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A press cutting regarding the daily life at Oakham School in the 1840s, based on James Padley's letters home and regarding John Barber's article "Oakham School 140 years ago".

Newspaper cuttings printed on one page reporting on the 1979 rugby visit from Japan School to Oakham School.

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.

This file focusses on various publication, mostly newspaper cuttings, related to the frescoes in Old School and the painter Mary Sargant Florence and post-medieval mural painting. This file is from the year 1993.

This sub-series focusses on press cuttings, magazines and other publications reporting on chess tournaments at Oakham School, on Oakham School Chess team competing in National Championships, and the development of chess at Oakham School.

A press cutting from the Leicester Mercury regarding the daily life at Oakham School in the early 19th century and the publication of "The Story of Oakham School" by John Barber.

Two newspaper articles from the Leicester Mercury and The times reporting on Zhanna Lazhevskaya winning the first Chess Scholarship at Oakham School in 1998.

This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.

This file focusses on various documents relating to Sports at Oakham School.

This series focusses on documents relating to Brian Welford' career at Oakham School as Master-in-charge of Rugby in the 1970s and 1980s. Also contains documents relating to the history of rugby and Old Oakhamians, kept by Mr Welford in his personal files.