Alphabetical ledger books containing information regarding individuals seeking appointment to state positions once Holland was elected Governor of Florida. The information sheets within each ledger are arranged alphabetically according to departments and offices of the state government. Each sheet typically contains the name of the individual, the appointment they are seeking, and any special notes about the appointment.

This series is comprised of miscellaneous files pertaining to the 1940 Gubernatorial campaign. Included are advertisements and campaign literature, itineraries, radio files, form letters, news clippings, press releases, correspondence with key men and supporters on various issues, editorials, Holland's platform, and campaign activity files. There are numerous campaign issue and subject files, including national defense, citrus, racing, chain stores and the Florida Recovery Act, health care, the Everglades, taxes, unemployment, and education. In addition, there are several files of newspaper clippings pertaining to campaign opponents, including Francis Whitehair, B.F. Paty, Fuller Warren, and Walter Fraser. Files are arranged alphabetically.

Correspondence between Governor Holland and members of the military during World War II. The letters generally discuss matters related to the war and issues affecting the State of Florida. Files are arranged alphabetically.

This series primarily contains Holland's personal correspondence during his tenure as Governor of Florida. In addition, there are files related to Holland's establishment of his administration, his inauguration, committee recommendations, appointments, and the gubernatorial staff. There is a great deal of correspondence between Holland and his brother, Frank Holland. Types of materials and topics covered include editorials, memberships and affiliations, the system of patronage, the Southern Governors Conference, civil defense, gifts received, and the removal of Sheriff Walter R. Clark. Files are arranged chronologically by year and then alphabetically within each year.

The bulk of this series covers Holland's tenure as Governor of Florida, 1941-1945. The series primarily is comprised of personal correspondence, business papers, and financial files. Individuals and organizations include Frank Holland, W.F. Bevis, Emory University, the Florida Historical Society, the Florida State Chamber of Commerce, the Governors Conference, and the University of Florida. Topics include education and public schools, Holland's collection of books on Floridiana, circuit court, and legal cases. Holland's income tax files, dated 1925 to 1944, are also included. Files are arranged alphabetically.

Correspondence pertaining to the U.S. Senate election in 1946. The correspondence deals with campaign support, key men and women, "Anti-Holland" efforts, campaign issues, the Holland platform, itineraries and engagements, advertising, and the press. Correspondents include Phil May, C.M. Guyton, G. Knowles, and W.H. Hamilton. In addition to the correspondence, there are several files of news clippings, press releases, radio scripts, and campaign literature. There are several files of news clippings and correspondence pertaining to campaign opponents, including Lex Green, Polly Rose Balfe, Henry Burch, and Harry Schad. Files are arranged alphabetically.