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A letter from the Headmaster Graham Smallbone to Parents regarding a review of the Spring term 1986. Contents: Oxbridge Results; Summer Exeat and Parent/Teacher evening for Fourth Form; The Tutorial System; School House; School Uniform; Car Parking; OSCA; Remedial Teaching; School video, Parents' leaflet etc; Telex; Smoking.

This file focusses on publications, histories and articles, written by Walter Lee Sargant during his headmastership and his retirement. The items relate to the history of Oakham School and Oakham town.

An account of Oakham School with illustrations written by the Headmaster, Walter Lee Sargant in the early 20th century. Contents: Preface; Foundation and Old School; Curriculum and Examinations; Boarders and Houses; Notes on School Life; The Junior House.

An update to an earlier publication on the history of Oakham School, titled 'Thirty Years' Work' by W.L. Sargant in Easter 1908. It was printed for private circulation only. Three pages A to C.

This file focusses on roll call lists from the early 20th century, under the headmastership of Walter Lee Sargant.

A prospectus promoting studying at Oakham School in 1902. Contents: Trustees & Staff; Subjects; Upper School & Lower School; Examinations; Boarding Houses; Library, Games & Extras; Terms; Holidays; Infectious Disease; Scholarships, Exhibitions & Prizes. Three double-pages A to C.

This file focusses on roll call lists from the early 20th century, under the headmastership of F.C. Doherty.

Order of service (A) for the memorial service celebrating the life of John David Buchanan, held in Chapel on 30 September 2005. Enclosed are a donation slip to a Memorial Bursary (B) and a blank tribute card (C).

A School list for the Spring term 1902 for School House, Red House and the Day Boys.

A blank post card showing boys followed by staff procession in the School House quad in 1925, probably going to the dedication service of the Chapel. The post card was published by Heawood & Son, Melton Mowbray and Oakham.