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This series is related to outreach events organised outside lesson timetable, promoting activities at school, supporting the local community and attending events with/for other schools. This series places Oakham School at the centre of the local community.

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

An account book recording costs per pupil in the boarding houses and expenditures such as food, laundry, fuel and oil, gardens and general maintenance, from Autumn term 1949 to 1967.

A group of notes written by Trevor Case, Bursar, recording petty cash transactions from Spring term 1970 to Summer term 1974.

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

An account book recording pupils' fees from January 1925 to December 1931.

An analysis book recording the entry fees and registration fees received from each pupil from Winter term 1970 to Summer term 1971.

A letter from the School's Bursar, Trevor Case, to Parents directly concerned with the Papua New Guinea Expedition regarding the cost of this expedition (page A), enclosing an annex detailing the income & expenditure for the trip, the money received after fund raising initiatives and an analysis of costs on a per capita basis (page B).

The Old Oakhamian Magazine, published in 1953. Contents: Editorial; Annual General Meeting; Dinner; Regional Meetings; War Memorial Fund; O.O. Fund; The Barraclough Hall; School News; Olympic Games, 1952; O.O. Notes; Engagements, Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Father Douglass of Behala; Tweakerisms; Notices; Correspondence; Golf. Eight double-pages A to H.

A roll call for School House, Mr. Scriven's, Mr Williams' and the Day Boys in Spring term 1888.