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This collection focuses on the administrative side of the school including admissions and trustees.

There is a rich collection of admissions books dating back to the 19th century alongside detailed notes of Trustees' committee minutes and development plans.

School inspections undertaken by external bodies are represented in this sub-fond and include some of the 19th century schemes which helped to found the school as one independent from Uppingham.

ADM/4 contains policy documents outlining the health and safety measures in the school.

An edition of Matkin's almanack including a section on Oakham School on page 16.

A list of Trustees, Old Oakhamians, Parents of present boys and Personal friends who raised the Sargant Presentation Fund in order that an organ might be placed in Oakham School Memorial Chapel. The book was presented to Walter Lee Sargant by Colonel Sir Herbert Bryan on 26 July 1930 when the organ was dedicated. Thirteen pages A to M.

This sub-series focuses on the history of the first Chapel organ, dedicated in 1930.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

The Oakhamian Magazine, recording the Summer term 1950 (published in Winter term 1950). Contents: School News; C.C.F.; Scout Notes; Cub Notes; Obituary; Debating Society; Railway Society; Rehearsals; Sparks from the Torch; Music; The Museum; Journalism; Field Society; First Impressions of Oakham; Switzerland; Geography Society; Oakham School Fifty Years Ago; Initials; Cricket; Rugby Football; Fixtures for Easter Term 1951; Fives Notes; Swimming Sports; Dirge; O.P.R.S.; O.O. News; Oxford Letter; Correspondence. Item belonged to D.J. Stocks. Ten double-pages A to J.

The Old Oakhamian Magazine, published in 1951. Contents: Editorial; Annual General Meeting; Annual Dinner and Presentation to P.C.; Regional Meetings; O.O. Golfing Society; P.C.; School News; O.O. Notes; War Memorial Fund; The O.O. Fund; The School Register; Engagements, Births, Marriages & Deaths; Obituaries; New Members; Notices; Correspondence. Two double-pages A and B.

A bound copy of several Oakhamian Magazines from 1949 to 1954.

A prospectus promoting studying at Oakham School in 1937. Contents: Trustees & Staff; Foundation & History; The School today; Situation & Surroundings; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, The Junior House; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; O.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Nine double-pages A to I. Enclosed are a form of application for admission (J) and a clothes list for the Junior House (K).

Obituary of Rev Edward Vere Hodge from The Times Educational Supplement on 10 September 1932.