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A blue photo album containing photographs of the opening of Schanschieffs, retiring teachers, sports teams, the school orchestra, Oxbridge entrants, the 50th anniversary of Deanscroft/Haywoods, the Harvest Party, the Row Across Channel challenge, Sports Day and the visit of Garry Kasparov.

This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

This file focusses on letters received/sent by the Headmaster Nigel Lashbrook during his headmastership (2009-2019).

A headmaster's annual report for the academic year 1957-1958. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General Remarks. Twelve pages A to L.

A headmaster's annual report for the academic year 1958-1959. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General Remarks. Seven pages A to G.

A headmaster's annual report for the academic year 1959-1960. Contents: Numbers; Staff; Activities; Health; Buildings and Grounds; Finance; General Remarks. Attached is a university awards report (appendix A). Nine pages A to I.

A headmaster's annual report for the academic year 1960-1961. Contents: Numbers; Staff; Activities; Health; Accommodation; General Remarks. Attached is a general planning review (appendix A). Eleven pages A to K.

A headmaster's annual report for the academic year 1961-1962. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General. Eight pages A to H.

A headmaster's annual report for the academic year 1962-1963. Contents: Numbers; Staff; Activities; Health; Accommodation; General. Attached is a report on academic standard at Oakham (appendix A). Nine pages A to I.

A headmaster's annual report for the academic year 1963-1964. Contents: Numbers; Staff; Activities; Health; Accommodation; Development Campaign; General. Attached is a report on the Sixth Form house (appendix A). Ten pages A to J.