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This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

This file focusses on photographs of Tony Little, during his Headmastership (1996-2002).

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

This file focusses on letters sent by Headmaster Richard Bull during his headmastership (1978-1984). The bulk of the collection is made of letters sent to Parents.

A letter ((A) from the Headmaster Richard Bull to the Editor of The Rutland Times regarding two inaccuracies in the account of Speech Day 1978, published on the front page of Issue no. 15. Enclosed is the article (B).

A letter from the Headmaster Richard Bull to M[ichael] S[tevens], P.C.W. and Housemasters regarding recommendations for the Anderson Awards

This file contains various items created by Richard Bull or relating to his headmastership (1977-1984).

An almost complete collection of the School's magazines dating from 1884.

Magazine named The Oakhamian, stappled; drawings on the cover including a spider web, an eye, a dog, a motorcycle, a camel, a heart, a fly; 68 pages; contents: new headmaster appointed, Editorial, School News, O.O. News, Correspondence, Opinion, Drama, Music, Societies, Miscellany, Sport, C.C.F., University/Careers List

Magazine named The Oakhamian, stappled; an aerial photograph of the chapel and Church passage on the cover; 80 pages; contents: Editorial, School News, Clubs and Societies, rama, Music, Musing-Impressions-Travellers' Tales, Icelandic Summer, Japan, Summer retrospect, Sport, C.C.F., School Council; with photographs of matches, trips, plays