In the late 1950s, Howard decided to make a major career change. She began working as a
stringer for the
Mutual Radio Network. She covered the
1960 Democratic National Convention and became the first American reporter to interview
Soviet Premier
Nikita Khrushchev. Due to the widespread attention generated by that interview, in 1961 she was hired by
ABC News as their first female
correspondent to cover the
Vienna summit between Khrushchev and
John F. Kennedy. She also served as the editor for the political journal
War/Peace Report, and wrote a novel
On Stage, Miss Douglas, released in 1960. As part of the broadcast, she interviewed famous and influential world personalities, among them the
Shah of Iran,
Eleanor Roosevelt,
Barry Goldwater, and
Nelson Rockefeller. In April 1963, she traveled to
Cuba to make an ABC special on Cuban leader
Fidel Castro. During his filmed interview, as well as in private conversation with Howard, Castro made it clear that Cuba was interested in improved relations with Washington. On her return to the U.S., she was debriefed by
CIA deputy director,
Richard Helms. In a secret memorandum of conversation sent to President Kennedy, Helms reported: "Lisa Howard definitely wants to impress the U.S. Government with two facts: Castro is ready to discuss rapprochement and she herself is ready to discuss it with him if asked to do so by the U.S. Government." Subsequently, Howard used her
Upper East Side apartment for the first meeting between a U.S. and Cuban diplomat, and for phone communications between Castro and the Kennedy administration. According to her daughter, Fritzi, Howard became involved with Castro and viewed herself as a grand player on the stage of history. In an article for Politico detailing their relationship, Peter Kornbluh describes Howard's role as a liaison between the United States and Cuba as "intimate diplomacy", explaining that "her role as peacemaker was built on a complex, little-understood rapport she managed to forge with Castro himself – a relationship that was political and personal, intellectual and intimate," including a romantic and sexual relationship consummated during a visit in February 1964. In order to continue the reconciliation agenda, she set up a meeting between
UN diplomat
William Attwood and Cuba's UN representative
Carlos Lechuga on September 23, 1963, at her
Upper East Side New York apartment, under the cover of a cocktail party. With Howard's support, the Kennedy White House was organizing a secret meeting with an emissary of Fidel Castro in November 1963 at the United Nations—a plan that was aborted when
President Kennedy was assassinated in Dallas on November 22, 1963. The new president,
Lyndon B. Johnson, objected to
normalizing relations with Cuba as he feared this would make him appear soft on
Communism. Howard continued to work toward better relations, returning to Cuba to do another ABC special with Castro in February 1964 and becoming a go-between for communications between Washington and Havana. When Argentine Marxist revolutionary
Ernesto "Che" Guevara came to New York in December 1964, she hosted a cocktail party for him and arranged a meeting between Guevara and U.S. Senator
Eugene McCarthy. In September 1964, Howard helped form a political organization called "Democrats for Keating"—a group of liberal Democrats that included
Gore Vidal, who opposed
Robert F. Kennedy's bid to become a U.S. senator representing the state of New York. ABC News warned her that her public partisan politics would lead to her dismissal. Howard nevertheless continued to work openly in support of Kennedy's Republican opponent,
Kenneth Keating. In the fall of 1964, ABC fired Howard and named
Marlene Sanders as the new anchor of ''News with the Woman's Touch'', which would last until 1968. ==Personal life==