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This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

The Old Oakhamian Magazine, Sargant In Memoriam number, published in 1957. Contents: Editorial; This Year's President; Annual General Meeting; Annual Dinner; Regional Meetings; School News; O.O. Notes; Engagements, Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Review - Shadow of the Eagle; Notices; Correspondence; Golf. Twelve double-pages A to L.

Old Oakhamian Calendar, published in 1921. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1920; Letter from the Headmaster with plan; Old Oakhamian Notes; Old Boys' Matches. Six double-pages A to F.

The Oakhamian Magazine, recording the Spring term 1956 (published in Summer term 1956). Contents: School News; Mr Sargant; Speech Day; Avete; Valete; House Transfers; C.C.F.; Shooting; Scout Notes; Cub Notes; The Twenty-One Club; Excavations; Study-Leave in Nepal; Cricket; Junior Sports; Football Fixtures; O.O. News. Nine double-pages A to I.

The Oakhamian Magazine, recording the Summer term 1936 (published in Winter term 1936). Contents: Long Live the King; Editorial; School Notes; Music Notes; Entertainments; Debating Society; O.T.C.; Scouts; Cricket; Swimming Sports; Football; O.O. News; Scholarships to the United States; Acknowledgements. Seven double-pages A to G.

A staff register recording teaching staff from 1878 to 1986. Includes rules of the Board of Education; an index; details on teaching staff (name, date of birth, dates at Oakham School, previous posts, education, role at School, wages).

A staff register recording teaching staff from 1878 to 1925. Includes rules of the Board of Education; an index; details on teaching staff (name, date of birth, dates at Oakham School, previous posts, education, role at School, wages).

This series is made of registers, recording teaching and support staff who worked at Oakham School in the late 19th century-early 20th century.

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.

This file focusses on works by Headmaster G. Talbot Griffith, in particular sermons he read in Chapel.