This collection highlights the work and life of Oakham School pupils both during and after their time at the school. The collection has an excellent representation of the careers, work, and exam aspect of school life, including examination results, leaver destinations, work experience and information on Project 20/20.

There are detailed records on the council, Decem and prefects, particularly in their recruitment, meeting minutes, and handbooks.

In several of the series, there is a strong photographic collection illuminating the rich daily life of the school and its pupils. This is shared alongside copies of pupil magazines, arts calendars, and records of pupil achievements.

The Oakhamian Magazine, recording the Winter term 1980 and Spring term 1981. Contents: Editorial; School News; Prize Winning essay; Letters to the Editors; Mathematics is more than a tool; Profiles; Exchange trip to Germany; Inspirations; Drama Reports; Music Reports; Society Reports; Sports Reports.

The Oakhamian Magazine, recording the Summer and Autumn terms 1981. Contents: Editorial; School News; Talbot Griffith; Religion; Prize winning Letter; Letters to the Editors; Profiles; Features; French Folies; Creative Writing; The Four Elements; Art & Design; Music; Drama; Societies; Ventures at Home & Abroad; Sport; University & Careers List.

The Oakhamian Magazine, recording the Summer terms 1980. Contents: Editorial; School News; T.C.S.H.; Chapel Notes; Profiles; Correspondence; Creative Writing; Expeditions and Adventures; Art and Design; Music; Drama; Societies; C.C.F. and Duke of Edinburgh Award Activities; Sport; School Officials.

The Oakhamian Magazine, recording the Winter term 1981 and Spring term 1982. Contents: Editorial; Letters to the Editors; School News; O.O. News; Prize Winning Essay; Interview; A Distinguished Oakhamian; Profile; Hoax!; Creative Writing; Music; Drama; Sports; School Officials.

The Oakhamian Magazine, recording the Summer and Winter terms 1983. Contents: Editorial; School News; Departures; Features; Now and Then; Expeditions; Excursions; Travel and Adventure; Music Reports; Drama Reports; Society Reports; Staff at Play; Art and Design Activities; C.C.F.; Duke of Edinburgh Award and Estate Management Activities; Sport; University and Careers List.

The Oakhamian Magazine, recording the Winter term 1985 and Spring term 1986. Contents: Editorial; School News; Charities and Community Service; Feature "Little Boxes"; Drama; Music; Societies; Adventures Abroad; C.C.F. and Duke of Edinburgh Award Activities; Sport.

The Oakhamian Magazine, recording the Summer and Autumn terms 1986. Contents: Editorial; School News; Departures; Miscellany - Features and Opinion; Drama; Music; Art and Design; Societies; Tours; Expeditions; Camps and Adventures; Work Experience out of School; Sport.

The Oakhamian Magazine, recording the Spring and Summer terms 1987. Contents: Editorial; School News; Tributes to Retiring Staff; Industry and Oakham School; Some Reviews from "On the Road"; Drama; Music; Art and Design; Societies; Tours; Expeditions; D of E and C.C.F.; Sport.

The Oakhamian Magazine, recording the Spring and Summer terms 1985. Contents: Editorial; School News; Speech Day; Chapel; Careers & Business Studies Trips; The White Bix; Trips; Russia; Trinidad & Tobago; Australian Exchange; Drama; Blood Wedding; Hiawatha; The Cotchford Tales; Music; Societies; Art & Design Centre Activities; C.C.F. and DofE; Sport; Leavers' Destinations.