In this episode the hosts discuss the lives and legacies of Fidel Castro and François Duvalier. These two dictators battle it out in Round 5 of the knock-out tournament to determine the single greatest dictator of all time. The hosts discuss Castro's revolution in Cuba, the subsequent political repression, his battles with the USA, the Cuban Missile Crisis and his enduring political legacy. They also discuss Duvalier's rise to power in Haiti, his appalling brutality, his use of Voodoo to deter dissent and his lasting impact on Haiti. One of these two dictators will be eliminated from the tournament and the other will remain in contention to be crowned history's greatest dictator.