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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 collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th 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.

The Oakhamian Magazine and Old Oakhamian Magazine, recording the Summer term 2010. Contents: Staff News; Features; Trips and Tours; Academic; Performing Arts; Pastoral; Community Activities; Sport; Foundation; Old Oakhamian.

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 1934 (published in Spring term 1935). Contents: Editorial; School Officials; Valete; Avete; Oakhamian Prize; The Chapel; The Library; Careers; Philatelic Society; Debating Society; Reading Society; Music Notes; Christmas Concert; Scout Notes; O.T.C.; Shooting; Football; Athletics; Hockey; Howlers; Napoleon; An O.O. in India; O.O. Notes; Acknowledgments. Seven double-pages A to G.

The Oakhamian Magazine, recording the Spring term 1935 (published in Summer term 1935). Contents: Editorial; School Notes; Music Notes; Speech Day; Photographic Society; Philatelic Society; Sports; Scout Notes; Cricket; O.T.C.; Swimming; Excursions; O.O. News. Ten double-pages A to J.

The Oakhamian Magazine, recording the Summer term 1935 (published in Winter term 1935). Contents: School Officials; School Notes; Obituary; The Chapel; Music Notes; The Library; Photographic Society; Debating Society; Reading Society; The Needle's Eye; Cricket; Swimming; Football; Boxing; The Scouts; Poem - Matin à l'école; O.T.C.; Champagne for Dinner; Make Believe; O.O. News. Ten double-pages A to J.

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.

The Oakhamian Magazine, recording the Summer term 1937 (published in Winter term 1937). Contents: School News; Music Notes; Philatelic Society; Debating Society; Reading Society; School Group of National Savings Association; O.T.C.; Scout Notes; Swimming Notes; Cricket; Football; W.H. Weston of Northampton; Boxing; O.O. News; Correspondence; Acknowledgements. Eight double-pages A to H.