The Art of Manliness - July 31, 2025


#212: Ego is the Enemy


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Summary

In the quest to become the men we want to be, we are often our own worst enemies. In this episode of the Art of Manliness podcast, Brett McKay and Ryan Holiday discuss how ego can hinder our personal progress and success as men.


Transcript

00:00:00.000 Brett McKay here and welcome to another edition of the Art of Manliness podcast. So in the quest
00:00:18.620 to become the men we want to be, we're often our own worst enemies, especially when it comes to
00:00:23.540 our egos. Egos is what prevents us from being humble and teachable when we're first starting
00:00:27.940 out in an endeavor. It blinds us to our own weaknesses during success and it can cause us
00:00:32.720 to wallow in self-pity when we fail. My guest today is Ryan Holiday and in his latest book,
00:00:38.320 Ego is the Enemy, he discusses how ego can thwart our personal progress and success as men.
00:00:44.700 Today on the show, we look at examples from history of great men whose hubris caused their
00:00:48.780 downfall and other men who were able to successfully harness their ego to attain greatness. Along the
00:00:54.340 way, provide actionable steps that you can do to prevent ego becoming your enemy. After the
00:01:00.740 podcast is over, make sure you check out the show notes at aom.is slash ego, where you can find links
00:01:06.020 to resources mentioned throughout the show. As without further ado, Ryan Holiday and Ego is the
00:01:11.200 Enemy. Ryan Holiday, welcome back to the show.
00:01:19.260 Yeah, it's good to be here. I think the last time we talked, you were recording this from
00:01:22.300 your closet and I could see you on the thing. Yeah, well, I'm still recording from my closet.
00:01:27.080 All right. Okay, very cool. You just can't see me. Still going old school here. So you got a new
00:01:34.200 book out, Ego is the Enemy. Before we talk about the details of the book, let's start off talking
00:01:40.100 about what do you mean by ego exactly? Are we talking Freudian ego? What is it?
00:01:44.840 Yeah, so definitely not Freudian ego, not even psychologist ego. I think I'm referring to it,
00:01:51.700 well, I know I'm referring to it. I'm referring to it in the colloquial sense, the sort of know it
00:01:56.940 when you see it ego. You know, what Bill Walsh would say is when self-confidence becomes arrogance,
00:02:04.860 you know, when I'm using it as an umbrella term to define sort of all of the characteristics
00:02:11.640 in which sort of the normal confidence, normal self-assurance, normal sort of goal-seeking
00:02:20.520 behavior bleeds over into the sort of toxic self-absorption and toxic selfishness and
00:02:29.800 compulsion that leads to negative outcomes. So I'm referring to not, oh, is that guy literally
00:02:41.340 an egomaniac, but much more, you know, what are these traits that make us our own worst enemy
00:02:48.320 that put us at odds with the things that we say that we're trying to achieve?
00:02:54.340 Okay. All right. And I think what you're talking about is a timeless idea. I mean, it seems like
00:02:58.180 a lot of the major religions or philosophies have talked about how ego can get in the way
00:03:04.340 of yourself.
00:03:06.100 Yeah, certainly. I mean, I think at the root of every Greek tragedy, for instance, is hubris. And
00:03:11.620 hubris would be a form of ego, you know, even if that word didn't necessarily exist. The idea of,
00:03:19.300 you know, what happens when our sense of realism is replaced with delusions of grandeur? What do we do?
00:03:26.240 What happens when we overestimate our own importance? You know, it's a thing that essentially
00:03:32.900 every religion and every philosophy ever has warned against. It just happens that today,
00:03:39.240 I think we, you know, instead of warning against a lot of these things, we actually hold them up as,
00:03:43.880 as, you know, positive attributes. This is what every motivational speaker is out there
00:03:49.940 encouraging is, is sort of ego in one form or another, sadly.
00:03:53.720 Yeah. I mean, it seems like our culture today promotes this unhealthy, exaggerated ego. And you just
00:03:59.040 talked about like the motivational speakers and the, but like a lot of the books about business
00:04:03.280 and entrepreneurship, it's all about being self-promoting, like, you know, name it and take
00:04:08.460 it and it's yours and all this other stuff.
00:04:12.120 Yeah. And I mean, just think of what social media is. It's your, it's not supposed to reflect your
00:04:17.240 actual life. It's supposed to reflect your idealized life. And the, you know, I think a lot of it is
00:04:22.740 rooted in what you're just saying, this idea of sort of faking it until you make it. That, that's a
00:04:26.800 very, that, that's, that's a seductive egotistical idea that, you know, in my opinion, or in my
00:04:32.880 experience doesn't, doesn't normally work out well for people, but you know, you're supposed to dare
00:04:37.760 greatly and, and have these grand visions of success and ambition and, and, you know, pursue your passion
00:04:45.880 and your calling. We, we say a lot of these things, but they're not tempered with any sort of real
00:04:51.420 purpose or any real understanding, or in a lot of cases, we're encouraging them without any hard
00:04:58.000 work either. Right. And so it, it, it creates a, it creates a scenario in which our, our grandiose
00:05:05.280 impulses are encouraged and excited. And then the things that are supposed to temper and balance that
00:05:13.200 out are left by the wayside. Gotcha. And we'll get into more of those things into detail, but for you,
00:05:19.200 like, what inspired you to write this book, Ego is the Enemy? Was it events in your own life,
00:05:24.640 just observations from culture, or is it in some way a continuation of your work you started in
00:05:30.500 The Obstacle is the Way? It's a, it's a little bit of both, I think. So Obstacle is the Way was about
00:05:37.220 external obstacles and how people can be sort of rational and creative and strategic about dealing
00:05:46.500 with those obstacles and, and sort of using the, the stoic mindset in which to do so. And so I was
00:05:52.060 sort of thinking about what comes next after that. I was really thinking, okay, what makes doing that
00:05:57.480 so hard for people? And what is the biggest obstacle that most people face? And, you know,
00:06:05.440 in my own experience and a lot of the people that I get emails from and my client work and the sort of
00:06:11.620 powerful, important people I've worked for, I, what I kept sort of sensing was that the enemy for most
00:06:18.580 of us is ourselves. It's not, you know, we, you know, DJ Khaled likes to talk about the they that
00:06:25.020 are, you know, they don't want you to have this. They don't, in reality, most people don't like,
00:06:29.500 you know, the, the, the world is indifferent to you. What prevents people from achieving what they want
00:06:34.280 to achieve is, is oftentimes their own bad habits, their own bad impulses. It's, it's, you know,
00:06:40.360 their own ego that's getting in their way. And, and ego is what prevents, you know, looking at a
00:06:47.140 situation rationally, not taking it personally. It's what prevents, you know, persistence and
00:06:53.620 perseverance, because we feel like we shouldn't have to do these things. So it was sort of a coalescing
00:06:59.720 of these two different, you know, trains of thought that I had that, that, you know, ego prevents the
00:07:07.560 hard work of, of overcoming obstacles. And ironically, ego tends to be its own enormous
00:07:13.700 obstacle. And so that's, that's sort of where I was coming from the book. And originally the book was
00:07:19.140 going to be about humility, which I know you guys have written a lot about. And I, I mean, you can
00:07:24.320 tell me if, if you think I'm off base here, but I found that sort of talking about humility, one,
00:07:29.280 it's a difficult thing to talk about because the first question is like, are you humble? Right?
00:07:33.480 So it's like a different thing. It's a difficult thing to talk about, but also humility doesn't tend
00:07:38.360 to be very inspirational to people. Right? So it's, it's difficult. I found that almost all the stories
00:07:46.000 of humility sound more or less the same. They're not, they're not super action oriented. And so when I
00:07:52.720 was thinking about writing about humility, I was trying to think of what is a way to come at it that
00:07:57.560 would captivate people's attention and, and sort of actually be of practical use. And I realized that,
00:08:04.560 you know, in many ways, ego is the opposite of humility. And so I decided to focus on ego as being
00:08:11.020 this, you know, this impediment to the humility that we want and that we need. And so that's where
00:08:19.000 the book came from. Right. So you inverted, right? Instead of focusing on humility, you focused on the
00:08:23.640 opposite of it, but by doing that, you were able to talk about humility.
00:08:28.520 Yes, exactly. Exactly. And I think one talk about humility in a way that is actionable and
00:08:33.180 interesting to people, but two, I mean, it's a little bit of the, the, the message of the book
00:08:38.020 itself in that, you know, you sit down and you think you have one idea for a book. This is what
00:08:42.780 you think you're going to do. And I mean, I had a contract to write a book about this topic.
00:08:47.420 And then I, as I was going through the material and, and mostly as I was doing my research and writing
00:08:52.580 my notes and starting to sketch out this book, I realized that my, my vision or my plan was flawed
00:09:00.020 and it wasn't going to work as I originally planned it. And so I think, you know, when people ask, you
00:09:06.240 know, why does humility matter? Why does, you know, why is ego bad? In the most practical sense,
00:09:11.960 any sort of creative pursuit or entrepreneurial venture, you start out with a sort of a gut instinct
00:09:17.640 or an idea. But if you're not going to be open to feedback from the world, if you're, if you're
00:09:23.040 going to be so certain that you're instinctually right, um, you're not going to be able to adapt
00:09:28.680 and change when it turns out that things were more complicated than you thought, or that maybe you
00:09:33.580 hadn't, you didn't have the experience or you hadn't considered something yet. And so it's only an
00:09:38.200 actually doing the thing and then being open to learning from it, that you're able to, to,
00:09:45.140 to grow and improve. And, and, you know, this book wouldn't have been possible had I been convinced
00:09:51.000 that I was immediately in, uh, you know, unassailably correct with, with my original plan.
00:09:58.740 Right. So you had to, you had to overcome the ego to write your book about overcoming the ego.
00:10:03.280 Yeah. I mean, you know, you write a book proposal and the publisher says, we don't like it. You can
00:10:07.180 say, Hey, screw you. I'm going to self-publish or screw you. I'm going to sell it to someone else. Or you
00:10:11.200 can say, well, maybe I don't agree with why you don't like it, but something is clearly not right.
00:10:19.000 And so why do I, I need to go back to the drawing board and, you know, do another pass at this and
00:10:23.660 then another pass. And then actually making the book is, or making any project is, I think craft
00:10:31.340 is inherently ego killing because every day you're struggling against some problem or, you know,
00:10:38.400 you're falling short in the pursuit of perfection.
00:10:42.520 Yeah. So, um, let's talk, the way you organize the book is interesting. You, you break it up into
00:10:47.600 three sections and they correlate to three phases that you say people constantly find themselves in.
00:10:54.060 Yeah. So, so, I mean, this might be getting a little too insider for people, but I believe that
00:10:59.240 every book should have a three part structure. And this came to me from Sean Coyne, who is Steven
00:11:04.000 Pressfield's editor, who's done a, you know, amazing books like the war of art and, and gates
00:11:09.200 of fire. Um, but you know, all of, you know, going back to Greek literature, you've got your,
00:11:14.120 your, in Aristotle, you've got your, your three part structure. Um, and so I was trying to think,
00:11:18.420 you know, what is the three part structure? My last book was perception, action, and will,
00:11:22.160 um, the three part structure of, of ego I felt was that we're, when we're starting out,
00:11:30.320 ego is destructive because it, it prevents us from learning. It makes us think we're better than
00:11:35.120 we are. You know, it, it, it, uh, makes us want to move too quickly, you know, a number of destructive,
00:11:41.560 um, uh, destructive traits. And then after we aspire, you know, if we've conquered our ego there,
00:11:47.720 then we achieve success, uh, in some way. Um, so, you know, we've, we've gotten a great job,
00:11:53.740 you know, we've signed our first deal, we've been, you know, chosen in the draft, whatever it is,
00:11:59.160 we're, we're achieving some measure of success. Well, now ego manifests itself in another number
00:12:04.360 of ways, right? It's feeling like you've suddenly arrived, that you're better than everyone else,
00:12:08.840 uh, that it's going to be amazing from here on out, you know, now maybe you've got people working
00:12:14.660 under you. And so power is, is, uh, you know, the, the, the, the corruptive nature of, of power is,
00:12:21.820 is warping on onto your ego. Um, maybe you feel like you've learned everything that there is to
00:12:26.980 learn. Um, the, these are the effects of ego and the success phase of our life. And then,
00:12:31.960 you know, as we know, successful people either aspire to some new level of success. So they're
00:12:38.020 essentially going back to the next step or they, they fail in some way, or they, they find out that
00:12:43.920 success is, uh, has, it's, has a new set of difficulties, right? Now, all of a sudden they're in a,
00:12:49.520 uh, they're attacked by a media outlet or, you know, the, the market shifts or, uh, someone,
00:12:55.420 a competitor comes after them. So now they're dealing with adversity or difficulty or failure.
00:13:01.500 And so ego here manifests itself in a number of other ways that are also destructive. Um,
00:13:07.580 you know, it's taking this thing personally, believing that you've been screwed over and
00:13:12.100 giving into resentment or hatred, or it's, uh, it's, you know, you, maybe you, maybe you're,
00:13:20.020 you found yourself in a, in a state of difficulty because you screwed up, you did something wrong.
00:13:24.680 Well, can you admit that you did something wrong and can you, can you learn from this? Or do you
00:13:29.840 decide, Hey, uh, I'm doubling down on the, on the problems that got me here. So whether you're,
00:13:36.040 you're aspiring, you're succeeding, or you're dealing with some form of adversity, ego is really,
00:13:41.040 uh, the least helpful variable that you could introduce into any of those phases of your life.
00:13:47.820 And I feel like we're in sort of a, a constant, uh, fluid transition along that spectrum over the
00:13:56.020 course of our, in our entire lives.
00:13:58.780 I imagine it's possible to be in those three phases, the same time in different fat, like
00:14:04.440 different phases at the same time in different facets of your life. So maybe you're totally
00:14:08.600 right. Aspiring with your career, but you succeeded in some other, you know, I don't know,
00:14:13.840 you're, you've run a marathon or something like that and you did well. You're that.
00:14:17.400 Yeah, absolutely. Or to your, you know, you're successful on the one hand and then you've started
00:14:22.840 this other venture on the other. And so, you know, if, if you're bringing your ego of success,
00:14:29.120 like, you know, um, you know, someone is a, someone's a, uh, a rapper that they decide to
00:14:35.840 become an actor, right? You're, you can be egotistical in your, in your musical profession.
00:14:42.020 And maybe you're getting away with it because you're so successful, even though it's, it's
00:14:46.240 causing problems for you. But if you bring that ego to this new thing that you're starting
00:14:50.520 and you're, you're convinced that that ego is, is, uh, is transferable, you're going to
00:14:55.760 be rudely surprised when you're not nearly as good at that thing as you maybe think that
00:14:59.780 you are. And you're not going to be able to, to improve and take, you know, feedback and,
00:15:03.560 and work well with others and, and, you know, sort of hustle and build the relationships
00:15:07.860 that you need to succeed in that other field. And so, um, that that's, that's where ego is
00:15:15.000 such a tricky thing is that, you know, we never, we're never permanently in any of these phases
00:15:20.340 where we're always doing and trying new things. And, and, uh, you know, maybe a project is partially
00:15:26.140 successful and partially not successful. And our ego is, is what's going to sort of determine
00:15:31.300 that balance, I think. So like you did in obstacles of the way, uh, you went to history
00:15:36.780 to find examples of individuals who, uh, were good models of these different, of, of ego,
00:15:43.620 either getting in the way or, or them overcoming ego in these different phases of life. And the
00:15:47.880 aspire phase, you talk about the civil war general Sherman, uh, who is, you know, controversial,
00:15:53.760 uh, figure. Um, but what can Sherman teach about managing our ego in the aspire phase?
00:16:01.300 Yeah. I mean, I, I do think it is, it's interesting that he's a controversial figure. I don't totally
00:16:06.420 understand the, the controversy 150 years removed from the event, but what I think so fascinating
00:16:13.140 about Sherman is that, uh, he was unlike a typical, you know, our sort of stereotype of a great general,
00:16:22.120 maybe it's a MacArthur or a McClellan or, um, you know, a Napoleon who sort of believe themselves
00:16:30.340 to be marked for greatness from like the day that they were born. Sherman never really had any of
00:16:35.620 that. In fact, you know, he was, he was, uh, he was basically orphaned as a young boy. He grew up,
00:16:40.980 he was adopted. He, he got into West Point, but he did not, uh, it was not particularly distinguished
00:16:46.420 there. He had a series of, of sort of backwater postings. He was like, he was a figure during the
00:16:52.700 gold rush and that, uh, you know, he, he actually held the original gold nugget that was discovered
00:16:58.620 that set off the gold, gold rush, but he made no fortune in the, in the gold rush. And, um, even in
00:17:05.340 the, in the, the early days of the civil war, he was sort of like a mediocre general. Um, but what
00:17:11.340 people didn't understand is that he was learning this entire time that he was, um, B.H. Liddell
00:17:16.760 Hart, who wrote this amazing biography of, of Sherman, which I used in the book is talking
00:17:22.500 about, you know, for the person who thinks that they're destined for greatness, um, they never
00:17:27.960 really accomplish enough and they never really enjoy what they're experiencing because they are,
00:17:33.320 they are, they felt entitled to it. Whereas someone like Sherman is sort of slow, gradual rise
00:17:38.920 was a much sweeter process in that it's the accumulation of actual confidence and the accumulation
00:17:45.840 of actual accomplishments. And so, um, I think what, what, what Sherman managed to do was focus
00:17:53.320 on what he was trying to accomplish more than his sort of personal vanity or goal. So, you
00:18:00.240 know, um, at, at the battle of Vicksburg, for instance, uh, Sherman tech, uh, no, sorry,
00:18:05.960 Donaldson, the battle Donaldson for Donaldson, Sherman technically outranked Grant and, and,
00:18:11.140 and similarly at, uh, at Vicksburg, he, he, he could have been in a position, a superior position,
00:18:16.940 but he decided to subsume his personal, uh, his sort of personal ego and vanity to serving this
00:18:25.800 greater mission. And they built a team, uh, where, where they, where they functioned quite well
00:18:30.680 together. And in fact, you know, Sherman's role at, uh, at Vicksburg was actually one of, of, of a,
00:18:37.220 of a faint, uh, a distraction. And he did not participate in the main thrust of the battle,
00:18:42.200 but, but he, he, he would tell Grant over and over again, Hey, like, look, I'm just here to do
00:18:46.560 my part. And what they discovered together at Vicksburg, and I talk about this in obstacle,
00:18:51.020 what they discovered at Vicksburg was accidentally, uh, a strategy that Sherman would then use to,
00:18:57.920 to, to win the civil war, his, his march to the sea, um, which in itself was an exercise in the
00:19:04.000 restraint of ego. The, the, the reason the U S civil war went longer than it needed to.
00:19:08.880 And why so many people died is, is that the generals were convinced that it would be decided
00:19:14.260 in a series of head to head battles. McClellan, who was much smarter than Sherman, who had all the
00:19:19.620 credentials, who was, who was given a superior command would, would spend weeks and months waiting
00:19:25.500 and maneuvering for these large decisive battles that he, he thought would, would decisively win
00:19:30.920 the war and they never happened. And what Sherman realized is that if he took the war to the enemy,
00:19:35.820 if he took this march to the South, um, and he avoided these confrontations and he instead, he
00:19:41.900 instead, he instead focused on the objectives, the cities that he needed to take and the sort of
00:19:47.400 bringing the, what he called the hard hand of war to the Southern people, he would win. But that,
00:19:52.720 that required a certain awareness and, and, um, disdain for the, the vanity that had motivated,
00:20:00.900 these other generals. And so, you know, then the final, the final thing I talk about in the book
00:20:05.180 related to Sherman is, is after the war, Sherman is one of the most influential people in all of
00:20:09.760 America. And he's, he's essentially offered the presidency and he says, you know what? No, I, I,
00:20:14.820 I don't like politics. I have all the rank I want. I don't, I'm, I'm, the Sherman-esque statement
00:20:21.060 is his famous statement, declining to run for presidency. If, if nominated, I will not run.
00:20:26.120 If elected, I will not serve. Um, he doesn't run for presidency. Grant wins the presidency. It's the
00:20:31.420 worst thing that basically happens to him. Sherman was, was I, this model for me of someone who's
00:20:37.060 very self-contained, very self-motivated, very realistic, um, you know, not pessimistic, but
00:20:44.000 realistic in his assessment of himself and his own abilities. And I think that's what made him such a,
00:20:49.000 a powerful force ultimately, uh, you know, for, for the, for the good of the United States and,
00:20:54.060 and for his own sort of personal happiness. Right. Yeah. That contrast between Sherman
00:20:57.880 and Grant was interesting. Um, you know, Grant, yeah, went on to be the president and he was an
00:21:02.260 okay president. Like what didn't, I think he had some problems. Like there was like a lot of
00:21:06.780 corruption. It didn't go well for him. A lot of corruption within his, his presidency, et cetera.
00:21:12.740 Yeah. He basically bit off more than he could chew. He didn't have any, like Grant and I love
00:21:18.720 Grant and I wrote, I raved about him in, in obstacle, but you know, Grant, Grant was a great
00:21:23.900 general because he didn't play politics. He focused on, on the task at hand and that's why he worked
00:21:29.960 so well with Lincoln. So for him to run for president was, uh, I think in a large part, a
00:21:36.840 complete, uh, misunderstanding of his own strengths and weaknesses, but, but whatever, uh, you know,
00:21:42.580 Eisenhower ran for president and did pretty well, but so he ran for president, he did terrible. Uh,
00:21:47.980 it, it, it sort of caught him by surprise how poorly it went, um, because he wasn't a great judge
00:21:52.980 of, of character, uh, politically. And so, you know, this is where the corruption, the corruption
00:21:59.320 happened. And after his presidency, he's, he starts a brokerage house with his son and an investor
00:22:04.920 named Ferdinand Ward, who turned out to be, uh, basically a Bernie made off of his day. And it,
00:22:11.220 financially, uh, Grant is bankrupted and ruined. He ends up having to literally to pawn his civil
00:22:18.100 war mementos, his sword, um, to pay off the debts that he incurred. And, um, uh, I remember Sherman
00:22:25.460 wrote a letter. Um, I don't remember if it was two grand or someone else, but basically he was saying
00:22:29.780 how sad it was that Grant was trying to, he said, Grant aimed to rival the millionaires who would have
00:22:38.440 given anything to have won one of his battles. And so it's this inability to know sort of what's
00:22:43.560 important to you, what you actually value and try to compete with everyone else that,
00:22:48.700 that often gets us into trouble. Right. I mean, this is a perfect example of
00:22:52.580 individuals who they succeeded in one area of life and they think, oh, well I can succeed
00:22:58.160 in this other area of life just because I was successful. And this one other, I mean,
00:23:03.500 that's not how it works. Not how it works. No, it's definitely not how it works. And we think,
00:23:08.460 Hey, it was easy last time. It'll be easy this time. And we don't really understand
00:23:12.700 what went into our success the first time, oftentimes because we take it for granted.
00:23:17.300 Um, and we, we, you know, we, we give ourselves a little bit of the halo effect because I was
00:23:23.720 dominant in this area. Naturally, I must be dominant in this other area. And so you see so many people
00:23:29.780 waste so much time and money. And I mean, ultimately Grant died at like 63, partly reeling from these
00:23:38.360 failures and, and, you know, what might America have looked like? What might have his life had
00:23:44.220 looked like if he had, if he'd managed to resist that, that impulse. And, and I think that's very
00:23:50.840 sad. It's a cautionary, I'm not judging him. I'm saying it's a cautionary tale for me that I try to
00:23:57.040 live in my own life. It's like, when you, when you, when you accomplish something or you've,
00:24:02.180 you know, you've built some level of success for yourself, all of a sudden that these opportunities
00:24:06.940 start coming your way and you have to decide, Hey, which of these opportunities are in any way
00:24:12.700 adjacent or similar to what I'm already good at, you know, and do you even have an understanding of
00:24:18.280 what you're good at? Um, but ego can be this seductive force that, that really leads you astray.
00:24:24.140 Okay. So you also talk about John Boyd and we can't leave this podcast without talking about
00:24:28.380 John Boyd because he's one of my favorite characters from history. Cause he's this really
00:24:31.980 complex character, but super complex. Um, you use him as an example of not letting ego get in the
00:24:39.180 way during the aspire phase. What can we learn from the life of John Boyd about overcoming ego
00:24:44.300 in that part of our life when we're just starting out on some venture? Yeah. Well, so what I would say
00:24:50.000 is first off, if you don't read my book, you should definitely read, uh, the art of manliness
00:24:54.560 piece on the, the, the, to be or to do speech, which is, uh, obviously I was familiar with this
00:24:59.980 speech, uh, before from Robert Corum's amazing biography of Boyd, but that, that piece is, is
00:25:06.460 that, that speech is what I, I based the story of Boyd, uh, on in one of the chapters. And basically
00:25:12.540 what, what Boyd was famous for doing, people don't really know who he is. He was one of, uh,
00:25:18.120 you know, America's greatest fighter pilots, and then ultimately became sort of a warrior inside
00:25:23.240 the Pentagon for reform and efficiency and strategy change inside the U S military. And, um,
00:25:30.580 one of the, he, he was much more influential as sort of a groomer of men than he was as an actual
00:25:37.940 sort of leader of troops on the battlefield. Uh, but one of the things he would do is he, he had
00:25:44.560 this speech as, as a, as a, a young sort of acolyte would come into his orbit. He would see
00:25:50.640 them for all their potential. He would know that the sort of trajectory that most young officers
00:25:55.820 would go through, which is they would show promise. And then they would start to sort of
00:25:59.920 become addicted to the, to the status, to the trappings of, of politics and power of their office,
00:26:05.960 uh, or of their, of their post and, and how it would lead them astray and eventually make them
00:26:11.900 sort of do more harm than good. And so he would give this speech where he would draw them in and
00:26:15.680 he would say, look, you know, you're coming to a fork in the road. Are you going to be someone
00:26:21.100 that does things, or are you going to be someone who is something? So basically saying, are you going
00:26:27.240 to choose between status or influence? Are you going to choose between credit or, or, or accomplishment?
00:26:34.680 And that speech was, was what I talk about that. Cause we, we, as young people have to make that
00:26:42.860 same choice as we're starting. Are we going to focus on sort of purpose and mission, or are we
00:26:48.560 going to, or are we going to focus on, you know, impressing people or financial rewards or, or any
00:26:57.060 number of these superficial concerns that often lead many, many people, uh, astray. And so I read that
00:27:03.700 speech when I was 19 years old, it was very influential to me. And the idea of like, man,
00:27:09.080 credit is this seductive, egotistical thing that really, uh, prevents a lot of people from fulfilling
00:27:16.320 their, their true and deepest potential. And I've sort of held him up as a model in my life of someone
00:27:20.940 who said, look, I'd rather be the guy behind the scenes. I don't really care what people think of me,
00:27:25.260 but I'd rather have, I'd rather have influence than, uh, let's say power, or I'd rather have,
00:27:33.280 you know, uh, accomplishment versus credit and recognition.
00:27:40.020 Right. And that's what happened in his life. Like he, you know, didn't, he wasn't able to advance to
00:27:44.980 general. He stayed a Lieutenant Colonel for his career.
00:27:47.640 Yeah. Uh, because yeah, he was focused on these, you know, reforming the Pentagon and the brass
00:27:53.380 top brass didn't like that. And, um, but in the end, like the tactics and the strategy and the,
00:28:00.000 the whole approach to warfare that he developed that was used during the first Gulf war, um,
00:28:06.620 by the Marines. And like, it's what allowed us to like basically end the war in like a few days.
00:28:11.020 Totally. Yeah. He, he did not lead troops in battle, but he influenced the entire scope and,
00:28:19.520 uh, battle plan of all of the troops across, you know, across the different branches of the armed
00:28:26.240 forces, which is, you know, he really lived what he was talking about. There's no aircraft carrier
00:28:30.680 named after John Boyd. And, you know, he died and they were saying that somewhat dingy apartment,
00:28:35.660 but he was, he was uncorrupted and he was pure and true to what he believed in. And he, I think
00:28:42.160 ultimately accomplished far more than he would have had he, you know, coveted these, these other
00:28:48.160 things. And, you know, that's, that's something that I think every, every young person faces,
00:28:54.400 you've got to say like, look to be, or to do who, who am I going to be? What is important to me?
00:28:59.520 What, I think Sherman faced this. And I think a lot of great people, what, you know, what,
00:29:04.500 what path am I going to follow in life? Am I going to follow the one that maybe gets me paid really
00:29:10.080 well right out of the gate? Or am I going to, am I going to put in the time and the hours to,
00:29:14.740 to be self-sufficient and, and free and, and able to, uh, able to, to, to do the things that I actually
00:29:24.380 think are important and that I need to be done.
00:29:26.500 So, uh, another part thing you talk about in the book in the aspire phase that trips
00:29:30.680 particularly young people up is this idea of passion. And we've had other guests on the show
00:29:34.580 talk about how passion can trip people up. Um, but instead of passion, right, I know we shouldn't
00:29:40.960 have passion and we can talk about why, but what should we have instead of passion?
00:29:46.360 Well, I think, uh, you know, I, I'm, I'm using passion in the, in the more pure sense of its
00:29:51.680 definition, like what the Greeks would say, the passions, right? Like the, the sort of,
00:29:56.500 the uncontrollable urges and energy that, that they sort of saw as, as dangerous, I think.
00:30:03.300 So when I hear people go, I'm following my passion, I sort of get the sense that they're
00:30:07.260 just being whipped around by something that they don't quite control. Um, I would, I would
00:30:13.060 contrast passion with, with purpose. Um, purpose is, this is what, you know, purpose is the John
00:30:21.000 Boyd, the John Boyd approach. It's, this is what is important. This is what I'm trying to do. This
00:30:26.780 is the larger mission that I'm serving rather than, you know, um, I've just got to do this.
00:30:33.660 I'm so passionate. I'm so excited. Let's go, let's go, let's go. I think purpose is deliberative and,
00:30:39.480 and patient and, uh, controlled and, and passion is, is zealous and, and, and unrestrained.
00:30:47.680 And so I think someone with purpose is able to sacrifice. They're able to play a longer game.
00:30:53.780 They're, they're able to, uh, you know, put up with things that maybe, uh, they would have rather
00:30:59.540 not had to like Jackie Robinson was not passionate about baseball. Jackie Robinson, uh, you know,
00:31:06.880 integrated baseball as someone on a mission of immense purpose. And that's what allowed him to say,
00:31:13.460 you know, not punch someone in the face who deserve to be punched in the face. Um, or,
00:31:18.500 or, you know, not at branch Ricky said, you know, I want someone who has the guts not to fight back.
00:31:23.820 Uh, someone with purpose has that someone with passion is, is I think sort of a, you know,
00:31:29.420 a vessel that can barely contain itself. Right. I had, uh, Angela Duckworth on the podcast
00:31:33.860 last week and that's what she'd like her. She's like the grit lady. Yeah. And yeah, she says purpose
00:31:38.940 is the thing you got to have. That's what allows you to have, or one of the factors allows you to have
00:31:42.080 grit to see things through the long through. And you have this, this purpose that you're dedicated
00:31:46.160 to. And even when things get tough, you're still going to stick to it. And yeah, and passion is
00:31:51.060 fleeting, right? It's, it's emotionally based. Um, and so one day you might feel great and super
00:31:56.280 passionate and excited, but the next day, eh, not so much. And yeah. Or like, I see this with a lot
00:32:03.000 of authors, right? They'll go like, Oh, I'm passionate. I want to do a book. And it'll be like, about what?
00:32:08.340 They're like, I don't know. And it's like, okay. Uh, someone who has purpose is saying,
00:32:12.500 this is what I believe. And this is what I want to communicate to the world. And maybe a book is the
00:32:19.280 best way for me to do that. Or when they decide that a book is the best way to do it, then they're
00:32:23.800 all in. But passion is, Hey, someone said I should do this. And now, uh, that's why I'm doing it. And
00:32:29.580 let's go right now. You know what I mean? Uh, uh, you know, um, it was at Christopher McCandless.
00:32:36.560 He's passionate about the wild. I want to go into the wild. I got to pursue this calling.
00:32:41.240 And then he goes there and he's not remotely trained or knowledgeable enough to do it. And he,
00:32:45.780 he dies a tragic, unnecessary death there. Um, and you know, Hey, we've got to make it to the summit
00:32:51.840 of Everest, even though, uh, all the warnings are against it. And, uh, you know, everyone is saying
00:32:58.760 it's a bad idea. Passion is able to override that. Um, you know, and, and, and get past it. That's,
00:33:08.160 that, that's not admirable to me, admirable to me, you know, Shackleton, I've got to get back to my
00:33:14.420 men. I've got to rescue my men. That's purpose. You know, that's, that is admirable to me.
00:33:20.120 All right. So we've been talking about the aspire phase and I can see how this can, this,
00:33:24.200 this part of, um, the phase, the life cycle of any venture can trip up a lot of young people.
00:33:29.740 Cause yeah, we get these grandiose ideas. We, we get those motivational posters, put them on
00:33:35.140 Instagram, talking about how we're going to do great things, blah, blah, blah. And a lot more talk,
00:33:38.820 a lot less action. So yeah, I guess the bottom line is in the aspire phase, just more action, less talk.
00:33:45.500 Yes. Yes. More action, less talk and more openness and, and less
00:33:49.780 certainty and self-absorption. Okay. So let's move on to the success phase. Um, you, you, people,
00:33:56.060 you, you aspire to it, you've set your goals, you've worked, you achieve success. And I think
00:34:00.880 it was Napoleon who said that, you know, the most dangerous moment in any battle is that the moment
00:34:05.440 of victory. Um, so how, why is that? Why does, how does success get in the way of success?
00:34:13.220 Well, I think what Napoleon is saying is that it's at that moment of victory that you can wrote,
00:34:21.440 you, you think that you've earned the right to relax. You think that, that that's where you make
00:34:27.720 your gravest mistakes. And in many ways, the stakes are highest at that moment as well. So,
00:34:32.560 you know, that it's, it's in, it's, you might be, you might've been disciplined when you were on the
00:34:39.580 ascent because you sort of knew you needed to be, but now you're successful or you feel like you've
00:34:45.160 earned some victory. Now chaos and disorder might, may take over or, or bad habits that were suppressed
00:34:52.560 early on now come, come home, home to roost. And so what, what I think success requires is not,
00:35:01.820 or what set, what success needs is not ego, not, uh, complacency, but sort of a doubling down on the
00:35:09.140 good habits that, that created that success in the first place. So, uh, you know, you know, if,
00:35:16.620 if, if, if it was your dedication to learning that, that, that, that took you to this place,
00:35:22.680 one cannot say, well, and now I know everything I need to know. So it's all good. It's, it's,
00:35:27.800 you know, Genghis Khan says, uh, or I talk about Genghis Khan in the book and that really what was so
00:35:34.020 profound about him as a conqueror was that at, at every, every new country he took over, he, he saw as a,
00:35:40.440 as essentially a superior culture that he needed to absorb into his empire and into his
00:35:46.560 way of thinking, what can I learn from this enemy that I just vanquished? You know, what is the best
00:35:50.780 that their society has to offer? I'll be saying, you know, if you feel pride, you cannot lead. Uh,
00:35:56.360 and, and this, this, uh, this idea that one must always remain a student and one must always, uh,
00:36:06.340 resist the impulse to feel like that this success that they've achieved says something about them as a
00:36:13.120 person, that it says that you're better than you were before you had the success.
00:36:20.280 So I get the idea about always being a student, like maintain that white belt mentality. Um,
00:36:26.160 yeah. I thought one of the chapters that you had, it was interesting was about,
00:36:28.700 like you said, mentioned earlier, like doubling down on the habits or actions you did to get you
00:36:35.320 to the success and continue that and actually like developing a system. Um, yeah. And I think that's,
00:36:41.060 uh, that's a hard for a lot of really like entrepreneurs, artists, writers, they think
00:36:46.100 that sort of stodgy and stifles creativity, but you argue that that's actually what's going to allow
00:36:50.080 you to continue your success that you've gained. Sure. I'll give you an example of this. It's a
00:36:55.900 somewhat current one. So Donald Trump has run probably one of the most impressive presidential
00:37:01.020 campaigns of the last century. I don't admire him as a politician at all. I think he's a horrendous
00:37:08.020 person, but, um, it's, it's one cannot help, but be blown away that the fact that this guy
00:37:15.000 beat out 16 or 17 other candidates, uh, totally on his own with a staff of like five people.
00:37:21.380 Like it's pretty, it's, it's astounding when you think about how little he spent, how little
00:37:28.360 experience he had in this and the, you know, billions of dollars of free media attention that
00:37:33.760 he's been able to do to, to cobble together this nomination. Right. So you could argue that
00:37:39.420 previously he was in the aspirational phase and now he's achieved some measure of success
00:37:44.220 in that he's now the presumptive nominee as we're talking. I don't know when this comes out,
00:37:49.680 uh, if he'll actually be the nominee yet. I don't think so, but he'll be the nominee. Right. And so
00:37:54.440 he could be forgiven for thinking like, let's say, God forbid, he wins the presidency.
00:37:59.580 If he thinks that the, the sort of amateur esque, you know, tiny team that he managed to win the
00:38:07.660 campaign with is going to function, uh, the same way in terms of governing the, one of the most
00:38:14.240 powerful countries in the world, he's going to be sorely mistaken. And in fact, we saw the same
00:38:18.660 thing happen with the Obama campaign when they won in 2008. Um, they felt like, I remember there was,
00:38:27.000 there was a lot of interesting articles. They built this sort of technologically, uh, uh, based team.
00:38:33.540 It was decentralized. It was, it was fast moving. It was filled with lots of young people. So all this
00:38:39.260 stuff. And then they just assumed it would naturally transfer over to the bureaucracy that is, you know,
00:38:44.480 the executive branch of the United States. And then they were rudely surprised when, Hey, they weren't
00:38:49.880 using the same computers that there were legal constraints and that you had to run things through
00:38:55.160 certain processes. And Hey, all of a sudden the things that got you there, aren't the things that
00:38:59.940 are going to allow you to be successful once you're there. And so I think that's similar to a lot of us.
00:39:04.680 Like we can be, we can be scrappy and fluid and loose on our way up. And I've certain, I've certainly
00:39:10.920 had to go through some of these growing pains myself. Um, but then once you've arrived, you have to,
00:39:16.700 now you're the man, you know, you were, you were railing against the man before, but now you're the man
00:39:22.200 and people are counting on you and expecting certain things from you. And you're expected
00:39:27.600 to perform and operate at a certain level that, you know, things you were able to get away with
00:39:34.520 before are not possible now. And, you know, you could argue maybe that that's what sunk Ulysses S.
00:39:40.920 Grant, uh, versus a Dwight D. Eisenhower who came in and, and really instituted a sense of order and
00:39:47.800 purpose and, and discipline to, to, to the white house. But that requires a sense that, Hey,
00:39:53.880 maybe the way that I want to do things are not the way that things are going to have to be. And I'm
00:39:58.060 going to, I'm going to be okay accepting that I'm going to put in the hard work to do what needs to
00:40:01.540 be done. Well, I'm curious, Ryan, I mean, you're a writer. Um, how have you, and you're a successful
00:40:06.360 one. Um, how has your approach to your craft and your business changed, uh, since you've gained
00:40:13.240 success? I mean, Austin with the way is New York times bestseller, right? Uh, not New York times,
00:40:18.400 but it is sold very, very well. Um, which, which, you know, in some ways, I don't want to say it
00:40:23.340 caught me off guard, but it certainly sold better than I expected. And as I finished this book, you
00:40:27.660 know, I think one of the things you have to, you have to do in that position is, is okay. Now the
00:40:31.920 expectations are higher. You know, I'm not freed from those expectations. I have to deliver to an
00:40:38.220 audience. Uh, I have to, I have to hit a certain mark, right? And ideally in a career, you're always
00:40:43.480 getting better than you were before. So now the expectations have changed and that's something
00:40:47.200 that's managed or that, that has to be managed. But I think the big thing that happens when people
00:40:52.760 are successful, whether you're a writer or an entrepreneur, uh, or, or even executive is that
00:40:58.200 you more responsibilities and obligations are thrust upon you. So where I was able to write the last book
00:41:06.940 without as many interruptions, you know, now I've got interviews that I have to do or speaking gigs
00:41:12.380 that I have to do, or my business is taking off. So I have more clients. Now, if I don't have the
00:41:17.800 discipline to institute a system or a schedule that I stick to, or if I'm not able to prioritize
00:41:24.280 and I treat everything that happens equally, that is a recipe for, uh, dropping some major balls,
00:41:32.280 making errors, you know, um, uh, letting people down, you know, you talk, I mentioned Eisenhower,
00:41:38.760 you guys have an amazing post on Eisenhower's priority matrix about urgency versus important.
00:41:44.780 Uh, that's, that is the situation that success puts you in is you've got so many demands on your time
00:41:51.940 that if you can't properly prioritize and order them and deal with them, deal with them accordingly,
00:41:58.580 you're going to find yourself consumed with some trivial matter that you used to,
00:42:03.120 that used to be part of your job, but, but you, you're too egotistical to, uh, to delegate.
00:42:09.440 And so, you know, those are just some of the ways that you find yourself, you know,
00:42:14.120 in a position of abundance, certainly, but that doesn't mean that there are not problems related
00:42:18.660 to it.
00:42:19.100 Right. I think that in just the delegation, right? There's lots of books and articles about
00:42:22.600 delegating, but I think, yeah, the thing that keeps people from delegating is ego. They think
00:42:26.240 that I can do this better than the other guy. I'm going to delegate this to totally. And,
00:42:30.720 and here's why it's egotistical. You're right. You pro I can do most of the things that I have
00:42:36.480 to delegate. I mean, there's this stuff I don't like, like, you know, booking travel or, you know,
00:42:41.180 scheduling. I don't like that. But a lot of the things that I now have to delegate, uh, I like
00:42:47.040 doing, or I know that I'm really good at, but you have to be able to do the calculation that says,
00:42:53.020 hey, uh, I'm handing this off to this person and it's going to be done, you know, 10% not as well
00:43:00.480 going forward. But the trade-off for that is I have to do this other thing. And I'm the only person
00:43:07.060 in the world that can do that thing. You know, like I'm the only one that can write my books.
00:43:11.760 I mean, I guess theoretically there's ghostwriters, but given that this is my job, I'm the only one that
00:43:16.540 can do that. So, you know, Kobe Bryant, uh, you know, he's the only one that can get on the court
00:43:23.340 and play as Kobe Bryant. So as these endorsements and, you know, maybe he's actually great at
00:43:30.360 negotiating contracts and it seems silly to give someone a 15% commission for negotiating your
00:43:36.160 contracts for you. But if that's distracting from the training that he has to do, or that's,
00:43:42.380 that's occupying his mind. So he's not thinking about the next game with the same dedication that
00:43:47.880 he did before, all of a sudden his performance on the court is going to suffer. And, you know,
00:43:52.860 I'm not Kobe Bryant. I'm not saying that, but all of us deal with that problem in our own way,
00:43:57.200 that we're the only ones that could do some of the things. And, uh, if we're not able to delegate,
00:44:05.000 those things are going to suffer. Like there's a quote I have in the book from,
00:44:07.940 from Eisenhower's chief of staff. He's saying the president does the most important things
00:44:12.840 and I do the next most important things. And if you can't build the approximation of that,
00:44:18.700 you know, into your own life, once you're successful, I don't think success is going
00:44:23.320 to last that long for you, or it's going to be very miserable. Yeah. So let's talk about, uh,
00:44:28.160 failure. Everyone's going to fail at some point in their life. How is ego the enemy when we fail?
00:44:33.720 That's like the moment we fail. It's like when you think people would like that, you wouldn't,
00:44:36.960 you wouldn't have any ego, right? Or do you think that ego was helpful because it would help you
00:44:43.140 sort of protect you in that moment of vulnerability? Right. But in fact, the vulnerability is good
00:44:48.880 because, and you, and it, by preventing you from having it, it's preventing you from,
00:44:53.540 from capitalizing on it. So it's like, you know, let's say, uh, you were egotistical in your success
00:44:59.920 and you alienated people and you, you, you made some mistake or you overreached, you know,
00:45:06.080 failure is in that way is a moment of truth, right? It's exposing this thing that maybe you
00:45:12.760 didn't want to be true. And the worst thing that can happen is for you to bury your head in the sand,
00:45:18.400 right? The worst thing that can happen is that, you know, you hit what should be rock bottom,
00:45:23.660 but you're too hard headed to accept that that's what in fact has happened. And that happens a lot.
00:45:28.880 Like, I mean, think about Steve jobs, right? Steve jobs is fired from Apple, uh, in, you know,
00:45:34.440 uh, by, by John Scully, uh, because he'd, he'd become unmanageable. He was unaccountable. He was,
00:45:40.080 he was basically unhinged. He could have taken that and said, this guy screwed me over. Uh,
00:45:47.240 you know, I, you know, he screwed me over. This is the worst thing that's ever happened to me. I'm
00:45:52.100 going to retire with my money and millions and live a life of luxury or whatever. But instead he said,
00:45:58.120 he basically, you know, and he was an egotistical person, but he started two other companies and
00:46:04.100 those companies were better than Apple. And he learned from those mistakes. I mean, one of those
00:46:08.200 companies was Pixar. Um, he learned from those mistakes. He went on a journey of, of self
00:46:13.500 improvement and, and introspection. And ultimately he came back from back to Apple and built it into
00:46:19.440 the world's most valuable company. But, uh, that's not what most people do when they're fired.
00:46:24.460 Most people get fired and then they hold a grudge and they, they believe that they've
00:46:28.840 been screwed over or wrong and they continue down that negative path. It becomes a, a downward
00:46:35.020 spiral for them. And so what ego does when we fail is it refuses to learn the lessons inherent in that
00:46:43.960 failure and set us up for greater failure. Right. I think you call this narcissistic injury.
00:46:49.920 Yeah. Yeah. Narcissistic injury. It is a psychological term. It's like what, when something
00:46:56.560 happens and we take that as an, as an injury to our identity and to our fragile sense of self,
00:47:02.840 like when gang members kill each other, it's, it's, it's a funny, it's funny, it's tragic,
00:47:08.520 but it's funny. It's like the things they kill each other over are these things that a normal person
00:47:13.340 would be like, wait, what do you care that he said that about you? Like, you know, but because
00:47:18.240 they're so their narcissistic ego is so fragile, the idea that someone would bump up against them or
00:47:24.740 that someone would disrespect them, you know, in, in quotes leads them to do this horrible thing that
00:47:30.800 is, you know, obviously going to jail is far worse than, you know, somebody tagging a wall in your
00:47:37.500 neighborhood or whatever, but the narcissistic injury, it's, it's so fragile that it has to sort
00:47:43.560 of deal with this threat in an overblown, you know, preposterous fashion. And so I think so much
00:47:51.160 of what ha so much of what happens to us when we're, when we're consumed by ego is that we,
00:47:58.220 we, we take, we take the success that we've achieved and we say that it says something about
00:48:04.200 us as a person. And then logically when we fail or when we're, you know, we're snubbed by someone
00:48:11.220 or we're disrespected by someone, we take that as a statement about our identity as well.
00:48:17.340 And often that, that makes us overreact in such a, uh, a damaging fashion that it, that it's far
00:48:23.780 worse than, than whatever had happened already.
00:48:26.100 Right. And on the flip side, it doesn't even have to be someone else doing something to you. It
00:48:29.320 could just be like fate, you know, just like luck chance totally cause you to fail, right? You started
00:48:34.320 your business at the wrong time. There's a downturn in the economy yet because of that narcissistic
00:48:39.180 ego, you would think of the, well, it's something I did, right? I messed up even though like anyone
00:48:44.940 else in your position would have done the exact same thing.
00:48:48.120 Sure. And, and ego makes it hard to ask for help. It makes it hard for you to re-evaluate
00:48:53.520 your decisions. It makes, it makes it impossible for you to see this thing objectively because you're
00:48:58.440 so tied up in it. And so it either makes, uh, you know, it makes what, what could have been a,
00:49:04.360 a small, you know, a small problem into a full blown catastrophe, or it just delays the inevitable.
00:49:11.580 It's kicking the can down the road. And when, and when you, when you, you know,
00:49:16.820 come back to it, it's worse. Uh, there's so many people, you know, they narrowly dodge a crisis,
00:49:24.400 but instead of learning from it, uh, the next crisis is just, you know, 10 X, you know, more explosive.
00:49:31.480 So, uh, Ryan, we've been talking about how ego, uh, can be the enemy, but is ego always a bad thing?
00:49:37.500 Cause like, you know, look, I'm a big student of history. Churchill was an admitted egoist,
00:49:42.060 right? Extremely. Like he was, he was supremely egotistical. Even Teddy Roosevelt, you could say
00:49:46.720 was supremely egotistical. Um, yet ego is like what drove these guys, what they were doing. They feel
00:49:54.240 like they had something to offer people, right? There's so that, that, that, um, narcissism that they,
00:49:59.060 they felt that they were, they were the guys who were there to save democracy or like, you know,
00:50:04.700 Teddy Roosevelt in his case, you know, clean up the muck, you know, that was in the corruption
00:50:08.260 that was going on. So, I mean, how can you balance that? I mean, what is going on there? Is that,
00:50:13.100 would you call that ego or is it something else or is some kind of egos can sometimes be beneficial
00:50:18.380 in small doses? Yeah. I mean, look, that's, that's the fascinating question about this. Why,
00:50:23.360 why are there so many incredibly successful, accomplished, even admirable people who,
00:50:28.700 who did have big egos? Um, a friend of mine, um, uh, Daniel O'Brien wrote a book about, uh,
00:50:36.720 presidents and his, like, he starts, he's like, look, to realize, to, to be told when you're like
00:50:42.460 10 or 11 years old, you know, that they're, the president is the most powerful man in the world.
00:50:46.900 And to think like, Oh, that should be me like requires a certain amount of ego and maybe even
00:50:52.140 a bit of insanity. And so, you know, there's no question that people who feel that unending drive
00:50:58.320 to not just be successful, but to be like the number one person on earth, that's going to require
00:51:03.800 a certain amount of ego, I think. But when you look at people like Winston Churchill or, uh, we'll start
00:51:09.280 with Churchill. Churchill was on the one hand, incredibly talented, super smart, courageous,
00:51:16.900 wise, you know, honorable, all these amazing things. I think that's why he was successful,
00:51:23.620 not because of his ego. You know, a lot of musicians were drug dealer or sorry, were drug addicts, but
00:51:29.380 that wasn't what fueled their music. In fact, that took away from it. And like, when you look at
00:51:33.640 Churchill's life, often he was right so often, but he couldn't, he alienated many people and he would
00:51:44.280 hurt, he would hurt his own chances of success because he didn't understand that the way that he
00:51:51.960 dominated conversations, the way that he overstepped his bounds, the way that he impeded other people's
00:51:58.680 things. Like he was convinced that being right all the time was all that mattered. And in fact,
00:52:05.800 if he'd had a little bit more empathy and a little bit more understanding, he'd have been probably more
00:52:09.780 successful. And, and then, you know, his, his, his deep conviction that he was right about Nazi Germany,
00:52:17.300 whereas everyone else was wrong. That was that, that work when he was right in that instance,
00:52:23.440 but there were other times in his career where he felt he was equally right and had unending
00:52:28.520 confidence and, and egotism convinced that, you know, he was that and he was wrong. And so it's a
00:52:34.220 double-edged sword. And I think, you know, someone like TR is similar in the sense that if, if you watch
00:52:39.680 the, the Roosevelt documentary that, that, um, that, uh, Ken Burns just did, it's the same thing. You see this guy
00:52:46.780 who, who, who, who at the end of his life is so, has so clearly been driven by this compulsion that
00:52:52.920 he cannot be still, he cannot do anything that it, you know, it forced him to run for his disastrous
00:52:58.300 sort of third term. Uh, he turned on his protege who was one of his close friends. You know, he, he,
00:53:05.060 he did this adventure in, in South South America that nearly killed him. He forced his kids to fight
00:53:10.940 in world war one where they died. You know, it wasn't, it wasn't necessarily being easy or it
00:53:16.500 wasn't necessarily easy to be Theodore Roosevelt. And I think some of us would have, some of us would
00:53:22.960 be aghast at the cost of that ego in his personal life as well. So yeah, it's a double-edged sword.
00:53:31.380 Uh, I think so. It, it, it forces you, it, it, it, in, in some ways you have to be a little bit
00:53:39.640 crazy to, to go this far, but it's, it's, it's a gamble whether that craziness is ultimately going
00:53:47.560 to sort of take a, a hard toll on you as well. And, and so it's like, when we look at these really
00:53:52.660 successful egotists, we also want to look back and think, okay, is there, is there a politician who
00:53:59.480 was just as egotistical as Winston Churchill, whose career ended disastrously because of that
00:54:05.880 ego? Almost certainly so. And so- Adolf Hitler. Yeah, right, right. You, you, the survivorship
00:54:12.760 bias gives us a warped picture of, of these things, I think. Right. Well, Ryan, this has been a great
00:54:19.220 conversation. Uh, where can people learn more about Ego is the Enemy? So the book is available
00:54:24.660 everywhere, Amazon, Barnes and Noble, um, coming out in a bunch of different languages, which I'm
00:54:30.160 really excited about. And then you can go to my website, ryanholiday.net and, uh, read my stuff
00:54:35.560 there. Awesome. Well, Ryan Holiday, thank you so much for your time. It's been a pleasure.
00:54:39.200 Thanks, man. I appreciate it. It's always good to talk to you.
00:54:41.420 My guest today was Ryan Holiday. He's the author of the book, Ego is the Enemy. You can find more
00:54:45.700 information about his work and the book at ryanholiday.net. And it also is available at amazon.com
00:54:50.440 and bookstores everywhere. Also make sure to check out the show notes for this podcast at
00:54:54.000 aom.is slash ego. Well, that wraps up another edition of the Art of Manliness podcast. For
00:55:10.660 more manly tips and advice, make sure to check out the Art of Manliness website at
00:55:13.580 artofmanliness.com. And if you enjoy the show, I'd really appreciate it. If you give us a review
00:55:17.260 on iTunes, help us spread the word about the show. As always, I appreciate your continued support.
00:55:21.300 And until next time, this is Brent McKay telling you to stay manly.