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A modern transcript of a letter from William Spicer Wood, Headmaster of Oakham School, and Edward Thring, Headmaster of Uppingham School, addressed to the Governors of both schools regarding the relation between schools and their future as separate institutions.

A letter (B) from General Sir Henry Ponsonby to James Hawthorn, acknowledging the receipt of the petition addressed to the Queen from the prefects of Oakham School on her 50th anniversary. And the original envelop (A), with seal and post stamps.

A letter from Colin Edgar to Dr Joe Spence, Headmaster, enclosing "The Humf Letters".
"The Humf Letters" is a work by Colin Edgar, compiling letters sent by Lt. Douglas Herbert Washington Humfrey to Betty Dawes from the front during the First World War.

The script of the short play "The Humf Letters", based on Colin and Anne Edgar's work compiling letters sent from the Western front by Douglas Humfrey to Betty Dawes. The play was written by Year 12 Drama A-level pupils of St Bartholomew's School, Newbury.

A letter from O.O. J.A.S. Taylor to Brian Welford regarding his sporting career and some school memories; enclosed are photocopies of pages from Mr Taylor's scrapbook containing cuttings on his rugby career in the 1930s. Nine pages A to I.

Two letters (B and C) from Rev R.C.O. Goodchild to A.T.H. Starkey regarding salary earned and income tax in 1942; a reply (A) from A.T.H. Starkey to Rev R.C.O. Goodchild.

A letter from the Headmaster G. Talbot Griffiths to teaching staff regarding the renaming of the forms in the School from Easter term 1956.

A letter from the Headmaster, John Buchanan, to Parents regarding the events of the Spring term 1958, including the hockey season, the works on the Sargant Laboratories, the raising of the minimum age of boarding and Speech Day. Two pages A and B.

A letter (A) from Rev Austin Boggis to the Headmaster, John Buchanan, regarding organising the Chaplain's conference at Oakham School in 1961. Enclosed is a programme (B) for the 1960 Retreat and Conference of Schoolmasters in Holy Orders, held on 12-15 September at St Lawrence College, Ramsgate..

A letter from Rev Austin Boggis to the Headmaster John Buchanan regarding possible dates for the 1961 Retreat and Conference of Schoolmasters in the Holy Orders to be held at Oakham School, and some details of the programme.