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A letter from David L.P. Humfrey, Stuart Humfrey's son, to Rev John Darrall, School Chaplain, regarding his father's sporting achievements at school and after, his own time at Oakham School and memories of school teachers.

A letter from Niall Campbell to Jon Wills regarding his grandfather Gordon Sanderson and the Sanderson memorial in Dehli, enclosing a list of the Gordon Sanderson Memorial subscribers and a copy of an article on Sanderson at IIC art gallery. The items are numbered A to F.

A collection of material which focuses on Old Oakhamians and Masters who fought in the Second World War and life at Oakham School during the war.

Photographs of the War Memorials built on school campus in memory of Old Oakhamians who fell in the First World War, the Second World War and other conflicts.

Hard cover newspaper cuttings album relating to the First World War, with cuttings from "Punch" and other First World War ephemera, enclosing an Army certificate of identity of Nancy Bevan, a War Office letter regarding the resignation of Captain John Neville Buchanan, the Commission in Grenadier Guards of Second Lieutenant John Neville Buchanan and President Wilson's New Declaration of Freedom.

The second edition of the book "Rutland and the great War. A lasting tribute to a great and noble part", compiled by George Phillips, with a section entitled "Oakham School War record" (pp.198-204).

A death penny awarded to Oliver Henry Cecil Odell who died during the First World War. Includes a small display card and a sheet deciphering the symbols of the plaque.