Episode 300 marks a major waypoint for the Cold War Podcast, and the discussion dives straight back into the hard mechanics of revolution. Castro is alive, hiding in the Sierra Maestra with a tiny guerrilla force, but survival alone isn’t victory. This episode explores the real problem facing Fidel Castro in 1957: how to overthrow a dictator when you barely have a few dozen fighters, almost no supplies, and multiple rival revolutionary movements competing for legitimacy. Cameron and Ray unpack how revolutions are built in parallel layers—mountain guerrillas, urban resistance networks, propaganda operations, logistics pipelines, and political alliances—and how Castro slowly stitched these together into something that looked like a shadow government. The episode focuses heavily on Castro’s extraordinary media strategy, his manipulation of foreign journalists, and the way American media unexpectedly turned him into a global celebrity before he ever seized power. Along the way, the discussion examines the growing ideological tensions between urban moderates and radical guerrillas, the role of figures like Che Guevara, Celia Sánchez, and Frank País, and the contradictions of courting middle-class support while drifting steadily toward Marxism. By the end, the revolution is no longer just a jungle insurgency—it’s a fragile, volatile coalition hurtling toward open confrontation.