CIA operatives in Cuba confront the challenge of carrying out orders to eliminate Fidel Castro, while the mob's lucrative operations face jeopardy in Havana's new regime.
Sam Giancana, a Chicago mobster and CIA informant, faces scrutiny from the FBI and media as the agency plans the ill-fated Bay of Pigs invasion in Cuba.
Political humiliation prompts the Kennedys to intensify efforts against Castro. Concurrently, gangster spy Johnny Roselli takes personal matters into his own hands.
Tensions escalate between the US and Cuba, culminating in a nuclear standoff with the Soviets following CIA intervention. Amidst the crisis, Roselli grapples with the aftermath of a national tragedy in Dallas.