Letters to Sherwood Anderson regarding his personal and professional career. Letters to Eleanor Anderson prior to March 8, 1941 are interfiled and are noted in the folder title. The series is rich in correspondence to publishers, magazine editors, translators, Anderson scholars, and lecture bureaus. Occasionally Anderson's reply is copied onto the reverse of the original letter. At the end of the alphabetical run of correspondence are letters arranged by subject such as fan mail, requests, invitations, solicitations, and thank you notes.

The series includes correspondence from Margaret Anderson, Millen Brand, Maxwell Perkins, Charles Connick, Malcolm Cowley, Hart Crane, Floyd Dell, John Dos Passos, Arthur Dove, Theodore Dreiser, John Emerson, William Faulkner, F. Scott Fitzgerald, Julia Collier Harris, Ernest Hemingway, J.J. Lankes, Anita Loos, H.L. Mencken, George Jean Nathan, Georgia O'Keeffe, Paul Rosenfeld, Carl Sandburg, Ferdinand Schevill, Roger Sergel, Gertrude Stein, Alfred Stieglitz, Jean Toomer, and Stark Young.