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This collection of documents has been filed by Jane Matthews, Senior Mistress of Oakham School. They related to H.M.C. Co-Educational Group Meetings of Senior Mistresses, resources for staff and pupils regarding wellbeing, maternity leave, health, and various correspondence. The collection spreads over a few years from the late 1980s to the mid-1990s.

A copy of the school rules from 1959 and 1965 detailing the restrictions and daily life of pupils at the school.

The items in this collection are related to Tutoring at Oakham School, either guidelines to staff or resources to use in tutorial with the pupils.

The items in this sub-series are related to anti-bullying policies at Oakham School, aimed both at staff and pupils.

A series of photos of frescos in Shakespeare Centre by Mary Sargant Florence (including some images of Old School before it was the Shakespeare Centre). Also included is a letter from Margaret Camester which attaches extract of book to be published about the women's peace movement of 1915 (which contains a pamphlet by Mary Sargant Florence called 'Militarism versus feminism' and biography of her). At the back is a sheet which includes the inscribed stone over the old school door and a translation of it.

A box of slides and various photographs of the school in the 1960s, including the Royal visit in 1964. Donated by David Morgan, Physics teacher.

A box of ephmera from Buchanan's House.

This sub-series focuses on photographs of girls in Orchard Close and Buchanans House, mostly in the 1990s and early 2000s. It also contains photographs of the Sixth Form cohort.

This sub-series focusses on handbooks written by the Housemasters, to welcome and help new Day boys settling into their new environment.

This sub-series contains various informal photographs of the boys and staff of Barrow since its inception in 1997.