Norman and Belle Winestine were residents of Helena, Montana. Belle Winestine's (1882-1985) papers include correspondence, writings (fiction, poetry, and non-fiction), a Jeannette Rankin subject file, and Fligelman family materials. Norman Winestine's papers (1911-1954) include correspondence, Montana Historical Society and Montana Institute of the Arts materials, and miscellany.

D.J. O'Malley (1867-1943) was a cowboy for the N Bar N Ranch, the Montana Cattle Company's 79 Ranch, and other cattle ranches around Montana. His papers consist primarily of cowboy poetry and other writings reflecting his experiences as a cowboy; a small amount of correspondence (1887-1939); and miscellany, including a few items concerning his father Dominick O'Malley's Civil War military career.

Roy Pritchett was a Helena, Montana, mine promoter. Papers (1944-1952) consist primarily of general correspondence from brother Glenn A. Pritchett and others regarding mine investments and development. There are also several original poems and one short story written by Pritchett.