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.

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.

Lead At Cumberland Lodge.

Invest In Tomorrow.


  • "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.

    Event facilitator, 2025

About You - At A Glance

You are an expert in philanthropy and high-value partnerships, with a proven record of inspiring transformative giving and corporate support.

A natural relationship-builder, you combine strategic vision with the presence and credibility to influence and inspire donors at the highest level.

You thrive on creating and delivering strategy, building systems that last, and are motivated by the chance to leave a lasting legacy through the leaders we develop together.


For nearly 80 years, Cumberland Lodge has been a place where people come together in Windsor Great Park to debate urgent issues, challenge division, and empower future leaders. Our bold new strategy aims to develop 5,000 leaders, convene dialogue on society’s toughest challenges, and build a global hub for ethical leadership.

In this short video, Chief Executive Fergus Drake OBE shares why Cumberland Lodge is unique, why our mission matters more than ever, and why the new Director of Philanthropy role is such an exceptional opportunity.

Hear From Our CEO


At Cumberland Lodge, we empower the next generation of leaders to build fairer, more inclusive societies through dialogue, education, and fellowship. We’re proud to be a supportive, purpose-led workplace where people across programmes, hospitality, and operations are united by our mission and unique heritage in Windsor Great Park.

Whatever your role, you’ll join a collaborative team making a lasting impact and building a legacy of ethical leadership and positive change.

Life at Cumberland Lodge


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.

  • “AAW are outstanding. They ensured we had a singularly impressive range of quality candidates. They designed a discerning process for selection, they provided intelligent and insightful support, they really took time to understand our organisation, culture and as a result helped us get the ’fit’ right. Working people who themselves have been in senior fundraising roles makes such a difference."

    Julius Wolff-Ingham | Head of Marketing & Fundraising & Assistant Secretary for Communications | Salvation Army