The Foundation

Excellence and inclusivity have been at the heart of the Oakham School philosophy since Robert Johnson inspired those around him to give generously to the important cause of building and funding Oakham School in 1584.

In recent times so much of the School’s development has been due to generous philanthropic support; the Smallbone Library, Mehra Faculty of Science, Jerwood School of Design, BAF Smith Pavilion, Wilson Pavilion and now the Faculty of Social Sciences were all made possible by inspiring gifts.  Each of them are very much part of everyday life at the School and have been instrumental in creating an environment and atmosphere in which Oakhamians achieve so much, which is something, we are very proud of. 

Whilst the School has excellent financial management, fee income alone does not allow for additional capital developments, or the funds to support the School’s vision to have a minimum of two fully funded SpringBoard Bursary students in each cohort.  We currently have two SpringBoard Scholars at the School. 

In the Development Office, we ensure that there is a culture of giving amongst the School community and support the School in delivering its vision.  This is a very exciting time, with the launch of our £4 million campaign.  We aim to raise £2 million in phase one, so that building work can commence on a much-needed Performing Arts Centre and so that we can provide funding for an additional three SpringBoard Bursary students.  It is very much part of the School’s philosophy to offer the opportunity to experience an Oakham education to the most deserving young people, whatever their circumstances, who go on to further enrich the inclusive community and atmosphere of this unique School.

 Your support, large or small, will make a huge difference.  Your generous donations have already helped us to achieve so much.  Please make a donation by clicking here.  Thank you, in advance for your generosity.

Bobby Youngwood

Bobby Youngwood

Head of Development

It is my privilege to work as Head of Development at Oakham School. I am fully committed to the transformative power of education to empower the lives of young people as they progress through to school and on to fulfilling and successful careers in their chosen fields. By harnessing the support of OOs, together with a growing network of local, national and international donors, I believe that we are well placed to enrich the lives of Oakham School pupils and prepare them for the challenges and rewards of the 21st Century and beyond. I live locally with my wife and two daughters and have an extensive career in both fundraising and marketing.

Asha Hickin

Asha Hickin

Development Manager

I have recently joined Oakham School as Development Manager. I am thrilled to have joined Oakham School during this exciting period of development. I am very much looking forward to working with Old Oakhamians and parents in order to ensure that they are involved with the future development and continued success of the School.

Joe Roberts

Joe Roberts

Foundation Assistant

I am delighted to be joining Oakham School Foundation as the Development Assistant. While not an OO myself, I have long had the virtues of the Oakham community espoused to me by my mum, Amanda (Gibson 77), and am thrilled to become a card-carrying member myself.Born and raised in the Cayman Islands, I have been in the UK for the last year studying for a master’s degree in Creative Writing and Publishing at the University of Lincoln. I attended Trinity College School in Port Hope, Ontario and got my BA at St John’s College in Annapolis, Maryland. I have worked at the National Gallery of the Cayman Islands, The Mitchell Gallery at St John’s College and in several departments at the Ritz-Carlton, Grand Cayman, and am looking forward to putting my experience to good use within The Foundation and its various wonderful causes.