:

  • 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: billing, supply ordering, scheduling 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 supportive 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 any school within our network (we serve children 3 months through 12th grade)
  • 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:

  • BA in Early Childhood Education/ Child Development OR equivalent course work for Florida Director Credential
  • 2 years of experience as early childhood education director
  • An affinity for connecting with people
  • 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 an Admissions, Administrative, Program or School Director for a preschool
  • 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 effort 

Guidepost Montessori is a project of Higher Ground Education. You can learn more about our mission by visiting 

Job Summary


Full Time


Preschool & Daycare









50 - 100








Preschool & Daycare

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About Guidepost Montessori

We're a passionate and dedicated team of Montessori educators, leaders, and advocates who want to see the reach of the Montessori movement greatly expand. To achieve this vision, we're focused on opening a community of high-fidelity, authentic Montessori schools in communities across the country. Each school will serve as a guidepost on the path toward widespread education reform.

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The following is the career advancement route for Assistant Head of School (Assistant Director) positions, which can be used as a reference in future career path planning. As an Assistant Head of School (Assistant Director), it can be promoted into senior positions as a School Principal that are expected to handle more key tasks, people in this role will get a higher salary paid than an ordinary Assistant Head of School (Assistant Director). You can explore the career advancement for an Assistant Head of School (Assistant Director) below and select your interested title to get hiring information.

If you are interested in becoming an Assistant Head of School, you need to understand the job requirements and the detailed related responsibilities. Of course, a good educational background and an applicable major will also help in job hunting. Below are some tips on how to become an Assistant Head of School for your reference.

Step 1: Understand the job description and responsibilities of an Accountant.

Quotes from people on Assistant Head of School job description and responsibilities

Assists the school principal in the management of education.

01/20/2022: Lebanon, PA

Coordinates school activities and ensures that budgetary guidelines are met.

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Manages subordinate staff in the day-to-day performance of their jobs

02/21/2022: Santa Barbara, CA

Gather and report progress data on curriculum review process to faculty, principals, Head of school, parents and Board of Trustees.

01/23/2022: Durham, NC

Facilitate school wide alignment, which cross divisions such as student support services, counselors, SIS, and reporting.

02/01/2022: Dallas, TX

Step 2: Knowing the best tips for becoming an Accountant can help you explore the needs of the position and prepare for the job-related knowledge well ahead of time.

Career tips from people on Assistant Head of School jobs

Strong attention to detail with a focus on results.

04/07/2022: Cedar Rapids, IA

Early childhood education leadership experience.

01/29/2022: Cedar Rapids, IA

Assistant head should be organized and able to manage multiple tasks

04/16/2022: Detroit, MI

An Assistant Head must show creativity and passion for his/her work.

03/15/2022: Knoxville, TN

Contributing to and modeling a positive, values-oriented culture with students, staff and families.

01/29/2022: Pine Bluff, AR

Step 3: View the best colleges and universities for Assistant Head of School.

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