Twenty-five-year-old Griselio Torresola's radicalism was almost inbred, as his family had participated in every Puerto Rican revolution for a century. He and his brother, Elio, and two sisters, Angelina and Doris, were devoted to Albizu Campos almost from childhood. In August 1948, Griselio got a job in a New York stationery and perfume store, but he was let go when a divorce caused him to become despondent and unreliable. For the remainder of his life, Torresola, with a new wife and one of his two young daughters, lived on a relief stipend of $125 a month. He longed to do something important, and he had one talent that Collazo lacked; he was deadly with a pistol, while Collazo had never fired a handgun.

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In 1943, Pedro Albizu Campos finished a federal prison term in Atlanta, stemming from his revolutionary activities in Puerto Rico, and joined Collazo in New York, where he established a new Nationalist Party headquarters. By 1948, Collazo's revolutionary zeal had escalated, fueled by Albizu Campos's influence, a new sense of importance as he rose in the party's ranks, and his voracious reading about such heroes as George Washington, Benjamin Franklin, and Simón Bolívar. Infuriated by discrimination against Puerto Ricans in New York City and by the indifference of most Americans toward his beloved island, Collazo could not comprehend the new realities of Puerto Rican progress.

Torresola spent much of 1950 purchasing arms for a planned October 28 revolt in Puerto Rico. On September 21 of that year, Albizu Campos directed that, should it become necessary, Torresola was to 'assume the leadership of the movement in the United States without hesitation,' and that he should 'collect the funds…necessary to take care of the supreme necessities of the cause.' The U.S. Secret Service later considered these letters proof that the subsequent actions of Collazo and Torresola were part of a larger conspiracy. However, the agency concluded that the poor planning evidenced by Collazo and Torresola indicated that they had acted on their own when they tried to kill the president.

The attempted coup of October 28 in San Juan was a fiasco, and efforts to assassinate Governor Muñoz Marín failed. Torresola's sister was wounded, and his brother was sentenced to life imprisonment for killing a policeman. In New York, Collazo and Torresola were frustrated and angered by their inability either to assist in the coup or die for the cause. Collazo then decided that the assassination of President Truman might lead to an American revolution that would provide the Nationalists with an opportunity to lead Puerto Rico to independence. The absurdity of such hopes was lost on the two zealots, who not only suffered from vengeful anger and martyr complexes, but remained under the powerful influence of Albizu Campos.

On Tuesday, October 31, Collazo and Torresola bought new suits and handbags, said fond farewells to their families, and purchased one-way train tickets to Washington. On the morning following their arrival in the nation's capital, they went sightseeing, bought some postcards, and took a taxi to Blair House, President Truman's temporary residence, where they carefully studied the security arrangements.

If Collazo and Torresola had planned more carefully, they might have succeeded in their mission, as no president in modern times has been more vulnerable to attack than Truman was during his years at Blair House.

In 1948, when inspectors discovered dangerous structural flaws in the White House, the decision was made to move the First Family to the Blair-Lee mansion across Pennsylvania Avenue, until repairs could be completed. This solution had seemed ideal to everyone, except those charged with ensuring Truman's safety.

Unlike the White House, which stood protected behind iron fences that enclosed an enormous expanse of lawn, Blair House was separated from the sidewalk–where hundreds of people passed every hour–by only a five-foot-wide front yard, a low hedge, and a shoulder-high iron fence. Moreover, the doors to Blair House were not always locked, and the logistics involved in getting President Truman back and forth to the White House were a daily problem. Frequently, the gregarious president, who loved to walk and greet people, had to be escorted on foot. Truman was informal and friendly with his guards, but their resulting affection for him did not make their job any easier.

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