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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.

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

A bound copy of several Old Oakhamian Magazines from 1960 to 1967.

This file focusses on various prospectuses published under the headmastership of Walter Lee Sargant in the early 20th century.

The Old Oakhamian Magazine, published in 1967. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; O.O. News; J.M. and G.R.L.; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List Part II; Masonic Lodge; Notices; Diary Dates; Seven-a-Sides; Golf. Fourteen double-pages A to N.

The Old Oakhamian Magazine, published in 1990. Contents: Summer Ball; A Proud Record; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; Endings; The Chapel;£50,000 in Five Years; Music; Drama; The Oakham Festival; C.C.F.; Duke of Edinburgh and OSEL;, Sport; Jolly Hockey Sticks; Wharflands in the Thirties; Wharflands in the Forties; Whatever happened to; Public School Reminiscences; Letters; New Members; Addresses; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; O.O. Sport; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates.