The Berlin Wall, which had divided East and West for 28 years, fell not through careful diplomacy or planned policy, but because of a confused press conference and a border guard's split-second decision. Reeves traces how on November 9, 1989, East German spokesman Günter Schabowski mistakenly announced that new travel regulations were effective "immediately" rather than the next day as planned. As thousands of East Germans gathered at crossings based on this misstatement, Lieutenant Colonel Harald Jäger at the Bornholmer Strasse checkpoint faced a critical choice: use force or open the gates. His decision to allow passage triggered a chain reaction at other crossings, leading to the Wall's peaceful fall. Through interviews with witnesses from both sides, the episode examines how this unplanned opening accelerated German reunification and the end of the Cold War, demonstrating how even the most imposing barriers can collapse when their underlying legitimacy fails.

On April 25, 1997, a simple configuration error at a small Florida Internet Service Provider called MAI Network Services triggered a cascading failure that nearly collapsed the early commercial internet. Reeves examines how a router misconfiguration caused this small company to mistakenly claim it was the best path to most of the internet, creating a "black hole" that disrupted service for major companies worldwide. The episode explains the Border Gateway Protocol (BGP) that governs internet routing, the frantic response by engineers working through informal channels to fix the problem, and the lasting changes to internet security that resulted. The incident revealed the inherent fragility of our digital infrastructure—showing how systems built on trust and minimal oversight can be vulnerable to both accidental and deliberate disruption, a lesson that remains relevant in today's hyperconnected world.

The attack on Pearl Harbor on December 7, 1941, is examined not as an unforeseeable surprise, but as a tragedy preceded by multiple warnings that went unheeded. Reeves details three critical missed opportunities in the 24 hours before Japanese planes appeared: a crucial intercepted diplomatic message delayed by bureaucracy, radar operators who spotted the incoming aircraft but were dismissed, and the USS Ward's engagement with a Japanese midget submarine that didn't trigger an alert. Through interviews with survivors and historical analysis, the episode reveals how assumptions, communication failures, and organizational blindspots prevented effective action even as evidence of the impending attack accumulated. The aftermath transformed America's global role and approach to intelligence gathering, creating systems designed to prevent similar failures in the future.