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A brochure promoting the 1960s Development Campaign. Contents: Post war Development; The Development plan; The Cost; The Future; Administration of the Campaign; Method of Giving. Also inserted are a combined Deed of Covenant and Banker's Order form.

A donation record containing lists of dates, donors, donations and gifts. Forty-eight pages A to AV.

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

A wooden trophy made to look like a scroll with a large metal medallion in the centre and seven small ones, of which four are engraved with the wining house and year. The trophy was for the interhouse public speaking competition. The list of winners is as follows: Stevens in 1992; Haywoods in 1993; Buchanans in 1994 and 1995.

A letter from the Headmaster Graham Smallbone to T.M. Reay, Mrs Wheway, Roger Blackmore and the Housekeepers, containing the minutes of a meeting regarding OSEL, conferences and support to house staff. Two pages A and B.

A note from Helen Pollard, Housemistress of Round House, to Roger Blackmore giving permission to use Round House during a conference.

A letter (A) from the Headmaster Graham Smallbone to be sent to Old Oakhamians after the Appeal launch. Attached are two lists (B and C) of recipients.

A letter (page A) from Graham Smallbone, Headmaster, and Rev Terence Treanor, Honorary Secretary of the Old Oakhamian Club, seeking to update Old Oakhamians' records and to launch the appeal for a new library; attached is a questionnaire (page B).

A letter (A) from Graham Smallbone, Headmaster, and Roger Blackmore, Joint Secretary of the the Old Oakhamian Club, inviting Old Oakhamians to a special reunion. Attached is a reply slip (B).

Two letters (A and B) from Graham Smallbone, Headmaster, and John Buchanan and Rev Terence Treanor asking Old Oakhamians to support the construction of the new library as part of the 1993 Development Plan. One letter was sent to O.O. who left in 1965 or earlier; one letter was sent to O.O. who left in 1966 or later.