Head (Oakfield School)

The Alleyn's Schools Group is delighted to invite applications for the next Head of Alleyn's Oakfield, a joyful, warm and ambitious prep school for children aged 4-11 in the heart of leafy West Dulwich.

In August 2025, Oakfield Prep formally became Alleyn's Oakfield, joining a family of schools with more than 400 years of educational excellence, a distinctive values led culture, and a shared commitment to inspiring every pupil and member of staff to be "all they can be." This is a pivotal and exciting moment for the school. With recent and future investment in buildings and facilities, a vibrant curriculum, a thriving co curricular programme and a nurturing, community centred ethos, Alleyn's Oakfield is exceptionally well placed for continued growth and strategic development within the wider Alleyn's group.

We are seeking a dynamic, inspiring leader who brings clarity of vision, authenticity and energy. The next Head will lead the strategic development and day-to-day operations of the school, and champion excellence in teaching, learning and pastoral care, modelling Alleyn's ROCCK values and fostering a culture in which children feel known, supported, stretched and celebrated. They will provide clear, ambitious leadership aligned with the overarching aims of the Alleyn's School Group, working closely with senior colleagues to enhance alignment, maintain high standards and ensure that Alleyn's Oakfield thrives within a rapidly evolving educational landscape. They will be a visible, trusted and emotionally intelligent presence, able to communicate with warmth while cultivating a collaborative, joyful environment for staff and pupils alike.

This is a rare opportunity to lead a flourishing, ambitious school full of potential. With beautiful surroundings, excellent transport links into central London and the strength and shared purpose of the wider Alleyn's group, Alleyn's Oakfield offers an exceptional platform for an inspiring leader to shape a school that is both deeply rooted and confidently future facing.

To apply, please submit a completed application form, CV and a covering letter by 9.00am GMT Monday 2 March online via the button below, where you can also download the candidate brief.

For an initial discussion, please contact:
Ruth Lewis: (0)

Isabel Howard: (0)

Alleyn's Oakfield is committed to safeguarding and promoting the welfare of children, and applicants must be willing to undergo child protection screening appropriate to the post, including checks with past employers and the Disclosure and Barring Service (DBS).