Ask Not (JFK’s Inauguration Speech). Clarke. A good summary of the character of JFK and the politicians with whom he had to deal.
Best and the Brightest. Halberstam. The contrast between the Kennedy and LBJ style of leadership.
The Making of the President, 1960. Theodore H. White. Gives insights into the personalities and strategies of the Presidential candidates in 1960, won by John F. Kennedy.
Kennedy. Theodore Sorenson. Sorenson presents a comprehensive view of Kennedy’s ideas and methods of leadership.