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A School list of staff and pupils for the Summer term 1915. Contents: Trustees; Teachers; Forms VI to I; Honours List; List of Exhibitions and Prizes gained during the year; Royal Drawing Society.

This file focusses on roll call lists from the early 20th century, under the headmastership of Walter Lee Sargant.

Old Oakhamian Calendar, published in 1930. Cover with contents: Frontispiece; Editorial; Names and Addresses of Members; Annual Dinners; Headmaster's Letter; Mr J. Story's Letter; Quinquennial Luncheon and Meeting; Resignation of Mr W.L. Sargant - An Appreciation; The Captain of the Ship; Presentation to Mr W.L. Sargant; Cambridge Letter; The Book of Oakham School and The Register; Births, Marriages and Deaths; Cricket, Football and Shooting Matches; The Golfing Society; Club Notices; School Staff. Eighteen double-pages A to R.

A bound copy of several Oakhamian Magazines from 1949 to 1953.

The Old Oakhamian Magazine, published in 1953. Contents: Editorial; Annual General Meeting; Dinner; Regional Meetings; War Memorial Fund; O.O. Fund; The Barraclough Hall; School News; Olympic Games, 1952; O.O. Notes; Engagements, Births, Marriages & Deaths; Obituaries; New Members; Changes of Address; Father Douglass of Behala; Tweakerisms; Notices; Correspondence; Golf. Eight double-pages A to H.

A bound copy of several Oakhamian Magazines from 1949 to 1954.

This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

A bound copy of several Old Oakhamian Magazines from 1953 to 1959.

A press cutting regarding the publication of "The Story of Oakham School" by John Barber. Attached is a note from Steven at Sycamore Press Ltd addressed to John Barber.

A press cuttings from the Kent and Sussex Courier regarding memories of W.L. Sargant and J. Story by OO Rev Gordon Clarke.