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Full-Time|Closing Date: 24/06/2026 12:00am

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

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)
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Full-Time|Closing Date: 30/06/2026 12:00am

(Job Ref#A165-26-27) Primary School Teaching / Learning Assistant (Key Stage 2)

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)
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Full-Time|Closing Date: 01/07/2026 12:00am

(Job Ref #D118-26-27) Whole School IT Technician

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)
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Full-Time|Closing Date: 01/07/2026 12:00am

(Job Ref#B188-26-27) Head of Faculty – Mathematics (R3)

We are seeking exceptional teachers with leadership experience to join our high-performing High School team from August 2026. This full-time position is an outstanding opportunity for accomplished and creative educators and experienced leaders 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. Head of Faculty - Mathematics (Job Ref# B188-26-27) (WORC Job ID # C6F2K4)
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Full-Time|Closing Date: 02/07/2026 12:00am

(Job Ref#B197-26-27) High School Teacher – Science (Chemistry) (R1)

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 - Science (Chemistry) (Job Ref# B197-26-27) (WORC Job ID # X6H8C4)
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Full-Time|Closing Date: 02/07/2026 12:00am

(Job Ref# B207-26-27) High School Teacher of Modern Foreign Languages (French & Spanish)

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 - Modern Foreign Languages (Spanish & French) (Job Ref# B207 -26-27) (WORC Job ID # E2S4M8)
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Full-Time|Closing Date: 07/07/2026 12:00am

(JobRef#B205-26-27) High School Teacher – Special Educational Needs (Humanities/Geography Specialist) (Maternity Cover) (R1)

We are seeking exceptional teachers to join our high-performing High School team from October 2026 for a Short-Term contract, up to 6 months, to cover Maternity Leave. 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 - Special Educational Needs (Humanities/Geography Specialist) (Job Ref# B205-26-27) (WORC # X6U2D4)
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Full-Time|Closing Date: 07/07/2026 12:00am

(Job Ref# B194-26-27) (R2) High School Teacher – Physical Education

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 - Physical Education (Job Ref# B194-26-27) (WORC Job ID # Y5B5F2)
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Thank you for visiting our Vacancies page!

If there are no current openings listed, we encourage you to check back regularly for updates on new and exciting opportunities at CPHS.

Due to the high volume of applications we receive, we kindly ask all applicants to adhere to the application guidelines outlined below:

  • Please do not send applications directly to individual members of the school’s administration or staff.
  • For any inquiries relating to vacancies, please contact recruitment@cayprep.edu.ky
  • Only candidates who progress to the next stage of the recruitment process will be contacted.

We sincerely appreciate your interest in joining our team and thank you for your understanding and cooperation throughout the application process.

 

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.

 

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