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This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

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.

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

A School list of staff and pupils for the Summer term 1902. Contents: Trustees; Teachers; Forms VI to I; Successes since Midsummer, 1901; Oxford & Cambridge Board, 1902; Royal Drawing Society. Five double-pages A to E.

A prospectus promoting studying at Oakham School in 1897. Contents: Trustees & Staff; Subjects; Upper School & Lower School; Examinations; Boarding Houses; Library, Games & Extras; Terms; Holidays; Infectious Disease; Scholarships, Exhibitions & Prizes. Three double-pages A to C.

An edition of Matkin's almanack including a section on Oakham School on page 16.

A School list of staff and pupils for the Summer term 1903. Contents: Trustees; Teachers; Forms VI to I; Successes since Midsummer, 1902; Oxford & Cambridge Board, 1903; Royal Drawing Society. Five double-pages A to E.

A School list of staff and pupils for the Summer term 1901. Contents: Trustees; Teachers; Forms VI to I; Successes since Midsummer, 1900; Oxford & Cambridge Board; Drawing Examination. Five double-pages A to E.

The Old Oakhamian Magazine, published in September 1993. Contents: Annual Dinner 1993; Time for a Change?; This Year's President - On the Move; O.O. Dinners; O.O. Day; Reunion; School News - Round-up; Oxford and Cambridge Results; Chapel; O.S. Charities Association; Music; Drama; Duke of Edinburgh's Award; School Sport - our finest year?; Cate's China; Phil's Japan; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; O.O. Sports; O.O. Lodge; Club Colours; Addresses of Members; Half a Century Ago; Celebration of Rutland; Notices; Diary Dates.