What To Do When Life Doesn’t Go as Planned | Jim Collins

What if the hardest moments in your life aren’t detours but the very things that put you on the right path? In Part 2, bestselling author Jim Collins explains why the moments that derail you are often the ones that redirect you. Jim Collins is a bestselling author and one of the leading voices on leadership and human performance, known for books like Good to Great https://www.thepaintedporch.com/products/business9?_pos=1&_sid=05066e865&_ss=r, which has sold millions of copies worldwide. His research-driven work explores what separates the truly exceptional from the average, with a focus on how people confront the biggest questions of leadership, purpose, and life. Jim Collins’ new book 👉 What to Make of a Life: Cliffs, Fog, Fire and the Self-Knowledge Imperative https://www.amazon.com/What-Make-Life-Self-Knowledge-Imperative/dp/0063488809/ref=sr_1_1?adgrpid=185244558446&dib=eyJ2IjoiMSJ9.nWEU8JSY2qPCQIL82e0iELtHK7zw68y0eMABAV9as8TpdcwCw4Xymoz732ADPo2YQLHaJq4GmWbAicYC0baVSYSf7-uhfuQH8b_7hKdHp3ZXhTjpa_QsYgEkOnW4GAG7FRcesZo0hSeOFukUGhjbT57a4TKwvJcgfMOw9LEt0jD_kMNFmi_Iq7xFkL7iYxuiXwzl1ra87BwymkQ7UGIyQWfkAF3dSkSnGKLZreTVXIs. D0kIDjU07LZvX5rqcVcCxqJ5F4o-vNxT6knyF3VcP5E&dib_tag=se&hvadid=779581521826&hvdev=c&hvexpln=0&hvlocphy=9193065&hvnetw=g&hvocijid=18117721150008041877--&hvqmt=e&hvrand=18117721150008041877&hvtargid=kwd-2455230625575&hydadcr=22562_13821251_8388&keywords=what+to+make+of+a+life&mcid=3fac1da0b4ba346b87c2bd4fe45882e6&qid=1775665019&sr=8-1is out now! Grab a copy here https://www.amazon.com/What-Make-Life-Self-Knowledge-Imperative/dp/0063488809/ref=sr_1_1?adgrpid=185244558446&dib=eyJ2IjoiMSJ9.nWEU8JSY2qPCQIL82e0iELtHK7zw68y0eMABAV9as8TpdcwCw4Xymoz732ADPo2YQLHaJq4GmWbAicYC0baVSYSf7-uhfuQH8b_7hKdHp3ZXhTjpa_QsYgEkOnW4GAG7FRcesZo0hSeOFukUGhjbT57a4TKwvJcgfMOw9LEt0jD_kMNFmi_Iq7xFkL7iYxuiXwzl1ra87BwymkQ7UGIyQWfkAF3dSkSnGKLZreTVXIs. D0kIDjU07LZvX5rqcVcCxqJ5F4o-vNxT6knyF3VcP5E&dib_tag=se&hvadid=779581521826&hvdev=c&hvexpln=0&hvlocphy=9193065&hvnetw=g&hvocijid=18117721150008041877--&hvqmt=e&hvrand=18117721150008041877&hvtargid=kwd-2455230625575&hydadcr=22562_13821251_8388&keywords=what+to+make+of+a+life&mcid=3fac1da0b4ba346b87c2bd4fe45882e6&qid=1775665019&sr=8-1 📚 Pick up a copy of Good to Great by Jim Collins https://www.thepaintedporch.com/products/business9?_pos=1&_sid=05066e865&_ss=r at The Painted Porch https://www.thepaintedporch.com/products/business9?_pos=1&_sid=05066e865&_ss=r | https://www.thepaintedporch.com/ https://www.thepaintedporch.com/products/business9?_pos=1&_sid=05066e865&_ss=r 🎙️ AD-FREE | Support the podcast and go deeper into Stoicism by subscribing toThe Daily Stoic Premium https://dailystoic.supercast.com/ - unlock ad-free listening, early access, and bonus content:https://dailystoic.supercast.com/ 🎥 VIDEO EPISODES | Watch the video episodes onThe Daily Stoic YouTube channel https://www.youtube.com/@DailyStoic/videos:https://www.youtube.com/@DailyStoic/videos ✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email athttps://dailystoic.com/dailyemail See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Speaker names marked ? are inferred from speaking time and the show’s known hosts — they are not voice-verified.

• 0:00Ryan Holiday?

  Welcome to the Daily Stoic Podcast, designed to help bring those four key Stoic virtues, courage, discipline, justice, and wisdom into the real world.

• 0:14Ryan Holiday?

  Hey, it's Ryan Holiday. Welcome to another episode of the Daily Stoic Podcast. I'm gonna read you a quote here. "Whether you prevail or fail, endure or die, depends more on what you do to yourself than on what the world does to you." That is not a quote from Ego is the Enemy, although it is a book I read while I was writing Ego is the Enemy, because that was a weird book, right? I'm trying to look not at people who have succeeded, but where people have failed, where they've gotten into trouble, what causes those troubles? And as it happens, most of our wounds are self-inflicted. Most collapses come from within, not from without.

• 0:58Ryan Holiday?

  That quote is actually the back cover of a really good, very well-known book called How the Mighty Fall and Why Some Companies Never Give In. This is from Jim Collins, who wrote Good to Great as well. I read How the Mighty Fall when I was researching Ego is the Enemy, as I said. And in part one of this episode, I told you about Jim Collins and I, how we overlapped on Oprah. But we had a lovely conversation about his new book, What to Make of a Life: Cliffs, Fog, Fire, and the Self-Knowledge Imperative. It is a great book. He says it's the best work that he's done in his life, and it changed him. And I would agree with that. I think it is his best book. He said he spent 10 years researching it, two years writing it.

• 1:43Ryan Holiday?

  And you can tell in the pages, it is a fantastic book. He has a little thing here at the beginning where he lists some of the people profiled in the book. It's a who's who of people I profiled in my book, people that I think you'll want to know from Lucy Burns, The Suffragette, Jimmy Carter, Gordon Cooper, The Fighter Pilot, Gerald Ford, Accidental President, Michael J. Fox, Benjamin Franklin, John Glenn. Matthew Graham, who I wrote a lot about in Ego is the Enemy, Grace Hopper, Dolores Huerta, George C. Marshall, Barbara McClintock, Toni Morrison, Sandra Day O'Connor, Jimmy Page, Alan Page, Alice Paul, I M. Pei, Richard Sherman, Santana, Meryl Streep,

• 2:25Ryan Holiday?

  Barbara Tuckman, Vera Wang, Maurice White, Deborah Winger. This is just a great book. And not only is there a lot of research and distilled wisdom down in it, but I think it's a jumping off point for a bunch of people you're going to want to read and learn about. So I'll just get into part two of the conversation. This is me and the great Jim Collins. We have copies of Good to Great and What to Make of a Life at the Painted Borge Bookstore. And he assured me as we were wrapping up that he's going to come out and see us sometime. So I'm excited about that as well. Thanks to Jim for coming on. Enjoy.

• 3:08Speaker 01

  I think that's one of the really big things about all this is that the die is never fully cast until the entire life is written.

• 3:16Ryan Holiday?

  Right.

• 3:17Speaker 01

  And what's so powerful about looking across entire lives through these lenses is you can see times when they're even lost and they're really out of frame and they're really confused and they're absolutely in the fog. And then they can end up in a time when they really are in frame and everything clicks. And in the same life, you can have multiple cycles of that phase, of that phasing in and out. And that is actually something that when you go into a time, when you feel like I'm out of frame, this just isn't, you know, it's okay, or it's terrible, or it's whatever. It's not the end of the story. It's never the end of the story until it's really the end.

• 4:00Ryan Holiday?

  And don't you think part of the problem with being sort of highly confident at something that you don't truly love, or you aren't truly made for, you know, you can pull that off, provided everything is going pretty well, right? And what I think can happen, the real doom is when You are competent, but not locked in. And then you experience adversity or difficulty. You you you come to a cliff as you're talking about. Because the compensation or the recognition or the social acceptance, none of that is going to be sufficient to get you through that truly difficult period. That's the danger of it, I guess.

• 4:42Speaker 01

  I actually, I think there's multiple. I think being comfortable in it for a really long time is also a danger.

• 4:48Ryan Holiday?

  Sure.

• 4:49Speaker 01

  Because you could end up just having decade after decade after decade pass by and maybe never end up with the satisfaction of being in frame the way a number of the people, all the people in our study did at certain chunks of their of their lives. And or you can have the description you have, which is that you have a cliff that upsets everything and then you have to re recast to begin with. But what's interesting to me about that is that sometimes the cliffs are what throw you into frame. They're not necessarily always what throw you out of frame. So for some of our people, the cliff can come along. And and it for they were in frame. Then you have the end of your test piloting astronaut career. You go into a phase of being out of frame.

• 5:32Speaker 01

  And so the cliff is I'm no longer an astronaut. I'm no longer a test pilot. I'm no longer a fighter pilot. That part of my life is largely over. And now I have to reconstruct from there. And that can be a foggy, out of frame patch that then leads to another version of being in frame. And the case, that case of say, being a senator. But you can also have cases where somebody marvelously discovers being in frame that they never knew they had before that came from the cliff. So Catherine Graham, who became one of the great corporate CEOs of all time. Imagine you have similar experience I did when you read her story. I mean, so the first half of her life,

• 6:13Speaker 01

  there's not a lot of evidence of huge chunks of being in frame the same way that the second half of her life was. And she had this cliff, horrendous, awful cliff when she lost her husband to the disease of manic depression and he took his own life. And not only that, he'd run the family company, which her father had bought, which was the Washington Post. And so she had kind of this second aspect of the cliff, which was what should happen to the company now also.

• 6:38Ryan Holiday?

  Right.

• 6:38Speaker 01

  I have to deal with this, but also I've now got this question of the company. I've never seen myself as the leader of the company. When one of her friends said, well, you could always run it. She was like, oh, no, no, no, no. Me? Are you kidding?

• 6:51Ryan Holiday?

  Yes.

• 6:52Speaker 01

  And yet, as she stepped into it, and it was a series of steps, eventually what happened is the window frame shifted and she discovered to her great joy and astonishment that she had within her an amazing set of encodings for her corporate leadership. And, and the once that clicked into frame, she became the Catherine Graham that, that was so beautifully well constructed for leading through some monumental courageous episodes. And so I think sometimes what happens with these cliffs, because that's the construct of the study, is looking at into the cliff, through the cliff, and out of the cliff. Sometimes the cliff ends a time of being in frame and you have to reconstruct, but

• 7:35Speaker 01

  also sometimes the cliff almost causes

• 7:39Ryan Holiday?

  Right.

• 7:40Speaker 01

  the conditions for coming into frame for the first time. So there may be somebody out there today who is in the curse of competence doom loop, and their career is going to get wiped out by AI. And that'll be a cliff. But maybe actually what that cliff will be, will actually be the starting point of through the fog, through the, through the cliff, of actually getting into frame for the first time. And that may well happen for a lot of people.

• 8:12Ryan Holiday?

  Yeah, you, you think you want your life to go a certain way. You, you think you want conditions to be a, a certain way. You think you have a preference or a preferred mode of operation, and then life sort of reminds you that you don't get a choice.

• 8:28Speaker 01

  You have choices of how you respond, but you don't have choices of what life throws at you, right?

• 8:32Ryan Holiday?

  Yes, exactly. Then you get your actual choice, which is what are you gonna, what are you Going to do about it. And, and you had this great line in the book, the fruitless search for a cliffless life. You know, I think people think they want it to be comfortable. They think they want it to be clean. They think they want it to be simple. They think they want to get X, Y, and Z. And you don't actually know, like you have no idea that that's actually the best way for you. And, and almost certainly it isn't because when you look at the lives of the people you admire the most that have the most impact that have, you know, sort of become what they're capable of becoming, you cannot not notice how adversity and difficulty and, and seemingly bad breaks turned them into that.

• 9:17Speaker 01

  Yeah, you know, I think it's, it's, it's interesting because I had picked the, the cliff construct because it, I just thought there are lots of reasons I picked it. But, but one of which is that I felt that it would be a really powerful way to sharpen the lens on the question of how people answer the question of what to make of a life because a cliff can, you know, become such a stark moment that you at partway along the way in your life, you have to answer the question, at least maybe a second time, like, gosh, everything has changed around me. My life is fractured under my feet, or I accomplished what I set out to do, or whatever it is. And now I've got to answer the question again. And if I can look at two people facing a similar cliff, and see how they each answer that question differently, and what are the patterns I can,

• 10:00Speaker 01

  I can learn a lot. But in the process of that, I, with my research team, we spent, I think it was on the order of a couple of years of the, of the research where I said, you know, what we really need to do is we also need to find some lives that we can study, they have enough information on them, that were, that didn't have a cliff, didn't have a major cliff, because I really want to know, is the pattern of those lives different, those who have cliffs and those who don't have a major or mega cliff? And this was one of those wonderful things that happened in the research, which was, in a certain sense, we had a disappointment, which was we couldn't find anybody that met the test of a cliffless life, which was actually not a disappointment because it was a great learning.

• 10:42Speaker 01

  Every time we found someone that we thought might be a cliffless life, in terms of major cliffs, you started studying their life and you would find, oh, actually, they had major cliffs, or even mega cliffs. And I just finally concluded, cliffs are us. The odds you're going to get to the end of a reasonably long life without experiencing cliffs, and certainly at least one or two major cliffs along the way, I think are astronomically close to zero. A number of our people can see their cliffs coming, but also sometimes you can't see them coming.

• 11:22Speaker 01

  I mean, they can just be, you wake up and you've just, your husband dies in a plane crash and it upsets your entire life, or you wake up and you discover you have a disease diagnosis that you didn't see coming the day before. Even things where you just, there's just kind of almost this shattering effect. And those cliffs, you can be sort of prepared for them in a way, but you cannot plan for them. And I guess I've come to the conclusion, you're going to have them, that you're just going to have them.

• 11:57Ryan Holiday?

  Yeah, I think some of those events are external. It's a war, it's a shipwreck, it's an economic disaster. And I think the reason you can't find a truly cliffless life is that we seem to do a good job of creating them for ourselves if they're not external, right? You wake up one day and you realize you don't like what you do anymore, or you have a crisis of faith, a religious crisis of faith, or a political awakening. There's going to be those transition points, those moments of awakening, or insight, or truth, whether they originate from inside or outside. The question, or as you said, the place we have a choice is, do we take them seriously?

• 12:38Ryan Holiday?

  And change in light of them, or, and, and maybe this is sadly more common than it needs to be, some people just keep on trucking and, and ignore it and don't take what they can out of it. And that's, that's the real shame of it, I guess, is, is when you come to one of those cliff moments and you don't get that growth or insight out of it.

• 12:57Speaker 01

  What you were talking about, people kind of almost bringing about their own cliffs. And, and we do have cases in the study where people played a real role in what became a cliff. We have the two people who were in Watergate and they were in the Nixon White House.

• 13:11Ryan Holiday?

  Sure.

• 13:12Speaker 01

  They very clearly played a role in what ended up then going to prison and being disgraced and having to reconstruct their lives out of that. They, they really did play a significant role in the major turning cliff of their life. There, there are other cases where just the, the role you've chosen in life is the one that has a built in cliff. So if you're a professional athlete, right, we, and you, we have professional athletes or people who were gold medal skaters or professional football players in the study where you've essentially, you are doing something that the cliff is inevitable. You're not going to be playing all pro defensive lineman at age 60. It's just not going to happen. And so you have

• 13:55Speaker 01

  these, these other times where it's like, I've chosen a path that has a built in cliff. And you can either choose to prepare for that cliff ahead of time. Alan Page from the Minnesota Vikings began putting himself through law school while he was still playing in the NFL. And then that led to his second frame of being a Supreme Court Justice. He was kind of, he was already laying the foundations for an inevitable cliff. Those cliffs are easier to manage if you choose to, because you can see them coming. Then there are the ones you just can't see coming. One thing I've found with CEOs, and I spent a lot of time in the world of business leadership and CEOs and people running large organizations, for profit, not for profit and so forth.

• 14:41Speaker 01

  They are often very unprepared, even though it's almost inevitable that it's going to come, for the end of their executive careers.

• 14:48Ryan Holiday?

  Yeah.

• 14:49Speaker 01

  And so it's not unlike being an athlete. And you are defined by your executive role, your executive leadership. And just like Jimmy Carter being done with the presidency at age 56, they hit 60 or 65, when actually your best, most creative capabilities are, in many ways, just beginning. And that has ended. And you often see a period where they're really not certain at all what to do next. And it's a very common pattern of people in these very intense roles that very, very much defined them, coming to an end when there's a lot of life left to go. And even though they can see the cliff coming, they don't really treat it as a cliff that's

• 15:33Speaker 01

  coming until it's on top of them.

• 15:35Ryan Holiday?

  Yeah, our ability to delude ourselves about that is pretty universal. I think about that as an author, as this studio we have lined with books. And there's this company where you can just buy books basically by the pound or by the inch to decorate for, you know, like a movie set or whatever. And one of the things I sometimes look at, I think, I go, you know, some of these were huge books when they come out, when they came out. Some of these authors were the biggest authors in the world. And it wasn't that long ago. And now, you know, where are they? At some point, you do your last book. At some point, your, your sales trajectory peaks and it's, it's a downhill climb from there, or it's a descent from there.

• 16:20Ryan Holiday?

  And, and so it's like, we all know that there's an expiration date on what we do, whether you're a musician or a professional athlete or just a human being, and that we know we're all mortal. And yet, we just sort of continue as if we're going to be the exception to the rule and gravity does not apply to us.

• 16:38Speaker 01

  Okay. So can we spend a moment on this?

• 16:41Ryan Holiday?

  Yeah.

• 16:42Speaker 01

  Because I, I come at this with a really different view, a different lens, after having done this, this study. I absolutely agree with you. There is one for certain expiration date.

• 16:52Ryan Holiday?

  Yes.

• 16:52Speaker 01

  And that is, we don't know what it is. We don't know what it is, whatever your expiration date is and my expiration date is as a person on this planet. We know that it will come. We know that life is, you know, it's kind of the ultimate punch card, right? Yeah. And the Warren Buffett idea, you only have so many punches of investments. Sure. Well, life's like that. We only got so many punches and, you know, you kind of have a statistical idea of how many there are, but every five years you spend on a project, that's a punch, right? Yep. And one day you're going to be out of punches. So we know that. So there's an expiration date. But one of the things that I really, I get very animated about

• 17:31Speaker 01

  this, so you'll have to forgive me if I get animated about this. This idea that our, our, our best, our most creative, our most impactful, our most, things we do in our life are going to be earlier and that later in life is going to not compare well to that. And that, and that it's going to be like this and sort of like this kind of cycle down. I, this study, one of the most uplifting things for me from the whole thing is that that is inverted for me. I actually reject the idea now that our younger selves have to tower over our older

• 18:14Speaker 01

  selves. And I was so struck by the number of spectacular things that the people in our study did late in life. There's that wonderful little statistic in the book of, you take all the pages of the biography, the major biographies of Benjamin Franklin, and you ask what percentage of the books are left when Franklin turns age 60? And the answer is 53%. So he hits age 60 and over half, over half of what is going to be most interesting, creative, spectacular of his life is yet to happen. You know, Toni Morrison didn't write Beloved till 56 or publish it. Jazz at 61, over half of her

• 18:55Speaker 01

  books after the age of 60. Robert Plant has been doing some of the greatest music of his life.

• 19:03Speaker 01

  Late in life, almost all of his Grammy nominations and all of his wins come late, including that amazing album where he comes together with Alison Krauss and they do Raising Sand. And you would think that, well, you know, it was the Zeppelin years. Well, that was great music, but Raising Sand is stunningly exceptional piece of music. And that comes, he's already heading into his seventh decade of life. And you can take a look at the, the Ayempe does the Louvre Pyramid in his seventies. He does the Museum of Islamic Art in Doha at age 91. Carter, who we were talking about earlier, which is the most, like you could

• 19:46Speaker 01

  look at it as that, well, nothing's going to compare to being president, except by the way, the rest of his life, which in many ways exceeds it. Yes. And so I, I come away uplifted by sort of this, this image of an arc, which is that kind of these things happen and you kind of, the sort of the peaks or the peak creativity or the peak impact or the peak this, whatever, kind of happens here. And then the rest of life, you're sort of dealing with it. That's towering in the past. And I invert it now to where it's like, well, those are sort of warmups. Hmm.

• 20:23Speaker 01

  Those are just warmups. And out here, out here is what is potentially really spectacular. So you hit 60, I'm 68. I have more energy than when I was 38. And part of that is because being really fueled by the examples of the people in this book and what they did late. It's like, wow, 68's just kind of, I'm, you know, maybe just really getting going. And the key is one of your key teachings you give people, right? One of the things I really love about what you contribute to people is to decouple the excellence, the integrity of your work, the excellence of your work, the creativity of your work, the intention

• 21:08Speaker 01

  of your work from the result. Yeah. And that if you separate those and you basically say, I don't know if Raising Sand is going to be a five Grammy winner. It did, but he, he didn't know that. Sure. But the point was. To blend his voice with a voice that sounds like an angel, to learn how to sing as a duo rather than a single, to reimagine even some old Zeppelin songs in bluegrass and do new pieces of music and create this spectacular album. That had ended up having a great result. It's phenomenal, but even if it hadn't, he still would have done it.

• 21:48Ryan Holiday?

  Yes.

• 21:48Speaker 01

  And, and that sense of like, what matters is the, is, is the intention and the integrity and the excellence and the expression of your encodings over here, and that can only grow and improve and kind of expand over a life. And the results will be whatever they will be. But if we define everything by the results, we're in a trap.

• 22:12Ryan Holiday?

  Yeah.

• 22:12Speaker 01

  But if we divine it by how and what we're doing, there'll be a variation in the results, but that's kind of separate from the sheer beauty and creative excellence of what I might be doing. And so I come away with, there is no shelf life. There's only your life.

• 22:36Ryan Holiday?

  Yeah.

• 22:48Ryan Holiday?

  I think that's all very well said. I would, I would maybe posit that there's a bit of a paradox here. On the one hand, you should believe that your best work is in front of you. Everything you're doing today is preparing you, training you, the seed corn of some future project that you can't even conceive of. In, in the same way that for Stockdale, he doesn't know that, that those dark days at the academy, those middle years of the 50s where he feels like he's missing all his shots, when he's far from the action, when he's getting passed over for things. He doesn't know that this is all preparing him for the Hanoi Hilton, but he just has to have faith that he's being prepared for the life he's meant to have. And just like I would argue this book, which I think is your best book, wouldn't have been possible without the other projects leading up to it.

• 23:31Ryan Holiday?

  And that it's all building to, and that one of the joys of writing is that. A lot of writers do do their best work towards the end of their life because the expertise and the mastery is cumulative. It might not always be the best selling, but it, but it can be the best work. I like to think the example I always bring up is like Michael Lewis didn't know that his life and the great financial crisis were converging. And that he was perfectly, perfectly suited to write that book at that, that moment. So there's that. And yet, if you're waking up day to day, thinking that what you're doing right now doesn't matter because you're destined for some future bigger thing, or, or if, if you're miserable today

• 24:15Ryan Holiday?

  and it's all contingent on getting some big shot 20, 30, 40 years in the future that is recognized and beloved. Well, then you're really in trouble because that might not happen. And so it's this, it's this tension of like, hey, you love what you're doing right now and you're fully immersed in it. You're in frame as you're saying, you're giving everything to it, your absolute best. And you're understanding that you might get this bonus of it's training you for some future thing that you can't conceive of. That that's at least how I try to think about it.

• 24:49Speaker 01

  So a couple, a couple of thoughts on that. And one through the lens of being a writer and the other with this notion of kind of preparation for what you might be made for. I think one of the things that I came away from this study really appreciating, another sort of uplifting evolution for me by studying their lives is the wide range of things that were made for.

• 25:10Ryan Holiday?

  Yeah.

• 25:10Speaker 01

  And, and so kind of there's one view of the world, which is you needed to, you know, the A. Maslow idea of self actualization. Discover what you're made to do and commit to pursue it with excellence. It doesn't speak to how successful it is, is to commit to pursue it with excellence. But there's this asterisk, which is, well, but what if I don't find it? Yeah. Right. What if I don't find it? And what this study showed me is because people often have these cliffs that threw them into frames that they couldn't have envisioned before. And often, even in a single life, had multiple frames, right? Printing empire to scientist to nation founder, for example. Yeah. What I really realized is that the constellation inside us is vast.

• 25:53Speaker 01

  And it's not a matter of finding what I'm made for as if there's one. It's simply finding one of the many possibilities at any given time of what I'm really encoded for. And so long as it's one of them, there will be others I'll never discover. That's okay. Yeah. So long as at any given time, there's a good chance I find one of them. You and I ended up writers. But maybe we would have ended up in frame in a very different way if the contingent paths of our life had gone a different path. If Jimmy Page hadn't discovered a guitar almost by sheer serendipity because somebody left it behind in a house that his parents moved into when he was 10 years old. Maybe his life would have come into frame in a very different way.

• 26:38Speaker 01

  Graphic designer or curator of ancient artifacts. I always thought that Jimmy Page would be great at that. But his life ended up in music. And I find it very uplifting, the idea that there are multiple shots on goal, multiple possibilities. And life is enormously contingent and enormously full of random events. And which permutation we end up in that's in frame is partly up to us, but it's also largely up to a lot of factors that are outside of our control. And I was struck by how unplanned many of the lives were. When the roulette wheel spun, they ended up in frame with something. There was often a great big surprise.

• 27:23Speaker 01

  They didn't know that that's where they were going to end up, just like Jim Stockill didn't know he was going to end up in the Hanoi Hiltin. I actually find that very uplifting because it removes this pressure. Yeah. This idea that I gotta find the one thing. Yes. But it's just a thing of many possible things. One thing on the writing. I've been really lucky with my writing.

• 27:50Speaker 01

  I never expected it to be as successful as it's been. And but, you know, somebody, sometimes people have asked, well, how do you make a bestseller? My answer is you can't. All you can do is write the best piece of work you're capable of at the moment that you're writing it. Good to Great, which will forever be something that, you know, completely changed my life. In some ways, it was hard to manage because I was prepared for failure, but I wasn't prepared for success. And I wasn't prepared for the level of what would come at me from that. But, you know, it came out right as nine 11 happened. So I thought it was probably just going to get buried anyway. And yet somehow it caught the world.

• 28:35Speaker 01

  And what I realized is that the zeitgeist makes the bestseller. You don't.

• 28:39Ryan Holiday?

  Yeah.

• 28:41Speaker 01

  You write the book, but you don't get to decide. Your readers get to decide. The zeitgeist at the time gets to decide ultimately how successful that book is.

• 28:52Ryan Holiday?

  Right.

• 28:52Speaker 01

  And, and so you can't make a bestseller. I mean, you know, I suppose with just your, you know, there are certain things where you have a platform and, you know, that guarantees a certain number of readers and so forth. But, but the real, the real take of a book, the only thing you control is ultimately what's on the pages of the book.

• 29:09Ryan Holiday?

  Yeah.

• 29:09Speaker 01

  And after that, zeitgeist is with you or zeitgeist is not. Your readers are with you or your readers are not. And you don't determine that.

• 29:20Ryan Holiday?

  Yeah. And what I mean about sort of the future is like, if you're one of those people where you're like, all of this is leading up till when I become president or when I am in charge of this or when I, that's a really vulnerable place to be because all these things have to go a certain way. But, but it strikes me that what you're seeing and all those other people is a kind of strategic flexibility and an adaptability that allows them to face different situations and go, okay, I can work with this. I can work with that. I can turn this into that. And so their life, it can go in a variety. It ends up going in one direction or a couple of directions. But the point is it could have gone in any number of directions.

• 29:59Ryan Holiday?

  Based on whatever material or opportunities, fate, fortune, circumstance happened to dole out to them.

• 30:07Speaker 01

  You know, one of my favorite chapters in the book is the roulette wheel of life. And it looks at luck and contingencies and so forth, really through the lens of their lives. And, and I love the story of Gerald R. Ford because his life is full of these. And you would think that, you know, becoming president would be this great pinnacle, this great success. But he didn't want to be president.

• 30:28Ryan Holiday?

  Right.

• 30:29Speaker 01

  He, he wanted to be Speaker of the House. And he was, he was most in frame, operating in the House of Representatives, where he was the man with no enemies, many, many adversaries who had different views, but no enemies. And he made friends really well and he could really get things done. But because of the zeitgeist to the time, his party didn't control the House. And, and then a whole bunch of things that were completely outside of his control, which had to do with the, the fall of the Nixon administration. You know, it eventually led to him becoming Vice President and then he was going to be president. And he had nothing to do with it. He didn't want to be president, never, never expected it. And all of a sudden, the thing he really wanted to be got taken away from him.

• 31:14Speaker 01

  He's a Speaker of the House. And instead, he got what probably was like second or third or fifth prize for him, which was he got to be president. And, and then there's this wonderful, I love this little vignette after Carter's inauguration, which was a beautiful thing, the way he shined a light on Ford in that inauguration. And let Ford have a moment in the light. It was just beautiful.

• 31:40Speaker 01

  Ford gets on the helicopter to leave the mall. And instead of circling over the White House, he told the pilot, don't circle over the White House. Circle over the Capitol.

• 31:53Ryan Holiday?

  Wow.

• 31:54Speaker 01

  Cause that's my real home.

• 31:55Ryan Holiday?

  Yeah.

• 31:56Speaker 01

  And, and to me, it was just like, you know, even, even if you become president. It might not be what you planned and it might not even be what you want.

• 32:07Ryan Holiday?

  That's, that's beautiful. The idea that, that all you control is what's on the page. I, I, I think that might be an interesting place to close. One of the things that I was struck by in, in, in the note that you sent me and, and, and some of the things you've said is it seems like you were really changed by writing this book. And it is a departure. It's different than the other books. Like you, you clearly made the decision to go in, not just in a less business direction, but in a more personal direction yourself as, as the writer. It opens with a story about, about your father. I've always believed that the first thing you should think about when you're sitting down to write a book, and I think this could be expanded to any creative project is will you get better for doing it?

• 32:51Ryan Holiday?

  Will you get better because of the subject matter you chose? You learned a lot and, and it changed you? Or, or will you get better because you chose something technically difficult that in having to, to figure out how to do, you add some element to your skill base? But it strikes me that on this book, you chose in a couple of ways to tackle something that, again, it could sell zero copies. I'm, I'm sure it will sell quite a few, but you will consider the project a success because of who Jim Collins is at the end compared to who he was when he started it.

• 33:25Speaker 01

  It's a really nice way to kind of have a circle in our conversation because we go back to your opening story about Stockdale.

• 33:34Ryan Holiday?

  Yeah.

• 33:34Speaker 01

  And the idea of be the best, but what does that mean?

• 33:37Ryan Holiday?

  Yeah.

• 33:37Speaker 01

  And, and so I, I do believe this is the best I've done so far in terms of the quality of the work and the writing and all of that. But, but what does best mean? And, and I think in that it's really the ways in which I changed. And what I'm really grateful for in having gone through the 12 years of doing this project is the way I changed through it, not just in what I think. There's lots of ways in what I think that changed dramatically because that's what good research does. It changes what you think.

• 34:09Speaker 01

  But my emotional landscape is what really changed. And in ways that I'm really happy with. One of them, I used to, and I was struck by some of the way you bring in the Stoics on this. I mean, I really did used to spend a lot of emotional energy, feeling really frustrated with what people are not. Yeah. People who work with me, people in my life, and I would be frustrated with what they're not. I'd be frustrated they're not more like me. I'd be frustrated, and I would try to change them. And by watching the people's lives in this study unfold, as I lived alongside them in researching, I began to see the beauty of when they were in frame and when they were not in frame.

• 34:52Speaker 01

  And I instead began to see it as like, well, no, the real question is, what amazing encodings do those people have? And when they're in frame, it's beautiful. And, and now my emotions are to look for the ways in which I'm truly grateful for what people are, rather than frustrated with what they're not. And, and to really allow myself to help them be in positions where they're very much in frame. And that shift, I'm, I'm out of the try to change and mold people. Yeah. Mode at all. I, I just, I just want to see them in frame and then feel grateful for what they are. This whole notion of a worthiness hierarchy.

• 35:34Speaker 01

  I, I think I carried around in my head a lot of kind of this idea that there's the big visible impacts and, you know, the things that, you know, if you, if you did something like the 19th Amendment, it's somehow more worthy than, you know, something else that might be less visible in the world. Maybe even making the most beautiful zen garden in your backyard. That's changed for me. I don't want to look at people through a worthiness hierarchy. Are you more worthy than this person? But rather, are you in frame and excellent with what you do, regardless of how visible it is? I really. Don't want to judge other people's lives because we're all encoded differently. And, and also this idea, and this I think really ties into your work, Ryan, about how

• 36:16Speaker 01

  people looked at, the folks that you studied, uh, looked at their lives, which is, you know, the story of the life is not done till it's done. And the impulse to kind of judge a life partway in progress, or to be frustrated because somebody's been in the fog for a long time, or whatever, right? To realize that there's still a lot of this story yet to be written.

• 36:36Ryan Holiday?

  Yeah.

• 36:36Speaker 01

  And if maybe I had met Admiral Stockdale when he was a young lieutenant or something, and, or I guess just before becoming commander, or whatever, is you kind of say, well, you know, maybe I would see him differently when I knew the whole story, but actually to kind of look at it and say, inside this person, I don't know the whole story of their life.

• 36:54Ryan Holiday?

  Yeah.

• 36:56Speaker 01

  And what's yet to come could yet be some of the most wonderful, glorious things yet to see. Do not judge.

• 37:02Ryan Holiday?

  Yeah.

• 37:03Speaker 01

  And those are ways in which I really evolved because of studying these lives. And in many ways, if you think about what makes better, it's what happened to me that is how I see the best part of the book. You can't see it exactly because you're not inside me.

• 37:24Ryan Holiday?

  Yeah.

• 37:25Speaker 01

  So however many people read it, I hope people do read it because I think it will create great conversations in their lives. I want them to share it and discuss it. But the worst case scenario is, I think I'm a better person for having gone through the journey of doing it.

• 37:41Ryan Holiday?

  It was a good use of the time you put in it already. Everything else is extra, which is the, uh, the best place to be on, on the eve of a book launch. Just to be clear, I think will be and certainly deserves to be a, a bestseller. I, I love the book. I think it's, it's right there alongside the others and, uh, it's been, it's been an honor to chat.

• 37:59Speaker 01

  It has been an honor to chat. Keep up the great work, Ryan.

• 38:02Ryan Holiday?

  Thank you.

• 38:03Speaker 01

  I, I love how you, you know how much I value principles that last, right? Real durable, ultimately human ways of looking at things. And I love the way that you've gone back to people like Marcus Aurelius, uh, like Seneca, people who, it doesn't matter that they lived all, you know, centuries ago. What they saw and understood is deeply true and powerful. Everybody thinks that everything profound has to be new.

• 38:32Speaker 01

  It does not.

• 38:33Ryan Holiday?

  That's, uh, that's very well said. Well, thank you very much.