The Tim Ferriss Show - #535: General Stanley McChrystal — Mastering Risk: A User's Guide

Episode Date: September 30, 2021

General Stanley McChrystal — Mastering Risk: A User's Guide | Brought to you by Kettle & Fire high quality, tasty, and conveniently packaged bone broths; Eight Sleep’s Pod Pro Cover&n...bsp;sleeping solution for dynamic cooling and heating; and ShipStation shipping software. More on all three below.General Stanley McChrystal (@stanmcchrystal) was called “one of America’s greatest warriors” by Secretary of Defense Robert Gates. Having held leadership and staff positions in the Army Special Forces, Army Rangers, 82nd Airborne Division, the XVIII Army Airborne Corp, and the Joint Staff, McChrystal became commander of JSOC in 2003, responsible for leading the nation’s deployed military counterterrorism efforts around the globe. His leadership is credited with the 2003 capture of Saddam Hussein and the 2006 locating and killing of Abu Musab al-Zarqawi, the leader of al-Qaeda in Iraq. In June 2009, McChrystal received his fourth star and assumed command of all international forces in Afghanistan.General McChrystal founded the McChrystal Group in January 2011, an advisory services firm that helps businesses challenge the hierarchical “command and control” approach to organizational management.He is a senior fellow at Yale University’s Jackson Institute for Global Affairs, where he teaches a course on leadership, and he is the author of the bestselling leadership books My Share of the Task: A Memoir; Team of Teams: New Rules of Engagement for a Complex World; and Leaders: Myth and Reality. His new book is Risk: A User’s Guide. He is also the co-host (with former Navy SEAL Chris Fussell) of the No Turning Back podcast, where they explore the future of leadership and teams with the world’s most consequential leaders.Please enjoy!This episode is brought to you by Kettle & Fire! Kettle & Fire makes one of the highest quality, tastiest, and most conveniently packaged bone broths on the market, and I have a huge collection of their broths on my kitchen counter for easy access. I’ve been a fan ever since 2015, when podcast guest and ketogenesis expert Dr. Dominic D’Agostino introduced me to the company. Their products fit me and my lifestyle extremely well: bone broth is a great ‘one-stop shop’ for low-carb, high-protein nutrition, and bone broth makes an excellent lower-calorie breakfast that requires no prep.It’s one of the simplest ways to get many of the nutrients I need, and I simply feel better when broth is a regular part of my diet. 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It pairs dynamic cooling and heating with biometric tracking to offer the most advanced (and user-friendly) solution on the market. Simply add the Pod Pro Cover to your current mattress and start sleeping as cool as 55°F or as hot as 110°F. It also splits your bed in half, so your partner can choose a totally different temperature.And now, my dear listeners—that’s you—can get $250 off the Pod Pro Cover. Simply go to EightSleep.com/Tim or use code TIM. *If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts? It takes less than 60 seconds, and it really makes a difference in helping to convince hard-to-get guests. I also love reading the reviews!For show notes and past guests, please visit tim.blog/podcast.Sign up for Tim’s email newsletter (“5-Bullet Friday”) at tim.blog/friday.For transcripts of episodes, go to tim.blog/transcripts.Discover Tim’s books: tim.blog/books.Follow Tim:Twitter: twitter.com/tferriss Instagram: instagram.com/timferrissFacebook: facebook.com/timferriss YouTube: youtube.com/timferrissPast guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, and many more.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Starting point is 00:00:00 This episode is brought to you by Kettle and Fire. Do love me, my Kettle and Fire. I believe I first heard about Kettle and Fire when it was originally recommended to me by one of your favorites, fan favorite podcast guest and ketogenesis expert, among many other things, Dr. Dominic D'Agostino. So what is Kettle and Fire?
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Starting point is 00:04:23 Hello boys and girls, ladies and germs. This is Tim Ferriss, and welcome to another episode of The Tim Ferriss Show. My guest today is General Stanley A. McChrystal. Who is General McChrystal? A transformational leader with a remarkable record of achievement, General Stanley A. McChrystal was called, quote, one of America's greatest warriors, end quote, by Secretary of Defense Robert Gates. Having held leadership and staff positions in the Army Special Forces, Army Rangers, 82nd Airborne Division, the 18th Army Airborne Corps, and the Joint Staff, McChrystal became commander of JSOC in 2003, responsible for leading the nation's deployed military
Starting point is 00:04:59 counterterrorism efforts around the globe. His leadership is credited with the 2003 capture of Saddam Hussein and the 2006 locating and killing of Abu Musab al-Zarqawi, the leader of Al-Qaeda in Iraq. In June 2009, McChrystal received his fourth star and assumed command of all international forces in Afghanistan. General McChrystal founded the McChrystal Group in January 2011, an advisory services firm that helps businesses challenge the hierarchical command and control approach to organizational management. He is a senior fellow at Yale University's Jackson Institute for Global Affairs, where he teaches a course on leadership, and he is the author of the bestselling leadership books, My Share of the
Starting point is 00:05:38 Task, A Memoir, Team of Teams, New Rules of Engagement for a Complex World, and Leaders, Myth and Reality. His newest book is Risk, subtitle, A User's Guide. You can find him online at mccrystalgroup.com. That is m-c-c-h-r-y-s-t-a-l group.com. And you can also find the McChrystal Group podcast, which started last year, and that is called No Turning Back. General McChrystal, welcome back to the show. It's good to see you, sir. Tim, please call me Stan, and it's a pleasure. I am so thrilled to have you back on. This is, I think, round three if we count the follow-up Q&A episode, and a tremendous amount has happened both in the world and in both of our lives since we last spoke.
Starting point is 00:06:26 And I wanted to start with Afghanistan. And I'm looking at a paragraph that I pulled from an older interview. This is from the Financial Times with you. And you were giving a tour, I believe, of your home to the journalist. And you pointed out a map and you said, this is a hand-drawn map of Kabul by British officers from 1842. This is the route they took to Jalalabad. One guy made it out of 15,000. I keep it on my desk in Afghanistan as a reminder, let's not be too sanguine. And I wanted to begin with the current day.
Starting point is 00:07:02 Everyone has seen so much news about Afghanistan, and I can only look at it personally through the lens of a layperson with very minimal understanding, having never been there. What do you see when you look at recent events, if I may ask such a broad question? I think naturally, I look at it probably two ways. I look at it emotionally because I see our opponent, the Taliban, now running the country. And of course, already there are indications that their regime is going to be very difficult on parts of the country, particularly females. But we'll wait and see how that develops over time. And then I also look at it as someone who has been involved, at least in the military part of foreign policy. And so I ask myself, what does it mean going forward? The first thing I'd say is, though, people always ask me about what's in the rearview mirror and they say, why did it
Starting point is 00:07:56 come this way? And so I'll touch on that and I'll say that there's a temptation to oversimplify, to find out the critical mistake, the wrong decision, the evil policymaker, the unaccepted reality, and that's sort of the graveyard of empires, and to say, this is why it didn't come out the way we wanted it to. And I think that when we do that, we do two things. One, we miss many other factors, but we also let ourselves off the hook. I personally don't believe that Afghanistan in what we tried after 2001 was impossible. I don't believe that the Taliban were 10 feet tall. I've seen too many up close to believe that. What I believe is, in fact, many of the things that failed us was us.
Starting point is 00:08:50 It was our weaknesses in putting together a coherent, well-coordinated effort over time. And sometimes that involved mistakes in decision-making or half-hearted policies, but often it was just not being able to make the team of teams work. And that's frustrating because someone goes to the doctor and wants to know why they're suffering a certain pain or malady. And the doctor says, well, you're in poor health. You smoke too much, you drink too much, you don't sleep, you don't work out. You got all these things, correct those, and many of these other things will not happen. And yet we don't like that advice. We'd rather say, well, here's the pill or the procedure I will do to solve that problem. And so I think Afghanistan was as much a case of
Starting point is 00:09:40 us needing to look in the mirror and say, why do we struggle with big efforts like that as anything else? What do you think it means looking forward when you're looking at the windshield instead of at the rearview mirror? I actually think the implications are quite large, Tim. And the first is our nation's inability to do big things like this. It will undermine our confidence to take on efforts. And maybe there are many we shouldn't, but there may be some we should. And yet we will be averse to doing that because we will lack the confidence in our ability to pull things together and execute well.
Starting point is 00:10:22 Maybe the other side of that coin is the world will look at us that way. Most people of my generation who was born after the Second World War enjoyed a very distinct environment for our nation where people may disagree with things the United States did, but there was this extraordinary respect for our capability, in many cases, for our accomplishments. I think that has worn thin. I think, in fact, we can't assume we have the same level of credibility walking into any situation that we did even a few years ago. We will have to rebuild that credibility over time, and it will take a significant effort.
Starting point is 00:11:10 Thank you for answering that. It's been on my mind, and a number of my friends who are veterans have texted with me about the events, which have been very disheartening to many people who served. So I really am grateful for you shedding some light on your perspectives, since it would be only guesswork on my part. Let's jump straight to it. And I do this very rarely. I very rarely jump to the new book. Usually there's a lot of background. We have, though, had previous conversations. We've talked a lot about your history. We've talked about everything from your one meal a day policy for yourself, not for everyone else, to exercise, to training. And we'll perhaps refer back to some of those. And in fact, I'll start with a reflection.
Starting point is 00:11:52 I was looking back at a recap of our first ever conversation on the podcast. And I asked you, and this will tie into risk, I think, because most things tie into risk in some fashion. I asked you how you would train 100 athletes to become, as my team put it here, soldiers. And the athletic part was simply to check off the box of physical prerequisites. And the answer, as it was paraphrased for me here, is that given that they have all the basic technical skills, you would push them in endurance, live fire training, and in making decisions with incomplete information, decisions through which they would be forced into bad outcomes and have to deal with those bad outcomes. And that last portion is extremely interesting to me because certainly the last year has highlighted how difficult it is for most people, if not all people, in some circumstances,
Starting point is 00:12:48 to make decisions with incomplete information. And I spend a lot of time thinking about risk and mitigating risk and even just defining risk. So could you maybe start with how you define or think about risk and why write an entire book called Risk, a User's Guide. I hit a point in my life, I'm 67 now, where much of my life I had been experiencing risk, trying to deal with it, trying to mitigate it in some cases, trying to avoid it in other cases, and watching other leaders do the same. And I came to the conclusion, we don't do it very well. We've never really done it very well. We had matrices and calculations that we used, but at the end of the day, most of the decisions were pretty subjective.
Starting point is 00:13:37 And they weren't made on data. They were made on sometimes experience and sometimes just, we'll call it, gut feel. And our outcomes were uneven at best. And I came to the conclusion that the greatest risk that we face is, in fact, us. If we're worried about the risks in the world, we should go look in the mirror because most of the other risks we can't do anything about. They are external risks that will inevitably emerge. They will be impossible to predict with great clarity, either in the timing or exact nature of them. But we can absolutely be confident that they will show up and they will impact us. And unless we're extraordinarily fortunate or nimble, we won't dodge them completely. We'll be impacted by them in some way. And we'll have to make decisions
Starting point is 00:14:32 based on that. And so when I talked about preparing athletes to be a team, a world-class team, or to be soldiers in combat, I start with the absolute assumption that risks will emerge that will have to be dealt with. And the impact of those risks will be at first unclear to people, but they will have to make decisions in the moment that in themselves carry risk. And so what I mean is there's a risk emerging, making a decision carries risk as well. It carries reputational risk. It carries potential costs. A leader in combat often has to decide to do things which may carry significant costs and casualties from their force. Now, the desire is to wait until you have perfect information so that you don't do something that turns out to be ineffective. But of course, we all know that not making or delaying a decision
Starting point is 00:15:28 is a decision in itself and carries its own risks. Unfortunately, we have habits which often say that the person who actively makes a decision and goes a certain direction and has a bad outcome or it is costly is held accountable. But someone who doesn't make decisions, we don't hold them to the same account. We sort of say, well, they didn't make decisions and so they're not really responsible. I found in the counter-terrorist world, we used to get opportunities arise and you call it a certain terrorist would be located somewhere and we had the opportunity to arrest or to target them.
Starting point is 00:16:07 And we had to get a decision. And some of those decisions would have to go all the way up to the highest levels in D.C. And so what you do is you'd go to the decision makers and went through a series of levels. And often, partway through that, some decision maker, bureaucrat in the system would go, well, let me ask a couple questions. How much wood can a woodchuck chuck? And I'd go, what are you talking about?
Starting point is 00:16:31 There are no woodchucks in this. And they'd say, well, I need to have more information before I can improve it. And so we'd go back and we'd find out how much wood a woodchuck could chuck. We'd come back. By that time, the opportunity had passed. And what happened was that decision maker would then look at me and say, damn it, Stan, I wanted to improve that. You need to come better prepared so I can approve it.
Starting point is 00:16:53 And what they had really done is they hadn't accepted the risk of approving a mission. They hadn't accepted the responsibility for disapproving. They'd sidestepped it. And they'd had the effect of preventing us in doing anything. And I don't know how many different permutations of that I've seen, but the idea that we want to mitigate risk to zero before we act is really common and really costly. I was looking back at the notes from that first episode that I mentioned, and the second part to that answer a bit later on with respect to the hypothetical training of 100 athletes
Starting point is 00:17:39 was, and again paraphrasing, indicating that what you're looking for is largely that the commanders were reflective and not just making knee-jerk decisions. There's no right answer necessarily in those situations, just a more thoughtful way of arriving at the answer. This is something that I see a lot also in the best investors in the world who I've been lucky enough to interview or spend time with, and that is they have to be very careful about separating process from outcome so that they are rewarding good process, even if you happen to pull a joker card and get a bad outcome, and vice versa. Not rewarding bad process just because somebody happened to pull the ace of spades out of the deck by sheer luck.
Starting point is 00:18:35 How did you think about organizing risk, a user's guide, and actually formatting the book to teach people to systematically think about risk in a smarter way or perhaps a more informed way? We started by looking at what risk really is. And of course, most of us think of risk as that intersection between the probability of event occurring and the consequences if it does. And if the consequences are low or if the probability is low, we don't worry about it. If both rise up and suddenly we take notice and we try to do something to mitigate it. You can also think of risk slightly differently as a mathematical equation. And you say that mathematical equation is what is the threat and what is your vulnerability to that threat? And literally it's threat times vulnerability equals your risk. So if the threat to me is
Starting point is 00:19:24 somebody with a handgun and I am walking down the street and they want to shoot me and that handgun would hurt me, I've got pretty high level of risk. If, however, I'm in a tank and they have a handgun, then suddenly my vulnerability is much reduced and so the resulting risk. And if my vulnerability is zero, my risk is zero. So if I can either reduce the threat to zero or the vulnerability to zero, I've taken it to zero. Now, very rarely can we do zero in either, but we don't control the threats much. We do control our vulnerabilities. We control what can hurt us and what we can do about it in the moment. So we started to think about risk.
Starting point is 00:20:11 Acting with risk is really about reducing your vulnerabilities. Think of the human immune system. And this was the analogy that jumped out at us. The human immune system fights off something like 10,000 pathogens a day, which could make us sick or kill us. And we don't think anything about it because when we're normally healthy, it just detects, assess, responds, and learns from that process. And we go on our merry way. If our immune system is weakened because we're sick or we have an autoimmune deficiency, suddenly those
Starting point is 00:20:46 things which wouldn't bother us on a daily basis become potentially very dangerous. And so if we start to think about that, then the reality is every one of us as individuals and every organization has the equivalent of an immune system, which is either healthy or it is not healthy. And we could call it a risk immune system. And that's in the book, we offer a model in which there are 10 factors or risk control factors. And those risk control factors, such as communication, narrative, timing, action, bias, diversity, are all components of how well you and your organization are able to detect risks, assess their potential threat to you, respond to them, and learn from
Starting point is 00:21:35 that. And so the trick is to understand those risk control factors, strengthen those as both individual factors and as a system, and keep yourself as healthy because you're accepting the reality that you can't prevent all the threats from hemorrhaging. I would love to delve into the world of stories, maybe case studies. And this may be a way of tying some of your previous work to this as well, or you could pull from the new book. You wrote a book, as mentioned in the intro, Leaders, Myth, and Reality. And this was a Plutarchian study of various leaders, 13 case studies ranging from Coco Chanel to Abu Musab al-Zarqawi, including Walt Disney, many others. Are there any of those leaders or other leaders who
Starting point is 00:22:27 come to mind who have exhibited intelligence or excellent execution around risk? Are there any stories that you might tell that would pull together some of the concepts we're discussing, or just a general story about someone who's excellent at interacting with or thinking about risk? The unexpected one is Coco Chanel. And of course, she was born in the late part of the 19th century of modest upbringing. Her father essentially deserted her when she was young, says she grew up as a de facto orphan. She had, if you look at it, no opportunities. And she was probably going to be relegated to not much in life. And yet she became initially a nightclub singer and a courtesan, you might call it. She ingratiated herself with some people who had more money.
Starting point is 00:23:24 And so she got an opportunity and partly it was her physical charms and her willingness to use them. But then on the other part, the risk there is she becomes minimalized. She becomes personally a commodity and she wasn't going to accept that. And so what she wanted to do was create an identity and an opportunity for herself that was beyond that. And so she did an amazing thing. First, she designs an entirely new line of fashion, and she intersects with a period when simpler fashions during the First World War, the costs and whatnot were accepted. But she also becomes the brand herself. She decides to transform herself
Starting point is 00:24:06 into the walking embodiment of the lifestyle her fashions are designed to sell, a little like Ralph Lauren did a couple of generations after that. And so the risks to her were overwhelming. And of course, as a female gets older, the idea that a female is going to be able to still be a fashion icon is non-traditional because typically it's for a young period when they are very physically attracted. But instead what she did was she became iconic first as a fashion icon herself, and then as a power in the industry, developing Chanel No. 5, becoming a business tycoon. That's the only way we can say it. And so that one jumps out at me. The other person who is probably unexpected is Dr. Martin Luther King Jr. Because when Dr. King led the civil rights movement, you think, well, obviously
Starting point is 00:25:02 there's opposition from entrenched forces. The whites in the South didn't want progress. But in reality, what he realized, the risks to the civil rights movement were really wide, and we'll call them diverse. a Birmingham jail, he was actually criticizing moderate national white clergy who had said, Dr. King, we agree with the aims of the civil rights movement, but you're too aggressive. You're pushing too hard. And he understood that the real risk to the civil rights movement was not the very impassioned, violent response from Sheriff Clark in Alabama. In fact, it was inaction. It was passive support from the rest of white America. And so Dr. King understood those risks, and what he had to do was take them on with a campaign that went the entire breadth. He had to campaign not just against those entrenched George Wallace-like interests. He had to campaign against the people who lived far away from the
Starting point is 00:26:13 deep South. And yet, whose support politically was essential to the civil rights movement, things like the Voting Rights Act having an opportunity. He had to convince Presidents Kennedy and then Johnson that it was in their political interest to take political risk to push something that was important to Dr. King and the civil rights movement. So his understanding of risk to his movement and how to put other people at risk, almost like a chess master, so that he could maneuver them into support was pretty impressive. And when we think of Dr. King as a great orator saying, I have a dream, and we leave him two-dimensional, then I think we miss a master strategist. Those are two outstanding and very unexpected, in different ways, in different ways, unexpected examples.
Starting point is 00:27:06 So thank you very much for that. I'd love to just mention something for people listening, and that is defining risk for yourself is extremely, extremely, extremely important. If I could just kind of pontificate on this for a second, because if you don't define it, it can end up being this very vague, hazy sort of specter that affects you, but is untreatable. So I loved your, if I'm recalling it correctly, sort of threat times vulnerability as an example of that. For myself, I've often thought about risk as the likelihood of an irreversible negative outcome, just from the investing and business perspective. So you have, for instance, Walt Disney. Since I just
Starting point is 00:27:49 mentioned Walt Disney, I was listening to a case study of Walt Disney and the company. And the fact that Walt Disney and company had effectively, and please correct me if I'm getting this wrong, but been a break-even proposition at best up until Snow White, which changed everything. It was a huge investment, but it also returned the entire fund, so to speak. It made up for all the losses. Of course, it's a hits-driven business. As long as you can afford the potential of it being a failure, investing the amount of money necessary to test the new technology, then allowed them to recreate and reinvent and ultimately build this empire of a company. rift because I've had enough caffeine this morning is Jeff Bezos. And we don't have to spend too much time on Jeff Bezos, but I was reading a story about one of their product failures. And I think it was, I want to say the fire phone. And at the press conference,
Starting point is 00:28:56 I'm paraphrasing all this. I might get some of the details wrong, but he said, in effect, oh, just wait, we're going to have much bigger failures. Because from those experiments, ultimately, he had confidence with his team, with the methodologies that they would create incredible successes like Prime, which was very much doubted and kind of ridiculed in the early days. And of course, it's become something quite different. Are there any other stories that you might be able to share of leaders, they don't have to be well-known, they could be, who have exhibited good thinking or behavior around risk? I'd start a little bit back with Walt Disney, because you are correct. He, in fact,
Starting point is 00:29:42 mortgaged Mickey Mouse to fund Snow White. I did not know that. Yeah, the intellectual property of Mickey Mouse, he mortgaged him so that he could make the movie Snow White. Wow. But risks continue to change. So Walt Disney, of course, is wildly successful with Snow White. It changes full-length animated movies. In fact, it was the first movie. And he said, I can make audiences cry as well as laugh. And once he learned they could do that, of course,
Starting point is 00:30:11 we have the whole library of Disney movies now. But as the company changed, he went through a number of crisis points. Early in the Second World War, he had a labor struggle inside his firm. And the company was evolving, and Walt Disney began to understand he was not the right guy to run it. And so the Walt Disney of when I was a child and I watched The Wonderful World of Color and Uncle Walt would come on and introduce Davy Crockett was now focused on things which were his strength, like development of Disneyland and then Disney World. And his brother Roy, in fact, took over much of the running of the business because they had come to the conclusion that the risks had changed, the requirement had changed, and the risk had changed. So Walt Disney was much more
Starting point is 00:31:06 effective in focusing on those things that were his strengths and his interest, as opposed to trying to do something for which he's not really well-suited. If we think about decisions in risk, and I'm a big fan of Annie Duke, the poker player. And she will talk a lot about probabilities, as you mentioned, Tim. You got to separate the decision from the outcome. And let's go to Afghanistan again for a moment, because everybody is very upset about the withdrawal from Afghanistan. And the reality is, had the Taliban not moved quickly and toppled the government and American forces had come out quickly and been gone before the government of Afghanistan fell, it might be viewed as a brilliant stroke.
Starting point is 00:31:56 You know, people have different opinions on the wisdom of the overall, but that particular outcome of that decision might be viewed entirely differently because the outcome, what you've really got to do in my view on a decision is go back to two factors. The first is, are they making the decision with the right values in mind? Are they using integrity and the things that represent you as an individual and you as an organization? And then the second, is it a rational decision probability-wise, what they know then? There's an interesting analysis to go back to the Japanese admiral who was defeated at the Battle of Midway.
Starting point is 00:32:31 And there's the famous moment when he makes a decision to rearm his planes, and he rearms his planes. And during that process, the American dive bombers come in and destroy three aircraft carriers in a matter of minutes and change the course of the war. And we step back and we go, ah, look at that Japanese admiral. He just didn't have his act together and whatnot. But if you analyze the information he had in the moment and each decision as he made over time, they were completely rational. In fact, they probably would be the decisions you or I would
Starting point is 00:33:05 make. And so when we go back to look at it and we get so fixated on the outcome, because it didn't work, it must've been stupid. Then we don't teach ourselves how to do risk management and decision making. Because in reality, you may make a number of decisions that don't work out well. But as you mentioned, Jeff Bezos, as he's building a stronger team and he makes some decisions that don't work, one, they are learning from those decisions. Two, as the team gets stronger, he knows that the probability of success over time is continuing to rise. And so our argument in our book is, as you continue to strengthen your organization's
Starting point is 00:33:47 risk immune system, your probability of success in every endeavor goes up because you are healthy. You are more able to accept the really bad piece of luck because when probability evens out over time, you're in a stronger position. Just a quick thanks to one of our sponsors and we'll be right back to the show. you're in a previous incarnation when I was shipping tens of thousands and then hundreds of thousands of products. This is what I wish I had way back in the day. And if you're an e-commerce seller, or if you want to be selling more online, you have to ask yourself, are you ready to meet the demands of our new delivery economy? You can be ready with ShipStation. When you're selling online, getting a lot of orders out fast
Starting point is 00:34:45 can be super hard. I've experienced this firsthand. How do you keep track of who gets what? Which shipping carrier should you use? How do you process refunds? How do you process returns? How do you do all of that? Are you getting the best rates? ShipStation helps online sellers of any size get orders out quickly, save money on shipping costs, and keep customers happy. And right now, my dear listeners, you can try ShipStation free for 60 days when you use offer code TIM, T-I-M. You can start your free trial without even entering your credit card info. Just visit ShipStation.com, click on the microphone at the top of the homepage and type in TIM. One more time, ShipStation.com, click on the microphone at the top and type in TIM. that's me, T-I-M.
Starting point is 00:35:34 Check it out. The threat times vulnerability equals risk is really important on a multitude of levels, of course, because if the, I'm thinking about the, if either side is too big a number and the other side isn't zero, you have a large problem on your hands. And if you look at Andy Duke, poker, I think her book is Thinking in Bets, if I'm recalling correctly. Or you look at, say, a book like Bringing Down the House by Ben Metrick, which was about this team from MIT who had a system for winning in blackjack. You can have the best system in the world, but you also have to have, in this particular case, enough bankroll, enough money to sustain an extended string of bad luck. And I would love to jump to the 10 risk control factors. One jumped out that I'd love to hear you speak more about, and that is, if I'm recalling correctly, narrative or narratives. Would you mind expanding on that? Narrative is what we say about ourselves. And it's how we want to be defined. We begin in the book with the story of the Alamo. And William Barrett, Buck Travis,
Starting point is 00:36:40 stands out in the courtyard of the Alamo, he draws a line in the sand and he tells, whoever will stay with me for victory or death, we will defend the Alamo. And of course, history says everybody came across the line. And the reality was the Alamo was tactically, operationally, and strategically insignificant. It bought a little bit of time for Sam Houston to build up the army, but the reality is it did not matter much. But in terms of narrative, remember the Alamo became a call across Texas, and actually that's infected across the United States, of resolute people absolutely committed to win their independence. And so the Alamo becomes important all out of proportion to its scale of the fight itself. And so the narrative becomes the story. It is the power. A little like the 300 Spartans or David and Goliath. The reality is the story becomes the thing. And so the narrative becomes very powerful for an organization. Think when we
Starting point is 00:37:46 believe in the narrative. We believe the narrative of the United States. We touched a little bit earlier about the potential that our credibility could be weakened. Suddenly the narrative that the United States having the kind of values that should prevail in the world and the power to prevail in the world, they go hand in hand. If we look at a case where they get at cross-purposes, Google is a tremendous case in point. In reality, Google started the idea of don't be evil. And I remember when I first saw it, I said, boy, that's a really catchy idea. And who couldn't be for don't be evil? And then you say, well, what does don't be evil mean? Well, it's a little bit in the eye of the beholder,
Starting point is 00:38:29 but it's still generally powerful. We're going to do good things. And then in 2017, when Google started working with the defense department on Project Maven, some of the people inside Google felt like that was in opposition to the narrative, in opposition to don't be evil. And the culture in Google was that everybody would be googly and speak up and have their say and help shape the culture. And they had a very serious crisis on their hands because a number of people in the company felt like the leadership had lost their way and was violating the narrative.
Starting point is 00:39:04 And so we call that a say-do gap, the difference between what we say and then what we actually do. And so the power of narrative, it's critical that we have one, but it's also critical that we understand what it is and that we be true to it. And if we're not prepared to be true to it, we should change it. We should reflect what it really is. As you discuss narrative, I can't help think about a few things.
Starting point is 00:39:33 Number one is how much our individual and collective realities are governed by these stories, of course. And also the incredible power and damage that can be done when your software that's being installed is a story not of your choosing, in a sense. And so I'd love to ask you about the power or risks of propaganda and misinformation that seem to be coming more and more prevalent, certainly with the amplification of technology and sort of ubiquitous social media and so on. But could you speak to that if you have any particular thoughts?
Starting point is 00:40:22 I personally think it may be the biggest threat to American society today, and that is true in many other societies as well. If we go back to just the power of information of what we believe, we fall in line behind certain narratives, either a patriotism or identity of the organization we're a part of, and they're critical. But we also listen to information that comes and influences us. We are all influenced by advertising. We're influenced by slogans. We look at, of course, the master Adolf Hitler, who created an entire idea that Germany had to come back into the world after the First World War in a proud and strong way.
Starting point is 00:41:05 And then he pushed a number of ideas that were, of course, much more extreme than that. But he was, Adolf Hitler was still popular in Germany the day he was killed in 1945. Now, that's unthinkable because after 12 years of essentially taking his nation to war and destroying it, Germans still believed in him because the power of the message was so, it was almost like a narcotic. And we say, well, that could never happen to us. Well, let's look at tobacco in America.
Starting point is 00:41:38 In the 1940s and 50s, it became clear that tobacco was a carcinogenic and nicotine was, of course, highly addictive. And as that information started to become really logically irrefutable, the American Tobacco Institute, which was funded by Big Tobacco, implemented a very clever campaign. And they didn't take on the idea. They didn't say, no, tobacco doesn't cause cancer. What they said is tobacco may cause cancer. They left a little bit of daylight, and they left each person who wanted to smoke,
Starting point is 00:42:18 they left them daylight to say, well, it may cause cancer, but it may not. And the American Cancer Institute played this over and over, enough doubt so that people could continue to market cigarettes, people could continue to smoke, people could argue about that. And we realize how vulnerable we are to either blatant misinformation, what one side calls the big lie, but also to very subtle misinformation, which much of it is true. And suddenly we start to believe things and act on those. If we look at the state of the American political environment right now, we've got a polarization that is as stark as I think we've seen since right before the Civil War. And there were strong economic causes for it then. And we don't have the same
Starting point is 00:43:09 root causes now pulling us apart. Now they are more tribal. They are more cultural. They are more informational. And the ability to have our mind shaped. If I was in tech right now, if I was a big tech leader and we're talking about risks, I would get up in the morning and I'd say, I may have created the thing that is going to destroy my firm. Meaning if I am in social media, I may have created a suicide machine because that which they have created is so damaging that, in fact, there will be a revulsion against what is happening to our young people and to a degree to ourselves. And so I think that if tech leaders don't get in front of this and start to understand it, and I could argue the same may be true of artificial intelligence as we start to employ it more and we understand the impacts. I think that leaders have got to understand that the actual
Starting point is 00:44:10 risk to them may be now in failing to get in front of it and act on that now and shape it so that it is not as damaging as it can otherwise be. I have to just raise my hand and concur 100% with that. And there's so many different threats, let's just say, threats that people might consider existential threats. And the discussion of tech and, say and social media inputs and the behaviors that are reinforced by those technologies and the belief systems that are also created and reinforced, I find absolutely terrifying. And I say that as someone who has, let's just call it a monthly audience of somewhere between 15 and 20 million people. And many of these listeners and readers are consistent. So I'm able to see changes in behavior over time and the collective changes and individual
Starting point is 00:45:15 changes. I mean, I recognize a lot of these names now. I mean, hundreds and thousands of people who been in my communities for many years, the degree of polarity and rage that I've seen in mass numbers of people I recognize who did not have, in whom I couldn't see those characteristics earlier, is really mind-boggling. So I have to agree with you. Can we talk about that in relation to COVID? Yes, please. Because if we think about COVID, it was almost the perfect enemy. And I say it was perfect because it was inanimate. So it was okay to hate COVID. You didn't have to have any sympathy for COVID. And so it was like out of a movie. If aliens had come from outer space, the entire world could righteously unite to fight
Starting point is 00:46:12 that. Now we have that. It wasn't from outer space, but it was that. And so we have this emerging threat that could and should have united us extraordinarily well. And our first excuse is we say, well, we were surprised. We didn't see it coming. And the reality is, although we didn't know COVID-19 would come, we absolutely knew that another viral infection that could be a pandemic would come because they have come with frightening regularity in history. So its appearance was inevitable. And then the second thing is we absolutely knew what to do about it. The science of public health is pretty good. And so we knew what works and what doesn't work. And then we literally got a scientific miracle because they were able to produce vaccines at a speed never contemplated before and almost a freebie.
Starting point is 00:47:07 So if you line those all up, and we had even done an exercise in 2019 inside the United States, Crimson Contagion, to war game this. And we had war gamed a viral infection coming from China, beginning in Chicago and us struggling with it. So we had war-gamed a pretty painful outcome. And then when COVID-19 arrived, what did we do globally? We acted as individual nations. What did we do nationally? We froze to a great degree at the national level for a period. We had problems with our narrative. Then we executed, at least on the state level, but I could argue we were even more atomized than that. In many cases, we operated at a municipal level.
Starting point is 00:47:55 And no organization at that level has the resources or the ability to effectively fight a pandemic by itself. It has to be a united effort. It actually has to be a global united effort. So my point is our vulnerability was self-induced to COVID-19. COVID-19, like the Taliban, is not 10 feet tall. It's imminently defeatable. And so what we should do is we should say, we failed as a system.
Starting point is 00:48:28 We can't look for a single person who screwed this up and pin the tail on them. We failed as a system, and that should worry us. Because where we fail as a system means the next threat that arises means our system has already proven its limitation, and we'd better look at that system. I was just thinking about this last night, probably because I had this conversation on my mind, and I was thinking a few things. Of course, the death toll is atrocious. We are not fully out of the woods. The numbers also, I think, have just not had the psychological impact that other events like 9-11 would have. Because like you said, it's this invisible, intangible, in some ways abstract, also long-term death toll. But imagine if we had been hit with Delta first, or imagine if we were hit in 2000,
Starting point is 00:49:29 who knows, let's just make it pretty recent, 2005, 2010, when we had fewer technologies that would allow people to work remotely and what the impact would have been on the economy. In a sense, I mean, we are having and did get a very important dress rehearsal because it's not going to be the last pandemic or nationwide, perhaps even global catastrophe that we have to contend with. Do you feel like we have improved or fixed some of these systems or addressed any of the systematic failures to be better prepared for next time? Would you imagine that we have? Tim, I was on two commissions last year, one from the Council on Foreign Relations, which explored this question and came up with
Starting point is 00:50:17 recommendations, and then another from an organization called the Business Executives for National Service. And both of those commissions were formed of really smart, accomplished people and me. And I was put on sort of a comic relief. But the reality was we fixed a few things, but the reality is most of the things we fix, which are systemic in nature, our communications, how we coordinate these things, how decisions are made, how we resource the different requirements for public health, I think have been woefully under addressed so far. I think one of the things that you noticed or that you mentioned is just so important. We had the ability, enabled by technology, to continue on many things we do. Many businesses could continue to operate generally.
Starting point is 00:51:14 Actually, I think part of that is unfortunate. Part of it's wonderful and it's a miracle because our economy didn't completely disappear. But if our economy was not able to limp along at first and then to come back like it has, we would have been forced into more decisive activities against COVID-19 because we could essentially push much of the suffering onto parts of our population. People like you and I who might have the opportunity to work from home and what we do can be enabled by that. We didn't have to do things which I think might have forced us to address those vulnerabilities. And I think that may be a long-term challenge for us. Because if something isn't bad enough, you don't fix the problem. If people come out of COVID-19 thinking, well, if we only lose 600,000 people, I didn't know many of them anyway, so
Starting point is 00:52:13 it's okay. That's a problem. Yeah, that is a problem. What do you think it will take for things to be fixed? Is it going to require something of the scale of another pandemic with even worse outcomes to force the hand? Do you feel like there are things that can be done to catalyze those changes in the meantime? I know that things can be done and most of them have been identified. I am not confident we will do them. I think on the margins, we are doing some things, certainly, and we're getting smarter. And so part of that will happen. But I would pull us to cybersecurity. We have a very similar situation with cybersecurity right now that we do with pandemics because a huge cybersecurity challenge is inevitable. It's not possible. It is inevitable. And when I talk about huge, I'm not talking about Target having some customer data exposed. I'm talking about things that we rely on stopping
Starting point is 00:53:21 for at least a period. Maybe it's banking, maybe it's our energy distribution, things like that. I think it's absolutely inevitable that that will happen. And the question is, will we address it before that happens on a big way? We have not yet. We have done a number of things, but this requires a public-private partnership on a level we've never had before between the government and big corporations because cybersecurity isn't something that you put a big cybersecurity defensive Maginot line at the nation's borders. It's not like that. Cybersecurity is something that is in-depth. It's built into all of our systems. And it also has to be built into our culture of how we operate and what private security and liberties we're willing to have shaped
Starting point is 00:54:12 to get greater security. And so I think where we are is we're extraordinarily vulnerable, but we are, to a certain degree, have our heads in the sand hoping that they'll get somebody else. I think many businesses right now get up every morning and know that they could be the target and they're happy if somebody else gets hit. I have so many follow-up questions. We spoke about this in one of our prior conversations, but I think it's a concept worth revisiting. And that is the concept of the red team or red teaming. Would you mind just describing what that is? Because I think it's even as a thought exercise, and sometimes it's difficult to take on both parts as a single person because you're too close to your systems,
Starting point is 00:54:57 too close to your problems. But would you mind describing what a red team is? It's essentially making somebody the bad guy and commissioning them to screw you up. And you say, well, why would I do that? Because we become blind to our vulnerabilities. There's a great story from a war game called Millennium Challenge, which happened before the first Gulf War. And a Marine general named Van Riper, a lieutenant general, made the commander of the opposition essentially in a red team role. And he looked at how this was likely to play out because he was playing a Mideast nation. And so he said, I'm not going to let the Americans do what they're good at. I'm going to do a preemptive strike. And so he did a preemptive strike and he, in the game, he killed the equivalent of 20,000 Americans and he really screwed up the American plan. And so they stopped the war game and they re-cocked and went back and they said, okay, we're going to continue, but don't do that again. And it was like, wait a minute. The whole idea of a red team is to find clever people
Starting point is 00:56:02 who will come and find the holes in your plan. Where are there gaps and seams or flaws that you have become blind to? Where will they, as you inflate, it's that tire inner tube that you've been working on and you patched, you inflate it and you see if there are any more leaks. Where are the leaks? A good red team is people who are a step outside your organization. You can have people inside, but they have to be fenced off
Starting point is 00:56:31 so that they are not wedded to the plan. Because if they're wedded to the plan, they're incentivized not to find flaws in it. And so you've really got to have a red team that's incentivized to find flaws. And then the leadership has got to act on those. When they find those problems, gaps and seams, the leadership has got to follow up and got to close them.
Starting point is 00:56:55 They can't make the red team pariahs. They can't say, you people are bad people because you are disloyal to our plan. No, the greatest loyalty you can ever do is to make it stronger. And so I'm a great believer that red teaming takes us out of being comfortable. And we're all guilty. I remember as a commander in combat, you'd work a plan for a long time, you'd do all these things. And if somebody questioned it or poked a hole in it right when it was time to execute, you got mad. Because, damn it, we're about to execute this plan.
Starting point is 00:57:29 Don't distract me. Don't do that. That's irritating. But you need them to do that. And so red teams are a really effective way to pressure test. So when you look at, we could say this country, we could speak globally also, but what threats either most concern you or which threats do you think people are not paying enough attention to? I'll let you define threats and people as you like. I think not surprisingly, I'll tell you that the one that literally leaves me up at night is the failure of our system to be able to do routine things routinely.
Starting point is 00:58:08 And what I talk about is when our government is seized up with partisanship and we are unable to do the normal functions as outlined in the Constitution, if we're unable to have the normal political debate to make processes work without doing a huge pendulum swings to one side or the other, then the machine isn't working right. As long as the American government and society are working, we'll get dinged up with threats that will come, but we will always be able to respond. When the system isn't working, I think we are fundamentally vulnerable to COVID-19 or to potential foreign aggression or to terrorism, cybersecurity. You pick any number of threats. Then there are some other issues that, of course, jump out. Cybersecurity, of course, is the one that I would spend most of my time worried about because I think it's immediate. I think that climate change is one
Starting point is 00:59:10 of those cases where if your neighbor's house was on fire, you would go do something about it. The reality, though, is if there was a fire 10 miles away that was burning up all the fields that produce the food you eat, it wouldn't be as apparent to you. And so you might not run outside and call the fire department. And I think climate change is one of those cases where we are literally destroying that which we are dependent upon, but because it's not happening in crisis speed that we think of in fast rolling time. It's happening more gradually. It doesn't seem as dangerous. The problem is the corrective time is also much slower. So you can't just put out the fire to your neighbor's house. It takes a long time. So
Starting point is 00:59:57 climate change. And then finally, I would throw out education. On a very national level, if you don't have an educated population, then you're not going to be competitive internationally because the days of the United States having this huge geographic and social advantage are gone. There are so many other places that educate a lot of young people, and now they can compete. So that's the one. And second, if you don't have an educated population, you get ignorant stuff happening. Many of the great ills in life are because people just don't know. And when you are subjected to the kind of misinformation in our society, you arm people with knowledge. You give them the ability to understand. We used to deal with many people who would come in as terrorists into Afghanistan, and many had been taught in madrasas in Pakistan. They'd been taught
Starting point is 01:00:52 the Quran, and they memorized it, but they didn't speak Arabic. So they didn't understand what they were reading. They required the interpretation of whoever was teaching them. And so they were entirely vulnerable on someone else telling them what was right or wrong. They couldn't do the critical analysis because they didn't have the education for it. So as a consequence, they became vulnerable. When we are ignorant, we are vulnerable. We are ignorant as a society, we are societally vulnerable. Let's return to arming with knowledge. I would love to explore communication a bit. It just seems like the glue, the connective tissue that holds so much together. Could you elaborate on your thoughts about the four tests leaders and teams can use to evaluate their communication? If we think about communication, we say, well, I got a cell phone and she's got a cell phone,
Starting point is 01:01:48 so we're in communication. No, I think that means you could potentially communicate, but there are four tests that decide whether you actually communicate. And the first is, technically, can I get my message to the person or people that I'm trying to communicate to? Can I send a letter, write an email, or whatever mode that you need to use? Can it get there? The second is more subtle, but more often a big issue. It's will I do it? Will I communicate my message? Will I tell the people in other silos in my company or in other places? Will I pass them the information? And it might be I won't pass them because I don't like them. It might be I don't pass it because I don't know they exist. It might be I don't pass it because my boss hasn't
Starting point is 01:02:37 given me approval. There are any number of reasons, not all of which are black and white evil, but the reality is the second test, if you won't pass information, there is no communication. The third starts to be, can the person receive it? Can they understand it? Am I transmitting in English and they speak Chinese? Or are they of a mindset that just is not willing to hear what I'm saying? And then, of course, the final one that goes hand in hand with that is what I'm passing accurate and timely. So am I giving them good information that would truly be of value?
Starting point is 01:03:15 And are they capable of receiving it? So if you don't have a yes on all four tests, you don't really have communication. And if you don't have communication both ways, one, you don't really have communication. And if you don't have communication both ways, one, you don't know if you're communicating, and two, you can't have the iterative importance of communication where you say something to me, I process it, I talk back to you, and there's a dialectic which occurs, which over time, opposing thoughts start to get to where we can get to something approaching rational reality or logic.
Starting point is 01:03:46 With just me thinking what I think and jamming it to you, we don't get there. And if I can't get it to you, it doesn't happen. So it's got to be two ways. So communication in an organization is really of the 10 risk control factors. We had hours of argument over which was most important, leadership or communication. I think communication is our table stakes. If an organization can't communicate internally or won't, then they can't respond to anything. The human immune system requires the ability of the body to sense threats,
Starting point is 01:04:20 communicate back up whether they are dangerous, and then whether we should do something about it. If we can sense threats in our society, but we can't communicate, we can't do anything about it. And so therein lies the challenge. So let's talk about one puzzle piece within that challenge, and that is being willing to receive or hear. And I want to focus on this because I feel like alongside the polarity and the polarization that we're seeing in a sea of propaganda and clickbait and so on online, there's also a fetishizing of fragility in a sense. And we don't have to spend too much time on that, but I do want to spend some time on the opposite. So what I've noticed certainly in many teams, even among friend groups and so on, there is a hesitancy to share certain things for fear of
Starting point is 01:05:20 upsetting another person. So ultimately, being willing to share is a negative for fear that the willing to receive will not be there. And I'm curious to know if there are any approaches you've seen that are really effective for people to train themselves to become more resilient in being able to receive candid communication or helping their teams to become more resilient and capable of communicating in a very candid fashion. I would love to hear any and all thoughts on that. In the military, we used to always do things called after-action reviews. And they really started from the Second World War. and they came out of the realization that after a battle or a firefight, every participant had a different view of what had happened. You watch a war movie
Starting point is 01:06:12 and you see a firefight and you say, everybody saw the same thing. No, they didn't. They all saw where they were. And they present an account after the fact that is very skewed. And in many cases, it's skewed from what they saw, and then they just get it wrong. So everybody walks away with a different set of conclusions to that. And so after action reviews were put in place to do two things. One, to figure out what happened, and then to figure out what they should do about it next time to be better. So the first part of that was getting everybody together and going through and searching for truth, trying to pull all the pieces out. And that was frightening to some people because sometimes you'll find out that what you thought
Starting point is 01:06:53 the reality was, was very different. And then when you start to talk about what went right and what went wrong, often it can be very, very illuminating to your shortcomings. I remember as a young company commander, we would go into after action reviews after big training missions, and some would last four hours long. And I would walk out humiliated because they had, using sights and sounds from the battlefields because they had pictures and slides and whatnot, they would point out every one of my screw-ups. And they would not only point out every one of my screw-ups, they'd do it in front of all of my peers and my bosses and my boss's boss. And so they could be very, very upsetting events. And my boss's weaknesses were also pointed out to all his subordinates. And that was
Starting point is 01:07:42 pretty upsetting as well. So the effort was to create a thick skin, to understand that everybody makes mistakes, so let's be open enough to accept those and to accept different viewpoints. I think what we've come into now is a point in society that is a little bit unhealthy. In fact, I'm going to call it more than a little bit unhealthy. I teach at Yale University and I've been there, I'm in my 12th year. And I will tell you that the atmosphere on the campus has continued to evolve and I don't think for the better. In one sense, it's better because there are people championing rights that people should have and equality and values that I think are good,
Starting point is 01:08:27 but there is an intolerance for anyone whose values are different than yours. In fact, there's an unwillingness to listen to a speaker from outside the university come and speak that might have a polar opposite position. We talked a little while ago about the importance of the dialectic, where you get opposing ideas together. And if you only hear what you already believe, or if you protect yourself from the offensive words of somebody who violates your safe space, then I think you are making yourself more vulnerable over time. I absolutely believe we need to, as a society, subject ourselves to all of this constantly. But we need to build up the resilience in that process to hear it, to tolerate it,
Starting point is 01:09:22 to understand that things like the First Amendment had a purpose to them. They were to protect people's rights to communicate, but they were also to build up in society diverse dialogue that would produce a good outcome for democracy. And so I think it's important when we talk about communication now to understand that it's not just what you want to communicate or just what you want to hear. It's got to be sometimes what we need to hear. Are there any other ways that you might suggest or that you've found to be effective for training resilience that are applicable in the civilian sphere? There are a number of things that can make an organization communicate more or be systemically, but there's nothing like failure to train resilience. I remember when I was a ranger regimental commander, we put in place
Starting point is 01:10:15 an exercise, which we call savage strike, if I remember correctly. And we would take a ranger company, about 150 rangers, and we would take them from their home base and we'd put them in airplanes and we'd fly them halfway across the country and they'd do a parachute assault to go do this mission. And the mission typically was something like this. They'd have to go from the drop zone where they landed in parachutes to go rescue a number of Americans who were being threatened in an area in some country. And they would get there and we would orchestrate opposing forces and whatnot, role players, so that when they got there, they would
Starting point is 01:10:51 secure the Americans and they would be moving to extract them. And then the enemy would attack. And when the enemy attacked, they would cause a number of casualties in the Ranger force. That would always be the dynamic. Now the ranger company commander's in a position where the mission he was given was to extract the American civilians. But the ethos of the rangers is, I will never leave a fallen comrade to fall into the hands of the enemy. So this ranger company commander is in this position where to extract the Americans, he's got to leave his dead and wounded. To leave his dead and wounded, he's got to leave his dead and wounded. To leave his dead and wounded, he's got to violate the very oath, the very being of being a ranger.
Starting point is 01:11:36 And so I would play the higher headquarters and the company commander would invariably call in with this situation report and say, here's the problem. And I'd say, okay, get the American citizens out. they go sir i can't because i've got my dead wounded i can't leave them i need reinforcements and i said well you're not getting reinforcements i got nobody to send you and so they'd be in this it was really a moral dilemma as well as an operational dilemma for which there was no right answer and they would get beat up and we would go and have a detailed after action review better. And they'd always say, well, what was the approved solution? And my response was, I don't know. You tell me, but we're going to be in those positions because
Starting point is 01:12:14 we've got to be resilient enough, one, to fail, and two, to make those damnitably impossible decisions where you're doing something you just hate doing to do something you have to do. And so they were torn between, do I fail in a mission or do I essentially break my oath? I have to just interrupt for a second to ask you about the assessment. So after putting someone in a position like that, what are you looking for? Because there may be no right answer, but are was looking for was first, does that person keep cool and go through a process? Do they first try to get external things to help them out of it, like asking for reinforcements?
Starting point is 01:13:13 Because that's logical. So you do that until you narrow down, okay, we've got this really difficult situation and I've got to do A or B. Then I'm looking at how their values fit in. And their values in some cases are honesty and loyalty to people. And then the other is, did they go through a rational probability-based outcome? Did they say, this is the best I think we can do here, our likelihood of this being successful, et cetera? Because you're really looking for someone whose mind continues to function when things aren't the way they want them to be. To be honest,
Starting point is 01:13:50 there were a couple of cases where the commander almost just said, screw it. Everybody, we're going to do a custer and we're just going to fight and die. And they were almost angry. They said, we shouldn't have been in this position. Screw it. We're going to fight and die to hell with it. And that may be the right answer, but that wasn't the right way it was arrived at. You know, I wanted them to stay calm and be thinking and look for options and then say, all right, this is the best of lousy courses of action and go from there. It raises so many questions for me related to how someone could sort of mock that in, and I'm not saying they should, but this is the idea that comes to mind, sort of
Starting point is 01:14:30 mock that in an interview scenario if you're trying to vet for important positions in a company. How do you navigate a stressful situation and do you ask them, because I know there's a lot of criticism of stress interviews also, where you ask them, because I know there's a lot of criticism of stress interviews also, where you ask them to open a window and the window's jammed or whatever it might be, right? Some of those could probably end up being pretty foolish. But is it enough to ask someone about how they've handled a situation like that? Or do you really need to kind of put them into a situation like that in a civilian setting. I'm just having that run through my head. I don't know if it's even feasible to do that, but it seems like an incredibly powerful way to reveal
Starting point is 01:15:13 character and behavior under stress. Have you seen any version of that implemented outside of the military? I have heard about it outside of the military, but it's hard in many cases. But I'm a great believer in role-playing things. One of the things I try to see, whether it's in an interview or in someone's performance after they're in the organization, when they're putting those decisions, do they try to dodge them? And you'll see, can they find a way to not be responsible? There's the famous story, of course, of Admiral Rickover, the father of the nuclear Navy. And his interview process, reportedly, he put people in a chair and the two front legs of the
Starting point is 01:15:56 chair were shorter than the back legs. So when you sat down, you automatically were sliding off the chair. So you had to fight to stay on. And then he would do these really combative interviews where he would basically ask, why were you born? You're not worth it. And he asked one candidate, all right, you've got two minutes to make me angry. And apparently the guy got up to the Admiral's desk where there was a model of the first nuclear aircraft carrier. He picked it up and smashed it on the floor. And reportedly the admiral says, okay, you did it. You accomplished that.
Starting point is 01:16:39 But I do think there's an awful lot to creating cases where people are under some kind of simulated pressure. One, they learn an awful lot about themselves as well as you learning about them. Yeah, that's chatting with someone I do work with. And sometimes he works with a lot of executives who are hiring. And sometimes he's brought in, as he put it, to be the loving asshole who can apply a little bit of pressure to see what happens. Nothing too terrible, nothing too extreme, but just to see how do they handle a conversation that isn't all kind of rainbows and roses?
Starting point is 01:17:16 How do they handle being interrupted, for instance, or having someone interject? Do they keep their cool? Do they get contracted? Do they start to get reactive? So it doesn't have to be extreme, certainly, to try to assess those things. Are there any other names, people who come to mind who you think are excellent at navigating or thinking about risk? I know I keep bringing this up in part because I just love learning of the case studies. Could be alive or dead, people you know, people you don't know, but any other people who come to mind for you? There are the scholars who deal with risk, and I think how we think, Daniel Kahneman, people like that who've done a lot of thinking about how the human mind thinks. I much prefer going to practitioners who have dealt with very risky situations and looked at how they navigated them. I would go and teach this in my Yale course,
Starting point is 01:18:15 Abraham Lincoln and the Emancipation Proclamation, because when we step back with the distance of history, there was a wrong, that was slavery. There was a civil war. And in the middle of that civil war, the president of the United States said, okay, we're going to free the slaves. And it was done. And of course, it wasn't at all like that. And so what President Lincoln was doing was dealing with risk. He was simultaneously dealing with a civil war, so the fact that they could lose a civil war. He's dealing with the risk that many people in the Democratic Party of the North, which were not very supportive of bringing the South to a slave-free position. There were other stakeholders who politically wanted to undermine
Starting point is 01:19:06 him. There were foreign powers who really weren't excited about the South not being able to produce cotton like they had. And so he's trying to triangulate or balance all of these risks together at the same time. So it's not just knowing what the right answer is, announcing the right answer and moving forward. It is navigating this twisted journey to as good an answer as he could get. Not a perfect answer, but as good an answer as he could get. And so when I look at that and I think of, here's a leader who is having to assess risk on a constant basis.
Starting point is 01:19:46 He's got to keep his team together, his team of rivals on his cabinet, but also his larger national basis. And it was a masterful performance. And so other than just being a smart guy and a charismatic president, he was a master. Manipulator is a negative word sometimes, but that's what I'm really talking about of orchestrating risk. Yeah, orchestrator. Excellent. Conductor of risk factors. Well, Stan, we could go on for many hours. I can't think of a better person to author Risk, a User's Guide. Are there any other facets of Risk or the book that you would like to explore or any other stories you'd like to tell
Starting point is 01:20:35 before we begin to come to a close in this conversation? Sure. I'm going to talk on a personal basis here because I think every leader has to identify how they deal with risks and what their own values set are. I remember in 2006, I was leading counterterrorist forces in JSOC in Iraq, and we had been at the fight for, I had been at the fight for about three years at that point. Most of the people as part of the task force had been in even a little longer than that. And it was brutal combat at the time. And so we were starting to do operations more aggressively than we'd ever done before. We were at a point where we were doing literally 300 raids a month or 10 every night. And then occasionally we would fight in broad daylight. And that was against our doctrine and it didn't play to our
Starting point is 01:21:25 strengths. And we had a situation where we got in a firefight with Al-Qaeda forces outside of Baghdad and it became a real serious fight. And we put some, what we call little bird helicopter gunships into the fight. And one of those helicopters was shot down and the pilot killed pilots in that particular case. And the father of one of the people we lost had been a helicopter pilot in Vietnam, very mature, very experienced guy. And he asked the question of us that was fair. He says, what in the world was my son out doing in the middle of daylight, flying a little helicopter that was designed to be flown at night for stealth counter-terrorist missions. And we answered him, that's when the fight was, we needed him. And he accepted that very graciously. But the question
Starting point is 01:22:19 we had to ask ourselves, and I did all the time, is at what point do you become hardened to risk and the cost of risk? Ulysses Grant, near the end of the Civil War, wouldn't go to combat hospitals. He wouldn't visit the wounded in hospitals because he found it was so upsetting that he was afraid he couldn't make the difficult decisions that he had to make to get this war over. And I found myself asking myself whether I'm becoming so hardened to the risk, because in some ways the risk, physical risk, wasn't mine. It was being born by other people. And had I become so close to the problem that solving this problem, defeating al-Qaeda in Iraq was overwhelming for me. And what was the risk to the larger national policy and all that sort of thing? And it's almost like you're in a bar with your brother and you get in a fight. And at a certain
Starting point is 01:23:18 point in the fight, you need your brother to pull you out of it. You may be losing, you may be winning. Either way, you need your brother to pull you out of it. And I got four brothers, so that was very important. But I think we all need to think about risk that way because at a certain point, your adrenaline pumps, your manhood gets challenged, any number of those things. And you will take risks and you'll bet things that aren't yours to bet, or you will stay the course on things when you should have stopped simply because that's the way it is. And so that's where systems have to operate. And they almost have to, at times, to protect us against ourselves. We can be very good, but we're not always as good at this as we need to be. Sometimes we're just too human. Yeah, what will protect you? What will pull you out of the
Starting point is 01:24:11 fight when you are, as we all are sometimes, our lesser selves, right? And systems are part of that answer. Well, Stan, thank you so much for taking this time. It's an important, couldn't be a timelier message. remind people of the title, is Risk a User's Guide. You can find General McChrystal online at mccrystalgroup.com. His name is probably misspelled as often as mine, so I'll say it one more time, m-c-c-h-r-y-s-t-a-l group.com. I'll link to all of these things,
Starting point is 01:24:59 everything we've talked about in the show notes at tim.blog forward slash podcast. Thank you so much. And for everybody listening, until next time, thank you for tuning in. Hey guys, this is Tim again. Just a few more things before you take off. Number one, this is Five Bullet Friday. Do you want to get a short email from me? Would you enjoy getting a short email from me every Friday that provides a little morsel of fun before the weekend? And Five Bullet Friday is a very short email where I share the coolest
Starting point is 01:25:30 things I've found or that I've been pondering over the week. That could include favorite new albums that I've discovered. It could include gizmos and gadgets and all sorts of weird shit that I've somehow dug up in the world of the esoteric as I do. It could include favorite articles that I've read and that I've shared with my close friends, for instance. And it's very short. It's just a little tiny bite of goodness before you head off for the weekend. So if you want to receive that, check it out. Just go to 4hourworkweek.com. That's 4hourworkweek.com, all spelled out and just drop in your email and you will get the very next one. And if you sign up, I hope you enjoy it.
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