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The Oakhamian Magazine, recording the Winter term 2000. Contents: Editorial; Chapel; OSCA; Oakham School Fitness Centre; Staff News; Interview with the Headmaster; 1000th Gold Awards Celebration; Drama and Music; Art, Design & Technology; Expeditions and Trips; Sport; House Reports.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2003. Contents: Academic; Features; Societies; Party Time; Music and Drama; Art & Design; Pastoral; 20:20; The Old Oakhamian; Sport.

A green minute book recording minutes of working party meetings and general meetings of the Oakham School Foundation from the 2000s.

A photograph (A) of Oakham School staff in 1994, under Headmaster Graham Smallbone. Attached is a list of names (B).

A programme for the Oakham Fashion Show held in the Sports Hall on 18 March 2006 in aid of the Make-A-Wish Foundation.

Minutes of a Parent/Teacher Committee meeting held on 17 November 2001 in the Bowes Room (A). Contents: Apologies; Matters arising from the Minutes; Afternoon Activities; Oakham School Foundation; Security; Inspection; Term Dates; Timings of Parent/Teacher Meetings; Correspondence; Any Other Business; Representatives for Spring term 2002; Date of the next meeting. Enclosing a letter regarding road safety on Kilburn Road (B).

A photograph of Mike Rochester in a blue car, celebrating with other teachers in 2006.

A photograph of Martin Minshall standing outside the Art & Design Centre. Date is unknown. A note at the back of the photograph mentions that it was used in a Rutland Times and an Oakhamian Magazine features.

A photograph of Martin Minshall at his desk, marking GCSE projects. Date is unknown.

A headmaster's annual report for the academic year 1982-1983. Contents: Registrations/Entry/Numbers; The Houses; The Decem/Discipline; Staff; General Academic; The Academic Departments; Music; Art and Design; Drama; P.E. and Sport; C.C.F. and Duke of Edinburgh Award Scheme; Community Services; Afternoon Activities; Careers; Chaplaincy; The Ashburton Hall; Library; The Oakhamian; The School Council; Oakham School Nursery; Sanatorium; A.V.A. Centre; Postscript. Attached are A-Level results (appendix A), O-Level and A-Level results (appendix B), University Entrance (appendix C), a report to the Headmaster - Computing Department (appendix D). Thirteen pages A to M.