Employment Opportunities

Caldicott is committed to safeguarding and promoting the welfare of children and expects all staff to share this commitment. Successful applicants will be subject to a Disclosure and Barring Service Enhanced check, previously known as a Criminal Records Bureau (CRB) check.

A copy of our Safeguarding and Child Protection Policy, Safer Recruitment Policy and Privacy Notice (Staff) can be found on the Policies page.

Click here to view some of the wide range of Employee Benefits at Caldicott.


Application Process

To apply for a vacancy please ensure you fully complete our standard Application Form and the Equal Opportunities Monitoring Form.  These should be sent, along with a covering letter, addressed to the Headteacher, by email to: [email protected]. Your covering letter should include why you feel you are suitable, with particular reference to the skills and attributes you would bring to the role that are detailed in the Person Specification.  

Applications should be submitted, where possible, as a PDF or Word document file. Please name your documents with your surname as the first word, e.g. 'Smith, J Subject Teacher Application 2021'

Our commitment to Safer Recruitment means that we will only accept applications on our standard Application Form.  You are welcome to supplement your application with your CV but we will not process a CV in isolation. Applications are considered upon receipt and we reserve the right to appoint at any time after the vacancy has appeared on this website.

Positions available:


Teaching Staff positions

Caldicott teachers work term time, 32 weeks in a typical year.  Full-time teachers work Monday to Friday, plus Saturday mornings and are required to be present for one evening boarding duty per week.


Director of Music

An exciting opportunity has arisen for an able and inspiring person to lead our highly successful Music Department. This full-time position is for a person who has a degree in music (or equivalent) and qualified teacher status. The purpose of the role is to inspire boys in the pursuit of both the classical and choral tradition, alongside more contemporary music, including music technology.

The successful candidate will:

  • be a dynamic and inspiring Head of Department who is adept at communicating an ambitious creative vision for prep school music with accompanying plans in support of the aims of the school;
  • have excellent interpersonal skills, resilience and energy;
  • ensure a thriving ‘music for all’ culture alongside developing top talent, rigorously supporting visiting music teachers and colleagues to achieve both;
  • have a passion for the value of music in a prep school as part of the ‘all-rounder’ Caldicott experience and the strength of character to communicate this effectively to all stake holders;
  • have the aptitude to lead future developments in music, including tours and have the broad range of management and organisational skills needed to deliver highly successful events, ranging from major whole school musical concerts to low key warm and friendly celebration of boys’ early steps in music;
  • be a highly competent administrator, adept at using technology, to ensure the delivery of a music timetable, class music, a music practice schedule and accurate information sharing with both the Senior Deputy Head and Bursary.



English Teacher

An exciting opportunity has arisen for a full-time teacher of English. The position requires experience of upper KS2/KS3 English and an interest in teaching scholarship classes would be advantageous. 

The successful candidate will:

  • have a passion for English and English teaching;
  • have a proven track record of success that would add to Caldicott’s academic culture;
  • be equally at home teaching those who find the subject hard and those who work at a level above their age group; and
  • have excellent interpersonal skills, resilience, and the ability to work as a part of a team.



Support Staff

  • There are no vacancies at present.

Gap Year Placement Students

We have a rolling programme of one-year student placements for international students and Old Caldicotians who are looking for development opportunities as part of their gap year before going to university.

  • Overseas applicants should apply via Letz Live for these roles, which run with the calendar year from January.
  • Old Caldicotians should email [email protected] in the first instance with a covering letter explaining why you would like to return to Caldicott as a Gap student and what you would bring to the role. You should also complete and return our standard application form. Our placement for September 2021 to July 2022 is now filled, the next vacancy will be from September 2022. Applications should be submitted, where possible, as a PDF or Word document file. Please name your documents with your surname as the first word, eg 'Smith, J Gap Application 2021'