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 1967 (published in Spring term 1968). Contents: Editorial; Term's Eye View; School News; Avete; Music; Around the Societies; Saas Fee; Around the Societies; Technology Projects; Face to Face; Opinion Poll; Features; We Pay our Respects to; Games; The Combined Cadet Force; Scouts; O.O. News; At the Universities; Letters to the Editor; Valete.

The Oakhamian Magazine, recording the Summer term 1967 (published in Winter term 1967). Contents: Editorial; School News; Avete; The Term now Standing; Music; Around the Societies; Face to Face; Travellers' Tales; Comment; Drama; Poetry; Games; The Combined Cadet Force; Shooting; Scouts; Letters to the Editor; O.O. News; University Entries; Valete.

The Oakhamian Magazine, recording the Winter term 1968 (published in Spring term 1969). Contents: Editorial; School News; New Boys; J.L.D. & M.D.; Music; Drama; Saas Fee; Fencing; Around the Societies; The Oinologists; Brass Rubbing; Aphrodite's Realm; Metamorphosis; Poetry; Don't Knock Enoch; A Definition of Racialism; Deuteronomy 1969; We Pay our Respects; Games; O.O. News; Letters to the Editors; Leavers.

The Oakhamian Magazine, recording the Winter term 1969 (published in Spring term 1970). Contents: School News; Term's Eye View; New Boys; Music; Drama; Around the Societies; The Creative Design Centre; Laudate Dominum; V.S.O. in Thailand; Saas Fee; The Cynnicke's Tale; Poetry; Mourir pour la Patrie; Problems in the Classroom; Parable; Never the Twain; Games; O.O. News; Letters to the Editor; Leavers.

The Oakhamian Magazine, recording the Summer term 1969 (published in Winter term 1969). Contents: School News; Avete; The Second Development Campaign; The Shakespeare Centre; Drama; Music; Science Fair '69; Around the Societies; Travellers' Tales; Poetry; Comment; Games; Letters to the Editor; Valete.

The Oakhamian Magazine, recording the Summer term 1973 (published in Winter term 1973). Contents: School News; Correspondence; Drama; Music; Magic Mother's Problem Page; The Athelings Canadian Tour; Careers; Poetry; Games; C.C.F.; Scouts; Avete; Valete.

The Oakhamian Magazine, recording the Summer term 1974 (published in Winter term 1974). Contents: Editorial; School News; Correspondence; Music; Drama; Poetry; Games; Summer Camp 1974; O.O. News; Valete; Avete.

The Oakhamian Magazine, recording the Winter term 1978. Contents: Editorial; School News; VOIR; Drama; Rutland Weekend Television Presents; Music; Clubs and Societies; Sport; The School Council.

The Oakhamian Magazine, recording the Winter term 1976. Contents: New Headmaster Appointed; Editorial; School News; O.O. News; Correspondence; Opinion; Drama; Music; Societies; Miscellany; Sport; C.C.F.; University/Careers List.