Wray Fleming, a native of Shelbyville, Indiana, was a graduate of Shelbyville High School and the Benjamin Harrison Law School. Between 1916 and 1933, Fleming worked in journalism, first at the Shelbyville Democrat and later for the The Michigan City Evening Dispatch. He left journalism in 1933 with his appointment as Indianapolis Customs Collector by Franklin D. Roosevelt.

In 1933, Fleming founded the Hoosier State Press Association. He joined the firm (then known as Symmes, Fleming and Symmes) upon his graduation from law school in 1939. He also served as the president and general counsel of the Hoosier State Press Association, beginning a long affiliation between the firm and the HSPA.

Between 1941 and 1944, Fleming coordinated the sale of war bonds with his appointment by Secretary of the Treasury Henry Morganthau as state administrator of the War Savings Fund. Fleming retired from the firm in 1966 but remained active, becoming president of the Indiana Democratic Editorial Association and chairman of the Indiana Division of Publicity. He was inducted in the Indiana Journalism Hall of Fame in 1972, three years after his death.