Correspondence, memoranda, unpublished autobiography, reports, speeches, articles, subject files, financial records, family papers, genealogical material, clippings, printed material, photographs, memorabilia, and other papers pertaining chiefly to Woolley's work organizing party publicity for the Democratic political campaigns of 1912, 1916, and 1920; and to his work as a member of the U.S. Interstate Commerce Commission, 1917-1921. Subjects include fuel economy, national political affairs, regulation of railroads during and after World War I, and U.S. Senate's Committee on Interstate Commerce inquiries. Correspondents include Alben William Barkley, Louis Dembitz Brandeis, Desha Breckinridge, James M. Cox, Josephus Daniels, Edward Mandell House, William Gibbs McAdoo, George Foster Peabody, Franklin D. Roosevelt, Daniel C. Roper, Harry S. Truman, Joseph P. Tumulty, and Woodrow Wilson.