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A letter from the Headmaster Richard Bull to Parents regarding the fees for the year 1982-1983.

A letter from the Acting Headmaster Michael Stevens to Parents regarding the Quatercentenary Appeal, school trips, the annual Sixth Form Conference, Sports fixtures, and Open Day for prospective parents.

This file focusses on administration documents relating to support and teaching staff under the headmastership of Graham Smallbone.

Correspondence between O.O. Rakesh Mohan ('66) and the Headmaster Tony Little regarding the QET Seat Appeal in 1999.

This file focusses on various publications, internal and external, under Tony Little's headmastership.

A copy of the portrait of Headmaster Nigel Lashbrook, painted by O.O. Rebecca Haley ('17). The original painting was presented on his last Speech Day.

A policy on the aims of Oakham School, written by the Headmaster Nigel Lashbrook in 2018. Two pages A and B.

This file relates to the Second Mater's annual reports, submitted to the Headmaster and Trustees. The file dates from the headmastership of Richard Bull.

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).

Obituary for Spencer Leeson by G. Talbot Griffith. Date is unknown. Four pages A to D.