Callaway comes from the place LaGrange, which is west of Atlanta. He attended Georgia Tech and graduated at the U.S. Military Academy at West Point. After his service in the army Callaway returned to Georgia to help his father in the development and the launch of the Callaway Gardens in West Georgia. The garden is located near Franklin D. Roosevelt 's famous Hot Springs Retirement Home.
Like most Southerners that time grew Callaway as a supporter of the Democratic Party. However, he ran in 1964 as a " Goldwater Republican " for a seat in the U.S. House of Representatives. He won and became the first Republican from Georgia in the House of Representatives since Reconstruction. 1966 Callaway gave his seat in the House of Representatives for the gubernatorial election in Georgia, and so became the first Republican since 1876 and ran for the governorship of Georgia. He won over the majority Democrats racist Lester Maddox in the parliamentary elections, but at a write-in effort in support of the former governor Ellis Arnall refused liberal Callaway a majority of votes. Georgia's election law had the effect that the State legislature was urged to make a choice among the two candidates with the most votes to make. With an overwhelming majority of Democrats dominated the legislature chose Maddox.
In the 1970 Callaway moved to Colorado. Between 1973 and 1975 he was Secretary of State of the United States Army, and in 1976 the first campaign manager Gerald Ford Callaway was an unsuccessful candidate for the Republican nomination for the U.S. Senate in 1980. Namely He lost against his challenger Mary Buchannan. The seat was held by the Democratic incumbent Gary Hart. Callaway was then chairman of the Colorado Republican Party and head of GOPAC.
A son, Terry Considine, also a Republican, stood on the Senate election in Colorado in 1992 and lost. He was defeated by Democratic (later Republican ) Congressman Ben Nighthorse Campbell.