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This series is related to the charity work at Oakham School, including the fund raising and other events organised at school by staff, pupils, houses and the Oakham School Charities Association (OSCA) in aid of various charities and the local community.

This sub-series is related to the activities of the Oakham School Charities Association. The various files contains photographs of events, programmes and posters advertising those events, reports and detailed accounts of money raised to support charities.

This file compiles reports and accounts of the Oakham School Charities Association since its inception in 1986 until 1999. The items give details on various charity events organised at school, on the charities and causes supported by the school and sums of money raised.

A letter to Old Oakhamians detailing the history of the Oakham School Charities Association and the first events, sponsoring and fund raising organised by the school and OOs.

A report from Rev John Darrall on the history of the Oakham School Charities Association and listing all the events organised by the school, houses and individuals to raise money in aid of various causes.