US 1960s and 1970s
In the United States, he befriended Mafia bosses such as Santo Trafficante, as well union leader Jimmy Hoffa. He established the 30th of November organization, with the purpose of killing Castro. Masferrer was also known for mistreating Cubans residing in Florida, extorting money from them for what he said was "to help Cuba".
From Miami, according to some reports, he and Central Intelligence Agency member Richard Bissell planned an assassination attempt on Castro. But, seventy seven days after Castro had assumed power, the would-be assassins that had been sent to Cuba, were arrested by Cuban police, and the attempt failed.
Shortly after, Masferrer organized another group to try a second attempt on Cuba's leader. Among them was the infamous Armentino Feria Perez.
September 26, 1960 Masferrer sent an expedition of four boats to Cuba. One boat reached Cuba, three Americans: Allan D. Thompson, Anthony Zarba and Robert O. Fuller were caught and eventually executed
In December, 1960, the Miami Herald, reported that Masferrer was leading a small group of fifty three people who were polishing their killing skills at a ranch owned by multi-millionaire Howard Hughes. Masferrer might have intended to hire a few of them for his organization.
In the early 1960s, Masferrer was associated with El Tiempo, a Spanish-language newspaper, edited by S. Ross, in New York City.
In 1961, Masferrer met with President John F. Kennedy, presumably to talk about Castro and the situation in Cuba. But Kennedy disliked Masferrer's radical and fanatical personality, and the two never established any publicly known conversation after that.
In the 1960s Masferrer plotted and accumulated weapons to invade Haiti so as to have a base, free of US law, to attack the Castro government of Cuba which had foiled direct attempts to land.
Masferrer was killed by a car bomb in 1975.
Read more about this topic: Rolando Masferrer