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A copy of the "Register of Oakham School, 1900-1950" compiled by E. Pickering-Clarke, owned by Rev Terence Treanor. With hand-written notes on the roll of honour.

Old Oakhamian Calendar, published in 1930. Cover with contents: Frontispiece; Editorial; Names and Addresses of Members; Annual Dinners; Headmaster's Letter; Mr J. Story's Letter; Quinquennial Luncheon and Meeting; Resignation of Mr W.L. Sargant - An Appreciation; The Captain of the Ship; Presentation to Mr W.L. Sargant; Cambridge Letter; The Book of Oakham School and The Register; Births, Marriages and Deaths; Cricket, Football and Shooting Matches; The Golfing Society; Club Notices; School Staff. Eighteen double-pages A to R.

The Old Oakhamian Magazine, published in 1952. Contents: Editorial; The Annual Dinner; Quinquennial Meeting; Regional Meetings; O.O. Golfing Society; School News; O.O. Notes; Engagements, Births, Marriages & Deaths; Obituaries; Notices; Correspondence. Two double-pages A and B.

A bound copy of several Oakhamian Magazines from 1920 to 1928.

A bound copy of several Oakhamian Magazines from 1929 to 1931.

A bound copy of several Oakhamian Magazines from 1949 to 1953.

This sub-series focuses on the administration and everyday running of the Junior House/Chapmans.

A collection of material which focuses on Old Oakhamians and Masters who fought in the Second World War and life at Oakham School during the war.

A prospectus promoting studying at Oakham School in the 1930s. Contents: Staff; Admission; Work; Fees; Optional Payments; Absence & Remission of Fees; Health; Entrance Scholarships; Other Scholarships & Exhibitions; Buildings; Boarding Houses; Holidays & Hours; Games & Hobbies; School Societies; Expenses; Clothes List.

A prospectus promoting studying at Oakham School in 1942. 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 is modifications to the clothes list due to Rationing in July 1941 (J).