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 press cutting regarding the daily life at Oakham School in the Victorian era and regarding the article "Oakham School 140 years ago" by John Barber published in the Rutland Record no. 3.

The Oakhamian Magazine, recording the Summer term 1971 (published in Winter term 1971). Contents: School News; Term's Eye View; Around the Societies; Drama; Music; Careers; Poetry; Travellers' Tales; Games; Avete; Valete.

The Oakhamian Magazine, recording the Spring and Summer terms 1975. Contents: Editorial; School News; Correspondence; Music; Drama; Societies; Games; C.C.F.; O.O. News; Valete; Avete.

The Oakhamian Magazine, recording the Winter term 1973 (published in Spring term 1974). Contents: Editorial; School News; Correspondence; Drama; Music; Poetry; Valentines; Games; O.O. News; Avete; Valete.

The Oakhamian Magazine, recording the Summer term 1973 (published in Winter term 1973). Contents: School News; Correspondence; Drama; Music; Magic Mother's Problem Page; The Athelings Canadian Tour; Careers; Poetry; Games; C.C.F.; Scouts; Avete; Valete.

The Oakhamian Magazine, recording the Spring term 1973 (published in Summer term 1973). Contents: School News; Correspondence; Magic Mother's Problem Page; Drama; Music; School Societies; Poetry; C.C.F.; Games; O.O. News; Avete; Valete.

The Oakhamian Magazine, recording the Summer term 1974 (published in Winter term 1974). Contents: Editorial; School News; Correspondence; Music; Drama; Poetry; Games; Summer Camp 1974; O.O. News; Valete; Avete.

The Oakhamian Magazine, recording the Winter term 1972 (published in Spring term 1972). Contents: School News; The Ingram Press; P.D. Noon; Nicholas Aspinal; Correspondence; Magic Mother's Problem Page; Music; Drama; School Societies; Careers; Poetry; Games; O.O. News; Avete.

The Oakhamian Magazine, recording the Spring term 1972 (published in Summer term 1972). Contents: The Term; Correspondence; Term's Eye View; Ray Mainwaring talks to H.J.C.; Music; Drama; The Computer Terminal; Poetry; C.C.F.; Games; Avete; Valete.