This sub-series includes five letter books maintained by Wenman, 1897-1942. These letters represent correspondence sent by Wenman on behalf of Fish, as well as personal business and genealogical correspondence of Wenman's. In addition, as secretary and accountant to the Fish enterprise, there are also balance sheets of income taxes paid by Fish, inquiries into business ventures, and copies of mortgages and deeds. Also included are legal documents concerning the alliance made between Fish family members after the death of the elder Fish, in their "Union-That-Nothing-Be-Lost" corporation deal of 1924-1926; and correspondence and balance sheets involving the Illinois Central Railroad, the Mutual Life Insurance Company of New York, the Continental Railroad, and the Commonwealth Trust Company (also know as the Mercantile Trust).

Sub-series 2 concerns the Telautograph Corporation, 1915-1926, a venture concerning the use of the telegraph system to reproduce handwritten messages. This sub-series includes balance statements, progress reports, stockholder statements, correspondence, and stockholder notices.

Sub-series 3, Real estate, 1837-1941, contains an abstract of Fish land holdings on 6th Street to 9th Street between Avenues C and D in Manhattan. Minutes, audits, rental assessments, and a rent collection ledger for 194-196 East 3rd Street in Manhattan are included under the Petersfield Realty Firm. A deduction of title and map of the Petersfield Farm area of Manhattan, now the Gramercy Park neighborhood, is also included in this subseries. While there are deeds, mortgages, and titles in sub-series 1, they deal with property owned or lived on by the Fish family. The items in this sub-series constitute land that was rented or sold by the Fish family through the Petersfield Realty Firm.

This sub-series consists of the business records of the Stenciltype Corporation, 1923-1925. Included are correspondence, the agreement to form the company, receipts, minutes, patent and dispute of patent records, legal documents pertaining to lawsuits, tax records, and Board of Directors records.

Sub-series 2, Wenman investment records, 1915-1930, includes correspondence, balance sheets and legal documents concerning several investments made by Wenman, including investments in the Ace Motorcycle Company, 1924-1925; Century Motion Pictures, 1915; and the Dual Gap Spark Plug Company, 1924.

Sub-series 1, Client legal papers and lawsuits, 1836-1939, consists of family estate papers of the Hamilton family, Wenman's aunt, Nellie Hilfers, papers from the estate of Peter Stuyvesant, and two lawsuits brought against Wenman because of his connections with the Fish business. Also included is correspondence relating to the commitment of Frederick Wenman, Sr., an application for declaration of mental incompetence, and detailed bills for the housing and treatment of Frederick, which were paid by Charles from 1904-1909. Also included is a letter of introduction signed by P.T. Barnum. The letter, addressed to Eugene Schuyler, introduces the brother of the famous 19th century Swedish soprano, Jenny Lind. How this letter came into the possession of Wenman is unknown.

Sub-series 2, Household construction and maintenance records, 1905-1950, chronicles the construction and maintenance of Wenman's brownstone located at 990 Park Place in the Bedford-Stuyvesant neighborhood of Brooklyn. Of particular interest are letters between Wenman and the Edison Electric Illuminating Company of Brooklyn and problems Wenman had with the New York City Building Codes department. The correspondence also illuminates the transformation of the Bedford-Stuyvesant neighborhood with the arrival of new ethnic groups, particularly European immigrants and African Americans.

Sub-series 3, Real estate, 1914, includes correspondence and building specifications of property owned by Wenman at Academy and Webster Streets in Long Island City, New York.

Sub-series 4, Crea-Mont Country Club, 1925-1927, details Wenman's business venture with his cousin's wife, Mary Wenman, in the maintenance of a country club she built on Culver Lake in New Jersey. Of interest in this sub-series are papers relating to the running and maintenance of a large country club during the 1920s. Wenman dealt with many different aspects of running a hotel and restaurant, including selection of menu printing, room counts and departures, memberships, staff hiring, and rules of conduct. Also of interest is a photograph album showing exterior and scenic views of and around the Crea-Mont Country Club, as well as photographs of people at the country club. All photographs are black-and-white prints.

This sub-series consists of account ledgers, cash books, and check registers, 1881-1940.

Sub-series 2, Personal expense ledgers and daily journals, 1911-1947, is of particular interest because it includes Wenman's daily journals for the years 1925 and 1933-1935. The journals chronicle the whereabouts of Stuyvesant Fish, Jr. on a daily basis, weather for the day, entries of calls made to and by Wenman, and some personal notations of appointments.

Sub-series 3 contains the Gulick Guards book of members, bylaws, constitution and minutes, 1843-1848. Several members of Wenman's family were members of the Gulick Guards. The Gulick Guards were an organization associated with Fire Engine Company #40 of Brooklyn, New York.