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Old Oakhamian Calendar, published in 1899. Cover with contents: Editorial; The Old Oakhamian Club; Members of the Old Oakhamian Club - 1898; Old Oakhamian Notes; The Old Oakhamian Dinner - 1898; The Oakham School Register. This is the first issue of the Old Oakhamian Magazine, recording news of the O.O. Club and former pupils.

Old Oakhamian Calendar, published in 1902. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1902; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts. Six double-pages A to F.

Old Oakhamian Calendar, published in 1907. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1907; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts. A note on the inside cover from John Barber regarding the years of publication of this magazine. Six double-pages A to F.

Old Oakhamian Calendar, published in 1910. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1910; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts. Seven double-pages A to G.

Old Oakhamian Calendar, published in 1913. Cover with contents: Editorial; Members of the Old Oakhamian Club - 1913; Old Oakhamian Notes; Old Boys' Matches; O.O. Club Accounts.

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 red hardback ledger containing balance sheets, record of donations, interests, payments and transfers from 1981 to 1992.

Minutes of an OSEL meeting held on 25 October 1983 at the Headmaster's house. Contents: Minutes; Matters arising; Medical Congress, January 1984; Chess Tournament; Other April events; Activity Holidays 1984; Computer Weekends; Catering budgets and menus. Seventeen pages A to Q.

A report from the Chartered Accountants Peat, Marwick, Mitchell & Co. to the Trustees on the balance sheet and notes on the Elizabethan Trust.

A report from the Chartered Accountants Peat, Marwick, Mitchell & Co. to the Trustees on the balance sheet and notes on the School's Accounts.