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A collection of material from Anna Bentley's office including some school trophies, specially produced Oakham School dictionaries, entry books for the school, financial accounts, exam results, and correspondence. Most of the material in this collection relates to work completed in the marketing, administrative and foundation departments of the school.

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 Old Oakhamian Magazine, published in 1986. Contents: Editorial; This Year's President; Annual Dinner; O.O. Day; Regional Reunions; O.O.'s Visited in Australia; An Aussie at Oakham; School News; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Rifle Club; Masonic Lodge; Club Colours/School Shop; Notices; Rugby Fixtures; Diary Dates; Careers. Twenty double-pages A to T.

The Old Oakhamian Magazine, published in 1988. Contents: 1888 And All That; O.O. Club 1888-1988 - Presidents and Hon. Secretaries; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; Tributes to the retiring Staff - MS, AV, PW, MB; Today's Sixth Former; The Barraclough; O.S.E.L.; O.S.C.A.; Chapel; Music; Drama; C.C.F.; Duke of Edinburgh's Award Scheme; O.S.E.S.; Sport; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Oakham's Art Masters; The Oldest Old Oakhamian?; O.O. Golfing Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates; Rugby Fixtures; Yes, I Remember it Well! (Answers). Twenty-four double-pages A to X.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.

A bound copy of several Oakhamian Magazines from Spring 1984 to Summer 1987.

The Old Oakhamian Magazine, published in September 1989. Contents: Our First Lady President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; O.S.E.L.; O.S.C.A.; Oakham Festival Week; Music; Drama; C.C.F.; Duke of Edinburgh's Award Scheme; O.S.E.S.; Sport; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; Letters; Nostalgia; O.O. Golf Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates; Rugby Fixtures.

The Old Oakhamian Magazine, published in September 1991. Contents: The Bad News First; John Jerwood; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News Round-up; Staff; OSEL; Academic Results; Sporting Honours; Chapel; OSCA - Appeals Arrive Daily; Music; Drama; C.C.F.; DofE; O.S. Exploration Society; School Sport; When Life was Pretty Tough; Hardships of a Day Boy; Madness and Horror; Letters; New Members; Addresses of Members; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; O.O. Sport; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates.

The Old Oakhamian Magazine, published in October 1996. Contents: National 2 - RSC 2; O.O. Day 1996; Summer Holiday Success; Births, Engagements, Marriages & Deaths; Obituary; O.O. News; Lucy Pearson; Library; Lewis Moody; Chess.

A bound copy of several Old Oakhamian Magazines from 1994 to 2002.