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OO Club Welcome

Welcome to the Old Oakhamian (OO) Club.

All past pupils of Oakham School, along with former staff, are automatically members of the OO Club. They are known as Old Oakhamians (OOs) and Honorary OOs respectively.

The OO Office works together with the Old Oakhamian Committee to develop and improve lifelong relationships between the School, former pupils and staff.

Founded in 1888, the OO Club is at the heart of that extended family and aims to help OOs maintain contact with their friends, teachers and the School, as well as making the most of Oakham connections for their work and career development. These pages include details of OO events, OO news, and how OOs can help, and be helped, in terms of career development

OO Office

Based in College House (next to the School Chapel), Jon Wills is Chairman of the Old Oakhamian Club. He was a pupil here from 1968–1973 and has worked at Oakham since 1980 in various guises (as Housemaster, sports coach, and Geography teacher). Becca Maddocks is the Alumni Manager and can help with any queries you may have or reunions you might like to plan. Together they work with the Old Oakhamian Committee to support the OO community.

If you would like any further information regarding the OO Committee, please email Becca Maddocks.

We would like to be able to contact all OOs by email so if your details have changed recently, or you haven’t heard from us in a while, please email the OO Office or call 01572 758599.

Jon Wills

Jon Wills

Old Oakhamian Club Chairman

My association with Oakham stretches back to 1934 when my father started here in School House. I attended Oakham as a pupil from 1968 to 1973 and returned to teach here in 1980. My role involves daily contact with Old Oakhamians and hosting OO reunions. I was Housemaster in Lincoln, Haywoods and School House for a total of 17 years. I used to teach Geography and coach rugby, hockey and cricket.

Becca Maddocks

Becca Maddocks

Alumni Manager

My time at Oakham School began in May 2018, when I joined the Development Office as the Graduate Internship role of Development Assistant. Although this was my first encounter with the Oakham Community, I was not a stranger to the history of Oakham School - my Father, David Maddocks (84), my Uncle, Nigel Maddocks (79) and my Auntie, Susan Maddocks (78) are all OOs.I feel delighted to be continuing on my journey at Oakham School as the Alumni Manager. I am thoroughly looking forward to further enhancing the incredible awareness that has already been implemented within the Old Oakhamian Club and the Oakham School community. I hope that our engagement with Old Oakhamians and Honorary Old Oakhamians will only continue to grow, as we encourage more to maintain their lifelong relationships with each other, and with the School.