Draper correspondence, 1874-1889, notes, and clipped newspaper and periodical articles pertaining to Native American associates and contemporaries of Tecumseh, particularly the Miami chiefs Black Loon, Le Gros, Little Turtle, Osage, and White Loon, and the Potawatomi leaders Blackbird, Black Partridge, Billy Caldwell, Senachewin, Shaubena (Shabonee), Shickshack, and Wau-bun-see. Some papers discuss early days at Fort Dearborn, Illinois, especially the massacre in 1812 in which several of the Potawatomi were involved.

Two original early manuscripts are found in the volume; both are fur trade engagements or contracts made between the firm of Kinzie and Forsyth and Toussaint Seraphim and Pierre Lapanse at Fort Dearborn in 1804; one bears the signature of Billy Caldwell as witness. From a paper in private ownership Draper made a manuscript copy of Caldwell's certificate (1816) attesting to the courage and humanity displayed by Shaubena during the War of 1812. There are also carte-de-visite photographs (from daguerreotypes) of Shaubena and one of his wives.