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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.

A photograph of the boys in School House in the academic year 2018-2019 under the Housemaster David Taylor, with names of pupils and staff.

A list of staff changes, including leaving and retiring staff, new status, and joining staff in July and September 2010.

A handbook for Wharflands House to welcome new boys, including list of tutors, information regarding the daily routine, the school day, activities and sports, rules and values of the house.

This sub-series is related to Oakham School's Voluntary Action and includes invitation, programmes, photographs and publicity on events organised by the pupils as their Service.

This series is related to outreach events organised outside lesson timetable, promoting activities at school, supporting the local community and attending events with/for other schools. This series places Oakham School at the centre of the local community.