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Personal, business, and legal letters; manuscripts including prose, poetry, and diaries; and documents including deeds, receipts, invoices, and account books. The 18th century materials focus on the personal and business correspondence of Calvin, Jotham, and Martin Gay, sons of Ebenezer Gay who were engaged in shipping between New England and the Maritime Provinces. There are occasional letters of Jotham and Martin referring to the American Revolution. The Otis family correspondence of the 18th century, likewise, is of a purely routine and personal nature. There are only four letters of Col. James Otis, and only two of his son, James. Gay and Otis family interests intertwine during the 19th century with the marriage of Mary Allyne Otis to Ebenezer Gay, who are among the chief correspondents of this century, along with their children including Sidney Howard Gay and Winckworth Allan Gay. The Otis correspondence centers around business, real estate, and personal interests of Mary A. Otis Gay's brothers John, Joseph, and William Otis.

Manuscript account books and documents which illustrate and document the history of accounting and business procedures from the 14th century into the 20th century. The earliest item is Ms. 18, a Papal bull relating to notaries and appointing Julius de Gentilibus as a notary; the latest is an invoice book from 1941. The types of volumes contained in this collection include instruction books, daybooks, waste books, journals, bank books, ledgers, receipt books, storage books, invoice books, registers, ships' logs, letter books, diaries, town books, tax roll books, articles of agreement, bills of sale, deeds, wills, and many other significant items. The material originated in many countries around the globe, and represents a range of business and occupations from household to trading company (e.g., English (East India Company) and French East Indian Company (Compagnie des Indes orientales) volumes), and from itinerant laborer to lawyer and physician. The majority of the manuscripts are English and American of the 17th, 18th, and 19th centuries. The earliest American account is Ms. 75, 1690-1730, Josiah Winslow, Plymouth, Mass.