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This series is related to the charity work at Oakham School, including the fund raising and other events organised at school by staff, pupils, houses and the Oakham School Charities Association (OSCA) in aid of various charities and the local community.

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 file relates to emails and letters to/from the Common Room, discussing issues, renewing the Club Registration Certificate, contacting publishers to organise visits and textbook displays at School, from 1943 to 2010.

An email form Jan West to Teaching Staff regarding the arrangements for the Rutland Water Walk and a reply from Charles Welch regarding a possible clash with a U14 cricket match. Items A and B.

A letter from Jan West to Parents informing them of a Middle School trip to Alton Towers on 20 May 2001.

This file relates to various School trips to the amusement park Alton Towers between 1999 and 2001.

A letter from Jan West to Alton Towers Booking Office regarding the number of pupils visiting Alton Towers on 21 May 2000 and the cost of tickets.

The itinerary of the boarding and day houses' trip to Alton Towers on 16 May 1999, sent by Jan West to houses to be announced and displayed.

A note from Jan West to Alton Towers Booking Office confirming the costs and number of pupils and staff visiting the amusement park on 16 May 1999.

A copy of Oakham School Common Room application for the renewal of Club Registration Certificate under the Licensing Act 1964.