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Papers of Stillman include over 100 items pertaining to the business enterprises of his father, Charles Stillman of Brownsville, Texas, who was engaged in shipping and trade, real estate, and railroad investment. A large portion of the collection documents of James Stillman's activities in banking, in railroad financing, and in other of his business and industrial interests. The letters, legal documents, and miscellaneous papers are representative of the entire span of his career. Included in the correspondence are letters from many prominent financiers and industrialists of his day, including many from William Rockefeller; letters from President Grover Cleveland, some personal in nature and some concerned with business transactions; nine letter books of James Stillman, covering the years 1886-1897, 1906-1918; letter books of his secretary Miss K. Bredin, 1908-1916; journals for the years 1889, 1891, 1898, 1899; bank book recording Stillman's drafts, 1911-1914, on the London firm of Baring Brothers; four diaries, 1881-1884; six notebooks; one cash and journal and one ledger, 1868-1871.