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Full-Time|Closing Date: 24/09/2026 12:00am

(Job Ref#A166-27-28) Primary School Teaching / Learning Assistant (Key Stage 1)

We are seeking exceptional individuals to join our high-performing Primary School team as soon as possible. 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 1) (Job Ref# A166-27-28) (WORC Job ID# T5V4F5)
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Full-Time|Closing Date: 24/09/2026 12:00am

(Job Ref#A167-27-28) Primary School Teacher – Key Stage 1 (with middle leader responsibility)

We are seeking exceptional teachers with leadership experience to join our high-performing Primary School team as soon as possible. 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 and leaders 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 – Key Stage 1 (with middle leader responsibility) (JobRef#A167-27-28) (WORC Job ID # A8C2P5)
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Full-Time|Closing Date: 29/09/2026 12:00am

(Job Ref#A168-27-28) Primary School Counsellor

We are seeking exceptional individuals to join our high-performing Primary School team as soon as possible. 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. COUNSELLOR (Job Ref# A168-27-28) (WORC Job ID # F6X5K4)
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Join Our Team

Thank you for your interest in a career at Cayman Prep and High School.

We are always looking for talented, enthusiastic and committed professionals who share our passion for educational excellence and student success.

Current opportunities are listed above. If there are no suitable vacancies at present, we encourage you to check back regularly for future openings.

Application Information

To help us manage applications efficiently, please note the following:

  • Applications should be submitted using the method outlined in the vacancy advertisement.
  • Please do not send applications directly to individual members of staff.
  • Vacancy enquiries should be directed to recruitment@cayprep.edu.ky.
  • Due to the volume of applications received, only shortlisted candidates will be contacted.

Safeguarding Commitment

Cayman Prep and High School is committed to safeguarding and promoting the welfare of children and young people. We expect all staff to share this commitment.

All successful applicants will be subject to enhanced pre-employment screening, including:

  • Prohibition from teaching checks
  • Identity verification
  • Criminal background checks
  • Qualification verification
  • Employment history checks, including investigation of any gaps in employment
  • Three satisfactory employment references/checks
  • Any other safeguarding checks required by the school

Why Join Cayman Prep and High School?

We are committed to attracting, supporting and retaining outstanding professionals. Depending on the role and eligibility, benefits may include:

  • Competitive tax-free salary
  • Generous medical insurance, with 100% of the employee premium paid by the school
  • Pension plan contributions
  • Relocation allowance for eligible overseas appointments
  • Initial relocation airfare
  • Annual travel allowance
  • Discounted school fees for dependent children (100% for the first child and 50% for up to two additional children)
  • Generous school holiday entitlement
  • Ongoing Continuing Professional Development (CPD) opportunities throughout the school year
  • Opportunities to contribute to a vibrant and supportive school community

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Cayman Prep & High School, PO Box 10013, Grand Cayman KY1-1001, Cayman Islands