Position Overview

Guidepost Montessori Canada ULC (doing business as Guidepost Montessori) has an immediate opening for our schools in Toronto, Ontario. Guidepost Montessori is owned by Higher Ground Education. The General Manager for Montessori Pedagogy (“General Manager”) is responsible for managing the delivery of high-quality, high-fidelity Montessori pedagogy at schools in the Higher Ground Education (“HGE") system of schools to ensure their near and long-term success. The General Manager will establish objectives for the school’s programs for training and coaching of teachers and will formulate and approve such school programs.

The General Manager will create, lead, and maintain one or more model Montessori classroom(s). The General Manager allocate human resources and select qualified, capable teachers to lead other classrooms at the General Manager’s portfolio of schools. The General Manager’s activities include inspiring, leading and managing teachers and other school staff toward strategically improving school health by growing enrollment, hiring, and retaining staff members, engaging parent communities, and ensuring high-quality programming. The General Manager must have mastery of Montessori pedagogy and significant teaching and school management experience.

The General Manager also is responsible for maintaining a detailed understanding of each school’s needs and ensuring that it receives management support at the right time. Management support can take many forms, including coaching, modeling, guidance, feedback, accountability, authorizing and organizing additional departments and senior staff to provide support from across departments and regions in the HGE system.

Furthermore, the General Manager has an unique responsibility as a cultural touchstone for our HGE. The General Manager will represent Guidepost Montessori in communications with outside agencies, such as accreditation bodies, local licensing authorities, and trade organizations.

Term of Employment

Permanent and full time (40 hours per week).

Language of Work


Locations of Work

  1. 34 Madison Avenue, Toronto, Ontario M5R 2S1 Canada; and
  2. 1767 Queen Street East, Toronto, Ontario M4L 3Z2, Canada.


Ensure Critical School Outcomes

  • Manage the delivery of high-quality, high-fidelity Montessori pedagogy at schools in the Higher Ground Education system of schools to ensure their near and long-term
  • Establish objectives for the school’s programs for training and coaching of teachers.
  • Monitor enrollment, student and staff retention, program quality, and profitability at every school.
  • Partner with other teams as needed to ensure that each school is tracking effectively toward steady state capacities and profit
  • Conduct school visits to 1) assess school culture, program quality, and facilities, 2) establish, deepen, and maintain connections with school personnel, and 3) remediate difficult or challenging situations.
  • Provide written email recaps of visits to schools including summary of substantive conversations and detailing clear, next steps to support driving follow-through.
  • Create, implement, and improve scalable processes and business
  • Represent Guidepost Montessori in communications with outside agencies, such as accreditation bodies, local licensing authorities, and trade organizations.

Training and Coaching

  • Observe and study Montessori programming offered at HGE schools and provide recommendations to the School Success Team and Chief Programs Officer regarding management support for the school communities.
  • Regularly attend 1:1 meetings with school teaching staff, school leadership, School Success Team, and other teams as needed to deliver and implement recommendations.
  • Formulate and carry out training and coaching programs to support school teaching staff to delivery high-quality Montessori lessons, reporting to the Chief Programs Officer.
  • Participate and lead ongoing network sponsored professional development, training, retreats, and off-site team workshops.
  • Other duties as

Classroom Leadership

  • Lead a model classroom of kindergarten-aged students, including management and mentoring of all staff in the classroom.
  • Create and maintain an aesthetically appealing, safe, and clean Montessori prepared environment.
  • Apply knowledge of Montessori principles to ensure that each individual child’s needs are met and that teaching staff understand and can apply those principles and pedagogy in their practice.



  • Minimum bachelor’s degree in education or a related field.
  • A Montessori Primary Diploma from the Association Montessori Internationale, American Montessori Society, or equivalent.
  • Minimum five years of work experience as a lead teacher at a Montessori school.
  • Minimum two years of work experience in a managerial role, such as academic director, school principal or head of school of a Montessori school or similar role.



The wage range for the General Manager for Montessori Pedagogy (TEER 40030) position is between CAD $75,000 and CAD $78,000 per year, based on work experience and qualifications.




Guidepost Montessori will provide a competitive benefits package, including the following:


- Health insurance;

- Dental insurance;

- Life and accidental death & dismemberment insurance;

- Tuition discount for sending children to our schools;

- Cellphone reimbursement;  

- Two weeks of paid vacation per year; and

- Up to 12 paid time off per year.



About Higher Ground Education

Guidepost Montessori Canada ULC is part of Higher Ground Education. Higher Ground Education’s (HGE) mission is to mainstream and modernize the Montessori movement. HGE has doubled the number of brick-and-mortar schools year-over-year (currently at 100 schools globally) consistently for the last five years providing an exciting opportunity to be part of a fast-paced, high growth environment within the education sector. While brick-and-mortar schools are the core to HGE's business, HGE does not view education with one lens. HGE also provides virtual and homeschooling programs, operates a teacher training center that provides accredited diplomas, and drives its own think tank to further develop pedagogy within and across the education sector. This type of broad, horizontal thinking is incredibly exciting to be a part of, creating many opportunities for growth and professional development.

Overall, HGE is a dynamic environment that prides itself in being responsive to market and strategic changes, and all team members are encouraged to be prepared for occasional pivots and reassignments in order to maximize collective impact in service of our shared mission. The job responsibilities detailed below should not be seen as an exhaustive list but should be expected to change in response to the organization’s evolving needs and opportunities. For more information about HGE and Guidepost Montessori, please see our websites: https://www.tohigherground.com/; https://www.guidepostmontessori.com/.


Join Us

Guidepost Montessori is an equal opportunity employer committed to diversity and inclusion. We welcome and encourage applications from people disabilities. Accommodation are available upon request for candidates taking part in all aspects of the recruitment process. We thank you for your interest, however, only those candidates selected for the next steps in the hiring process will be contacted.

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Please click “Apply Now” below to begin the application process. Only qualified candidates will be contacted.

Contact Information


Guidepost Montessori Canada ULC (doing business as Guidepost Montessori)

34 Madison Avenue

Toronto, Ontario M5R 2S1 Canada.

Tel: 949-339-1957

Email: talent@guidepostmontessori.com

Web: www.guidepostmontessori.com/careers

Higher Ground Education, Guidepost Montessori, and Academy of Thought and Industry 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.

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