WEBVTT

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Welcome to today's deep dive. I'm your host.

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And today we are tackling something that is honestly

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a bit heavy, but incredibly fascinating. Hi,

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everyone. I'm the resident researcher here. And

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yeah, heavy is definitely the right word for

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the sources we are unpacking today. You know,

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when I hear the word imagination. my brain immediately

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goes to like a really specific place oh like

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what well i'm thinking of kids in a sandbox or

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maybe an artist staring at a blank canvas or

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a writer trying to dream up some wild sci -fi

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world it feels um whimsical right it feels safe

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exactly but today we are looking at this huge

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stack of sources we've got Government reports,

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intelligence postmortems, major disaster investigations.

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And they turn that entire definition completely

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upside down. They really do. We are talking of

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a concept of a failure of imagination. And in

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this context, we are talking about writer's block.

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We are talking about a concept used in national

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security and emergency management where a lack

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of imagination is, it's actually lethal. It is

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a fascinating and somewhat terrifying inversion

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of the concept. In the documents we're covering

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today, failure of imagination isn't about artistic

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merit. It's a term of art. Right. It refers to

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a circumstance that is undesirable and unanticipated,

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yet, and this is the crucial part, seems entirely

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predictable in hindsight. That's the part that

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just kept jumping out at me while I was reading

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this material. Predictable in hindsight. I mean,

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it implies the clues were there right in front

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of everyone's face. But nobody could put them

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together precisely. The mission of this deep

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dive is to explore how some of the biggest disasters

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in history weren't necessarily caused by a lack

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of data. From the terrorist attacks of 9 -11

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to, you know, tragedies in space exploration.

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Exactly. They weren't caused by broken satellites

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or lazy spies. They were caused by an inability

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to conceive that the unthinkable was actually

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possible. It is just wild to me that imagination

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is a metric for national security. It sounds

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counterintuitive, doesn't it? Totally. You expect

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metrics to be about interception capabilities

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or troop numbers or firewall strength. But imagination,

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that feels so abstract. And yet, it's the common

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thread. As we go through these sources with you

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today, you'll see it links the sinking of the

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Titanic to the 9 -11 attacks and even to modern

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geopolitical conflicts. It's really about the

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limits of the human mind to accept worst case

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scenarios. It is. So let's unpack this. We have

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to start with the big one. The 9 -11 Commission

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Report. This phrase, failure of imagination,

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is practically the headline of their findings

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regarding the intelligence failures leading up

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to the attacks. It's explicitly quoted in the

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report. When the commission looked at the intelligence

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community, the CIA, the FBI, the NSA, they found

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plenty of bureaucratic hurdles. And that siloing

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of information, right, where agencies weren't

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talking to each other. Right. The siloing was

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a huge issue. But they stated clearly, and I

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quote, the most important failure was one of

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imagination. And here's where it gets really

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interesting to me, because there was a very specific

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defense mounted by the Bush administration in

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early 2004. Then nobody imagined defense. Yeah.

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You see quotes from officials basically saying,

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look, be reasonable here. Nobody could have predicted

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this. The specific claim was nobody could have

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imagined that hijackers would intentionally crash.

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The prevailing logic at the time, the script

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everyone was following, was that hijackers use

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planes as bargaining chips. The negotiation script.

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Exactly. The assumption was that they want to

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land. They want to make demands, get money, get

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prisoners released. But most importantly, the

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assumption was that hijackers want to survive.

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The quote in the source material is literally,

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hijackers usually want to live. Which is a very

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logical assumption to make. And honestly, if

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you look at the history of hijacking in the 70s

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and 80s. Yeah. That was the pattern. You fly

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to Cuba, you demand a ransom, you sit on the

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tarmac. But our sources point out that this defense,

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this idea that a suicide crash was unimaginable,

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actually falls apart completely when you look

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at the history leading up to 2001. It crumbles

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so quickly under scrutiny. I was actually shocked

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by how many specific examples there were. I kind

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of assumed 9 -11 was the absolute first time

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a commercial airliner was used as a weapon. A

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lot of people assume that. But the timeline tells

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a very different story. Yeah, let's list these

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out for you listening because the data points

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were there if you're an analyst paying attention

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to the outliers. Yeah. Take December 7, 1987.

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PSA Flight 1771. This is the one involving the

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disgruntled employee, right? Correct. David Burke.

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He was a former airline employee who had been

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fired. He didn't hijack the plane to go to a

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destination or demand ransom. He just wanted

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revenge. Exactly. He bypassed security using

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his old credentials, boarded the flight, shot

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his former boss who was on board, shot the pilots,

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and pushed the control column forward. He drove

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it straight into the ground. Everyone on board

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died. He didn't want to live. That is a clear

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suicide crash using a commercial airliner. And

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that was 14 years before 9 -11. Then you have

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Egypt Air Flight 990. Which was much closer to

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the event, October 31st, 1999. Right. The relief

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first officer, Gamil Albatudi, intentionally

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crashed the aircraft into the Atlantic Ocean.

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Again, a suicide scenario. And there was another

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case, AFR 8969, an Air France flight. The intelligence

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there suggested the terrorists who hijacked it

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planned to crash it over Paris, possibly right

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into the Eiffel Tower. So we have these data

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points. We have literal crashes where the person

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at the controls had zero intention of landing

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safely. Exactly. The dots were there. The failure

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was in connecting them to form a picture of a

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coordinated attack on American soil. It wasn't

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that the event was impossible. It was that the

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observers couldn't imagine the shape those dots

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formed. They treated these events as anomalies,

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tragic one -off events, rather than a trend or

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a new tactic. That's the trap. And it wasn't

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just old historical data either. There were flashing

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red lights right before the attacks. We have

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to talk about the president's daily brief from

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August 6, 2001. This is a critical document.

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It was declassified by President Bush following

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intense criticisms from the 9 -11 Commission.

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Do you remember the title of that brief? I do.

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It was titled, Bin Laden Determined to Strike

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in U .S. That seems pretty unambiguous. It really

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is. And the content indicated that hijackings

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were a possible mode of attack. Plus, there were

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reports coming out of field offices about foreign

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nationals taking pilot training inside the U

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.S. And the detail that gives me chills, honestly,

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every single time I read it, is that they were

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notably uninterested in learning how to take

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off and completely uninterested in learning how

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to land. A glaring anomaly. If you're learning

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to fly a Boeing -class aircraft, landing is generally

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the most critical skill you want to master. It's

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the hardest part. Not caring about landing should

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have been a massive alarm bell. It's like going

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to driving school and saying, don't teach me

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how to park or use the brake, just show me how

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to floor it on the highway. That's a great analogy.

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But because the mindset was still hijackers want

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to live, the system dismissed that signal. It

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was seen as weird, maybe suspicious, but it didn't

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trigger a red alert because it didn't fit the

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mental model they were comfortable with. So after

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the declassified report comes out in the summer

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of 2003, Senator Bob Graham, who was deeply involved

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in the intelligence oversight, comes out and

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says, look, this wasn't some mysterious event.

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Right. He stated the attack might have been easily

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predicted and even prevented. And that brings

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us back to the core concept of the deep dive.

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It wasn't a failure of intelligence in terms

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of gathering raw facts. It was a failure to believe

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the facts were pointing to a catastrophe. Which

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brings up the broader issue of institutional

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blindness. Our sources mentioned the Gore Commission

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from 1997. Created by President Clinton, right?

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Correct. This was in response to the crash of

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TWA Flight 800. The mandate was to look at aviation

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security shortcomings. So you have this high

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-level commission, tons of resources, looking

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specifically at how to make planes safer. And

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what did they focus on? Bombs. They were entirely

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focused on the danger of placing explosives on

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aircraft. Which makes sense if you're looking

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at the past, Lockerbie, things like that. Yeah.

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They were fighting the last war. Precisely. The

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report did not mention suicide hijackings. It

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didn't mention the use of aircraft as weapons,

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even though, as we just discussed, the Gore Commission

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was meeting 10 years after the PSA suicide crash.

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The precedent existed, but the institution was

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designed to look for bombs. So it only saw bombs.

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It's like they were wearing blinders that only

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allowed them to see ticking luggage. They looked

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at the right problem, aviation security, but

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the wrong specific threat. That is the absolute

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hallmark of a failure of imagination. You mitigate

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the risks you know and understand while leaving

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yourself wide open to the risk you refuse to

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consider. Now, this concept isn't limited to

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terrorism. The sources take us into some totally

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different arenas, which helps show how universal

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this problem is. Let's talk about space. Specifically,

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Apollo 1. This was the tragedy in 1967, where

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three astronauts, Grissom, White, and Chaffee,

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were killed in a fire during a launch pad test.

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And for anyone who doesn't know the history,

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this wasn't even a launch. It was a plugs -out

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test on the ground. Right. The rocket was sitting

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on the launch pad. The engines weren't lit. And

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because it was just a test on the ground, the

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mental model of danger wasn't the same as if

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they were blasting off. During the investigation

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hearings, astronaut Frank Borman spoke up. He

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explicitly invoked failure of imagination. It's

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interesting you mentioned Borman. For any listeners

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who are fans of HBO, this was actually dramatized

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in the miniseries From the Earth to the Moon.

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Oh, really? Yeah. You see that moment where they

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realize they never imagined a fire could move

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that fast in a pure oxygen environment while

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still on the ground. They knew oxygen was flammable.

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They knew there were sparks in the cockpit wiring.

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But they couldn't imagine a scenario where a

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test on the launch pad would result in the rapid

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asphyxiation and burning of the crew before anyone

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could get the hatch open. They didn't design

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for it because they didn't imagine it. They assumed

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the ground was safe. Space is dangerous, but

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the ground is safe. Exactly. And going back even

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further, and this is the classic example of hubris,

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we have the RMS Titanic. The unsinkable ship.

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The sources mentioned that design flaws in the

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Titanic are often categorized under the same

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heading. It was an inability to imagine the specific

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conditions that would lead to its sinking. But

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they had watertight compartments. They clearly

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thought about sinking. They thought about certain

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types of sinking. They imagined a head -on collision

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or a breach of maybe two compartments. They built

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the ship to survive the accidents they could

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predict. They didn't imagine the perfect storm.

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A glancing blow along the side of the hull that

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opened up five or six compartments at once. And

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because they couldn't imagine that much water

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coming in, the watertight bulkheads didn't go

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all the way to the ceiling. They assumed the

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water would never get that high. It was a failure

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to imagine the scale of the failure. It seems

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like there's a pattern of confidence, masking

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vulnerability, we've built this great ship, or

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we have the best Air Force. Which leads us right

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to Pearl Harbor. Donald Rumsfeld, the former

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Secretary of Defense, discussed this in the documentary

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The Unknown Known. He suggests that the U .S.

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failure to anticipate the Japanese attack on

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Pearl Harbor was, at its heart, a failure of

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imagination. They couldn't imagine that the Japanese

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fleet could move that far, that quietly, and

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strike that hard without being detected. Or they

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couldn't imagine that a nation would be bold

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enough to attempt it, knowing the potential U

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.S. response. In intelligence circles, it's called

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mirror imaging. Meter imaging. That's an interesting

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term. It's when intelligence analysts project

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their own values and logic onto the adversary.

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We wouldn't take a risk that big, so they won't

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take a risk that big. Ah, so you just assume

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everyone plays by your rulebook. Exactly. And

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when you assume the enemy follows your logic,

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you are setting yourself up for a massive surprise.

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And just to show that this isn't just history

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buffering, unfortunately, this term is still

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very much in use today. The sources bring up

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a very recent conflict. The 2023 surprise attack

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by Hamas on Israel. Yes. And just to be clear

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to you listening, we are reporting on this. Strictly

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through the analytical lens of our sources regarding

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intelligence and preparedness. We are not taking

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any political sides here. Absolutely. The phrase

00:12:15.070 --> 00:12:17.809
failure of imagination has been applied by analysts

00:12:17.809 --> 00:12:20.490
to describe Israel's lack of preparedness for

00:12:20.490 --> 00:12:23.269
that specific event. Right. Despite having incredibly

00:12:23.269 --> 00:12:25.929
sophisticated surveillance and intelligence satellites,

00:12:26.309 --> 00:12:30.070
cyber warfare, the Iron Dome, the specific scale

00:12:30.070 --> 00:12:32.009
and method of that attack caught them off guard.

00:12:32.429 --> 00:12:34.769
The analysis suggests that the defense establishment

00:12:34.769 --> 00:12:38.110
was looking for high tech threats, rockets, cyber

00:12:38.110 --> 00:12:41.149
attacks, sophisticated tunnels. They struggled

00:12:41.149 --> 00:12:44.309
to imagine a low tech physical breach on that

00:12:44.309 --> 00:12:47.409
scale. Bulldozers and hang gliders. Precisely.

00:12:47.429 --> 00:12:49.590
If you were looking for advanced weaponry, you

00:12:49.590 --> 00:12:51.830
might not be watching for bulldozers tearing

00:12:51.830 --> 00:12:55.330
down a fence. That specific method wasn't in

00:12:55.330 --> 00:12:57.429
the threat library in a way that triggered a

00:12:57.429 --> 00:12:59.909
defense. It mirrors the other examples perfectly.

00:13:00.149 --> 00:13:02.259
It suggests that even with modern technology,

00:13:02.399 --> 00:13:05.179
if you cannot conceive of the enemy's plan because

00:13:05.179 --> 00:13:07.860
it seems too audacious or too primitive, you

00:13:07.860 --> 00:13:10.480
will be blind to it until it happens. It is unsettling.

00:13:10.559 --> 00:13:13.039
It makes you realize that preparedness is a state

00:13:13.039 --> 00:13:15.899
of mind, not just a checklist of equipment. You

00:13:15.899 --> 00:13:18.340
have to actively fight your brain's desire to

00:13:18.340 --> 00:13:21.019
normalize the world. To help us, and to help

00:13:21.019 --> 00:13:23.340
you listening, fight that normalization, the

00:13:23.340 --> 00:13:25.539
source material actually provides a bit of a

00:13:25.539 --> 00:13:28.549
vocabulary toolkit. There are related concepts

00:13:28.549 --> 00:13:30.669
that help explain why our brains do this. These

00:13:30.669 --> 00:13:32.490
are great mental models to have. Yeah, let's

00:13:32.490 --> 00:13:34.610
run through these. I think having names for these

00:13:34.610 --> 00:13:37.029
mental traps is actually really helpful. The

00:13:37.029 --> 00:13:39.870
first one is hindsight bias. This is the phenomenon

00:13:39.870 --> 00:13:43.009
where everything looks obvious after it has happened.

00:13:43.269 --> 00:13:46.190
When we look back at 9 -11 or the Titanic, we

00:13:46.190 --> 00:13:48.929
say, how could they miss that? It's so clear

00:13:48.929 --> 00:13:51.409
the guys didn't want to learn to land. But we

00:13:51.409 --> 00:13:53.710
are looking at the puzzle with the picture already

00:13:53.710 --> 00:13:56.289
on the box. In the moment, it was just noise.

00:13:56.769 --> 00:14:00.730
Exactly. An analyst in 2001 is seeing thousands

00:14:00.730 --> 00:14:03.409
of reports a day. Picking out the one that matters

00:14:03.409 --> 00:14:06.169
is incredibly difficult. Hindsight bias makes

00:14:06.169 --> 00:14:08.289
us overconfident that we would have seen it coming.

00:14:08.490 --> 00:14:10.570
Then there's the black swan event. I feel like

00:14:10.570 --> 00:14:12.110
this term gets thrown around a lot in business

00:14:12.110 --> 00:14:14.149
meetings. Oh, the printer broke. It's a black

00:14:14.149 --> 00:14:17.230
swan. It is often used incorrectly. A true black

00:14:17.230 --> 00:14:20.279
swan. is a rare, unpredictable event that has

00:14:20.279 --> 00:14:22.299
severe consequences. Where does the name come

00:14:22.299 --> 00:14:24.740
from? It comes from the old European belief that

00:14:24.740 --> 00:14:27.740
all swans were white. For centuries, all swans

00:14:27.740 --> 00:14:29.899
are white wasn't just an opinion. It was considered

00:14:29.899 --> 00:14:32.679
a biological fact. Until they went to Australia.

00:14:33.000 --> 00:14:36.940
And saw a black swan. The idea is that if you

00:14:36.940 --> 00:14:40.539
have only ever seen white swans, you cannot imagine

00:14:40.539 --> 00:14:43.659
a black swan exists until you see one. And once

00:14:43.659 --> 00:14:45.700
you see one, your entire understanding of the

00:14:45.700 --> 00:14:48.700
world changes. 9 -11 was a black swan. Exactly.

00:14:48.940 --> 00:14:53.620
And then there's the scariest one. Unknown. Unknowns.

00:14:53.860 --> 00:14:56.740
This is a concept Rumsfeld famously popularized,

00:14:56.759 --> 00:14:59.320
though it exists in decision theory. You have

00:14:59.320 --> 00:15:02.860
known knowns things we know we know. Like gravity.

00:15:03.080 --> 00:15:05.200
Right. Then you have known unknowns things we

00:15:05.200 --> 00:15:07.159
know we don't know, like specific gaps in our

00:15:07.159 --> 00:15:09.960
data. But unknown unknowns are the things we

00:15:09.960 --> 00:15:12.679
don't even know we don't know. That's the failure

00:15:12.679 --> 00:15:14.879
of imagination territory. It's the threat you

00:15:14.879 --> 00:15:16.659
haven't even written down on the list of things

00:15:16.659 --> 00:15:18.940
to check. Precisely. It's the asteroid you didn't

00:15:18.940 --> 00:15:21.460
know was coming. And finally, the argument from

00:15:21.460 --> 00:15:24.019
ignorance. This is a logical fallacy where you

00:15:24.019 --> 00:15:26.159
assume something is false just because it hasn't

00:15:26.159 --> 00:15:28.600
been proven true yet. For example, we haven't

00:15:28.600 --> 00:15:30.519
seen any evidence of a plot to use planes as

00:15:30.519 --> 00:15:32.940
missiles. Therefore, no such plot exists. Which

00:15:32.940 --> 00:15:35.299
is a deadly assumption. Just because you haven't

00:15:35.299 --> 00:15:37.279
seen it doesn't mean it isn't happening. It is

00:15:37.279 --> 00:15:40.149
the comfort of silence. We mistake silence for

00:15:40.149 --> 00:15:43.570
safety. So what does this all mean for us? We've

00:15:43.570 --> 00:15:47.490
looked at 9 -11, space disasters, sinking ships,

00:15:47.610 --> 00:15:50.929
and war. It seems like the takeaway is that being

00:15:50.929 --> 00:15:53.549
smart isn't enough. Intelligence and data are

00:15:53.549 --> 00:15:56.169
necessary, but they were insufficient. You can

00:15:56.169 --> 00:15:58.429
have all the dots, but if you lack the mindset

00:15:58.429 --> 00:16:00.909
to believe the unbelievable, you will never connect

00:16:00.909 --> 00:16:03.309
them. It feels like we need to actively train

00:16:03.309 --> 00:16:06.169
ourselves to be a little bit... I don't want

00:16:06.169 --> 00:16:08.330
to say paranoid, but maybe creative. Critical

00:16:08.330 --> 00:16:10.669
thinking requires questioning your own bedrock

00:16:10.669 --> 00:16:13.210
assumptions. You have to look at a rule like

00:16:13.210 --> 00:16:15.789
hijackers want to live or this ship is unsinkable

00:16:15.789 --> 00:16:19.179
and ask. Under what specific circumstances is

00:16:19.179 --> 00:16:21.000
this statement false? You have to be willing

00:16:21.000 --> 00:16:23.659
to sound a little crazy in the meeting. You have

00:16:23.659 --> 00:16:24.940
to be the one to raise your hand and say, hey,

00:16:24.940 --> 00:16:26.500
what if they don't want to negotiate? Exactly.

00:16:26.500 --> 00:16:29.039
The cost of social awkwardness in a meeting is

00:16:29.039 --> 00:16:31.559
far lower than the cost of a failure of imagination

00:16:31.559 --> 00:16:34.360
in the real world. We need to create cultures

00:16:34.360 --> 00:16:38.320
where asking what if isn't punished. That is

00:16:38.320 --> 00:16:40.700
a very powerful way to put it. We must recognize

00:16:40.700 --> 00:16:42.500
that the world is not limited by our ability

00:16:42.500 --> 00:16:46.220
to predict it. Reality has a nasty habit of outpiecing

00:16:46.220 --> 00:16:49.379
our imagination. So here is where we leave you

00:16:49.379 --> 00:16:52.259
today. We've talked about the past, about things

00:16:52.259 --> 00:16:55.139
that are now obvious in hindsight. But if a failure

00:16:55.139 --> 00:16:58.399
of imagination is about missing what seems impossible

00:16:58.399 --> 00:17:02.279
until it happens, what is the impossible scenario

00:17:02.279 --> 00:17:04.819
that we are currently ignoring right now? That's

00:17:04.819 --> 00:17:07.140
the real challenge. What is the black swan swimming

00:17:07.140 --> 00:17:09.960
just out of sight that we refuse to imagine simply

00:17:09.960 --> 00:17:12.819
because it scares us? What happens if the global

00:17:12.819 --> 00:17:15.000
Internet backbone just permanently goes dark

00:17:15.000 --> 00:17:18.339
tomorrow or a synthetic virus targets our agriculture

00:17:18.339 --> 00:17:20.519
instead of people? That is the question that

00:17:20.519 --> 00:17:23.000
keeps intelligence analysts and should keep us

00:17:23.000 --> 00:17:24.980
awake at night. Thanks for diving deep with us.

00:17:25.059 --> 00:17:26.380
Keep questioning those assumptions.
