Pinewoods Montessori seeks Head of School



Pinewoods Montessori School in Hillsborough, North Carolina is seeking a motivated leader to fill the position of Head of School.


Background: Pinewoods Montessori School in Hillsborough, NC provides an authentic Montessori education in which children develop a love of learning within a safe, peaceful setting.  Pinewoods has been in Hillsborough for over 20 years and  is a non-profit organization with an active, parent-run Board of Directors.  We offer programs for children ages 18 months to 12 years old.  In addition to our toddler, preschool and elementary classes, we offer an after school program, summer camps and a rich curriculum including Spanish lessons, physical education, art, and music. Our dedicated faculty currently guides approximately 100 children in our peaceful learning environment, and we are looking to grow. We are in the early stages of a plan dubbed “Pinewoods 2020” which will allow the expansion of our current programs to include full-day, additional toddler and/or primary, and the possible addition of an adolescent program.

Position: The ideal Head of School candidate will be a Montessori-trained (AMS or MACTE credential) educational and administrative leader or a candidate with a passion and knowledge for a Montessori education, dedicated to fostering a positive and collaborative school community with a passionate commitment to the authentic Montessori philosophy and methods. This leader will be an excellent communicator and a skilled decision-maker, possess strong business acumen, and will partner with the Board of Directors to create and implement a strategic plan and long-term vision for the school.


Suggested Start Date: Summer 2017


SUMMARY of Responsibilities:

  • Promote and embody the Pinewoods Montessori School’s Mission.

  • Oversee all elements of the Montessori curriculum and classroom instruction.

  • Lead the school both internally and externally.

  • Oversee the operations of the school, including management of staff.

  • Responsible for the administrative success of all school programs.

  • Ensure that the school meets all regulatory requirements and pursues the highest level of quality Montessori educational standards.

  • Effectively manage the financial and operational interests of the school, in keeping with the budgetary and strategic goals of the Board.

Required Knowledge, Skills and Abilities:

  • Knowledge of and commitment to the Montessori philosophy

  • Bachelor’s degree in Education or a related field

  • Five years of teaching experience as a Head Teacher, School Administrator or director-level experience

  • Direct supervision of faculty/staff

  • Fluency in English with excellent verbal and written communication skills

Desired Knowledge, Skills and Abilities:

  • Montessori certification

  • Master’s degree in Education or  related field

  • Previous administrative experience at the elementary or middle school level is desired

  • Experience in both the primary and elementary or middle school level is preferred

  • Experience in developing marketing plans and recruiting new students

  • Strong knowledge of private/independent schools and related laws


Candidates must be authorized to legally work in the US without sponsorship.


Interested candidates are encouraged to send their resumes, cover letter and a Statement of Educational Philosophy to or to:

HOS Search Committee

109 Millstone Drive

Hillsborough, NC  27278


Pinewoods Montessori School is committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, marital status, disability, gender identity, Veteran status, or any other basis prohibited by law.