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A scrapbook recording the history of the Schanschieff site, Rutland independence, photographs of the houses (exterior and interior), house photographs of the boys of Clipsham and Barrow. Contains mood boards for colour schemes and designs of each of the houses. Also contains fabric samples. Has photographs of the Simon Schanschieff's portrait at the back with his wife Pip and the artist June Mendoza; also present was the Headmaster Graham Smallbone and Pip Schanschieff.

A photograph (A) of Oakham School staff in 1994, under Headmaster Graham Smallbone. Attached is a list of names (B).

A collection of documents, mostly photographs, relating to the Schanschieffs site.
In 1994, the School purchased the Catmose Vale site, behind Rushebrookes house. The original buildings were built in 1836-1837 by William J. Donthorn. They used to be the town’s workhouse, which later became the Catmose Vale Hospital. On the site was built a car park, two Day boys’ houses and the original buildings were converted into two Day girls’ houses. The four houses were officially opened on 17 September 1997 and were named after Rutland villages: Gunthorpe and Hambleton (Day girls), and Barrow and Clipsham (Day boys). The site was named after O.O. Simon Schanschieff ('57), Chairman of the Trustees.

Four sample letters (A to D) from the Headmaster Graham Smallbone to be sent to potential donors to support the 1993 Development Plan.

An order of service for a service of thanksgiving for the life of Reverend Terence Gerald Treanor ('47) in the School Chapel on Saturday 29 September 2018.

A photographs of Rev John Darrall, Mr and Mrs Ridley and Headmaster Graham Smallbone at Rutland Water for the start of an OSCA Reservoir Walk. Date is unknow.

This file relates to reports about the School during Graham Smallbone's headmastership (1985-1996).

A report on the H.M.C. Co-Educational Group Meeting held at Culford School on 5 November 1987, sent by Christine M. Gillies to Oakham School staff. Includes two reports of the day and a questionnaire concerning the role and position of senior women in H.M.C. Co-Educational Schools.

A report on proposed repairs and alterations of Old School (Shakespeare Centre) from Bond & Read, Chartered Architects. Contents: Brief Description and History; Recommendations; Appendix; Photographs; Key Drawing. Some hand-written annotations by the Headmaster Graham Smallbone. Fourteen pages A to N.

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.