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A headmaster's annual report for the academic year 1983-1984. Contents: Numbers and Recruitment; Discipline and Morale; Staff; Academic; Art/Design/Music/Drama; P.E./Sports/Games/Service/Activities; Chapel; Food/Health; Careers/A.V.A.; Oakhamian/School Council; Publicity and P.R.; 1984 and All That. Attached are A-Level results (appendix A), O-Level results (appendix B), Academic Scholarships and Exhibitions (appendix C). Nine pages A to I.

The Oakhamian Magazine, recording the Winter term 1978. Contents: Editorial; School News; VOIR; Drama; Rutland Weekend Television Presents; Music; Clubs and Societies; Sport; The School Council.

The Oakhamian Magazine, recording the Summer term 1992 (published in October 1992). Contents: People - Places - Events; Drama;General; Tanzania Expedition; Houses; Speech Day; Music; Valedictory; Sport.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2013 and Spring term 2014. Contents: News; Features; Academic; Trips and Tours; Performing Arts; Pastoral; Community Activities; Staff News; Sport; Beyond Oakham; Old Oakhamian; Foundation.

A letter from roger Blackmore to Trevor Ellis confirming the catering arrangements in the marquee after the performance on 24 June 1992.

A letter from the Headmaster, Graham Smallbone, to the Bursar regarding the procedures for catering, and OSEL during the Oakham Festival.

Minutes of an OSEL meeting held on 25 October 1983 at the Headmaster's house. Contents: Minutes; Matters arising; Medical Congress, January 1984; Chess Tournament; Other April events; Activity Holidays 1984; Computer Weekends; Catering budgets and menus. Seventeen pages A to Q.

A staff register recording 'servants' (support staff), in alphabetical order. Includes name, age, home address, occupation, salaries, dates at Oakham School, and comments.

This series focusses on recreational events for staff by the Common Room and by Oakham School Enterprise Ltd, such as Christmas Parties, Burns Night and swimming pool sessions, from 2005.

Correspondence relating to the organisation of the 2006 Staff burns Night, discussing matters such as guests, music, catering and menu, costs and speeches. Eight pages A to H.