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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.

This collection covers the multitude of sports that pupils can do at Oakham School. Sports include cricket, rugby, hockey, athletics, netball and swimming as some of the richest in terms of items in the sub-series.

Most sub-series have a good photographic record of first teams, alongside comprehensive fixture and team lists. Some sub-series will contain correspondence, programmes and administrative documents.

There is an extensive collection of trophies and shields awarded to pupils and Old Oakhamians for their sporting achievements.

Order of service of the Thanksgiving service for the life of Oliver Richard Silvester Bull in Chapel on 23 January 2016.

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.

Order of service for a service in celebration of the like of John Blezard in Peterborough Crematorium on 10 December 2007.

Announcement of the memorial service for Richard Bull in the Register section of The Daily Telegraph on 5 December 2015.

A letter from Gerry Lea to Jon and Kim Wills regarding the planting of a tree in memory of Henrietta.

Order of service for a memorial service for Ian Hugh Stuart Balfour, Clerk to the Bursar at Oakham School, in All Saints' Church on 30 May 2012.

Announcement of the memorial service for Richard Bull in the Register section of The Times on 5 December 2015.