Brookner joined the CIA's training program in 1968 as one of six women in a total class of sixty-six. She trained at
The Farm, where her instructors recommended that she work as an analyst. Instead, she took a position as a
case officer for the
Directorate of Operations and in March 1969, she was sent to
Manila, Philippines. In 1972, she was transferred to
Thailand. While there, she married Thompson in
Bangkok the following year. She was then sent to
Caracas, Venezuela, for three years where she served as acting deputy chief of station. In 1979, Brookner and Thompson divorced. In the 1980s, Brookner was sent to
Manhattan where she was appointed as the CIA division chief for the
United Nations. She was responsible for contacting diplomats from the
Soviet Union, recruiting them to work for the United States government, and surveilling other Communist delegations. While in this assignment, she reported a fellow CIA officer,
Aldrich Ames, to her superiors because she believed that he was a security risk but no action was taken at the time. Brookner moved back to
CIA headquarters at
Langley, Virginia, and in 1988, the Head of Latin American Operations, Jerry Gruner, offered her a position as chief of station for
Jamaica. She was tasked with finding a deputy and chose Gerald P. Hamilton, an officer in the
Caribbean branch. In July 1989, she became the first female station chief in Latin America when she arrived in
Kingston, Jamaica. Brookner faced several internal problems while in this position. A case officer, Jayna Hill, got drunk at a party that was attended by Vice President
Dan Quayle and said publicly that she was employed by the CIA. Brookner was informed of this incident by two
National Security Agency officers and after further issues where Hill acted increasingly erratically, Brookner informed officials at Langley who ordered a psychiatric evaluation. In September 1990, she received a call from the wife of her deputy chief of station who confided that Hamilton was abusive to her and Brookner again alerted Langley. Another colleague, Bob Emerton, had previously sexually assaulted Brookner's daughter-in-law at a Christmas party and was privately warned off by Brookner. However, in March 1991 she was told by Ambassador
Glen Holden that Emerton had threatened to kill his security guards and it was agreed that he would receive a psychiatric evaluation. Brookner also had confrontations with two other officers, Jack Spears and Tom Meehan. == Professional misconduct investigation ==