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A letter from the Headmaster Richard Bull to Parents regarding the Commemoration service, the Oakham School Young Masters, dressing code for School Photographs, the Quatercentenary Programme, the 1984 Appeal Raffle, the rule on tracksuits and second-hand uniform shop and guidelines on parties.

A letter from the Headmaster Richard Bull to Parents regarding the fees for the year 1982-1983.

A letter from the Acting Headmaster Michael Stevens to Parents regarding the Quatercentenary Appeal, school trips, the annual Sixth Form Conference, Sports fixtures, and Open Day for prospective parents.

This series gathers various correspondence regarding the Chapel throughout the years.

This series focuses on the Day boys of Clipsham, founded in 1997. The main items are house photographs and handbooks.

This series focusses on documents relating to Brian Welford' career at Oakham School as Master-in-charge of Rugby in the 1970s and 1980s. Also contains documents relating to the history of rugby and Old Oakhamians, kept by Mr Welford in his personal files.

This file relates to emails and letters to/from the Common Room, discussing issues, renewing the Club Registration Certificate, contacting publishers to organise visits and textbook displays at School, from 1943 to 2010.

This sub-series contains letters related to School House. The items relate to the 2004 naming ceremony of rooms in School House.

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).