The hosts unravel the lives and legacies of two female dictators; Cleopatra, The Last Queen of Egypt and Catherine The Great, Empress of Russia. They discuss Cleopatra's Macedonian heritage, her battles with he brother, her recruitment of Julius Caesar, her seduction of Mark Antony and her famous Shakespearean death. They also discuss Catherine's Prussian origins, the coup that placed her on the throne, her enlightenment ideas, ruthless treatment of dissenters, her territorial conquests and the myth surrounding her death. These two dictators battle it out in Round 17 of the knock-out tournament to determine the single greatest dictator of all time. One of these two dictators will be eliminated from the tournament and the other will remain in contention to be crowned history's biggest dictator.