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Full-Time|Closing Date: 14/05/2026 12:00am

(Job Ref# B194-26-27) (R1) High School Teacher – Physical Education

We are seeking exceptional teachers to join our high-performing High School team from August 2026. This 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. Teacher - Physical Education (Job Ref# B194-26-27)
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Full-Time|Closing Date: 14/05/2026 12:00am

(Job Ref#B188-26-27) Head of Faculty – Mathematics (R2)

We are seeking exceptional teachers with leadership experience to join our high-performing High School team from August 2026. This 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. Head of Faculty - Mathematics (Job Ref# B188-26-27)
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Full-Time|Closing Date: 14/05/2026 12:00am

(Job Ref# B201 -26-27) High School Teacher – Science (Biology)

The High School invites applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: Teacher - Science (Biology) (Job Ref# B201 -26-27)
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Full-Time|Closing Date: 14/05/2026 12:00am

(Job Ref# B202-26-27) High School Teacher – ICT/Computing/ Computer Science

The High School invites applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: Teacher – ICT/Computing/ Computer Science (Job Ref# B202-26-27)
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Full-Time|Closing Date: 14/05/2026 12:00am

(Job Ref#A159-26-27) Primary School Teaching / Learning Assistant (Key Stage 2)

The Primary School invites applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: TEACHING / LEARNING ASSISTANT (Key Stage 2) (Job Ref# A159-26-27)
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Full-Time|Closing Date: 14/05/2026 12:00am

(Job Ref# A160-26-27) Primary School Teacher – Music / with Subject Leader responsibilities (KG, KS 1 and 2)

The Primary School invites applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: Teacher – Music / with Subject Leader responsibilities (KG, KS 1 and 2) (Job Ref# A160-26-27)
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Full-Time|Closing Date: 14/05/2026 12:00am

(JobRef#A161-26-27) Teacher – Key Stage 2 (with middle leader responsibility)

The Primary School invites applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: Teacher – Key Stage 2 (with middle leader responsibility) (JobRef#A161-26-27)
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Full-Time|Closing Date: 14/05/2026 12:00am

(Job Ref #D116-26-27) WHOLE SCHOOL BUSINESS MANAGER

The Board of Governors are seeking to appoint a BUSINESS MANAGER Job Ref #D116-26-27
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Full-Time|Closing Date: 26/05/2026 12:00am

(Job Ref# B203-26-27) High School Teacher – Physical Education (Maternity Cover)

The High School invites applications from fully qualified, enthusiastic and experienced candidates to join our high-performing team September 2026 for a Short-Term contract, up to 6 months, to cover Maternity Leave. This 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. Teacher - Physical Education (Job Ref#B203-26-27)
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Full-Time|Closing Date: 26/05/2026 12:00am

(JobRef#A163-26-27) Primary School Principal

The Cayman Prep and High School Board of Governors invite applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: Primary School Principal (Job Ref# A163-26-27)
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Full-Time|Closing Date: 26/05/2026 12:00am

(Job Ref #D117-26-27) Whole School IT Systems Manager

The School invites applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: IT Systems Manager (Job Ref# D117-26-27)
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Full-Time|Closing Date: 28/05/2026 12:00am

(JobRef#A162-26-27) Primary School Counsellor

The Primary School invites applications from fully qualified, enthusiastic, and experienced Caymanians, Caymanian Status Holders, and Permanent Residents with the Right to Work to join our high-performing team in the following position: COUNSELLOR (Job Ref# A162-26-27)
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Full-Time|Closing Date: 28/05/2026 12:00am

(JobRef#B206-26-27) High School Teacher – Media Studies/English

We are seeking exceptional teachers to join our high-performing High School team from August 2026. This 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. Teacher – Media Studies/English (Job Ref# B206-26-27)
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Full-Time|Closing Date: 28/05/2026 12:00am

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

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 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. Teacher - Special Educational Needs (Humanities/Geography Specialist) (Job Ref# B205-26-27)
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Full-Time|Closing Date: 02/06/2026 12:00am

(JobRef#B204-26-27) High School Head Of Assessment

We are seeking exceptional leaders to join our high-performing High School team from August 2026. This 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 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. Head of Assessment (Job Ref# B204- 26-27)
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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