1927 – Born on the 2nd of April in LaGrange west of Atlanta.
– He graduated from the United States Military Academy at West Point, New York.
1964 – He ran as "Goldwater Republican" for a seat in the House of Representatives.
1973 – He served as Secretary of the Army.
1976 – He became Gerald Ford’s first campaign manage.
1980 – Callaway was an unsuccessful candidate for the Republican nomination for the U.S. Senate, losing to challenger Mary Buchanan. The seat was retained by the incumbent, Democrat Gary Hart.
– He served as the chairman of the Colorado Republican party and as head of GOPAC.