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A speech given by Headmaster John Buchanan on Speech Day 1965, paying tribute to the new Chairman, Thomas Haywood, discussing three innovations to the education at Oakham School - a small Sixth Form house, the building of a Technology Department, and the establishments of setting by subjects and tutors, and sporting achievements. The speech is typed, with hand-written notations. Six pages A to F.

A speech given by Headmaster John Buchanan on Speech Day 1972, paying tribute to Mr Eric Weiss who opened the new Sports Hall, discussing the Co-Education, sporting achievements and staff news. The speech is typed, with hand-written notations. Twelve pages A to L.

This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the academic year 2020-2021. Contents: The Headmaster Writes; News; New Faces; New Roles; Cover Story - Together Apart; Academic; Performing Arts; Trips and Activities; Community; Sport; Old Oakhamian.

The Oakhamian Magazine, recording the Winter term 1975. Contents: School News; Correspondence; Drama; The Chatty Catty Page; Jerwoods; Sport; Avete; Valete.

The Oakhamian Magazine, recording the Spring and Summer terms 1976. Contents: Editorial; School News; The School Council; Correspondence; Opinion; Societies; Music; Drama; The Chatty Catty Page; Jerwoods; Sport; R.A.F.; C.C.F.

The Oakhamian Magazine, recording the Summer term 1957 (published in Winter term 1957). Contents: School News; Avete; House Transfers; Valete; G.T.G.; C.C.F.; Shooting; Scout Notes; Cub Notes; Films; 21 Club; O.P.R.S.; Philatelic Society; Lectures; O.S.M.A.S.; The Last Frontier; Showtime; 19th Century School; Doctor in the South Pacific; Wild Man from Borneo; Toro; Swimming; Steeplechases; Cricket; Football; Excavations; O.O. News. Eleven double-pages A to K.

The Oakhamian Magazine, recording the Summer term 1958 (published in Winter term 1958). Contents: School News; Avete; House Transfers; Valete; What is Toc H?; 21 Club; Chess; The Field Society; Stamp Club; The Band; O.P.R.S.; Lectures; O.S.M.A.S.; The Concert Club; Scout Notes; Film Notes; Showtime; Corps Notes; Bisley 1958; Problem Corner; Bert Cutting; The Brussels Exhibition; Rugger Forum; Trouble Brewing; Athletics; The Steeplechases; Swimming Sports; Cricket; Football; Hockey Fixtures; Correspondence; O.O. News. Eleven double-pages A to K.

The Oakhamian Magazine, recording the Winter term 1957 (published in Spring term 1958). Contents: School News; Avete; House Transfers; Valete; Careers Bureau; 21 Club; O.P.R.S.; Philatelic Society; O.S.M.A.S.; Skiffle Concert; Films; The Field Society; Lectures; The Tempest; Jazz Quartet; The Mighty Sea; Swiss Holidays; Crabbing My Style; C.C.F.; Shooting; Scout Notes; Hockey; Cricket Fixtures; Football; Fives; Boxing; Athletics; O.O. News. Nine double-pages A to I.

The Oakhamian Magazine, recording the Summer term 1959 (published in Winter term 1959). Contents: Editorial; School News; Valete; Obituary; Avete; Lectures; Film Notes; Shooting; C.C.F.; Scout Notes; Island in the Sun; 21 Club; O.P.R.S.; O.S.M.A.S.; Stamp Club; Chess; Music; Off the Record; Literary; Games; Queer Birds; Problem Corner; Correspondence; O.O. News. Fourteen double-pages A to N.