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This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

This collection covers the charity and outreach work undertaken by Oakham School's staff and pupils.

There are sub-series focusing on OSCA (the school's charity association), the Rutland Water Walk, Voluntary Action, and interaction with local prep schools.

Photographic and administrative material are particularly dominant in this sub-fonds.

A balance sheet detailing the funds raised by each house during the year 1992-1993.

A poster advertise the Christmas Jumper Day to be held on 10 December 2021 at school in aid of Oakham's PHAB Group.

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.

Book with a leather cover, containing fees for each term between Eater 1976 and Christmas 1879 with lists of parents/gardians' names, pupils' names, residence, age, fees for entrance, registration, tuition and lessons; with looses pages for receits

A book, hard blue cover, with balance, receipts, fees.

A note recording the Bursar's petty cash balance in the Spring term 1974.