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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).

Four identical letters (A to D) from Headmaster Graham Smallbone and four other members of staff - Roger Blackmore, Nigel Webb, John Buchanan and Rev Terence Treanor- to Old Oakhamians. Attached is a mailing list (E).

A letter (A) from the Headmaster Graham Smallbone to be sent to Old Oakhamians who attended the OO Dinner regarding their contribution to the 1993 Development Plan. Attached is a list (B) of recipients.

A letter (A) from Graham Smallbone, Headmaster, Simon Schanschieff, Chairman of Trustees, and Rev Terence Treanor, Honorary Secretary of the Old Oakhamian Club, to former pupils who were at Oakham during John Barber's years with the School regarding celebrating his eightieth birthday and the Barber Archives. Attached is a reply slip (B).

A letter from John Lake, Appeal Director, to former pupils of John Barber's time as well as current parent, regarding the Barber Archive Room in the new Library.

A confidential letter from John Lake, Appeal Director, to the Appeal Policy Committee regarding prospective major donors.

A letter from Patrick Wilson, Senior Master, to Andrew Watkin regarding the 1993 Development Plan and building of a new Information and Study Centre, and school reminiscences. Four pages A to D.

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 grille badge designed by Automotif Ltd for Oakham School. The item has a red and gold school crest in a glass window on a black, white and red background, in a metal frame; two screws at the bottom. The date is estimated between 2009 and 2017, when the company was in business.

A brown notebook recording the performance of candidates who took the entrance examination in 1978.