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This series focusses on the headmastership of Nigel Lashbrook (2009-2019) and contains items relating to the life at School in the 2010s, its staff and pupils.

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 sub-series focuses on photographs of the Junior Boarding girls of Lincoln House. This sub-series contains very few items.

This sub-series focuses on photographs of the Junior Day boys of Sargants House.

A photograph of the Day boys in Sargants House in the academic year 2018-2019 under the Housemaster Ashley Denman. Names of pupils and staff are written below the photograph.

A photograph of the day boys in Barrow in the academic year 2007-2008 under the Housemaster Adam Williams.

A photograph of the girls in Gunthorpe in the academic year 2012-2013 under the Housemistress Mary Grimley, mounted on a card board and with names of pupils and staff.

An informal photograph of the girls in Gunthorpe in the academic year 2005-2006 under the Housemistress Mary Grimley. The photograph was taken by Tempest Photography and is mounted on a card board with the names of the girls and tutors.

A formal photograph of the girls in Gunthorpe in the academic year 2007-2008 under the Housemistress Mary Grimley, mounted on a card board with names of the girls and tutors.

An informal photograph of the girls in Gunthorpe in the academic year 2009-2010. The photograph was taken by Tempest Photography and has a sticker on the top left corner with a reference number: 290140/29.