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This collection covers the charity and outreach work undertaken by Oakham School's staff and pupils.

There are sub-series focusing on OSCA (the school's charity association), the Rutland Water Walk, Voluntary Action, and interaction with local prep schools.

Photographic and administrative material are particularly dominant in this sub-fonds.

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 contains photographs of various OSCA events, to raise money for charities. These photographs were published in various Oakhamian Magazines.

A photograph of pupils in casual clothes, enjoying a lunch on Doncaster Close. It is supposed that the photograph was taken on a Non-Uniform Day to support the Oakham School Charity Association.

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 report from Rev John Darrall on the charity events organised during the Summer term 1993, including houses events, the Aerobathon and sponsored sporting challenges.

A poster advertising a non-uniform day intending to raise money for the Oakham Canal Green Corridor Project.

A poster advertising a non-uniform day raising money for a high school in Pokhara, Nepal.

This sub-series relates to events organised for visiting preparatory schools to Oakham School and promote the activities and various departments.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the Summer term 1988, including the Diana Ridley Fun Run, Drama performances and the OSCA stall selling at Speech Day.