Invest In Tomorrow.
Lead At Cumberland Lodge.
Cumberland Lodge is a remarkable institution: a beautiful Grade II listed house in the heart of Windsor Great Park and, for almost 80 years, the home of a unique educational charity.
A former royal residence, it has long been a place where people come together to explore the issues that matter most to society.
We are now seeking a Director of Philanthropy to join our mission to Invest in Tomorrow — a call to inspire visionary partners to help us nurture 5,000 future leaders who will create ripples of positive change across generations and continents.
This newly created, pivotal role will work hand-in-hand with our Chief Executive and Board of Trustees as part of our small but dynamic Executive Leadership Team.
It offers a rare opportunity to shape the future of an organisation with a distinguished heritage and a vital role in today’s world.
We believe this is a truly exceptional opportunity — one that rarely comes to market. We are looking for an equally exceptional individual to lead Cumberland Lodge into its next chapter of growth, influence, and impact.
“From the moment you walk in, you have the sense that you’re entering not only a beautiful place that exudes calm, serenity, and thoughtfulness, but also one where life-changing – world-changing – conversations have happened.”
About You
You are an expert in philanthropy and high-value partnerships, with a proven track record of inspiring transformative giving and securing meaningful corporate support. You thrive on building something new — from shaping strategy and setting ambitious goals, to creating the systems and infrastructure that allow partnerships to flourish.
Above all, you are a natural relationship-builder. You combine strategic vision with the personal presence and credibility to influence, inspire, and earn the confidence of donors and partners at the very highest level. You are motivated by impact, excited by the opportunity to work with a unique and historic institution, and professionally inspired by the chance to leave a lasting legacy through the leaders we develop together.
At Cumberland Lodge, we believe the world urgently needs more inclusive and ethical leadership. For nearly 80 years, we’ve been a place where people gather in the heart of Windsor Great Park to debate pressing issues, challenge divisions, and empower the next generation of leaders to shape fairer, more inclusive societies.
Our new strategy is bold and ambitious: to develop 5,000 future leaders, to convene open dialogue on the most urgent challenges of our time, and to establish Cumberland Lodge as a global hub for ethical leadership and positive change.
In this short video, our Chief Executive, Fergus Drake OBE, shares why Cumberland Lodge is such a unique and vital institution, why our mission matters more than ever, and why this new role — Director of Philanthropy — offers a truly exceptional opportunity.
Hear From Our CEO
At Cumberland Lodge, we’re passionate about empowering the next generation of leaders to shape fairer, more inclusive societies. From our youth and democracy programmes and intergenerational dialogues to our research, convening, and fellowships, everything we do is driven by the belief that respectful dialogue can transform communities.
We’re proud to offer a supportive, inclusive, and purpose-led workplace. Our people work across programmes, hospitality, operations, and hybrid roles - united by our mission and inspired by our unique heritage in the heart of Windsor Great Park.
Whether you’re cultivating partnerships, delivering thought-provoking events, or strengthening our outreach and brand, you’ll be part of a collaborative team making a tangible impact every day. Together, we’re building a lasting legacy of ethical leadership and positive change.
Life at Cumberland Lodge
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Director of Philanthropy
c. £70k
This is a key executive leadership role at Cumberland Lodge, reporting to the Chief Executive and leading our philanthropy strategy. With responsibility for cultivating high-level partnerships, inspiring supporter engagement, and strengthening the Lodge’s profile, the role is central to securing sustainable growth and advancing our mission to equip 5,000 future leaders to build fairer, more inclusive societies.
In partnership with AAW
Our ambitious new philanthropy and partnership strategy depends on bringing together the very best team. That’s why Cumberland Lodge is proud to be partnering with specialist fundraising leadership consultancy, the AAW Group. Together, we are building the talent and expertise needed to grow our income, expand our reach, and realise our bold vision - empowering 5,000 future leaders and establishing the Lodge as the UK’s foremost centre for ethical leadership.
AAW’s deep sector knowledge and consultancy-led approach to recruitment ensures that they can truly understand which people will best fit our roles. For more information about AAW’s Executive Search, Shortlisting or Interim recruitment services, see below.