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Letters written to Gay from political and literary contemporaries such as Horace Greeley, Charles Sumner, and William Bryant; reports in letter form from his reporters at the front during the Civil War; and personal correspondence including many letters from his wife, Elizabeth Neall Gay. Letters written to Mrs. Gay from family friends and business associates including many from her husband. Correspondence of other members of the Gay family including Walter Gay, Sarah Gay, and Allan Gay. Diaries, notebooks, and journals of Sydney Howard Gay.

Correspondence files of Roberts Brothers, pertaining to all departments, editorial, production, advertising, and sales. Also, some miscellaneous letters and documents, unrelated to Roberts Brothers, which deal with various legal matters, including those of Frederick D. Ely and of William A. Dunn, from 1838 until 1932, and letters to the Secretary of Harvard University from 1900 to 1907.