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Order of service for the licensing of Reverend Alex Aldous, Senior Chaplain, by The Right Reverend Ian Cundy Bishop of Peterborough, in the School Chapel on 28 February 2002.

This series focuses on a large range of services held in the School Chapel, such as memorial services, confirmation and baptism services, carol services, weddings, and the weekly and Sunday services attended by pupils. Most of the items are orders of services.

Order of service for the Seventh Form Leavers' service in the School Chapel on 30 June 2000. Two pages A and B.

Order of service for the Seventh Form Leavers' service in the School Chapel on 28 June 2002.

This sub-series gathers speeches delivered during the Millennium celebrations.

This file focusses on administration documents relating to support and teaching staff under the headmastership of Tony Little.

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.

Thirteen photographs (A to M) of a dinner in Old Hall. Some of the attendees include Tony Little, Headmaster and teachers. Date is unknown.

A staff handbook for the academic year 1996-1997. Twelve pages A to L.

A green minute book recording minutes of working party meetings and general meetings of the Oakham School Foundation from the 2000s.