Full TimeSchool Leadership Apply by June 18, 2026

Head of School

The Country Day School
The Country Day School
King City·Canada
Posted on April 30, 2026
Estimated Salary
USD Commensurate with experience.
Apply Now

📄
Description

The Country Day School invites applications and nominations for the position of Head of School, to take office in the summer of 2027.

Founded in 1972, The Country Day School is a co-educational, independent, university-preparatory day school for 830 students from Junior Kindergarten to Grade 12. Located in King City, just an hour north of Toronto, CDS sits on a beautiful 100-acre campus, and is home to an inspiring team of faculty and staff and highly motivated students who love their school community. The school’s mission – to provide “Education with Balance” – is brought to life in everything CDS does. With a challenging academic program and extensive co-curricular offerings that include athletics, arts, service, and outdoor education, the school’s focus is on developing the full potential of the balanced student. The school enjoys outstanding facilities, a strong and committed Board of Directors, and a deeply engaged and enthusiastic parent body.

The Head of School will be a respected educational leader and experienced administrator who aligns with CDS’ philosophy of Education with Balance. Bringing an understanding of cohesive JK-12 programming, they will ensure a seamless and progressive student experience – one that is developmentally aligned, academically rigorous, and responsive to the evolving needs of learners at every stage. With a track record of fostering a dynamic and healthy school community, they will mentor and develop staff and faculty, and encourage students to be their very best. A deep commitment to a balanced student experience will guide their decision-making and strategic direction.

The Head will bring strong business acumen and a commercial lens to the role, ensuring financial sustainability and the School’s long-term success. Above all, the Head will be a relationship builder, with a deep understanding of the importance of building strong relationships with students, parents, faculty, and staff.

Requirements

  • Respected educational leader and experienced administrator with a deep understanding of cohesive JK-12 programming.
  • Strong business acumen and commercial lens to ensure financial sustainability and the School’s long-term success.
  • Ability to foster a dynamic and healthy school community, mentor and develop staff and faculty, and encourage students to be their very best.
  • Deep commitment to a balanced student experience, guiding decision-making and strategic direction.
  • Excellent communication and interpersonal skills, with the ability to build strong relationships with students, parents, faculty, and staff.
Interested in this position? Submit your application to The Country Day School before the deadline.
🚀 Apply for this Job
DEADLINE: June 18, 2026

Jobs From The Country Day School

Jobs in Canada