Middle School Assistant Principal

Qualifications and Requirements

• Bachelor’s degree in Education or related field; Master’s degree in Educational Leadership, Administration, or related field required.
• Valid teaching license and eligibility for a Cayman Islands Teaching License; administrative leadership certification required or to be completed by July 2027.
• Minimum 5 years successful teaching experience, including 3 years in middle school, and 3 years school leadership experience (Assistant/Deputy Principal or Principal).
• International school experience with strong knowledge of middle school curriculum, assessment, pedagogy, and adolescent development.
• Demonstrated expertise in safeguarding, child protection, positive behavior systems, and MTSS/data-informed student support.
• Experience with student scheduling, class-size management, substitute coverage, and digital systems for student behavior and communication.
• Strong interpersonal and organizational skills, with proven ability to engage and support parents and collaborate effectively with students, staff, and the wider school community.
• Proven record of effective leadership, professional ethics, confidentiality, and commitment to curricular, extracurricular, and school-wide initiatives.

Key Responsibilities

• Provide strategic leadership for a safe, positive, and inclusive school culture, overseeing student conduct, attendance, restorative practices, student support, transitions, and child protection.
• Lead curriculum, instruction, assessment, and teacher development, including faculty evaluation, regular classroom observations, coaching, professional development, and instructional improvement.
• Use data-informed practices to monitor academic, behavioral, attendance, and student wellbeing trends and coordinate appropriate interventions and support.
• Oversee the day-to-day operations of the school, including policies and procedures, student scheduling and placement, duty schedules, substitute coverage, school events, and Flex programming.
• Work collaboratively with counselors, teachers, administrators, and support teams to promote student engagement, wellbeing, academic success, and effective transitions.
• Lead and support school-wide student programs, assemblies, curricular, co-curricular, and extracurricular initiatives, including student orientations and community events.
• Build strong partnerships with parents, students, staff, and the wider school community, providing clear and timely communication regarding student progress, attendance, behavior, academics, and school programs.
• Contribute to admissions, policy development, curriculum and organizational improvement, and whole-school planning and committees.
• Work closely with the Principal/Head of School and leadership team to ensure effective school operations and serve as Acting Principal when required.
• Support the school’s mission and strategic priorities and undertake additional leadership responsibilities as required.

Benefits: Employees receive a $500 annual wellness benefit and a $1,000 annual travel allowance. Additional support includes a telephone allowance of up to $1,200 annually paid in 12 equal monthly installments, professional development funding of up to $1,000 per year, and long-term disability coverage. Tuition benefits are also available, subject to eligibility and conditions.

Salary CI$ 71,400.00 – CI$ 82,550.00 Per annum depending on experience