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A speech given by Headmaster John Buchanan on Speech Day 1962, paying tribute to the Guest, Lady Barnett, discussing the past years events at School, the Duke of Edinburgh Award Scheme and Music at School. The speech is typed, with hand-written notations. Six pages A to F.

A speech given by Headmaster John Buchanan on Speech Day 1961, paying tribute to the Guest, Chairman of a Bank, discussingimprovements to facilities, the Headmasters' Conference, boarding matters, exam results and overview of the past year at School. The speech is typed, with hand-written notations. Seven pages A to G.

A speech given by Headmaster John Buchanan on Speech Day 1960, paying tribute to the Guest, Lord Carrington, discussing the move of his office, activities and boarding matters, Education in Rutland and the Crowther report. The speech is typed, with hand-written notations. Six pages A to F.

A speech given by Headmaster John Buchanan on Speech Day addressing the boys, parents and staff. The speech is typed, with hand-written notations. Date is unknown, but estimated before co-education. Five pages A to E.

This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

This series focusses on the headmastership of Francis Cecil Doherty (1929-1935) and contains items relating to the life at School in the early 20th century, its staff and pupils.

A newsletter from the Oakham School Foundation, 'Donum', issue no.1. Contents: 30 years of Co-Education, Three new Scholarships, Parent Fund, Legacies, Annual Giving "Investing in the Future", Old Oakhamian Parents' Society, International Receptions, Class of 2002, Message from the Chairman, From the Headmaster, 10 Year Development Plan, From the Foundation Director.

A photograph showing Upper School boys leaving the Deanscroft Studies, probably in the 1960s.

A photograph of Upper School boys standing outside the Deanscroft Beach Studies, probably in the 1960s.

Two letters between the Headmaster Graham Smallbone and Idris Evans at Oakham Town Council regarding the Official Street Plan in September 1986.