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A photograph of Francis Cecil Doherty. The photograph was published in the School Magazine on his first term as Headmaster.

An invitation (B) from the Headmaster, F.C. Doherty, and his wife to A. Grant at lunch in the Victoria Hall on 28 July 1934. The item is kept in the original envelop, with address and stamp (A).

A compilation of hand-written notes, organised chronologically into Headmasters. It is thought that they were used as research material on the history of Greylands. Pages A to F.

A book compiling the minutes of the Trustees' Financial Committee meetings.

Oakham School Magazine, recording the Winter term 1928 (published in Spring term 1929). Contents: Frontispiece; Editorial; School Notes; The Concert; The Lamp of Life; The Prison Doors; Football; O.T.C.; The School Register; The Debating Society; O.O. News. The name 'T. Worthington' is hand-written on the cover. Eight double-pages A to H.

Oakham School Magazine, recording the Summer term 1929 (published in Winter term 1929). Contents: Editorial; School Notes; Speech Day; Resignation of Mr Sargant; End of Term; Reynard's Night Hunt; Cricket; O.T.C.; O.O. News. Eight double-pages A to H.

Oakham School Magazine, recording the Winter term 1929 (published in Spring term 1930). It is the 46th year of the Magazine. Contents: Frontispiece; Editorial; School Notes; School Concert; Wind in the Trees; Two Country Squires in the Shires; Lectures; Football; The Steeplechases; O.T.C.; O.O. News; Correspondence. The name 'Worthington' is hand-written on the cover. Eight double-pages A to H.

Oakham School Magazine, recording the Spring term 1930 (published in Summer term 1930). It is the 46th year of the Magazine. Contents: Frontispiece; Editorial; School Notes; The Sports; A Little Egyptian; Oakham School Players; The Debating Society; O.T.C.; Cricket; O.O. News; Games Account. The name 'Worthington' is hand-written on the cover. Eight double-pages A to H.

A School list for the Summer term 1932 organised from Form VI to Form I, for School House, Wharflands, Greylands, Junior House, Miss Daniell's House and the Day Boys.

A staff register recording teaching staff from 1878 to 1986. Includes rules of the Board of Education; an index; details on teaching staff (name, date of birth, dates at Oakham School, previous posts, education, role at School, wages).