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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).

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

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2008. Contents: Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

A letter from David Morgan, Chairman of the Salaries Committee, to Trevor Case, Bursar, regarding staff salaries and the Salaries Committee's proposals. Two pages A and B.

A note from Trevor Case, Bursar and Clerk to the Trustees, on the annual review of tuition and boarding fees. Contents: A summary of former policy; The current level of fees; The current termly increment; Option 'A'; Option 'B'; Option 'C'; Option 'D'; Summary of options; A league table of fees. Four pages A to D.

A note from Trevor Case, Bursar and Clerk to the Trustees, on the income & expenditure accounts and balance sheet for the year ended 31 March 1985. Contents: General; Summary of all funds; General Funds; The fees in advance fund; School fees remission scheme; The Development Trust Fund; The Elizabethan Trust; Oakham School shops limited; Conclusion. Five pages A to E.

A photocopy of a report from a Government Commission, chapter on the County of Rutland, pages 123-131, regarding the education at Oakham and Uppingham Schools in the 1860s. Includes information on the daily life, buildings, punishment, lessons, prizes, sports, entry into universities, staff, curriculum, and admissions. Nine pages A to I

An update to an earlier publication on the history of Oakham School, titled 'Thirty Years' Work' by W.L. Sargant in Easter 1908. It was printed for private circulation only. Three pages A to C.

A School list of staff and pupils for the Summer term 1903. Contents: Trustees; Teachers; Forms VI to I; Successes since Midsummer, 1902; Oxford & Cambridge Board, 1903; Royal Drawing Society. Five double-pages A to E.

Part of a prospectus promoting studying at Oakham School in 1929. Contents: Trustees & Staff; Brief History of the School.