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This sub-series focuses on photographs of boys, living in Wharflands since its inception in 1920. The bulk of the collection gathers photographs from the 1960s to 1980s.

A collection of photographs and artworks of the school campus and buildings, and pupils and staff.

There is one series dedicated to a large collection of photographic negatives which show the campus, daily life at school, and special events. These cover the period 1978 - 1988.

One series focus on the frescoes painted by Mary Sargant Florence in Old School and is rich in research about the frescoes and the artist.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

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 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.

A photograph of the girls in Gunthorpe in the academic year 2004-2005 under the Housemistress Mary Grimley, mounted on a card board with the names of the girls and tutors.

An informal photograph of the girls an tutors in Gunthorpe in the academic year 2008-2009 under the Housemistress Mary Grimley, mounted on a card board with names.

An informal photograph of the girls in Gunthorpe in the academic year 2010-2011. The photograph was taken by Tempest Photography and has a sticker on the top right corner with a reference number: 290140/30.

An informal photograph of the girls in Rushebrookes in the academic year 2019-2020.

An informal photograph of the girls in Rushebrookes in the academic year 2011-2012.