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This series is related to the charity work at Oakham School, including the fund raising and other events organised at school by staff, pupils, houses and the Oakham School Charities Association (OSCA) in aid of various charities and the local community.

This file focuses on correspondence asking/ giving John Barber permission to use certain material in his book.

A letter from Captain R.J. Allen, president of the 4/5th Battalion The Royal Leicestershire Regiment Officers' Association, to Jon Wills regarding the arrangements for the anniversary dinner on 10 October 2015.

Issue of the "Rutland Record. Number Three. 1982/1983" which includes an article by John Barber entitled 'Oakham School 140 years ago', p. 118 - 121.

The Spring 2016 issue of "The Green Tiger", the magazine of The Riyal Tigers' Association, The Royal Leicestershire Regiment, containing a feature on the centenary of the Battle of the Hohenzollern Redoubt and the anniversary dinner attended by Jon Wills, representing E.G. Langdale (pp. 14-20). Enclosed is a note from Captain R.J. Allen sending the magazine to Jon Wills.

This file focusses on photographs on the School Campus throughout the years. Some photographs are of the whole campus, in particular aerial photographs taken by Aerofilms Ltd, and some are collection of individual buildings, taken by Companies or individuals.

Three photographs of Old School, All Saints Church and School House in their original frame. The photographs were taken by John Burton & Sons, Photographers and Artists, Leicester, in activity from 1863 to 1911.

This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, McLintock; including balances, funds, loss and profits. Ten pages A to J.

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).