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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.

A photocopy of a newspaper cuttings reporting the death of O.O. William Henry Weston who won 16 caps for England Rugby. And a hand-written list of O.O. who played rugby for County and England.

Rugby results from 1971 to 1988, detailing scores, and season statistics. Three pages A to C.

Three photocopies (A to C) of rugby fixtures from 1919 to 1922, with hand-written annotations of scores and statistics.

A monograph written by Brian Needham recording the School Rugby 1st XV statistics and its history, from 1892 to 2012.

A list of pupils' names on three photographs: the 1984 Rugby team, the 1984 Chapmans house photograph and the 1985 Chapmans photograph.

This sub-series focuses on various photographs of the Day boys in Johnsons House in the 1980s. Most of the collection is made of House sports teams.

Newspaper cuttings printed on one page reporting on the 1979 rugby visit from Japan School to Oakham School.

A letter from O.O. W.J. Thompson ('23) to Brian Welford regarding rugby matches he was involved in and various Old Oakhamians who played in the rugby team in the 1920s. Four pages A to D.