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This subfonds contains the Archive's complete collection of Red books. These books contain a calendar of events for the upcoming term, lists of pupils and their houses, and lists of staff.

A complete collection of Red Books - School lists and Calendars since 1959. Red books give information regarding pupils, tutor groups, teaching and support staff, school calendar and events, school rules, future trips and dates. Only two Red Books were never published, Summer term 2020 and Spring term 2021 as the UK was in lockdown (COVID-19) and pupils were not at School and had lessons online.

This file focusses on photographs of Haywoods, a boarding house for boys, since its construction in 1988.

A collection of reports and financial statements, and letters, related to the activities of Oakham School Enterprises Ltd (OSEL), spanning from 1978 to 1995.

This is focussing on Oakham School Enterprises LTD, since its creation. This file is chiefly made of legal documents and letters.

A collection of documents, mostly photographs, of the boarding house Haywoods on Kilburn Road, next to Chapmans. This new house was named after Colonel Tom Haywood, former Trustee. The boys previously in residence in Deanscroft moved into their new house in September 1989.

An invitation from the Headmaster Graham Smallbone to Old Oakhamians to the launch of the Oakham '93 appeal, held in the QET on 17 April 1993.

An invitation from the Headmaster Graham Smallbone to local dignitaries to the launch of the Oakham '93 appeal, held in the QET on 17 April 1993.

A photograph of the unveiling of the commemorative plaque in the entrance of the Merton Building by Michael McCrum on 26 November 1991. Also present were the Chairman of the Trustees, Simon Schanschieff, and the Headmaster, Graham Smallbone.

A photograph of Col Tom Haywood speaking at the opening ceremony of Haywoods house. Also present was the Headmaster Graham Smallbone.