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This file focusses on teaching staff photographs, since John Buchanan's headmastership. More recent photographs include both teaching and support staff.

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.

Magazine named The Oakhamian, stappled; white cover with a blue drawing of a portrait of two silhouettes; 56 pages; contents: School News, Correspondence, Magic Mother's Problem Page, Music, School Societies, Poetry, C.C.F., Games, O.O. News; with a photograph of the Duke of Edinburgh, pupils playing sports, bots at Lochinver in the snow, a board game, photographs of the Silver expedition, drawings of birds

Magazine named The Oakhamian, stappled; a photograph of Old School snow-bound on the cover; 76 pages; contents: Editorial, School News, Tributes to retiring staff, Industry and Oakham School, Some reviews from "On the Road", Drama, Music, Art and Design, Societies, Tours, Expeditions, D of E and C.C.F., Sport; with various photographs of staff, pupils, buildings, plays, trips, sports

Magazine named The Oakhamian, stappled; a photograph of College House in the snow on the cover; 104 pages; contents: Editorial, School News, Speech Day, Chapel, Careers & Business Studies Trips, The White Bix, Trips, Russia, Trinidad & Tobago, Australian Exchange, Drama, "Blood Wedding", "Hiawatha", "The Cotchford Tales", Music, Spring Term, Summer Term, Societies, Art & Design Centre Activities, C.C.F. and DofE, Sport, Leavers' Destinations; with various photographs of staff, pupils, buildings, plays, trips, sports

This sub-series focuses on photographs of boys, living in Junior House/Chapmans since its inception. The bulk of the collection gathers photographs from the 1950s to 1980s.

This sub-series focuses on photographs of girls in Orchard Close and Buchanans House, mostly in the 1990s and early 2000s. It also contains photographs of the Sixth Form cohort.

This series focusses on photographs of teaching and support staff throughout the years. The bulk of the collection is individual photographs of staff from the 1990s.

This sub-series focuses on photographs of the Day Boys in Johnsons House from the 1960s to the 1980s. The collection is complete from 1979 to 1993.

An almost complete collection of the Old Oakhamian magazines dating from 1897, until 2002. From that date, the Old Oakhamian has been included into the Oakhamian Magazine..