In 1907 and 1908, F.D. worked as a general helper and typesetter for the Louisiana Press Journal. His sister worked at a shoe factory, under Joseph Robitall, whose daughter Diane married F.D. in 1908.
F.D. continued office work for a few more years, working for Stark Nurseries and Orchards and for the Burlington and Quincy Railroad, rising to general manager at the Duffy-Trowbridge Stove Co. In 1914 he took up real estate brokerage (he was listed as a real estate agent on the 1920 census) and in 1921 was admitted to the bar. He became City Attorney of Louisiana, MO. He also owned several large farms.
Diana was French Canadian. Her father came to Chicago as a shoemaker. I had shoemaker great- and great-great-grandparents on two continents. I don't know how surprising a coincidence that might be.
Diana's family is a bit of a mystery. A Canadian shoemaker with the same name as her father, born in 1860, shows up in a boardinghouse in Chicago in the 1880 census. In 1882, a man with the same name married a woman with the same first name as Diana's mother, in Chicago.
As for Diana, who is sometimes called Diane in census records, she married F.D. when she was quite young, and didn't have any education beyond 8th grade.
She died in California, long after F.D. died.
I don't know much about these people, actually. In pictures, Diana is a perky woman with fluffy blonde hair. F.D. is a rotund captain of industry kind of guy.