In this engaging discussion, Tom Maier, an award-winning author and investigative journalist, dives deep into the CIA's covert Operation Mongoose aimed at assassinating Fidel Castro. He reveals fascinating connections between the Mafia and CIA during the Cold War, and the bizarre romantic entanglements that complicated their plots. Maier also highlights the intertwining stories of figures like Johnny Roselli and Santo Traficante, shedding light on how organized crime influenced American politics and the repercussions of these secretive alliances.