File primarily contains letters from individuals, but also includes copy letters of Edith Simon. Identified correspondents include 'Bob'; 'Wendy'; possibly 'Norah'; possibly 'Desmond' Flower; Lady Marion Fraser; Angus Wolfe Murray; 'Stephen & Betsy'; possibly 'Beatrice'; Willie Johnston; George Fairfull-Smith, Art Source; 'Lin'; Sally Schofield, Scottish Society of Women Artists; 'Peter'; Eileen Jordan, Regent's College, London; Elsbeth Lindner, Methuen London; Iain Johnston, Astley Ainslie Hospital; Dr. C.W. Fishburne, Edinburgh University Students' Association; Geoffrey Crawford on behalf of Queen Elizabeth II; Lynn Knight, Virago Press; R. Douglas Miller, Jenners Princes Street Edinburgh Ltd.; George A. Woods, Inverclyde District Council; 'Margaret'; Diana Shine, The Society of Authors; Philip G. Saunders, Artifact Fine Art Consultants; Herta Ryder; Julian Evans, Sphere Books Ltd.; Veneta Vitel, The Friends of the Royal Scottish Academy; Igna Beth Heiden; Professor Mary Felstiner; 'Janet'; J.F. Beerblock; 'Julie'; possibly 'Ann' Phillips; Richard Broadhurst, Forestry Commission; Joan Renton, Scottish Society of Women Artists; George Woods, Inverclyde District Council; Roddy Martine, Saltire Society; Julie Morrice, The List Ltd.; Clare Rendell, Women Artists Slide Library; Kathleen Austin, Saltire Society; possibly 'Gerd'; 'Joan'; Ann Suster, Century Hutchinson Publishing Group Ltd.; A. McIntyre Brown, The Festival of London; James Thomerson, Overnight Ecosse Ltd.; possibly Robert Breckman, Breckman & Co. Chartered Accountants; Paul A. Barnett, Royal College of Obstetricians & Gynaecologists; City of Edinburgh District Council; possibly 'M' Finlayson; possibly Sir William Fraser, Scottish Office, Whitehall; 'Patricia', The Royal Medical Society, Edinburgh; Martin Hillman; Alan Tarvet, Total Design Projects Ltd.; Annette Bordeau, Fondation Prince Pierre De Monaco; Inge and Dennis Goodwin; Cordelia Oliver; 'Lucy, Alan & Amy'; possibly 'Ian' Vines, Fine Art Department, City Museum and Art Gallery, Stoke-on-Trent; Sheena McDonald, The Traverse Theatre; Roger Jones, City of Edinburgh District Council; possibly 'Edna and Stan'; J. McNeill, Royal Botanic Garden; and Jill van der Aa, English Speaking Theatre Amsterdam.

File also contains some autobiographical writings by Simon; an information flyer for the Women Artists Slide Library; a newsletter from the Friends of the Royal Scottish Academy (June 1988); papers concerning the Scottish Society of Women Artists; and papers regarding art submissions.