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- Tasks: Lead a vibrant prep school, inspiring excellence in teaching and nurturing student growth.
- Company: Alleyn’s Oakfield, part of a prestigious group with over 400 years of educational excellence.
- Benefits: Beautiful surroundings, excellent transport links, and a supportive community.
- Why this job: Shape the future of a flourishing school and make a real impact on young lives.
- Qualifications: Dynamic leadership skills and a passion for education and child development.
- Other info: Join a collaborative environment focused on growth and innovation.
The predicted salary is between 36000 - 60000 ÂŁ per year.
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.
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).
Head (Oakfield School) in London employer: ALLEYNS SCHOOL DULWICH
Contact Detail:
ALLEYNS SCHOOL DULWICH Recruiting Team
StudySmarter Expert Advice 🤫
We think this is how you could land Head (Oakfield School) in London
✨Tip Number 1
Network like a pro! Reach out to current or former staff at Alleyn’s Oakfield and ask about their experiences. This insider info can give us a real edge in understanding the school culture and what they’re looking for in a leader.
✨Tip Number 2
Prepare for the interview by diving deep into the school's values and recent developments. We should be ready to discuss how our vision aligns with their goals, especially around fostering a nurturing environment and championing excellence in teaching.
✨Tip Number 3
Showcase our leadership style! During interviews, let’s share specific examples of how we’ve inspired teams and created collaborative environments. They want someone who can lead with authenticity and energy, so let’s bring that to the table.
✨Tip Number 4
Don’t forget to follow up! After the interview, send a thank-you note expressing our enthusiasm for the role. It’s a great way to reinforce our interest and keep us top of mind as they make their decision.
We think you need these skills to ace Head (Oakfield School) in London
Some tips for your application 🫡
Be Authentic: When writing your application, let your true self shine through. We want to see your personality and passion for education, so don’t hold back on sharing what makes you unique!
Tailor Your CV: Make sure your CV reflects the specific skills and experiences that align with the Head of Alleyn’s Oakfield role. Highlight your leadership experience and any relevant achievements that demonstrate your ability to inspire and lead.
Craft a Compelling Cover Letter: Your cover letter is your chance to tell us why you’re the perfect fit for this role. Share your vision for the school and how you plan to embody our ROCCK values in your leadership style.
Apply Online: Don’t forget to submit your application through our website! It’s the easiest way for us to receive your materials and ensures you’re considered for this exciting opportunity at Alleyn’s Oakfield.
How to prepare for a job interview at ALLEYNS SCHOOL DULWICH
✨Know the School's Values
Before your interview, take some time to really understand Alleyn’s ROCCK values. Think about how these values resonate with your own leadership style and experiences. Be ready to share specific examples of how you’ve embodied similar values in your previous roles.
✨Showcase Your Vision
As a candidate for Head of Oakfield, it’s crucial to articulate your vision for the school. Prepare to discuss how you would lead strategic development and enhance teaching and pastoral care. Think about innovative ideas that align with the school's goals and how you can inspire both staff and pupils.
✨Engage with the Community
Demonstrate your commitment to fostering a nurturing, community-centred ethos. Be prepared to discuss how you would engage with parents, staff, and the wider community. Share examples of how you've successfully built relationships in previous roles and how you plan to continue this at Oakfield.
✨Be Authentic and Approachable
During the interview, let your personality shine through. The role requires an emotionally intelligent leader who communicates with warmth. Practice being open and approachable in your responses, showing that you can create a joyful environment for both staff and pupils.
