After graduating from high school, Gregg enlisted in the military in 1945 and received training as a cryptanalyst, but did not finish in time to be posted overseas. He then attended Williams College, in Williamstown, Massachusetts, from 1947 to 1951, majoring in philosophy. Here he was recruited by the CIA. Gregg's father was Abel J. Gregg of Washington, the national secretary of boys' work of the Young Men's Christian Association. His wife was Margaret Curry. Their daughter Lucy Steuart Gregg married the writer Christopher Buckley, the son of conservative journalist and author William F. Buckley Jr.
Career
Gregg joined the Central Intelligence Agency in 1951. He served in Japan from 1964 to 1973. Gregg served as CIA station chief in South Korea from 1973 to 1975, an assignment he personally requested. During this time Gregg's personal complaint to the head of the presidential protective force about the Korean National Intelligence Service's involvement in the death by torture of a dissident U.S.-trained professor led to its chief, Lee Hu-rak, being replaced, and his successor enacting a prohibition on torture. Gregg, noting that his boss, Ted Shackley, had warned him against such interference, later described this as "one of the best things I did as a CIA officer". From 1975 to 1980, Gregg served at the CIA's headquarters and in Washington, D.C.; his responsibilities included responding to the "Pike Committee" investigating the CIA. In 1979 Gregg, his career in the CIA stalled by Stansfield Turner's new regime, took a post in the United States National Security Council as Asia policy and intelligence matters specialist. He remained there during the transition from the Carter administration to the Reagan administration, and became Director of the NSC's Intelligence Directorate in 1981. He was appointed National Security Advisor to Vice President George H. W. Bush in August 1982, resigning from the CIA at this time. He remained National Security Advisor for the remainder of the Reagan administration.
Gregg, while at the Korea Society during President George W. Bush's administration, helped establish a program "of bringing North Koreans for information technology training and other issues" to Maxwell. Following a North Korean nuclear agreement with the United States in February 2012, North Korea's vice foreign minister and envoy to nuclear disarmament negotiations Ri Yong Ho reportedly planned to attend a forum at Maxwell. Gregg also appeared on PBS News Hour to discuss the agreement with Balbina Hwang, visiting professor at Georgetown University and a Korea specialist at the State Department during the last Bush administration. In September 2009, Gregg retired to the role of chairman emeritus of The Korea Society and was replaced as chairman by Thomas C. Hubbard. In 2014, Gregg published , a memoir.
