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.

The Old Oakhamian Magazine, published in 1936. Contents: Annual Dinner; Old Oakhamian Fund; Cricket, Football and Golf; School Notes; Births, Marriages and Deaths; In Memoriam; Old Oakhamian Notes; Notices.

A bound copy of several Oakhamian Magazines from 1937 to 1941.

The Oakhamian Magazine, recording the Winter term 1937 (published in Spring term 1938). Contents: School News; The Chapel; Cricket Fixtures; Rugby Fixtures; Hockey; Running VIII v. Sidney Sussex; Boxing; Reading Society; O.O. News; O.T.C.; Music Notes; The Library; Scout Notes; The Steeplechases; Debating Society; Sparks from the Torch; Sic; Geomotory; Is This A Record; Acknowledgements. Seven double-pages A to G.

A bound copy of several Oakhamian Magazines from 1938 to 1943.

This file focusses on letters sent/received by G. Talbot Griffith.

A prospectus promoting studying at Oakham School in 1942. Contents: Trustees & Staff; Foundation & History; The School today; Situation & Surroundings; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, The Junior House; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; O.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Nine double-pages A to I. Enclosed is modifications to the clothes list due to Rationing in July 1941 (J).

A bound copy of several Oakhamian Magazines from 1942 to 1948.

A bound copy of several Oakhamian Magazines from 1943 to 1948.

The Old Oakhamian Magazine, published in 1947. Contents: Editorial; Dedication of the War Memorial; Marriages, Births, Obituaries; War Memorial Fund; Golfing Society; O.O. Notes; Annual General Meeting; Old Oakhamian Fund; Notices. Two double-pages A and B.