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 / 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 in of extra-curricular activities.

We are seeking exceptional individuals to join our high-performing team from July 2026. This full-time position offers an outstanding opportunity for enthusiastic, positive, and forward-thinking educators 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.

IT Technician                                                                (Job Ref#D118-26-27) (WORC # J5D2V2)

An opportunity exists for an experienced and dynamic IT professional to work under the supervision of our IT Systems Administrator in providing IT support to staff and students with the network, hardware and software throughout both the Primary and High Schools. This position will commence as soon as possible.

The successful candidate will have all or most of the following:

• A minimum of two years’ experience in a similar position in an enterprise IT environment or in education.
• A bachelor’s degree in IT, Electronic Engineering or Computer Science would be an advantage.
• Certifications in Cisco, VMware, Microsoft, Citrix and A+ are preferred.
• Experience with Office 365 administration including user management, mail flow, Intune, and OneDrive
• Experience troubleshooting issues with laptops, iPads, Smartboards, and mobile phones
• Ability to work independently and to successfully manage multiple priorities.
• Ability to troubleshoot and fix user problems with hardware and software.
• Great customer service and communications skills.
• Ability to work in “on call” environment.

The successful candidate will be expected to fully adhere to and support the Christian ethos of the school.

Salary range for the position listed above is CI$48,000.00 – CI$61,000.00 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/43vZBvm

The cover letter should be addressed to:

Business Manager

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

Deadline for receipt of applications: Wednesday, July 1^st, 2026

Only shortlisted candidates will be contacted.