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This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.

A photographs of Rev John Darrall, Mr and Mrs Ridley and Headmaster Graham Smallbone at Rutland Water for the start of an OSCA Reservoir Walk. Date is unknow.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

A list of families of Oakham School teaching and admin staff in 1985, with names of staff, their spouse, and their children. Six pages A to F.

This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

An internal note from the Headmaster Graham Smallbone to Teaching Staff regarding the Spring term 1988 reports.

This sub-file contains various photographs of Rev John Darrall, School Chaplain.

A staff handbook for the academic year 1995-1996. Fifty-three pages A to BA.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This series focusses on photographs of teaching and support staff throughout the years. The bulk of the collection is individual photographs of staff from the 1990s.