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A collection of material which focuses the school accounts and financial procedures over the years. This includes information on general accounts, pupil fees, committee minutes, staff wages, legal proceedings, and guidance policies for staff.

A ledger of O.O. Charles Scott, Tailor of Mill Street, Oakham relating to trade with Oakham School from 1860 to 1870.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

This collection highlights the achievements of Old Oakhamians after they have left Oakham School.

This collection focuses on the administrative side of the school including admissions and trustees.

There is a rich collection of admissions books dating back to the 19th century alongside detailed notes of Trustees' committee minutes and development plans.

School inspections undertaken by external bodies are represented in this sub-fond and include some of the 19th century schemes which helped to found the school as one independent from Uppingham.

ADM/4 contains policy documents outlining the health and safety measures in the school.

A book compiling the minutes of the Trustees' Financial Committee meetings.

This series relates to the Finance Committee of the Trustees, in particular minutes of their meetings.

An account book recording income and expenditure from May 1875 to December 1895.

A receipts book recording payments, brought over/forwards and school's balance from Summer term 1875 to Christmas term 1883.

A fees book recording fees paid by pupils from Easter term 1876 to Christmas term 1879, including personal information such as parents' an guardians' names, addresses, age, entrance and registration fees and lessons chosen.