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Housemaster​/Housemistress Highfield boarding house

Job in Rutland, Rutland County, Vermont, 05702, USA
Listing for: Uppingham School Enterprises Limited
Full Time position
Listed on 2026-02-16
Job specializations:
  • Education / Teaching
    Elementary School, School Principal
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below

Uppingham School is seeking a dynamic and committed Housemaster or Housemistress to play a key role in shaping our boarding experience.

As Housemaster/Housemistress, you will be the principal adult presence in the lives of our boarders, creating a warm, inclusive and supportive home environment. You will shape pupils’ daily experience of school life, set the tone and ethos of the House and ensure the safety, wellbeing and happiness of every pupil. Central to your role is the ability to understand and meet the needs of each individual boarder, while modelling the highest standards of personal behaviour and pastoral leadership.

You will engage with pupils during mealtimes, at the evening house call over and informally by being in the same building.

You will also play an important role in welcoming prospective families, presenting the ethos and character of your designated House with authenticity and enthusiasm, and working closely with the Admissions team to ensure visitors immediately feel the warmth of the community.

Uppingham seeks Housemaster/Housemistress to lead the boarding provision in Highfield which is one of the School’s three ‘hill houses’. It is located on the southern edge of town, just a brisk six-minute walk from the main campus. Highfield is home to 50 boys and provides a close-knit and welcoming boarding community.

The successful candidate will live in the private side of the House, which provides family-sized accommodation. Assistance with reasonable removal expenses is also available.

About you

We are looking for individuals who bring warmth, confidence, and authority to the role, who thrive in the demanding yet rewarding environment of a seven-day-a-week, co-educational boarding school. Applications are welcomed from both qualified teachers and professionals beyond the education sector, particularly those with a proven ability to support young people’s academic progress, personal development, and wellbeing, alongside excellent communication skills and a calm, organised approach to their work.

The first round of interviews will take place on Thursday 5th and Friday 6th March 2026. The second round of interviews will take place the week commencing 9th March 2026.

For further details and to apply please click the apply button.

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