Revolution spells game over for the mob's golden goose in Havana; a new game begins for the CIA as it grapples with presidential orders to have Fidel Castro "sawed off."

The CIA begins working with a rogue gallery of colorful characters as it attempts to "eliminate" Cuban leader Fidel Castro; foremost among them is legendary mob fixer, "Handsome Johnny" Roselli.

The private life of Chicago mob gangster and spy, Sam Giancana gets unwanted attention from the FBI and the press just as the CIA prepares its top-secret invasion of Cuba at the Bay of Pigs.

Facing political humiliation, the Kennedys double down on their plot against Castro; meanwhile, things get personal for gangster spy Johnny Roselli and he decides to take matters into his own hands.

Conflict between the U.S. and Castro boils over when the CIA's actions in Cuba lead to a nuclear showdown with the Soviets; Roselli must contend with news of a national tragedy in Dallas.

The fallout begins as Johnny Roselli, Sam Giancana and the CIA face their actions as the lid blows off their involvement in the Castro assassination plots.