From Bradenton, Florida, to Stockbridge, and various locations while traveling to New York (Also letters from Carpenter to Ford), February 9-April 27, 1928

This collection is comprised of approximately 240 letters, dated 1927 to 1929, primarily written between Ford and Ruth Carpenter of Stockbridge, Massachusetts. The majority of the letters are written by Ford while residing in Bradenton, Florida, and Oak Hill, New York. At the start of the correspondence, Ford is living and working in the Catskills with his aunt and uncle, Bertie and Ernest E. Ford, who own a general merchandise store in Oak Hill.

The letters from Bradenton cover Ford's initial foray into the practice of law, at a time when the economy is depressed, there is a great need for attorneys, but little in the way compensation. He discusses his father's partnership with attorney J.J. Stewart in Bradenton, as well as his father's desire to be appointed to the federal judgeship. He provides only cursory descriptions of the cases in which he is involved, including the February 1928 defense of Black man for attempted murder. In addition, he discusses the political situation in Florida and describes many trips to Tampa, St. Petersburg, Ft. Myers, and Gainesville, as well several trips to Sarasota for court cases and to see the Ringling Circus. He also describes the visits of his aunt and uncle to Bradenton from January to March, 1928.

The letters from Oak Hill describe Ford's work at his uncle's store, as well as trips throughout New York and Massachusetts, especially to visit Carpenter. The large majority of this correspondence is of a personal nature, involving the courtship, engagement, and marriage of Ford and Carpenter during this period. Most of the letters discuss the family members and friends of the two correspondents. Ford also discusses the death of his grandfather, Omar Mackey.

In addition to the Ford-Carpenter letters, there are a handful of letters written to and from other correspondents, including Aunt Bertie, Millie Mackey Ford (his mother), Ted Moore, and Dr. Brenizer of Broken Bow, Nebraska.