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An almost complete collection of the School's magazines dating from 1884.

This file focusses on admission prospectuses and various publications in the 1930s.

This series contains various account books, cash books fees books and ledgers recording pupils fees and other charges, incomes and expenditures, staff wages and salaries throughout several years.

A School list for the Summer term 1932 organised from Form VI to Form I, for School House, Wharflands, Greylands, Junior House, Miss Daniell's House and the Day Boys.

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

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

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).

The Oakhamian Magazine, recording the Summer term 1934 (published in Winter term 1934). Contents: Editorial; School Notes; F.C.D.; The Chapel; The Library; Careers; The Photographic Club; Philatelic Society; Debating Society; Reading Society; Music Notes; Art; Scout Notes; O.T.C.; Cricket; Football; Swimming Sports; Golf Notes; Contributions; Cambridge Letter; London Letter; O.O. Notes; Acknowledgments. Nine double-pages A to I.

The Oakhamian Magazine, recording the Winter term 1933 (published in Spring term 1934). Contents: Editorial; School Notes; School Officials; Avete and Valete; The Swimming Bath; The Chapel; The Library; Careers; End of Term Concert; Lectures; The Rivals; Debating Society; Philatelic Society; Reading Society; Photographic Society; Scout Notes; The Shepherds' Play; O.T.C.; Shooting Notes; Fives Notes; Athletics; Poems; The term's Howlers; A Banner with a Strange Device; Cambridge Letter; O.O. News; Correspondence; Acknowledgments; Games Committee Balance Sheet. Nine double-pages A to I.