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 IGCSE 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 individuals to join our high-performing Primary School team from August 2026. This full-time position is an outstanding opportunity for enthusiastic, positive, and forward-thinking individuals to become part of a supportive and collaborative community committed to excellent, child-centred education.

We are looking for individuals who are eager to contribute positively to, and grow within, a highly respected, values-driven school community recognised for its academic excellence and innovation. Suitably qualified Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work are encouraged to apply.

TEACHING / LEARNING ASSISTANT (Key Stage 2)   (Job Ref# A165-26-27)       (WORC Job ID# P4K2Q5)

The successful candidate will be responsible for assisting the Classroom Teacher within Key Stage 2 with teaching and learning as well as with other aspects of school life. The successful candidate must have experience working with students in Year 3 through Year 6 (ages 7-11).

Duties for the position listed above will include, but are not limited to:

• Providing support and guidance to students to develop knowledge, skills and understanding across the curriculum.
• Presenting learning tasks and curriculum content in a clear and stimulating manner.
• Developing secure subject knowledge and an understanding of how students learn, by observation of and with guidance from the teacher and other staff members.
• Identifying and responding appropriately to individual needs of students.
• Working with the classroom teacher to assess students’ attainment and progress to address next steps to learning initiatives.
• Creating and maintaining a stimulating and supportive learning environment, both inside and outside of the classroom.
• Facilitating, through effective supervision, positive playtimes and mealtimes.
• Supporting and covering classes and duties across the school, as required.
• Building and maintaining positive relationships with all members of the school community.
• Participating in a wide range of extra-curricular activities, including the School’s After School Care.
• Actively demonstrating a passion for education and a strong commitment to being an active member of the CPHS community.

Qualifications, experience, and skills required for the position listed above are:

• High School Diploma or equivalent or currently pursuing a qualification in Education; a strong willingness and enthusiasm to engage with the school’s professional development program.
• An internationally recognised teaching certificate, such as a PGCE, a Bachelor of Education or H.Dip.Ed is an advantage, to enable cover of lessons.
• A minimum of two years’ experience working with children within a Primary School environment.
• Experience supporting students in Mathematics and English.
• Experience of working within the English National Curriculum (2014) is desirable.
• Passionate about facilitating student learning with creative and innovative ideas in and out of the classroom.
• Proficient in using Microsoft Office, especially MS Word and Excel and ability to learn other online systems.
• Excellent written and verbal communication, organization, presentation, and time-management is essential.
• Commitment to fully supporting and adhering to the Christian ethos of the school.

Salary range for the position listed above is CI$31,500.00 – CI$50,500.00 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
• Annual travel allowance
• Discounted school fees: first child 100% and 50% for up to 2 additional dependent children
• 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 expects the same commitment from all our employees. All successful candidates will be subject to enhanced pre-employment clearance including prohibition from teaching checks, identity checks, criminal background checks, qualification checks and employment checks to include an exploration of any gaps in employment and three satisfactory employment checks.

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 – https://wkf.ms/4xcuRNu

The cover letter should be addressed to:

Mrs. Sacha Strand, Primary School Principal

242 Smith 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 – www.cayprep.edu.ky/about-cphs/vacancies/

Deadline for receipt of applications: Tuesday, June 30^th, 2026

Only shortlisted candidates will be contacted.