Craig Unger explores rumors of an "October Surprise"—a Republican deal to delay the hostages' release—which gained credence when former NSC official Gary Sick published an op-ed. Unger spoke to rogue Israeli operative Ari Ben Mashi, who alleged Bill Casey met with Iranians in Madrid in July 1980. Ben Mashi claimed Casey violated the Logan Act and an arms embargo by offering weapons in exchange for a delay in the hostage release until after the election. Ben Mashi also alleged Vice Presidential nominee George H.W. Bush attended a subsequent meeting in Paris in October 1980 to finalize the agreement. Unger's published findings in Esquire led him to join Newsweek to continue the investigation. Guest: Craig Unger.