Teacher - English (Job Ref# B200-26-27) (R1)

CAYMAN PREP & HIGH SCHOOL

Owned and operated by the United Church in Jamaica and the Cayman Islands

Cayman Prep and High School is a private, co-educational Christian school with over 1,000 students ranging from Kindergarten to Year 13 and offers a British-based international curriculum leading to (I)GCSE and A-level qualifications. The school is renowned for providing a stimulating learning environment in which our students become critical, creative thinkers, responsible citizens, and lifelong learners. This is evident in our consistent record of outstanding academic achievements, pastoral care, and wide range of extra-curricular activities.

We are seeking exceptional teachers to join our high-performing High School team from August 2026. This full-time position is an outstanding opportunity for accomplished and creative educators who are passionate about child-centred education and eager to positively contribute to, and grow within, a highly respected, values-driven school community known for academic excellence and innovation.

We are looking for reflective, inspirational, and forward-thinking teachers who are inspired by working with motivated learners, value professional collaboration, and are excited by the opportunity to further develop their practice within a supportive environment that invests deeply in its people and empowers educators to make a meaningful impact. Suitably qualified Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work are encouraged to apply.

Teacher - English (Job Ref# B200-26-27)(WORC Job ID# B4T4K5)

The successful candidate must have a degree in English, along with an internationally recognised teaching qualification, such as a PGCE, Bachelor of Education or H.Dip.Ed in English. The successful candidate must have a minimum of three years’ recent experience teaching English at Key Stage 3, 4 (GCSE) and 5 (A-Level). Experience in teaching Media Studies or English Literature at AS/A2 may be advantageous and candidates should outline any relevant experience in their letter of application. There may be opportunities for the successful candidate to take on additional teaching responsibilities, based on the individual professional strengths.

In addition to the requirements for the teaching positions listed above, the successful candidate:

• Must be an excellent classroom practitioner with creative and innovative ideas and committed to achieving high academic standards.

• Must have recent teaching experience in the relevant subject and up to date knowledge of the British National Curriculum.

• Must have excellent communication skills, both oral and written, and can differentiate learning to meet the needs of each student.

• Must have the ability to work collaboratively, while managing multiple priorities, setting and meeting appropriate targets, be solution driven and a positive force of good at the school.

• Must be fully IT literate.

• Must be willing to drive and support a wide range of school-related activities.

• Must understand character-based learning and be able to deliver using an individual learning plan for every child.

• Will be expected to uphold and fully adhere to and support the Christian ethos of the school.

Prior experience teaching in a multicultural international school environment is an advantage.

Salary range for the positions listed above is CI$50,700.00 – CI$69,950.00 per annum commensurate with experience based on the school’s point salary scale. Work hours per week – 40 hours. Benefits include:

• Generous medical insurance plan – medical premium cost paid for employee at 100%

• Contribution to a pension plan

• Exceptional monetary relocation allowance on arrival

• Return Airfare on initial relocation

• Annual travel allowance

• Discounted school fees: first child 100% and 50% for up to 2 additional dependent children

• Tax free salary

• Generous school holidays

• Continued Professional Development Opportunities throughout the School Year

Cayman Prep and High School is fully committed to safeguarding the welfare of our children and young people and expect the same commitment from all our employees. All successful candidates will be subject to enhanced pre-employment clearance including identity checks, criminal background checks, qualification checks and employment checks to include an exploration of any gaps in employment and three satisfactory employment references.

APPLICATIONS WILL ONLY BE CONSIDERED IF SUBMITTED ON THE RELEVANT SCHOOL APPLICATION FORM and submitted along with a cover letter and CV. 

Applicants must apply using this link -

The cover letter should be addressed to:

Mr. Karl Murphy, High School Principal

559 Walkers Road

P.O. Box 10013

Grand Cayman KY1-1001

Cayman Islands

For further information about all job vacancies and how to apply please use this link -

Deadline for receipt of applications: Wednesday, June 24th, 2026

Only shortlisted candidates will be contacted.