This series focuses on the Junior Day boys' house of Sargants, since 1959. The main items are house photographs, photographs of the prefects and handbooks.

This sub-series is made of various items, such as informal photographs of the girls in Ancaster, house events, house prefects and miscellaneous objects. The bulk of the sub-series focuses on the 2000s.

This sub-series focusses on handbooks written by the Housemaster of Sargants, to welcome and help new Day boys or Prefects settling into their new environment, and inform parents and tutors.

Six print-outs of photographs of the Form 1, tutor groups of Mrs Michelle Northcott and Mrs A. Holland, at a karaoke evening in Stumps in June 2003.

A print-out of two photographs of Miss C.A. Dagnan's Form 1 tutor group in the Summer term 2004.

A photograph of the Fifth Form girls going on a tutor outing to celebrate the end of the mock exams in January 2020. The girls were taken by their tutors, Mrs Helen Martin and Miss Aurore Guillomot-Bonnefond, to a restaurant in town and to escape rooms.

A speech given by Headmaster John Buchanan on Speech Day 1965, paying tribute to the new Chairman, Thomas Haywood, discussing three innovations to the education at Oakham School - a small Sixth Form house, the building of a Technology Department, and the establishments of setting by subjects and tutors, and sporting achievements. The speech is typed, with hand-written notations. Six pages A to F.

Minutes of a Parent/Teacher Committee meeting held on 15 May 1982 in Old Hall. Contents: Matters arising from the minutes; Quatercentenary Appeal; Possible Opportunities for Parents to meet the Headmaster; Entertaining prep schools and other visiting teams; Any Other Business; Representation of the Committee; Date of the next meeting. Two pages A to B.

A list of staff from each house supervising the Rutland Water Walk, with contact details. Three pages A to C.

A photograph in colour of Jon Wills's 'Angels', his Upper School tutor group.