After graduation from Harvard, Kyes worked from 1928 to 1930 as an assistant to the president of the Glenn L. Martin Company in both Cleveland and Baltimore and then, from 1930 to 1932, as assistant to the vice president of the Black & Decker Mfg. Co.. Kyes got his start in farm implements in 1932, as vice president running a Cleveland firm, the Empire Plow Company, which supplied implements to the Ferguson Company. In 1940, Harry Ferguson persuaded Kyes to join the Ferguson Company and Kyes relocated from Cleveland to Dearborn, Michigan. As executive vice president and general manager from 1941 to 1943 and president from 1943 to 1947 of the Ferguson‐Sherman Manufacturing Corporation in Detroit, Kyes was responsible for overseeing the firm's day-to-day business operations. Kyes left the Ferguson Company in 1947, joining General Motors. In 1949, Kyes was appointed assistant general manager of the transit bus division of General Motors Diesel Division. Kyes was responsible for the division in the period in which transit buses overtook streetcars as the primary form of public transport in most large American cities.
Government
In 1953, President of the United States Dwight D. Eisenhower named GM president Charles Erwin Wilson as United States Secretary of Defense. Wilson asked to be allowed to bring Kyes along, so, at Wilson's request, Eisenhower nominated Kyes as United States Deputy Secretary of Defense. Kyes was sworn in on February 2, 1953, and served as Deputy Secretary of Defense until May 1, 1954. Upon becoming Deputy Secretary of Defense, Kyes criticized the United States military-defense establishment as dominated by "unrealistic requirements, poor planning and inefficient execution... waste of money, poor utilization of manpower, unnecessary drain of materials from the civilian economy, and the inefficient use of tools, equipment and facilities." He slashed the defense budget in an attempt to improve efficiencies, in the process gaining himself the nickname of "Jolly Roger" because of his piratical ruthlessness. As Deputy Secretary, Kyes was a member of the Committee on International Information Activities. Kyes agreed to come to Washington, D. C. for only a year, although Defense Secretary Wilson convinced Kyes to stay a few months longer to help explain the administration's "New Look" defense concept to the United States Congress. When some editors speculated that Kyes was leaving because he was afraid of being called before the McCarthy hearings, the tough minded Kyes said he was not afraid of a fight. President Eisenhower awarded Kyes the Medal of Freedom for his service to the country.