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A photograph of Jon Wills on Doncaster Close, with cricket players in the background. Date is unknown.

This sub-series contains files and items related to Henrietta Lea. most of the collection is made of sympathy cards and letters from Parents and Staff to Jon and Kim Wills.

A letter from Graham Smallbone, Headmaster, to staff asking them to return any items that belonged to Henrietta Lea to her parents or Jon Wills.

Some notes by Jon Wills reflecting on the best course of action following an accident involving pupils.

This collection contains material relating to the history of the houses and their pupils. Each series is focused on a different house and many contain rich and detailed photographic records of houses year by year. Some houses are more detailed than others.

Other highlights of this collection include house handbooks, which help to induct a pupil into a house and its daily routine; photographs of daily life, including house events and leisure time; and administrative documents such as house diaries which record the calendar of house events, achievements of pupils, and accounts of incidents.

Included in this sub-fonds are houses which are no longer in existence such as Johnsons and Ruddles.

The Oakhamian Magazine, recording the Summer term 1991 (published in October 1991). Contents: People - Places - Events; Co-Education; Festival Music; Drama; Peterborough to London by Kayak; Speech Day; A Day in the Life Of Oakham School; Aerobathon; Music; Sport.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2007. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2008. Contents: Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Spring term 2009. Contents: Features; Staff News; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2017 and Spring term 2018. Contents: Features; Academic; Performing Arts; Cover Story; Trips and Tours; Pastoral; Sport; Staff News; Old Oakhamian.