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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 Tony Little during his headmastership (1996-2002).

An almost complete collection of Oakham School magazines dating from 1884. Some editions are available as individuals whilst others can be found in larger bound volumes. There is also a collection of the Old Oakhamian magazine which is a separate school magazine for Old Oakhamians and their news.

This magazine covers all aspects of school life. Sporting, academic, and artistic achievements of the pupils are celebrated alongside news updates from various departments. In later issues, c. 1980s, houses are given space to announce news and in house achievements.

Sporting records are a key component of the magazine since its inception and there are accounts of matches (including scores and teams) in each edition. Again, since the 1980s, focus has shifted to also include all of the teams that compete for the school, instead of just focusing on the A team.

Images and photographs start to appear in the magazines from the 1970s and the magazine was first printed fully in colour in the 1990s.

An almost complete collection of the School's magazines dating from 1884.

The Oakhamian Magazine, recording the Summer term 1996. Contents: Farewells; History; Science; Miscellany; English; Languages; Art; Performing Arts; Sport; Houses; Miscellany.

The Oakhamian Magazine, recording the Winter term 1997. Contents: VIP Visitor; Gap Year; English; History; Community Service; Performing Arts; Art; Sports; Miscellany; Languages; Houses.

The Oakhamian Magazine, recording the Summer term 1999. Contents: Editorial; OSCA; Speech Day; Chess; Drama; Music; French Trips; Leavers; Dublin; Duke of Edinburgh Award Scheme; A-Level Art & Design; Geography Expedition to Morocco; Corsica '99; House Reports; Sports; Oakham School 2050.

The Oakhamian Magazine, recording the Spring term 2000. Contents: Editorial; Chapel; OSCA; Leavers 1999; Wordhoard; Music; Drama; Art & Design A-Level; Science Museum; Languages; Ski Trip; Operation Raleigh; Arran; Duke of Edinburgh Award; Battlefields Trip; Debating; Sport; House Reports; Chess; School Council; Model United Nations Millennium Summit.

The Oakhamian Magazine, recording the Spring term 2001. Contents: Chapel; OSCA; Drama and Music; Art; Design and Technology; Expeditions and Trips; Creative Writing; Sport; House Reports.

The Oakhamian Magazine, recording the Winter term 2001. Contents: Chapel; OSCA; Music and Drama; The Millennium Sculpture; Art; Design and Technology; Expeditions and Trips; Sport; House Reports.