Montessori Head of School – Beginning June 2022


Oakville, ON
Posted 4 weeks ago

Clanmore Montessori School is a well-established private school located near Toronto in Oakville, Ontario, Canada. Housed in a beautifully restored historic farmhouse with custom designed additions, Clanmore offers authentic Montessori programming from toddler through to adolescence in a cooperative work environment.

Looking to the future, we are in search of a dedicated, experienced educator to lead Clanmore as Head of School, beginning in June 2022.

The Head of School will be responsible for:

  • Overseeing day-to-day operations
  • Upholding and guiding a high standard of Montessori programming
  • Financial planning and management
  • Staff recruitment, selection and development
  • Policy maintenance and development
  • Overseeing regulatory compliance
  • Responding to internal and external critical incidents and concerns
  • Liaising with the Advisory Board on all matters regarding the school
  • Maintaining the School’s presence in the wider Montessori community

The ideal candidate will possess, at minimum, a university degree. Preference will be given to those who possess one or more levels Montessori training (Toddler, Casa, Elementary, Adolescence) Candidates should also have:

  • 10+ years of experience in an educational setting
  • 5+ years of experience in a leadership role in an educational setting
  • Confidence and ability with public speaking, written communication and challenging conversations
  • In-depth knowledge of laws and regulations governing private school and day care in Ontario
  • High-level interpersonal, leadership and problem-solving skills
  • Ability to motivate others to achieve their potential

Interested candidates are asked to submit a cover letter and resume to Grace Kidney and Cathy Sustronk via Please note, all submissions are kept strictly confidential.

 If you require accessibility accommodations for the selection process, please let us know at the time you are contacted.