This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

A collection of letters relating to OSEL courses, Activity Holidays and events in the 1980s.

A red folder containing financial records and accounts of Oakham School Enterprises Ltd activities and minor events from 1982 to 1991.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.

A collection of reports and financial statements, and letters, related to the activities of Oakham School Enterprises Ltd (OSEL), spanning from 1978 to 1995.

A cash account book from the Sanitorium detailing its expenditure on equipment, food, building management, wages of staff etc.

A draft report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.

A final report and financial statement on Oakham School Enterprises Ltd activities by the Chartered Accountants Peat, Marwick, Mitchell & Co; including balances, funds, loss and profits.