The Diary Of A CEO with Steven Bartlett - Simon Sinek: Opens Up About His Struggle with Loneliness, Love, Dating!

Episode Date: March 16, 2023

What is the greatest way that you can spend your time on earth? Or in other words, what is your ‘why’? For too many of us we answer that question by saying all the things that we hope we will gain... and achieve, rather than the ways that we help others and make their life better. As Simon Sinek says there are entire sections of book shops dedicated to self-help but none dedicated to helping others, and we aren’t taught in school how to listen or the value of being a good friend. In fact it seems one of the radical acts you can do in the modern world is to live a life of service. In this conversation with Simon at his most vulnerable he discusses everything from love and relationships, quarter life crises and why you should never cry alone. As with every discussion with Simon, this will have you rethinking everything you previously thought you knew. Simon: Website: https://bit.ly/3yIDBy8 Twitter: https://bit.ly/3ZRYKSo Follow me: https://beacons.ai/diaryofaceo

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Starting point is 00:00:00 Quick one. Just wanted to say a big thank you to three people very quickly. First people I want to say thank you to is all of you that listen to the show. Never in my wildest dreams is all I can say. Never in my wildest dreams did I think I'd start a podcast in my kitchen and that it would expand all over the world as it has done. And we've now opened our first studio in America, thanks to my very helpful team led by Jack on the production side of things. So thank you to Jack and the team for building out the new American studio. And thirdly, to Amazon Music, who when they heard that we were expanding to the United States, and I'd be recording a lot more over in the States, they put a massive billboard in Times Square for the show. So thank you so much, Amazon Music. Thank you to our team. And
Starting point is 00:00:37 thank you to all of you that listened to this show. Let's continue. When my friends are struggling, I don't say take your time. When my friends are struggling, I say go on. When my friends are crying, I say go on. I live my life by that code. He's back! Silent, cynic. Leadership and communication expert. Author, TED speaker.
Starting point is 00:01:01 His unconventional views have made him one of the most sought after speakers on the planet. There's no one quite like him. Simon, how are you doing? I'm actually feeling quite lonely. I'm struggling to communicate or present myself in a way that people will get who I am. I feel like nobody can help you. And the first thing that a lot of us should do is reach out to a friend and say, I'm struggling. You should never cry alone. We live in a world where most people are ill-equipped on how to be there for a friend who's struggling. The first mistake people make is they try and fix. Don't need them to fix me.
Starting point is 00:01:34 I just need them to sit in the mud with me so I don't feel alone when I'm sitting in the mud. The fact that it's such a loud conversation about mental health is a spotlight on the fact that we do not know how to build deep, meaningful relationships. But the way I manage it, which is different than most is i you know i wish i had these skills 10 years ago is the design of the modern world making it more difficult for us to find love and to keep it the problem with it is is it's grass is always greener because it's so
Starting point is 00:01:59 easy to just go swiping something's out of balance and as i'm going to say this over and over and over again which is successful relationships are simon congratulations you are the dire of a seer record holder you've been invited back more than any other guest and it's not for it's for a very, very good reason, which is that your episodes are always the most adored that we have on this podcast. They are the two episodes, the conversations we've had are both in the top 10
Starting point is 00:02:33 of all time on the show. And I always feel after our conversations end that they could have gone on longer. So here we are. Well, thanks for having me back. I enjoy coming. My first question for you today is and i you know this question is often asked quite flippantly but i want to i'd really like the
Starting point is 00:02:49 real answer which is how are you doing um you know i think when somebody says fine they're lying and so my instinct is to say i'm fine um i am going through uh i'm going through some ups and downs um i'm in a period of uh flux which doesn't which is fine that that genuinely is good um i like a little bit of chaos in my life it's's where creativity comes from. And if I look back at my career, you know, I would take a job, I'd have a fast moving career. It'd get to a great point, it would plateau and then I'd quit. And I'm sort of at that point, you know, um, I love a steep learning curve. I love a difficult situation and I like trying something new and building something. And so I'm shifting away from in-person public speaking, which I think surprises a lot of people. But recognize that I never considered myself
Starting point is 00:03:55 a public speaker in the first place. It's just something I did to advance my cause. It was never my chosen career. So not doing it as much as I enjoy it and I know is not that difficult so what next is a little bit of an unknown i have some ideas and i'm testing some things out but i don't actually know where i'm gonna go why are you shifting away from public speaking give me the context as to why this is a sort of a pivotal moment? There are multiple reasons. You know, I consider myself a
Starting point is 00:04:27 preacher. And when I set out on my journey many years ago, I was espousing a vision of what business could look like and what the world could look like, what our careers could look like. That was different than the world that we lived in. You know, talking about purpose at work was some hippy-dippy stuff, you know, and now it's a completely normal conversation. And I'm really proud to have been a part of that movement. And so when I would stand on the stage, I was preaching to people who had never heard of my work, who had never heard of these concepts, at least not explain the way I explain them. And, and I was converting audiences, you know, that was, and the good news is the movement is, is, is, has its own momentum. And, um, I don't know how many,
Starting point is 00:05:16 I'm converting vastly fewer people now when I walk into the room. Now they're looking for tools. Now they're looking for, you know, which is great. And so I want to now pivot myself so that I can start having significant impact again, so that I can start affecting greater change, not just maintenance, not just reinforcing, not just affirming. Change, impact is what I'm looking at. So that's a huge part. COVID, in some respects, was a gift. It created a marketplace for online. And so I can do things that I could never do before, which is I can be in Chicago in the morning and Kuala Lumpur in the evening. That which is great. And at the end of the day, I want to learn. I want to be in a situation where I'm actually not familiar, where I'm not
Starting point is 00:06:13 very comfortable. I'm good on the stage now. I know that mental health is a big and important topic right now. And I had a conversation with somebody recently, and I've realized I actually don't like the term mental health. It sounds like a fixed destination. It sounds like if you don't have health, like if you're not perfect, there's something wrong with you. So any kind of divergence or sadness means you're imperfect. And that's not true. And I think it's an unfair standard to call it mental health. Like think about your body when you go to the gym, right? We call that fitness. And some days you have good days at the gym and some days you have bad days at the gym. Some days your body feels amazing. You can lift huge weights. And someday for whatever reason, you got enough sleep, you're eating well, you're hydrated. Your body's just not working that day. And we're all familiar with that. And it doesn't really bother us. You're like, ah, bad day today. And you move on and you allow that to happen. But we don't treat our mental fitness the same way. You are 100% mentally fit if you have sadness and if you have joy and if you have doubt and uncertainty and insecurity. That's what it is to be human. Like your body sometimes has pain. There's nothing wrong with your body. And so I like to call it mental fitness rather than mental health, right?
Starting point is 00:07:49 I'm always working on my mental fitness and I allow for periods of darkness. So right now, when you said, how are you? The space that I'm sitting in is I'm actually feeling quite lonely. And I learned about how to manage mental fitness during COVID more than I ever had prior because we had to deal with so much shit, right? And so prior, I would have been embarrassed by saying I'm feeling lonely. I would have hid it, suppressed it, don't like negative feelings. Whereas now, I'm just sitting in it, suppressed it, don't like negative feelings. Whereas now I'm just sitting in it, not worried about it. I'm allowing it to go through me. Like I'm allowing myself to have a bad day at the gym.
Starting point is 00:08:41 And weirdly, even though it's not necessarily fun, weirdly appreciative of it. Because it makes me human. It just reminds me of a story. Earlier on in my career, I was invited to speak at an event, which is the Association of Meeting Planners. So there's an American Meeting Planners Association, whatever it is. Literally, everybody who hires speakers from every big company and association has their own association and they come and have their own event. So to get hired, to get invited to speak at this event is like, if you nail it, your career is set for the rest of your life.
Starting point is 00:09:13 And if you blow it, your career is over. Right. Because like literally everybody who hires all the speakers for all the big events is in this room. And I got invited. Huge honor. Right. And I'm just back in the start with why days. And I'm good at start with why. Like I've done this thing probably thousands of times. I know my stuff. So I get up there, I'm doing start with why, and I lose my train of
Starting point is 00:09:36 thought. It's okay. I'm a professional. I know how to deal with losing your train of thought. You go quiet, you relax, you get your thoughts back and you pick up where you left off. It's happened before. No problem. So I do what I know how to do. I go quiet and nothing comes in. And now the panic starts. Now the heart starts pounding. Now my life is flashing before my eyes. Now I'm recognizing, oh my God, my career is over. And I look at my pad and I look at the audience. I cannot remember what I was saying. I don't know what to say next. I don't have a joke. I've got nothing. I've just got panic. So I turned to the audience and I say, do you ever have that feeling, that sinking feeling when you lose your train of thought, where your heart starts pounding and your hands get clammy and your life flashes before your eyes? I said, I'm having that right now. And I'll tell you, I am so grateful for that feeling right now because it makes me feel alive.
Starting point is 00:10:41 And the audience exploded with applause. I said, right. Now, if somebody could please just tell me what I was saying so I could pick up where I left off. And somebody screamed something out. I went, thank you. And I picked up and I finished. The point was, I could have suppressed the panic, but I was open about where I was feeling. And what I learned was everybody was there to support me because I had I acknowledge that I'm human and it's relatable and so that's how I feel right now I'm more open about being in a darker space in the in the shadows right now because because it makes me feel it makes me feel quite
Starting point is 00:11:19 frankly normal it makes me feel human I and it's part of mental fitness you know and and if i didn't have off days or off weeks then how would i know what to work on you know how would i know what good good looks like how would i know how to appreciate the happy days if i didn't have some days that were down so i'm i'm i'm weirdly grateful for what i'm going through right now I very long answer to you no it was absolutely perfect well obviously we always do long answers here as you know but I am the context is so incredibly important and the subject matter is even more important I know this because I've done a few talks over the last couple of years or whatever and when I talk about the subject matter of loneliness what will happen afterwards is I will have a young man who will come up to me
Starting point is 00:12:06 you know when people are asking questions afterwards when you're taking pictures or whatever and he'll get very very close because he's scared of anybody hearing him on his right right and his left and i remember i have this visual in my head of it happening recently and he'll whisper to me a message of thanks for talking about my own loneliness in my life yeah but also asking for some kind of path through the jungle of loneliness some kind of solution and then when i look at the statistics around loneliness in the uk and in the us it's absolutely incredible i've often cited that theresa may was the first prime minister in our country to appoint a loneliness czar
Starting point is 00:12:40 for the country um i think the the statistic which i've often quoted is that the medium american used to say they had three people they could turn to in a time of crisis and now the answer is zero and we and we're heading in that direction at a very sort of um global often western world level so i think the subject matter of loneliness is incredibly important one my first question on that on that topic then is what is the symptom of loneliness how does one know if they are lonely and because it's so easy to confuse it with another feeling yeah what's you what's your sort of symptoms so when i when i say i feel lonely and i think when people say they feel lonely i think what it is is that you know we're social animals who want to feel um included but also feel like people see, hear, and understand us.
Starting point is 00:13:29 And I think my symptoms of loneliness are feeling misunderstood or like people don't get me or worse, I'm struggling to communicate or present myself in a way that people will get who I am. You've heard me say this, you know, there's an entire section of the bookshop called self-help and there's no section on the bookshop called help others. And what we're desperately needing more than anything is, is, is a help others industry. Like we do not teach people how to help each other. We, we do podcasts and write books about how you, you know, how you can find love and how you can build your business and how you can become a millionaire and how you can find the job that you love. It's all about me, me, me, me, me. And there's not enough about how can you help
Starting point is 00:14:15 somebody else find love? How can you help somebody else find commercial success? We don't do that. We don't teach it. And those are the skills that are desperately needed for each of us to find mental fitness because we can't do it alone. You know, when you find darkness, you, you, whatever, however you want to define your darkness, you know, you feel alone. You feel like nobody can help you. You feel like you have no agency. You feel like a lack of control. And the first thing that a lot of us should do is reach out to a friend and say, I'm struggling or I need help or I'm lonely or I'm depressed or I'm sad, whatever the feeling is. And that person, do your friends, do your colleagues, do your teachers have the skills to know how to hold space. So the first mistake people make is they try and fix. Don't try and fix. It's not a fixing thing. It's like I had a bad day at the gym. Nothing to fix. Nothing to fix. But then do you know how to listen? Do you know how to hold space? And I think one of the reasons more of us are struggling with mental fitness is because we
Starting point is 00:15:23 ourselves lack the skills to help our friends who are struggling with mental fitness. And the more that we as a society are equipped to help each other, the more that there are other people there to help us. So, you know, if, and I have a rule with my friends. My rule is no crying alone. My close friends all know this and we all obey it. Like I'll get a call from somebody who's a, somebody who's a significant person in the world that people know who they are. And they'll call me and say, do you have a minute? And I'll be like, yeah, what's, what's up? They're
Starting point is 00:15:53 like, I just, I think I need to cry. I'm like, go, what have you, what's on your mind? And they'll tell me what's on their mind and they will cry. And that's my rule. My rule with my friends is no crying alone. Because if you're at the point of absolute frustration, exhaustion, whatever it is that you can't hold it in, I'd rather you call me or one of us and you do it with somebody. You should never cry alone. And so I'm really good when I'm in a place like this of calling somebody and telling them, because I don't want to go through this alone. And some of my friends do have the skills where they can say, how do you feel? Oh, this is how I feel.
Starting point is 00:16:28 That must be really frustrating. Yeah, it's really hard. Tell me more about that. Well, I'm sort of going through this and that. And they know how to hold space. That's all I need. I need somebody to sit in the mud with me. Don't need them to fix me or clean me off
Starting point is 00:16:40 or give me a towel. I just need them to sit in the mud with me so I don't feel alone when I'm sitting in the mud. And I think it's our responsibility to be able to have that skillset to do it for our friends and the people we love or our colleagues. We don't teach listening. We don't teach difficult conversations. The fact that there's so much conversation about mental health right now is not, is of course in part because we've just come through this crazy ass thing called COVID and lockdowns and exaggerated politics and, you know, and divisions in our countries and et cetera, et cetera. Social media, sure, you can pile that on if you want. But I think really what it is, the fact that it's such a loud conversation about mental health is a spotlight on the fact that we do not know how to build deep, meaningful relationships. I think it is an indictment on our current state of affairs that not only do we not have the skills to be there for our friends
Starting point is 00:17:46 but we're we're the way we're reacting to it is by trying to seek resources to help me rather than teach me how to help my friends i think we're going about it half-assed i was really surprised when you gave the answer regarding that when i said the symptoms that, that I've indicated to you that you are feeling lonely. Um, I think even in my head, I was expecting it to sound more like an absence of other humans around you. And that's the whole distinction between being alone and being lonely. Your answer was about how you,
Starting point is 00:18:18 you feel like you're not understood by who is this friends or is this the world or is it um the i'm a middle-aged man who hasn't been married that's not not that i care about marriage but i haven't even had like a 10- relationship. And I'm realizing some of it is self-inflicted. You know, I chose a career path that made me pretty undateable. You know, I was on the road so much, it was difficult to have a relationship, but some of it is also managing the effects or the symptoms of ADHD, which wasn't a thing when I was a kid. So I couldn't be diagnosed, which I'm glad for, quite frankly, because I had to learn to manage certain things myself, which became strengths as an adult. So not bitter about
Starting point is 00:19:11 that. I wasn't diagnosed until I was 32. So pretty much in life. And I've learned how to manage it really well professionally. I know how to manage my ADHD in a professional context really well. I'm only now learning some of the symptoms, how it affects personal relationships and how I show up in relationships that I didn't even realize. So my whole life I'd be in relationships and women would tell me, you're so hard to read. And I was like, I'm an open book. What do you mean I'm so hard to read? I'll tell you anything you want to know.
Starting point is 00:19:43 You know, like, and what I've learned is people with ADHD, not all of them, but some of them do something called stonewalling, which is an accident. It's not something conscious where you're telling me something about your day, whatever it is, or about our relationship. And I have nothing to add. And so what in my face you see, nothing. And I've acknowledged, I'm like, oh, this is a fantastic and wonderful. This is great, but I have nothing substantive to add. So I just add nothing. And so the accidental effect is, did I say something wrong? Did I offend him? Does he not agree? And so I know that about myself now. So I can say to somebody, if you're not getting the reaction that you need, if you need any reaction, just ask me for a reaction. How does that make you feel? Is that okay? I'm like, oh my God, that's fantastic. Right? And I'll give it to you. Or I'm really blunt and forward with questions. For example, I have a friend, she's an entrepreneur. She's a solopreneur. She offers services to people. And I think she's priced too low. And I was having
Starting point is 00:20:45 this conversation with her. I said, what do you charge? She told me the price. And I said, why do you charge that? That's how I asked the question. Why do you charge that? And she was telling me about this just about a week ago. It was really funny. And in my mind, that's a perfectly legitimate question. In her mind, it was such an aggressive affront. Like, what do you mean? Why do I charge that? And I'm like, you're worth more. Why do you charge that? I said, well, how should I have asked that question? And I guess normal people would have said, oh my God, you're worth so much more than that. Why do you charge that? But I don't. I'm just like this. So I recognize that in a professional context, it's one thing.
Starting point is 00:21:26 People can deal with questions like that, delivered like that in a meeting. But in a relationship, not so much. And so like sitting in this space, I'm like going through all of these mistakes or things that I've done over the course of years. And I'm a little annoyed by myself. Now I know you don't want to live life in a rearview mirror, but I mean, I can still take account. And I'm annoyed, you know? I wish I had these skills 10 years ago, you know? So I'm just sitting in a period of my life where I would just, you know,
Starting point is 00:21:57 I would have liked to have had some of the experiences that I haven't had yet. And, you know, my friends who are in fix it mode, they're like, but think of it as an opportunity. Now you have these skills that you, thank you. I know that, but allow me to mourn the past. That's my loneliness. I'm just mourning. I'm in a period of mourning. I can, I can mourn loss. Can't I? Like if I, if I lose a friend or a loved one, you know, allow me to just like mourn and then I'll move forwards. Like I'm okay. I will move forwards, but allow me to mourn loss. And that's all I'm doing is just allow me to mourn the loss and I'll be fine. Just hold space for me.
Starting point is 00:22:38 Come and sit in the mud with me. Ask me how I'm feeling. Ask me how I'm doing, just let me vent, just sit in the mud with me. And, you know, again, I think to your point, I think we just live in a world where most people are ill-equipped on how to be there for a friend who's struggling. Can you give, I learned this term the other day, which I love, I learned it from Lex Friedman, can you give the steel man argument for your friends that are telling you to try to offer advice in your morning process and trying to get you to be more future orientated? As in the steel man argument,
Starting point is 00:23:16 I mean, is can you give the argument for why they're doing that and why it's a good thing? Emotions are good. It means you're human. Like I said said i believe in mental fitness not mental health you know that it's like your body you have to work out you have to eat well you have to sleep all the time it's not something you do and then you're done you know we've used that analogy before you and i which is which is what the infinite game is which is it's like it's like i want to be healthy okay well it's you're going to have to do it for the rest of your life. It's not an event. And our mental health, our mental
Starting point is 00:23:49 fitness is exactly the same, which is it's constant and it's ups and downs. And it's only a challenge or you need to start involving professionals if you get stuck. You know, like if you get stuck in sadness, you cannot get out of it. That's a different conversation. If you get stuck in depression, then you cannot get out of it. If you get stuck in loneliness, then you cannot get out of it. And by the way, the thing that I love about human beings is we can have multiple conflicting feelings simultaneously. I am lonely and optimistic simultaneously. I pride myself on my optimism. My optimism has not diminished in the least. Optimism doesn't mean I can't sit in a dark tunnel.
Starting point is 00:24:31 Optimism means that I believe there's a light at the end of the tunnel, even if that light is far away. I have an undying belief that the future is bright. This too will pass, right? It doesn't mean I enjoy it. It doesn't mean I want to be here and I can be excited and I can hang out with my friends and I can have an amazing time with my friends and then go home and still feel lonely. Like you can have simultaneous and conflicting feelings. That's allowed. In fact, it's normal, but I cannot stress. I think that the way that I manage this differently than most, I don't usually talk about it on podcasts, but whatever. Um, uh, but the way I manage it, which is different than most is I, I, I, I don't wait for the phone to ring. I call a friend and say, do you have a minute?
Starting point is 00:25:17 Can I, can I talk? And if a friend is ill equipped, they start fixing, I'll interrupt the conversation. So listen, I love you. This is not what I need right now. I love you. I love you. I'm going to get off the phone right now. Okay. Because when they go into fix it mode, it actually makes me feel worse. Sometimes the friends that are some of the best equipped people, um, are folks in the military, you know, um, they know how to manage shit better than almost anybody I know. I've cried with more people in uniform than I've ever cried with people in suits. And the way that we talk to each other, I have a friend who's a general. I've known him for a million years, so it's been fun to watch his career. He's now a general. And when we say goodbye to each other, we say, I love you.
Starting point is 00:26:02 And when we get on the phone with each other, if it's been a long gap, he'll say to me, hey, man. First of all, he calls me brother. Hey, brother. Right? Which means something. Hey, brother. I really miss you.
Starting point is 00:26:12 And he says things that a lot of guys don't say to each other. You know? He talks to me like sometimes I talk to my female friends. It's full of emotion. It's full of honesty. And there's no machismo whatsoever. And yet he's a warrior. He's a combat veteran. And he'll say, hey, man, I miss you. It's been a while. I go, yeah, I miss you too. And then we'll get off the phone. He'll say, hey, I love is a small group like him. Um, you know, I would call him in my most, uh, in my darkest times. And I know he would call me, um, um, I have another friend and he's going through some shit. And I'm honored that when I called him up and said, Hey,
Starting point is 00:27:01 I haven't talked to him. What you've been going through? You know, I just realized I haven't talked to him in a while. And I went, Hey. What have you been going through? You know, I just realized I haven't talked to him in a while. And I went, hey, what have you been going through? And he just let it all out. And I could hear the frustration. I could hear the pain. And I didn't try and fix it. I just encouraged him to keep talking.
Starting point is 00:27:14 What else? Go on. Tell me more. What else? Oh, my God, that's really, go on. Yeah. What else? And just sat in the mud with him.
Starting point is 00:27:22 And it was an honor. I'll tell you, it was an honor that he felt comfortable enough to do that because I guarantee it. He, like so many, are really good at hiding it, faking it, suppressing it. He's a pro. In fact, I'm sure he is where he is partially because he's a pro. And if you know, if you have the skill set to hold space for someone, you will have an amazing sense of gratitude that your friends trusted you and loved you enough that they would go there in front of you. And I think that's a standard that we should strive for. Like I said, we're also preoccupied with ourselves. There's no greater honor than being able to serve a friend in need.
Starting point is 00:28:22 When I see, you know, a friend sees you sat in the mud, a friend sees you sat in the mud a friend sees me sat in the mud the ill-informed love reaction is to try and get me out the mud of course you know well-intentioned i don't knock it i know it's well-intentioned how do i get out the mud the reason i ask that question is because i know there's someone listening to this right now who is sat in the mud in many respects in my life i'm sat in the mud um the the thing we're all looking for is we want empathy in the fact that we're sat in the mud of course but we're desperate for a way out of the mud right that's understandable where do where does the plan come from where does how do we get out of the mud so i if it were a prescription you and i wouldn't have to work
Starting point is 00:29:06 anymore um uh on the subject matter of loneliness because it's easier to focus on right so i i i i think in large part like any cooperative effort like any relationship and a friendship is a relationship right um uh Having colleagues is a relationship. In some part, it's co-created, right? You know, you want to show up in any kind of relationship, professional or personal, and make it a co-creation. And, you know, I think when somebody first calls you, I don't think they're looking for solutions. They're looking for companionship and catharsis. They're just looking not to feel overwhelmed.
Starting point is 00:29:58 And at some point, you can either ask, can I offer some pointers? You're not ready for that yet. No, I'm not ready for that yet. Versus yeah, yeah, go ahead. Or the person will ask themselves, you know, what do you think? What do you think? How do I, like, what do I do? You know, or I'll know what to do, but I don't want to do it. Like I know what to do. I just need to do this. And the person can just say, I'll do it with you and just offer again, companionship. Most of us, believe it or not, have more knowledge about how to get out of it than we think because we've dispensed the advice in the past. Probably, i think most of us have a sense like it's again i think part of
Starting point is 00:30:49 part of it is is allowing ourselves to feel the feels you know i think if i suppress the feelings they would last longer but allowing myself to feel the feels i know is part of the solution you know it's like if you try and suppress feelings it it makes it just, it's not good. You know what I mean? They're signals, right? They're signals. They're just signals. That's all they are. And maybe they're telling you other things. Like maybe, maybe all of my loneliness is telling me is like, Simon, you idiot, just get some sleep. Maybe that's all it's telling me. Maybe I'm feeling lonely is because I'm just fricking exhausted. Turns out I've been sleeping better and turns out I feel better. You know, maybe I've been eating crap you know maybe i'm full of freaking sugar and fat the
Starting point is 00:31:31 social expectations play a role i am this age and i should be this by now oh um i think i think that i think we we have to say yes? And like the midlife crisis is a known thing. And you sort of expect, you know, you hit middle life and you're like, all right, you're going to start evaluating everything. You know, you're receding hairline, you're sagging body. You know, comedians joke about it. We joke about it. But I think the new thing is the quarter life crisis. The number of friends that I have that are in their mid-20s or barely pushing 30 and they're suffering all the things that somebody in their midlife would suffer and their evaluation is different. It's not like, oh my God, I'm closer to the day I'm going to die than the day I was born. It's not that. It's more like, oh my God, I'm at this age and I haven't achieved all the things I said I was going to achieve, or I'm just getting started.
Starting point is 00:32:31 And I think now the quarter life crisis is like a real thing. And unfortunately, older generations scoff at it. But based, that is very much societal expectation. Like, I'm supposed to be here. Like, the number of young people I know who I say, you're entry level. Don't worry if you're running the place yet.
Starting point is 00:32:54 Just, even if this is a bad job, if it's toxic, get out. But there's very few jobs that are super toxic, you know? If you just have a bad boss, like, stick with this and learn. Like, the learning you're going to get from a bad, like like my first boss was a bad boss.
Starting point is 00:33:07 And I was there for a year and a half and it was one of the best educations I got. And by the way, the camaraderie that I built in my team, because we all shared the same bad boss was amazing. Right? So I learned teamwork. I learned having each other's back. I learned people taking care of each other. We learned how to manage and how not to do things.
Starting point is 00:33:24 I didn't just abandon it because my boss was bad. My point is, is when I say stuff like that to young people, they immediately interpret that as the worst advice ever because I'm wasting time. Or take a gap year. I can't, I'm wasting time. Like wasting time from what? Like what race are you?
Starting point is 00:33:41 Who are you comparing yourself to? What standard? Like, you know, I won't achieve the thing by what? Like, what imaginary scale are we working on here? You know? But there is this very clear imaginary scale by which younger people, young people are pegging their life against. And the only thing I can offer is my own experience. And I know it's
Starting point is 00:34:07 the worst thing to do because when you're in it, you're in it. Nobody can think that far ahead. And it's fun to think about, right? Because I remember when I was young in my career and things were just starting to move, there was this one guy I used to go to for advice who was very, much more successful than me, really buttoned up, really sort of, you know, operations oriented. And he would constantly give me advice that either he was basically either telling me I was an idiot or made me feel like an idiot by all the things I wasn't doing or wasn't doing right or should be doing or could be doing, but it never felt right to me. And he would say stupid
Starting point is 00:34:46 things to me. Like I won't get out of bed for X amount of thousands of dollars. I'm like, I do stuff for free all the time, you know? And, and if I didn't have my sense of purpose and cause, if I didn't have my North star, my why, my, my vision to guide me, I would have listened to him and it would have been to my detriment because he was very finite minded and it was very sort of like hit this target, hit this target. And thank goodness I ignored all the advice
Starting point is 00:35:16 and flash forward, my career has completely eclipsed his. It just took longer. And that's the point is, the point is, is that the reason people don't follow my, my ideas, the people, the reason people reject my books is because they want my, my advice or they want my perspective to work this year. and and i and you've and i you'll hurt i've used this analogy all the time like i will tell you how to get into shape i will tell you have to exercise 20 minutes a day every day you have to eat healthy and you can have you can only have sugar in days that start with s you know i i like what mark hyman says which is you know treat sugar like a recreational drug you know and if you do these things 100%, you will be in shape and you will be healthy. 100%.
Starting point is 00:36:08 Nobody wants that book. Right? But the problem is you have to do it. And somebody will say, well, when will I be in shape? And the answer is, I don't know. 100% it works. I don't know when. And when I discovered the why, and I first articulated the why, and this is also important, it wasn't just the why, I also discovered Emmett Rogers' work on the law of diffusion of innovations, which I did write about also in Start With Why. That combination of starting with why and following the law of diffusion, I realized that 100% it was going to work.
Starting point is 00:36:45 By starting with why, I was going to attract early adop adopters and early adopters would make the tipping point. I didn't know when, I just knew it would work and I just stuck with it. And I disconnected myself from any arbitrary time-based achievement, which freaks people out, especially if you're on a quarterly or annual financial schedule. But I disconnected. I knew it would work and I just stuck with it. Turns out it worked. Some of it worked quicker than I expected. Some of it worked slower than I expected, but it worked. And young people, myself included, when I was their age, I'm not saying I had some like, I was 100% the same. It had to be a discovery for me. And that discovery didn't come to my early 30s.
Starting point is 00:37:31 So my 20s were me being that person going, you're an idiot. I can't waste time. But there's something magical about being on the path and just sticking, just sticking, just being disciplined and just sticking to. And the funny thing is, as we're talking about this, I don't even, I don't think of myself as a disciplined person. I'm actually very undisciplined. Like I'm, I don't have an exercise regime. Like, like I go in and out. Sometimes it works and sometimes it doesn't. And I'm just not a very disciplined person. And I have so much, I have so much respect for people who are super disciplined when they commit themselves to something. They're, they do it and they're just really good at sticking to the plan.
Starting point is 00:38:07 I'm useless at sticking to the plan, right? But I'm realizing now the only discipline I had was I trusted in these two theories, starting with why and law of diffusion. So apply that to the topic of someone who is,'s say 35 years old yeah 36 years old 37 years old yeah and they are they're lonely yeah i can't tell you how many friends i've got and how many conversations i have to the point that i'm considering writing a book and going on the process of research who are saying to me right now that they are single they are lonely um their biological clock is ticking um and they and the pressure of them trying to find someone is so intense that it's causing them to maybe become less capable of finding someone yeah so i'm trying to figure out
Starting point is 00:38:59 what what those people that are listening need to help them get out of that look there are people who are better equipped to answer these questions than of that look there are people who are better equipped to answer these questions than me we can um but you know i can wax philosophical like so many things you know and i'll use another military analogy right which is these wonderful human beings who volunteer to wear that uniform are willing many of them are willing to risk their lives to save the life of someone they don't even like, but they love, right? Or they trust. And what people neglect or forget is that that deep, intense trust that they have for each
Starting point is 00:39:41 other does not show up when they arrive on the battlefield. They've been building it and the organizations for whom they work know how to build that trust, that the trust exists by the time they get into combat. And this is when I talk about command and control. I talk about asking people and getting feedback and all these things, but the reality is, is command and control. I talk about asking people and getting feedback and all these things, but the reality is, is command and control also is a real thing. So if you're a Marine and you show up in combat, they talk about that as managing chaos. They refer to combat as managing chaos. Sounds a lot like an entrepreneurial venture. That is managing chaos, right? And there are times where you have to be command and control, but the problem is, is you can't be
Starting point is 00:40:24 command and control before you've earned somebody's trust. So when you're back at home, you're building trust, building trust, building trust, building trust, building trust, so that when we are in chaos and I yell an order at you, I don't have time to ask you your feelings. I don't want your feedback. I don't need your ideas. I need you to do as I'm telling you right now. And you have to trust that I'm making the best decision that I can. I'm not going to put your life recklessly at risk. And I even may make a mistake and people will die because of my mistakes and that's still okay. But you can't do command and control all the time. It's episodic and it's earned. And so when COVID struck and we first went into lockdown, I went into command and control. I even made an announcement to my team like, hey, listen, I know we have a culture
Starting point is 00:41:09 where there's a lot of feedback. And if there's feelings hurt, we have that mechanism. And I want to hear all that stuff, but I can't hear it for another two weeks. Save it up. If I'm a bit blunt in a meeting, tell me in two weeks. I don't have the bandwidth right now because what we're doing is survival. And it worked fine. That command and control, because I built up the trust, it worked fine. The problem is leaders who believe they can be in command and control all the time, right? So the reason I'm telling you this is you're asking two different questions, one which is more difficult, which is we need to build these skills when we're healthy and in a good state of mind so that when we're in the mud, we ourselves have some equipment and some tools and our friends that we're going to call have some equipment and some tools, right?
Starting point is 00:41:56 You're asking with no equipment and no tools and I'm sitting in mud, how do I get out? That is an entirely different conversation that I'm probably the least equipped to answer. There are professionals who are much better equipped to answer that. And what I'm saying is, so that we don't find ourselves in that situation, right now, with big smiles on our face, how's your day? Great. I'm great. Things are great. When are you taking that listening class? When are you going to practice mindfulness and meditation? And have you tried meditation? Yeah. Yeah. My girlfriend's like a yoga meditation. Okay. So you're forced to do it. Yes, exactly. Got it. I have to get away from it. Right. Okay. So you're forced to do it. Yes, exactly. Got it. I've taken away from it. Right. Okay. So if anyone has ever practiced meditation, you sit still and you focus on one thing. When they say clear your mind, that's not true. You don't clear your mind. That's impossible.
Starting point is 00:42:57 But you do focus on one thing. It could be your breath. It could be your mantra. It could be a dot on the wall. It could be a sound it doesn't matter the point is you focus on one thing and when you get distracted or you have another thought like oh did i leave the oven on what you do is you label that a thought and you push it out of your mind and you say i'll deal with that later and you go back to the self of being present and calm and clear-headed by practicing meditation. But that is not the sole purpose of meditation, just so you can be present. In fact, I believe that you are not present until someone else says you are, right? So the reason you practice meditation is so that when
Starting point is 00:43:46 you're sitting with a friend and they're telling you about their good day or their bad day, you are focused on one thing and one thing only, what they're telling you, as opposed to waiting for your turn to speak. And you may have thoughts and you say, that's a thought. I'm going to label that and deal with that later. And you remain so focused. And there's a bang in the background, but your eyes don't leave your friend because you're so present. At the end of the conversation, they will say to you, thank you for listening. They will say, thank you for being present. They'll say, thank you. I feel heard. Congratulations, you were present. Congratulations, all that meditation was worth it now. The practice of meditation, though it has benefits to yourself,
Starting point is 00:44:25 the reason to practice meditation is as a service to others. The ADHD point that you raised, and you've talked a lot about exactly that, which is being able to sit and listen and hear. How did you, because it almost sounded like you'd self-diagnosed that as being a playing a part in your your historic relationship challenges how do you how do you know because i you know what i mean because if you if you make that sort of self-diagnosis and then you build a plan around that and it's the wrong self-diagnosis you know you end up in an in another unfortunate place if that makes sense.
Starting point is 00:45:06 So if I'd self-diagnosed myself based on that experience with my parents, I could have been aiming at the wrong target. So this question is about self-awareness. How does one develop the self-awareness? Is it feedback? I think there's a difference between introspection and awareness with accountability versus victimization versus victimhood right by the sound of it you didn't say my parents did this to me no right not useful but that's victimization it's the same it's the same thing right i can't have a relationship because my parents fucked me yeah because they didn't give me an effective model and they didn't love me enough and they didn't hug me enough. And so
Starting point is 00:45:48 the reason I can't have relationships is because of my parents. Disempowering. It's disempowering. It's also victimhood, right? Whereas, okay, well, the cards that I was dealt, I got a lot of good cards for some things. And in some places, maybe I got to work a little harder on this one. So the cards that I was dealt from family, I hold no grudge. I'm not angry at them. They didn't have the tools. It's okay. And I don't curse them for it. They didn't have the tools, but I'm going to have to learn the tools. Other people learn it from their parents. I'm
Starting point is 00:46:23 going to have to learn it from other sources. And I could say the same thing about listening skills. You know, some parents are really good at holding space for their kids. And those kids will learn how to hold space with their friends because it was modeled by their parents. And some parents don't have the tools to hold space for their kids.
Starting point is 00:46:41 Or maybe they work in really, really horrible jobs. And so they come home and they're short-tempered and so you know there's a chain of causation there and um and the kids aren't learning those skills they're gonna have to learn it from somewhere else that's why i say we have to teach it at work we have to teach these skills at work because we or in universities because we cannot take for granted that people are learning these skills at home or with their friends what if i just smell though like and i totally fucking miss the target and i just stink like i just like i have really bad body odor but i've thought you know what it what it is is i'm i'm just too picky so i'm trying to figure out how we become more self-aware as to what the
Starting point is 00:47:20 real issue is now you it sounded like you'd spoken to some of your exes or something i have great relationships with many of my exes and there's one ex i have in particular where we broke up we got back together we broke up properly and uh she hated me for a while uh i probably blamed her for the breakup i'm sure we blamed each other. Then at some point we sort of like calmed down and we went out for dinner and we sat at the bar. I even remember the restaurant. We sat at the bar and we literally dissected the relationship and we didn't do it with accusation. What we did was we didn't say, we didn't sit down and say, you did this, you did this, you did this, which is how we were for the previous, you know, whatever, six months in our minds. We sat down and said, oh my God, I'm so sorry. I did this, I did this, and I did this. And sometimes the other person affirmed, yeah, you did that, you know, but we showed up with accountability rather than accusation. And at
Starting point is 00:48:19 the end of dinner, we hug each other with immense gratitude because it is so rare that you get to sit down with an ex and not only take accountability for the things that you screwed up, but learn about other things you screwed up and learn about how you were received, even if you thought you were doing things right. And in everything else, if you have a failed business venture, you sit down and you have a hot wash. You sit down and you sort of like go back and see what went wrong so you don't make the same mistakes. You do that in almost every respect of our lives professionally, but very rarely do you ever get the opportunity personally because usually the two people don't want to talk to each other anymore, right? But we sat down, and by the way, there was no expectation that a friendship was going to come out of this. We just sort of like, I don't know why we showed up, but we both did. And we will both admit that it was one of the greatest things we could ever have done. Because we got to find
Starting point is 00:49:10 out how we were in the relationship, which usually you never find out where you are. So to go back to your point, I think feedback is the thing. You know, you know, the only common factor in all our failed relationships is us. You know, it's their fault only lasts for a period. At some point, there's some accountability to be had. And if you don't know what it is, there's something to be said for picking up the phone and calling an ex. And I don't mean the one that just ended up like a week ago,
Starting point is 00:49:39 but like give it some time, like calling an old ex and say, I know you're probably surprised to hear from me. And by the way, you know, it's been a long time i know and the reason i'm calling is because i'm really taking myself on and first of all i uh i probably owe you a bunch of apologies for how i showed up in the relationship but i really want to learn how i showed up are you willing to have a conversation and just tell just give me some some point of view that i don't have do you know if i did that with my ex right yeah um i i don't believe there's
Starting point is 00:50:14 anything that they would say that would surprise me however i do think they'd say things that i've never acknowledged does that make sense um at my core i think i'd go yeah now you said it do you know what i mean yeah okay so that's a real so then it gives you a space look you can't screw up that relationship it's screwed up yeah so in that space you can be like yeah i did that and you're not risking anything even the most introspective people in the world don't have total objectivity on themselves and can't see all the angles um you don't have total objectivity on themselves and can't see all the angles. You don't have to agree with things. That's the thing, which is just because somebody says something doesn't mean that it's true. The way when we do 360 degree feedback sessions in our
Starting point is 00:50:58 company, for example, the counsel we offer is you have to listen to what the person is saying. The only thing you're allowed to say in response is thank you, because they're giving you a gift by giving you this feedback that they would rather not give you, because it's easier for them not to give it to you. So just say thank you. Don't argue. Don't give excuses. Don't explain.
Starting point is 00:51:18 Just say thank you. And you don't have to agree with it. You can ignore it. However, we say, if you have an emotional response to it, like anger, it's probably true. Did you have an emotional response? To some of it, sure, of course. And if you disagree, you just, you say, you listen to it, you go, no, that's not true. Right? But if you have an emotional response to something where you start getting agitated or angry or wanting to defend yourself, that nerve that they touched, maybe there's a there there. I wonder if you have an opinion on this. One of the conversations that's adjacent to this-
Starting point is 00:51:55 I probably do. You probably do, which is great. One of the kind of adjacent conversations that I've often had with my friends when we're talking about love and dating, I think when we go for dinner, we often have this as well, is, is it becoming harder because of the design and the nature of the modern world for us to find love and to keep it? Because, you know, once upon a time, my argument might assert that we lived in villages. There was 20 people that, I told a story the other day to my team that I worked in this call center in Manchester, 20 of us in this call center many, many years ago. And first couple of days in didn't, wasn't interested in anybody. I got six months in, fell in love with
Starting point is 00:52:29 the girl next to me. And I almost equate that to like the village. We have a very small context. So it was easier to find love. Is the design of the modern world making it more difficult, do you think, for us to find love? So I think, well, simple answer is it's definitely added a layer of complication because now love is treated like shopping. You know, we shop for partners, like we shop for shit on Amazon. You know, it's like you scroll through, you find one that looks good and you click like good reviews and you get good reviews. Look, it's definitely convenient and it's definitely made life a lot easier. And you never have to deal with rejection because you don't know if they swiped left on you.
Starting point is 00:53:08 You just assume that they never saw your picture, right? Like it doesn't actually say rejected, you know? I think the problem with it is grass is always greener because it's so easy to just go swiping. And, you know, sometimes just go swiping. Uh, and you know, sometimes you treat it like Instagram, you know, I'll, I've done this where I've sat in my bed late at night because instead of looking at social media, I'm looking at a dating app and I'm swiping right. Like I'm clicking like on a post and then it says you're connected. I'm like, ah, damn it. Cause I don't actually want to like go through the effort of like connecting i was just i was just liking the post you know um scott galloway talks about this uh i can't remember what the numbers i can't remember what the numbers are
Starting point is 00:53:53 but the part the point is is there's a massive disparity of men that just don't ever connect um and there's nothing more dangerous in a modern society than a lonely man. Right. And if you look at terrorism and if you look at mass homicide and things like that, it's very often a lonely man, you know, and you add in sex and and and incels. And, you know, the Middle East, for example, you know, it's 25% during the height of terrorism, you know, a bunch of years ago, it was 25% unemployment in the region
Starting point is 00:54:36 in a shame-based society. We have young men living at home and who aren't employed and they've never had sex because there's no sex before marriage. And how are you ever going to meet a girl when you live at home and you don't employed and they've never had sex because there's no sex before marriage. And how are you ever going to meet a girl when you live at home and you don't have a job? And then all of a sudden that stress comes out somewhere. And I think we don't talk about sex and sexuality as a part of, um, our other behaviors. And we, I, I, for some reason,
Starting point is 00:54:59 because we, we've, we think it's bad to connect, you know, sex life with how people show up in the world. But you take somebody who's sexually frustrated, a sexually frustrated man in their mid to late 20s and all of that pressure and insecurity and, you know, now desperation, like it comes out in horrible ways. And the need to exert control comes out in horrible ways. Different conversation. Scott Galloway, I said, you know, has some fantastic numbers on this. So I think, um, you know, the dating apps, uh, aren't necessarily there. That's one thing, you know, it's not like everybody's going to find somebody, but I do think that there's something wrong with shopping for people. Um, and I, the thing that I lament about dating apps, that's really, and maybe this is just me, uh, cause I'm hate first dates. Um, the worst. Um, a dinner party, you meet them at the pub, you
Starting point is 00:56:05 bump into them at a museum, you make small talk, or you eye them from across the room and there's some attraction and then one of you musters up the courage to go up and start flirting and have a conversation. And at some point you say, can I get your number? I'd love to continue this. And they'll say yes or no. And the flirting and the initial trashing has already happened. And so the first date is actually the first date after the initial attraction and flirting. Now with dating apps, the flirting, the initial attraction, the attempt to court someone is all happening simultaneously on the first date there's a lot there's a lot of pressure for a first meeting where you know when you meet somebody in in irl it's like you know it's happened the initial attraction has already happened um there's no expectation that they're not going to look like their picture
Starting point is 00:56:58 they're going to look like exactly what they're going to look like when you met them and it's dinner so they could be three hours allocated. It could be expensive meal. Whatever it is. I think there's nothing, quote unquote, wrong with online dating. I just think we like everything. There's nothing wrong with online shopping. But there's the reason that bricks and mortar stores still exist and that Amazon is opening stores. It's because people like to go shopping. It's a hunter-gatherer thing. Like there's entertainment. It's more than the purchase.
Starting point is 00:57:30 It's more than the transaction. It's the browsing we enjoy. You know, it's in our DNA, you know. with online. But I think that making an effort to do in real life things should be included, should be balanced. Like everything in the world, I'm a great believer in balance. I don't usually rail for or against something. I'm usually about talking about balances and imbalances. Even social media, so much has been said about what I've said about social media and millennials, et cetera. I'm not against it. I'm talking about balance and it's out of balance. You know, you know, even corporate culture, you know, I'm not against many of the modern things. I'm against
Starting point is 00:58:18 the imbalance. You know, capitalism is unbalanced in its current form. So when we usually feel discomfort or anger or frustration, it's usually due to the imbalances. Isn't that where this conversation started? You know, that feelings of loneliness, something's out of balance, you know? And this is why I call it fitness rather than health, because fitness is the attempt to maintain equilibrium, to find balance. Sometimes it tips one way and sometimes it tips the other way. And you're constantly working to maintain balance. That's what all of this stuff is. Business is the same. You're an entrepreneur. It's feast or famine. It's never the right amount. And you're constantly working on balance. And I
Starting point is 00:58:58 think that's the strongest argument for playing the long game, which is it's always teetering. That means you have to constantly be alert and constantly be working because if it tips too far good, it's going to tip the other way. Don't rest on your laurels. Make sure you have got money in the bank. Like stock markets just don't go straight up. It's not how it works, right? At the same time, when it goes the other way, it's like, don't worry, this too shall pass. This also won't last. Start working on some skills that you maybe
Starting point is 00:59:30 haven't worked on. Start reaching out to people. Start apologizing. You know, if you've been so self-involved with yourself and now you're in a lonely place, sometimes being lonely, like is calling up a friend and saying, I've been an asshole and I am sorry. And I'm looking, I'm in a really dark place right now. And I'm just looking back thinking, oh my God, I've been so self-involved that there's no one around me to be there for. And I am so, so sorry. You know, and again, it goes right back to everything we were talking about, which is
Starting point is 01:00:00 it's accountable for my, it's accountable for me versus victim of me, that I'm not a victim of the world around me. What impact has that had on your self-esteem? The realization, the awareness that you are feeling lonely, has it had any impact on your self-esteem at all? Does it? Especially confronting some of those tough truths from the past. It a good question you know again i'll go back to what i said before i'll go back to what i said before which is um you can have we can have multiple
Starting point is 01:00:36 feelings at the same time even if those feelings are opposite so i can be insecure and confident at the same time, right? But so much of it is situational, right? I'm not insecure every moment of every day. Of course not. Nobody is. But I'm not confident every moment of every day. Of course not. Nobody is. And if you're stuck in one of those things, then there's a problem. If you really are overly confident every moment of every day with no actual self-doubt in your mind, there's something wrong there. There's something, there's a divergence going on there, right? We know this. We know that narcissists are actually filled with self-loathing, you know, for all their bluster and power,
Starting point is 01:01:13 they hate themselves, right? We know this. And again, I think it's all situational. I think it's all, and so, and I've talked about this, which is, I don't believe in, you and I have talked about this, which is, I don't believe in strengths and weaknesses or right or wrong. I believe everything is contextual. So, you know, people do these evaluations. What are my strengths? What are my weaknesses those characteristics or attributes are advantages and in what contexts those attributes are disadvantages. And work very hard to put yourself in context where you're going to be working to your strengths. So if you have a natural capacity for maths, right? You're just really good. People say out numbers and you just add them up in your head immediately and you don't have to pull out your fingers, right? You're just good at it, right? Put yourself in a situation where that's an advantage. If you are math's like incapable, don't become an accountant, no matter how many people tell you it's a good thing to become an accountant, right? It's just not going to go well for you. So you can go down the list of our
Starting point is 01:02:20 personal attributes. And I have attributes where, for example, I think out loud. Is that a strength or a weakness? Context dependent. Context dependent, right? Put me on a stage, ask me a question, let me wax philosophical, give me a podcast on a microphone, give me one question and four hours later, you know, I'm still talking, you know, advantage, right? Sit me down on a team when I'm having a team meeting and somebody says something and I'm thinking out loud, I'm now dominating the meeting. Maybe I need to learn how to scale that back a little bit. What are those layers that you've, you've peeled off recently?
Starting point is 01:03:03 I can think of layers that I've peeled off in the last you know couple of months with with people close to me that i was always scared to peel off before but i've had to in order like what um so with my girlfriend i you know i reflect and i get i don't think i ever told her truly that i'd ever had like a bad day or that i was like feeling bad about anything i think i'd always just had this wall up i thought because part of me stupidly thought that if I tell her when I'm having a bad day or I'm feeling anxious or whatever, then she'll start talking about it
Starting point is 01:03:31 and it'll make me more anxious and then I'll have to calm her down. So I just give it to myself. And then in the last, you know, in the last three to six months, when I felt anxious, I've told, I slowly ran the experiment of what happens if I just tell her
Starting point is 01:03:43 about a little bit of it. That experiment went well. So I told her about a little bit more and to the point now where I've told, I slowly ran the experiment of what happens if I just tell her about a little bit of it. That experiment went well. So I told her about a little bit more and to the point now where I've told her completely how I'm feeling even on my best and worst days. And I would never have done that before because it made me feel weak. It made me feel like I was like, not the tough masculine boyfriend that she would be attracted to obviously and i have to say this surprisingly it's caused deeper connection of course and deeper understanding which is exactly what i needed i needed understanding i needed and i also created a space where we could say listen when i'm feeling like this this is how i'd love you to to respond which often is just like just just listen just
Starting point is 01:04:21 sit in the mud with me yeah exactly don't don't don't necessarily say anything don't try you know your point about fixing it my girlfriend she's so through all of her love and and i'm the same with her and i'm just the same with everybody i will always try and fix yeah it meant men are worse than women it comes when it comes to fixing uh my i've been on the receiving end of that i dated somebody who if i asked her how are you great was the only answer she ever gave me that's all I've ever said to people. And it actually made it very difficult for me to get close to her because I knew that she was having bad days. I could tell when she was frustrated.
Starting point is 01:04:54 And so when somebody puts on that brave face and always wants to be great for their partner, it's the most selfish thing you can do because you're denying them that awesome joy of being able to be there for you. Remember, as social animals, we want to take care of the people we love. And how dare you, how dare you deny them the unbelievable honor of getting to sit in the mud with you? It is a joy that human beings get to experience. And one of the things, by the way, the biology proves it, that one of the things that releases oxytocin,
Starting point is 01:05:32 which is that feeling of love and connection and trust, is shared struggle. Shared struggle releases oxytocin, which is why when families go through tragedy, they get closer, which is why when societies go through hurricanes, there's intense, which is why when societies go through hurricanes, there's intense, you know, politics get put aside and we support each other, right? And it's the same in a relationship, which is if you allow someone to sit and struggle with you, it actually deepens the relationship biologically. So, but what we're talking about is risk. What we're talking about is being vulnerable, making, you know, and it requires more courage, as you've learned, that actually requires more strength to say I'm anxious today than it does
Starting point is 01:06:11 to lie and say everything's great. That's the irony. Superficially, it's stronger, but in reality, it's cowardice. And by the way, that doesn't make it easy. The words are easy. And I've definitely been there and you've been there. But I think that if we like someone, and I always say leadership is about going first. That's why we call you leader, right? It doesn't mean you have the answers. It doesn't mean you're right. It just means you stepped first into the unknown, that we took the risk to go first. And so in a relationship, one of you can take the lead. One of you can go first to set the example of what it looks like and feels like to say, I'm having a bad day today and I don't need you to fix it. I know what I'm going through. I want you to, I want to tell you all of this stuff because I want you to be there with me and I want to be
Starting point is 01:07:06 there with you because I don't want to feel this way alone and that key second step which I learned literally in the car this weekend with my partner was you then need to work with them to educate them on and vice versa on how you would like to be held. Correct. In that moment, which is actually a really difficult thing because, for example, I'll give you an example with me and my partner. When I'm going through those moments, I go really quiet. Yep.
Starting point is 01:07:32 I shut down. I'm glued to my phone. And so if she says something to me, my brain almost viewed it as like, why is she bothering me in my hard moment? So I might say something like, babe, I'm just dealing with something. And then it always seemed to me like she'd ask me more questions of course hey babe look at this come look at this look at this she's trying i'm thinking i just
Starting point is 01:07:54 told her that yeah i'm dealing with something she's making it worse she's trying to give me more stuff to deal with yeah so i had this conversation with her i go and i said to her let's just create a safe space here this is how i feel i feel like when i'm going through something and i'm dealing with something and i shut down and look at my phone the amount of irrelevant questions you asked me then increased considerably and then she gave me her perspective on that situation then we kind of um formed a deal about in those moments the first thing i'm doing wrong is i'm going babe i'm dealing with something right i'm saying with a certain tone right and a lack of love and empathy that's immediately making her feel abandoned and rejected of course so i'm gonna be i'm dealing with
Starting point is 01:08:28 something so she said to me if you say it in this way if you say babe i love you but can i just have five minutes because something's something's up i just need to work through this her reaction would have been totally different of course and it and having that second stage of like let's find a solution together and understand each other was so difficult but going back to my question well it goes back to what we said before which is business partnerships personal relationships friendships are acts of co-creation yeah and so i have definitely been guilty of checklisting people professionally and personally oh they have this they have this they don't have this uh i guess i could do without that one, you know? And, and the problem with a checklist is people can feel it, you know? And I keep complaining this. I said, I have a bad picker.
Starting point is 01:09:12 It's because I would show up with my checklist early in my, in my, in my twenties. And, you know, if they were strong, which is the kind of person I want to date, they would be like, this idiot has his checklist. I can't meet everything on his checklist. He's not for me. Right? And so what I ended up was attracting is people who would mold and bend to fit my checklist. And then I'm like, but then I don't even know who you are. Bad picker. My fault. Right? Take full accountability. But the point is, like I go to pain saying I might have preferences. I have a couple of deal breakers. You know, I think everybody should know their deal breakers. But the amazing thing is, is like, I go to pain saying I might have preferences. I have a couple of deal breakers, you know, I think everybody should know their deal breakers.
Starting point is 01:09:47 But the amazing thing is, is we actually, I actually have fewer deal breakers than I thought I did. What are your deal breakers? Not talking about them. You set that up. No, no, that's my, that's for me. Fair enough. That's for me.
Starting point is 01:09:57 This is not a dating app. I can tell you my deal breakers. Great. I'd love to hear them. So, uh, uh, I mean, look, there's some obvious ones, right? Some of my deal breakers, you know, I want somebody who's taking themselves on. They're in constant growth and constant improvement, right? Somebody who thinks they've got it all figured out, this is not going to work out, you know? Obviously, you know, integrity, somebody who lives a life of
Starting point is 01:10:26 service is really matters to me. When somebody, all they're driven by is money, cash, fame, fortune, success. Anybody who posts a picture of themselves on a private jet on a dating app is an immediate no. It's like, right? Of course, those are some basics because those are my values. I'm service oriented. And I need to date somebody who's passionate about something. It doesn't matter if it's been commercially successful or not. That's not what I care about.
Starting point is 01:10:57 But you have to have a love for something, a passion, something that like excites you and gets you out of bed, even if you don't get to do it all the time. I don't care if you're a painter. I don't care if you're trying to change the world it can be big it can be small just have a love for something should i give you my three please please so i i was through my early 20s i love that you wrote them down and you know them because there's only three of them they used to be 300 so it'd be like this color hair this color height this color this this i want it to be this shape and this size and then i was like how do i consolidate this down so i came down
Starting point is 01:11:28 to three things that's important first one is quite surprising to some people but sexual attraction of course because i've had physical attraction without the sexual attraction um but i've never had it almost the other way around good distinction so i've had physical attraction where i've dated someone who's absolutely beautiful and then there wasn't sexual chemistry there so i prioritize sexual attraction which i think is important the next one is intellectually stimulating intellectually which is what you've described where they have a passion i might not even believe it's true or like it or care but the the fact that it stimulates me and they can we can have a conversation they can teach me yes exactly yeah me and my girlfriend she believes in all these things i don't believe in but she'll sit there and tell me that you know
Starting point is 01:12:04 something with crystals in this glass of water i don't believe it she has doesn't have an expectation that i'll believe it but i'm peering into a new world of breathwork and spirituality and right i do believe in breathwork anyway um and the third one is that we make each other better people really i'm going to be honest it was a bit more selfish it was actually that she makes me a better person but i'm willing to give that back, obviously, and I want to give that back. And what I mean by that is in my mission, in the work that I love to do, they support me. So those three things, I think if I can find someone
Starting point is 01:12:32 that has all three. So I think you've summed up my three as well. I went way more specific, which is why I rejected the question. But if I take it up a few thousand feet, sexual attraction, 100%. And I think it's a great thousand feet, sexual attraction, 100%. And I think it's a great distinction between physical attraction and sexual attraction.
Starting point is 01:12:48 So I agree with those three. Those are my three too. The way I used to describe, I still describe relationships. I think great relationships are based on what I call three plus one, which is you have to have, and it's the same list.
Starting point is 01:13:02 That's the funny thing. You have to have intellectual compatibility, which is you the funny thing. You have to have intellectual compatibility, which is you teach and learn. You have to have emotional compatibility where you're showing up to grow together, right? You can find vulnerability and hold space for each other. You have to have sexual compatibility,
Starting point is 01:13:15 which I consider part of creativity. So creative and sexual, which is not physical attraction. It's sexual attraction and like I said, creativity. And you can have a good relationship with one and a half or two of those but you can't have a great relationship without three yes because they they're not all on high at the same time they sort of they go up and down and they they wax and wane and so you need the others to hold each other hold the others up when one is down that's a good point right yeah that's why you need all three because like i said you can
Starting point is 01:13:42 have a ton of fun with one or two of them yeah but great requires all three and the plus one is circumstances ah like timing location like i've met people who are threes and they're married and they're kids and they're happily married and we look each other and go at a different time it might have worked but definitely not now and we just smile and we go on or i've met somebody who lives on the other side of the world and i'm not moving they're not moving and you shrug and you go uh if circumstances were different and you know it's like and you just it's not a it's not a sad thing it's just it's a smile you know it's like i've met i you know and and by the way i've dated one and a halves and twos and they're amazing people. But those three things.
Starting point is 01:14:29 It's so true. The reason I know that. It's so funny that my three plus one is your three. Yeah. It's exactly the same list. Well, I've dated. The only reason I have those three is because I've dated someone who had two. Right.
Starting point is 01:14:41 And I've had two. You've had all the permutations of two. But there's always been one missing. Yeah. And so I remember thinking, in the woman that I thought I was going to marry that was missing this one thing, if she just had that one thing, then I genuinely believed I would have been happy.
Starting point is 01:14:54 And I'm thinking about this particular person from many years ago. She's married. She's got a kid now and everything. I think I'm, I am, I lost out there, but I'm very, very more happy myself. But she just missed one of those things. And then I can think of my previous relationship,
Starting point is 01:15:04 like, oh, if they just had that one thing so now i found someone who i genuinely yeah whether she's listening or not has all three and i go that's me let's go to the till the thing the thing that i'm appreciating there's two things i'm appreciating one she has all three but you have to have all three for her. I hope so. Right? Because she has to find you sexually attractive. She has to find you intellectually stimulating. And she has to find that you're emotionally available for her, which means when you're having a bad day, you have to say, I'm having a bad day, not be great all the time.
Starting point is 01:15:39 Otherwise, you're only a two to her. If you're actively being strong all the time, then you're only a two to her and you'll only ever be a two to her so there you go so it's all fine and good for you and i to have our our three plus one but we have to have the three for them too and that's the work that fluctuation point is so important yeah because sometimes we just we have two in our relationship yeah two of the three yeah but the other two are very important to hold us yep through that and they and they and it's unpredictable as to when they go up and down and sometimes you're not sexually compatible and you're just snuggling and that's all you want to do and you don't want to do anything more than that but that's okay because the vulnerability
Starting point is 01:16:12 is so deep and intellectual is so high that it's okay like it the relationship is really very very good you're both very happy should we make this dating app or should we let someone else steal the idea because there's going to be someone out there you know the three plus one i think we should i think we should make it okay um and we should call it three plus one i love that so i guess i do know my list and that's that's the three and if i look back at my my failed relationships and again personal accountability included you know i think that in some cases i definitely did not present myself in one of those things. Or like I said, the act of co-creation is really... This to me is the biggest insight that I've learned about myself and my own dating life, which is... And I love what you said, which is,
Starting point is 01:16:59 I'm not into her crystals and all of that stuff. And she knows that you're not pretending that you are, right? And you're okay with the fact that, you know, she wants crystals to guide her life. And she's okay with the fact that you don't. And I think that's really important, which is the number of people I meet who say, well, I'm into crystals and he's into crystals. This is going to work. And I'm thinking, hmm, maybe, but, or worse, they go, he's not into crystals. I could never date him. And it's not a question whether they're into it or not. It's a question whether they are open to learning from you and they're not rolling their eyes when you start speaking or vice versa. I know there's i've forgotten his name there's a famous relationship therapist who can tell in the first five minutes if a couple
Starting point is 01:17:50 that's come to see him are going to survive or not and the test is when one of them starts talking and the other one rolls their eyes it's over professor drum cotman is that yeah i did a you did a thing with him i did a thing on him so i'm like so good right yes contempt yeah it's contempt and it's and and what it is it's not just contempt it's it's intolerance right like you idiot or how can you be so stupid unaddressed resentment or or oh god you know and i think when somebody starts talking about their crystals and you start rolling your eyes it's over if somebody talks about their crystals and you can say, it's not my thing, but tell me, I genuinely want to learn and I'm open to some of it. I want to learn things I know nothing about.
Starting point is 01:18:35 My last girlfriend is so good at the things she's passionate about. She's so good at it. She'll send me pictures when she's working on something of something she's working on and i just like i'm so blown away about how good she is at the things she does i get joy out of seeing her be so good at her thing you know it's i'd love it um uh do you miss her we're still very close friends have you experienced heartbreak yeah yeah yeah i have you mean like yeah yeah romantic heartbreak yeah sure i think i mean like i think i've had all the things i was i think i posted something the other day about just how it's the most incredible incredible feeling not as in it's awful yeah but it's an incredible because it's so deep and so prevailing that i actually think it teaches you a lot about the nature of what it is to be a
Starting point is 01:19:37 human i think this is a perfect we've got a beautiful circle here, which is to experience heartbreak, though awful. Again, it goes back to balance, right? In all sadness, there is less than joy. In all happiness, there's a cost, right? Always. There's a cost for everything good in our lives, and there's less than an opportunity in everything bad or negative, right? So all of the things that I've done that have brought me tremendous happiness, tremendous joy, I know some of those costs and it's only bad if the cost wasn't worth it. But in most cases the cost was worth it and I did it with eyes wide open. And when there has been pain or loneliness, I'm learning about myself. I'm learning about myself. I'm learning about my
Starting point is 01:20:25 friends. I'm learning about how I want and need somebody to show up for me, which means that in those good times, I can equip them and I can be better equipped myself. I can say, hey, listen, if this ever happens, I know how you can hold space for me. You just have to say these three things. I need you to do this. And you'll be amazed how responsive I can be in that situation. To youration. And to have a successful act of co-creation, you both have to be really equipped to listen and to volunteer information to help the other person. In other words, when we talk about what we need, we're giving somebody tools. And when we learn to listen, we're gaining tools. And the goal is to help them fill up their toolbox and to work very hard to fill up your own. So filling up your own is about listening, and filling up theirs is about being an effective communicator.
Starting point is 01:21:29 And now when you both have tools, you can go build something together. Because if only one of you has tools, the thing you're going to build is going to be weak. And a business partnership, a creative partnership, a personal partnership, they're acts of co-creation. And that insight has come from failed relationships. And thank goodness, some very strong, smart, wonderful women who've told me, do you know what your problem is? And I listened.
Starting point is 01:21:59 And I asked you 20 minutes ago what wall you'd pulled down. I said, you know, the layers of the onion you've peeled back. I shared mine. I said, with my girlfriend, I've started 20 minutes ago what wall you'd pulled down. I said, you know, the layers of the onion you've peeled back. I shared mine. Yeah. I said, with my girlfriend, I've started to tell her what I'm really feeling. Yeah. I've never done that before. What are those walls that you've recently pulled down so that people can come inside? I've become much better at understanding how some of my symptoms of ADHD show up in relationships,
Starting point is 01:22:21 which I just was unaware of. And so instead of taking total accountability, which I do, I take accountability for showing up. I'm now able to explain them so somebody can look for them and point them out when they're happening, so I can take accountability. Because some of it's about awareness, right? And so I literally can say very early in a relationship, you may experience this with me, dot, dot, dot. If it happens, I know that I do it. Please just point it out and I will know I have the tools. I'm just sometimes unaware that it's happening, right? And so I'm asking for co-creation. I'm saying, look, I'm in this. I take all the accountability for my own behavior. Sometimes I just need you to tell me when I'm doing it. And so I'm asking for help,
Starting point is 01:23:05 right? And like I said, leadership is about very often just going first. And if either person in the relationship goes first, it gives a safe space for the other person to say, well, let me tell you about me. And I think being open to feedback allows you to give feedback too. But for me, the huge insight that I wish I'd known before, which is even though I may have said it, I didn't know how to do it. The act of co-creation, you know, I, whenever I hear relationship, like really successful relationships, you always hear both the partners say it's a lot of work. And like, I never really understood that. Like if it's such a, like, I look at my great friendships. I mean, I wouldn't say there's a lot of work, you know, they flow. And, but I guess the difference with a friendship is like, I don't have to see them every moment of every day. And I think the work going, oh, it's a lot of work. I thought, well, they're not sleeping at night and he can't watch the football every time he wants to watch it. I didn't think it was active work. I thought it was the stuff that you didn't get to do.
Starting point is 01:24:11 That's funny. Yeah. It's not sacrifice, it's service. And again, it's really funny, my experience with the military versus private sector. So if I do anything pro bono in private sector, and this is since the dawn of time, right? If I do anything as a favor to a company, almost always they will continue to take and take and take and take until I put my hands up and go, okay, we're done. This is enough, right? The military, it's the total opposite. I'll do something as a favor to somebody and I will never hear from them ever again. And the reason they don't call me is for fear that they will look like they're taking advantage. And I have to sit down with these people, these wonderful human beings. And I found a way,
Starting point is 01:24:59 I said, do you realize I found a way to get them to call me? Which is I'm like, do you realize when you don't call me, you deny me the opportunity to serve my country? And that gets them every time. But the reason I bring it up is it's the same in a relationship, which is when you don't call me and ask me for help, when you don't call me and say, I need to cry, when you don't call me and say I'm in the mud, you deny me the opportunity, the joy, the honor of sitting in the mud with you. Not joy, honor. You deny me the honor because it's not always fun. You deny me the honor of sitting in the mud with you. And I remember telling one of my close friends, I said, we were riding bikes somewhere. And I just out of the blue, I don't know why it hit me. I turned to him and I said, you know, you're one of those friends that
Starting point is 01:25:40 if I was really in the shit, I would call you. And his reaction is he didn't say thank you. He said, I'd be mad if you didn't. And I've done that to friends. I've done that to friends. A friend of mine who is struggling, I said, when we got off the phone, I said, hey, listen, I know you're in a bad place. So don't be an asshole and deny me the joy or deny me the opportunity to sit in the space with you moving forwards okay like if you if you need to call me in the middle of the night you call me don't deny me the opportunity to be there with you if you've previously handled the moment when they did call you by being trying to be a fixer or anything
Starting point is 01:26:17 they're just not going to do it regardless of what you say so do you know what i'm saying correct and the reason why i know this is because i said this to one of my friends recently who had opened up to me um he was in he was in he was back in london and i remember going to say to him oh man please tell me next time this happens you know you always seem to tell me when it's and then i reflected and went you know why you're a fixer i'm a fixer and he doesn't want to fucking call me exactly because because he doesn't like the way that i exactly hold space for him i'm trying to correct everything correct so even if i'd gone you fucking better call me next time yeah he would in his head go but what you can say now is i realize in the past i was ill-equipped i didn't have the tools and how to hold space for you yeah and i realized in the past when you've called me i've tried to
Starting point is 01:26:58 fix everything which is hardly an incentive for you to call me again and i want you to know i've been working really really really hard on that skill set. So give me another chance. If you're ever in the shit, I am better equipped. I won't be perfect. It's a work in progress. But I want you to know that I want to be there for you. And I think you'll be surprised I'm a lot better than I was. And if I'm not, you can tell me. Okay. Because I would want somebody to tell me if they're in the shit and i start going to fixing mode they go simon you're trying to fix me i go sorry sorry and i can back off immediately because i know what's happening because you can correct this is the great thing about human
Starting point is 01:27:33 beings is where like it's kind of like the difference between public speaking and writing a book right public speaking is really forgiving i can have screwed up grammar i can misspeak and people are tracking. I can bounce from subject to subject and people are fine. If I do that in a book, it's unreadable, right? And so it's the same. Having a conversation with someone, like it's a very forgiving process. Like when you're trying to fix something and then you're doing, and that's not what they
Starting point is 01:27:58 need and they go, stop trying to fix it. You're like, sorry, sorry. You can actually get the energy in the right place back really quickly. Something you can't do over text. Yeah. Just had to put that public service announcement in there. You know, they're very easily correctable. That's the nice thing.
Starting point is 01:28:19 Like you can start, I mean, we both had the experience where you're having a really bad, it's going sideways fast and it is going towards bad. And one of you or both of you is really making it worse and pouring you know uh fuel on that fire and then all it takes is one of you to back off and say listen i'm this let's can we just take it back and you and you'll end the phone call hugging and you know hugging each other it's all the time it does we sit here in a couple years time simon and we we have a conversation and some of the challenges you're facing in your personal life some of the ones you've talked about personal and professional transition moment in your professional life um they are they're in a better place things
Starting point is 01:28:57 are idyllic dare i say because i think that's a bit of an impossibility in the human condition but things are idyllic what What does your life look like? You know, for me, scale matters. And I am looking... One of the things that... I measure success by momentum, not by achievement. I think I've shared this with you before, how I've always viewed my career as an iceberg, which is when I first started, when I had a vision of the world, you know, I imagine a world in which the vast majority of people wake up every single
Starting point is 01:29:34 morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do. That is a vision that no one else can see. It exists in my imagination. It's like an iceberg under the ocean. I know it's there. I can see it, but no one else can see it exists in my imagination. It's like an iceberg under the ocean. I know it's there. I can see it, but no one else can see it because there's nothing sticking above the ocean. And so I talk about my vision and people be like, you're an idiot. You're an idealist. You're crazy. That's impossible. And I do some work, whatever it is, and a little bit of iceberg pops up. I've done something that is a tangible demonstration of what I'm talking about. You know, gave a talk, you know, gave some examples, found a company. And somebody goes, oh, oh, I see. Yes, I can see what you're talking about now.
Starting point is 01:30:13 And they start working with me. And now those are the early adopters. And I keep doing work, and I keep doing work, and more and more of the iceberg starts to stick up above the ocean. And no matter how much, no matter what point of my career I've been in, no matter how much success I've had, however you want to define it, when somebody says to me, oh my God, it's amazing what you've achieved. My answer is always the same, tip of the iceberg. Because though there may be more icebergs sticking above the ocean now than there used to be, all I can see is what remains to be done beneath the ocean. And that is vast. And so I'm never really satisfied with what I've achieved. I'm trying to find ways to get more of the iceberg out of the ocean, right? And so the question is, is what I've been doing up until now will have some effect to get
Starting point is 01:30:57 more iceberg up, but not as much as I need. So if you ask me sort of like, what does my life look like in the future? I always think in terms of momentum. And the thing that drives me is all of the founders of the women's suffrage movement in the United States all died of natural causes before the first women ever voted. In other words, I have to put in place as many systems and elements as I can so that when my time comes, I will die confident that others will continue the work that I've been working on my whole life without me, just as I have continued the work of those who came before me. Why does that work matter to you? I believe we all have a responsibility to leave this world in better shape than we found it the accomplishment of that work how would it make you feel how does
Starting point is 01:31:49 it make you feel on an ongoing basis i am proud of the momentum that i'm contributing to and momentum is more important to me than any specific thing that i may or may not have accomplished you know because i think why not just go get a yacht and go to a beach and just like live it up i mean i would probably enjoy it for a few weeks and then i'd get bored you know i like i it's a probably some sort of neurodivergence i like i like difficult and uncomfortable and overwhelmingly huge problems are my favorite kind. I, you know, and you know, undoing everything Jack Welch did and getting capitalism rebalanced.
Starting point is 01:32:30 I mean, I can't do that alone for sure. I'm not the only person who has that vision. I'm doing my part and it is so vast with so many moving parts that it's so complicated that the easier thing would be to give up and just go live on a yacht. It gives you a sense of meaning. Don't get me wrong. There are that that abandoning it and just like
Starting point is 01:32:47 it's very appealing you know but it gives you a sense of meaning right it gives you a sense of like life becomes worthwhile when there's something scary i want to know i i want to know that i lived a life worth living and for and i and by the way for different people it that is defined differently you know for some living a life worth living means looking at a child that you've raised and saying, that kid will be okay without me. In other words, they will continue the work that I've done without me. It's the same. It's the same.
Starting point is 01:33:14 It's all the same mentality. And I don't care where somebody finds that meaning. I want them to have it. The reason I ask this is because I'm always trying to separate like the virtue from reality. And when I speak to young kids, they all want to change the world. And I'm always compelled by like, why? And even with this podcast, if someone asks me,
Starting point is 01:33:35 Steve, why did you do the podcast? Of course, I can say, you know, I want to help people with this information and whatever else. And I'm always trying to make sure that I'm fully in tune with the exact why. The most innate human reason why I'm doing this. Like make sure that I'm fully in tune with the exact why the most it like innate human reason why I'm doing this, like why am I doing this? Am I doing it because lots of people watch and that's great for my ego and my self-esteem or whatever, because those people are clapping. I'm doing it because I see these messages and people come up to me and say, it's really
Starting point is 01:33:57 helped them. To be honest, it's probably all of these things. If I'm being like truly honest with myself, it's probably all of these things. Well, they're, they're, they're, they're metrics. They're indicators, yeah like you and I you you and I have one of our metrics that's a it's a hard one to track is there is tremendous um I don't know what word to use I think there is gratitude when somebody comes up to us on the street and says, thank you so much. I read your book, listened to your podcast, whatever it is, and it changed my life. Right. And this is a total
Starting point is 01:34:31 stranger who just by chance that we happen to walk past them in that moment. So we can safely assume that there are other people that we haven't walked past, but through, and, and not only did they see us, they mustered the courage to come up and talk to us, you know, and that is a metric. Why does it feel so good? It's not about feeling good. It's not about feeling good. For me, it's proof that the work that I'm doing is going places I never imagined it would go. And does that feel good? That feels like, yeah.
Starting point is 01:35:06 I mean, it feels like the work that I should continue working. That's what it makes me feel. It doesn't make me feel like, it's not like I like, it doesn't like do anything to my ego or anything. It just reminds me, you got to keep doing this. Like you don't have a choice.
Starting point is 01:35:21 You know, I don't know if I've shared the story with you before, but I went to Afghanistan with the Air Force during the war in Afghanistan. I went for 24 hours and nothing went according to plan. And we ended up thinking we were going to get stuck there. And I never told my parents that I was going to Afghanistan. We landed at 10 o'clock at night in Bagram Air Base and the door had opened on the side of the plane. We hadn't 10 o'clock at night in Bagram Air Base, and the door had opened on the side of the plane. We hadn't got off the plane yet. And about 10 minutes after we landed, the base came in a rocket attack, and three rockets hit 100 yards off our nose.
Starting point is 01:35:55 You could hear the booms, obviously. The air raid sirens are going over the speakers. It's telling everybody to go to their shelters, and we're just on a plane filled with gas. And weirdly, I was calm because everybody else was calm. And we never bothered putting on our vests or our helmets because what's that going to do? And everybody, we just sort of hung out and I was weirdly relaxed. And for anybody who's ever been in a war zone, they'll know this. You have all the feelings you're supposed to have. You don't necessarily have them at the right times.
Starting point is 01:36:23 My panic came later. We finally were given the all clear. We went to our quarters. The next day I had the most amazing, after about three hours of sleep, that's all we got, had the most amazing experience. I got to experience an airdrop mission where we flew a C-17 at 2000 feet. I watched the back of the door open and whoosh, flew out the back, fuel, ammunition, and water supply to forward operating base, you know, about an hour and a half, two hours from Bagram, and then we flew back. Most amazing experience, right? Now, the goal was to leave the country. I was just there to experience an airdrop, meet some people.
Starting point is 01:36:53 I had no particular responsibility other than to witness. And now the goal was to leave the country. Great. There's nothing regularly scheduled. And so we found another plane that was going back to Bagram. We asked the pilot, can we join your flight? He said, yes. We waited for many hours because there's a lot of waiting. And we finally got on the plane. We're literally five minutes from leaving. We're all strapped into the back of this KC-46 again. And it's an outbound
Starting point is 01:37:20 aeromedical. So we're taking out wounded servic, wounded servicemen and women. And, um, and five minutes before we leave, the pilot comes up to us and says, I need to bump you off this flight because I need some extra room for stretchers. And we went, sounds good. If there's ever a good reason to get bumped off a flight, this is it. So we took our stuff off and we thought, okay, let's go find another flight. And that's when we learned that there are no other flights leaving until Tuesday and it's only Saturday. And, um, and now all of a sudden every, every fiber of my body sank. All of a sudden I realized I'm stuck in this country and there's no guarantee I'm going to get on a flight on Tuesday. I don't have any way to contact
Starting point is 01:38:01 my parents. I'm just going to be completely out of touch after the date that they think I'm coming home. And even if I did call them, what am I going to say? I'm not going to be home. I'm in Afghanistan, like in the middle of a war, you know? I remember I had a tremendous self-awareness of how I felt and who I was becoming. And there was a public affairs officer who said, I can get you to Kyrgyzstan, but you don't have the right visa. And I literally put my finger in his face. I don't do that. I've never held my finger in someone's face in my life. And I put my finger in his face and said, you get me on that plane. Like I don't talk to people that way. And I could see myself becoming this person that I am not and didn't want to be. We went back to our quarters. We're
Starting point is 01:38:47 all exhausted. And so I laid down on the bed and closed my eyes just because I was tired, but there's no way I was sleeping. My mind was racing. One of the officers said, well, I'm going to see if I can find us another flight. And so he left. And the other officer said, well, I'm going to go to the gym then. And he left. And he thought I was sleeping. So as he left, he turned the lights out. And I was left by myself in the dark, my mind going crazy. And now I'm panicked. That feeling that I should have had when the rockets hit, I'm now having it right now.
Starting point is 01:39:17 I'm convinced I'm going to die. I'm convinced there's going to be another rocket attack. I'm convinced it's going to land on me. I'm convinced my parents are going to find out I was here when the military knocks on the door and tells them. And no logic can dissuade me. I know the one of the reasons I feel this way is because I have no sense of purpose, right? I didn't come here for any reason. I just came here to witness. And so I look, I'm in the purpose business. I'm like, all right, Simon, you need purpose. You need purpose. Come up with a sense of purpose. All right. You're here to learn and come back and tell their story. Okay, there you go. And it made me feel good for like five minutes. And then I finally realized I couldn't come up with anything and I gave up.
Starting point is 01:40:07 And I lie in that bed, resigned to the fact that I was stuck there without a sense of purpose. And I decided that if I was going to get stuck here, I might as well make myself useful. That I would volunteer, that I would speak to the troops that they wanted me to. I would carry boxes. I would sweep floors. I didn't care how menial the work. I just wanted to serve those who were serving others.
Starting point is 01:40:30 And in that moment, I found unbelievable calm, even excitement to be there to serve those who serve others. As if it were a movie, the timing was extraordinary. Having just come to this remarkable insight, the door flies open. It's Major Throckmorton. He says, there's a flight that's been redirected. It's going to Ramstein. We can get on the plane if we leave now. They're not going to wait for us. We have to go. We have to go now. We have to go now. Where's Matt? I'm like, he's at the gym. We run to the gym. We get Matt off the treadmill. There's no time for him to shower. He puts his uniform back on. We grab all of our stuff and we run to the flight line to get on this plane.
Starting point is 01:41:08 We get to the flight line. We can see the C-17 we're supposed to get on. It's right over there. We can see it. But the security stops us and won't let us onto the flight line. There's a fallen soldier ceremony happening somewhere on the base. And out of respect, everything stops. And so we sat on the curb and waited. And while we were sitting there, I told the guys what I had gone through lying in
Starting point is 01:41:30 that bed. Mind you, I have no idea how long I was in that bed for. I could have been in there for 10 minutes. I could have been there for an hour. I don't want anybody to tell me either. I had, I lost all concept of time. I sat there and told them what I had gone through. And I'd come to this remarkable insight that true purpose in life is to serve those who serve others. And I wept and I wept while I was sitting on that curb. We boarded the plane. We would be the only three passengers aboard this aircraft. What I didn't know at the time is the reason this flight had been redirected is that we would be carrying the soldier for whom they just had the fallen soldier ceremony. We stood there and waited and the army brought on the flag-draped casket. The soldiers put the casket right in the middle of the aircraft. They stood there and waited and the army brought on the flag-draped casket. The soldiers put the casket right in the middle of the aircraft.
Starting point is 01:42:27 They stood there and did a very slow eight-count salute. They turned, marched off the plane, and we could watch them hugging and crying as they walked out of sight. Our Air Force crew got to work and they strapped the casket down in the middle of the aircraft and we got going. I've never had such an honor in my life, having just gone through this experience that I had on the ground, learning that true purpose is the opportunity to serve those who serve others, that I get to bring home somebody who knows a lot more about purpose than I ever will. We land at Ramstein and we have one night at Ramstein before we come home.
Starting point is 01:43:11 The final flight home is another C-17 back to Andrews Air Force Base. And this is an aeromedical evacuation. So it's what they call an AE mission. So wounded, the wounded. Some ambulatory, some not. And we get into the flight. This flight was a little more relaxed and lots of nurses tending to the wounded. And in the back of the aircraft
Starting point is 01:43:39 was a single gurney, a single Marine who was in what they call CCAT, which is an artificial coma. very, very badly wounded. And he had four doctors attending to him personally. And I sort of avoided going to the back of the plane because it was uncomfortable. And I finally said, no, I got to go. So I walked to the back of the plane to talk to the docs and they walked me through his wounds.
Starting point is 01:44:04 His buddy stepped on an IED and was killed and they walked me through his wounds. Um, his buddy stepped on an IED and was killed and he took the shrapnel. He had shrapnel in the chest, shrapnel, uh, in the eye. Um, and he was in very bad shape and the docs were telling me that the, the, the amount of new, uh, techniques that they were learning how to, how to treat trauma just because of the war in Iraq and Afghanistan was slowly making its way into civilian hospitals. So even when they're wounded, they're still serving us. And the lead doc was a reservist who works in an ER in Austin. And had I not gone through what I had just gone through 24 hours before, I would never have asked him this question. But I did. I asked him, hey, doc,
Starting point is 01:44:52 you're a good guy. You work in an ER. You save lives for a living. That's your job. Do you have a different kind of feeling on these missions than you do back home? And he looked at me and he said, 90 to 95% of the people who come through an ER are either drunks or idiots. He says, there's not a single drunk or idiot on this aircraft. He said, the feeling that I get when I get to work these missions during my reserve hours is more powerful than any feeling I ever get when I'm working back home. Again, the greatest sense of purpose and meaning we can have in our lives is to serve those who serve others. Part of the deal that they made with me when I went, the general said, I want you to go and I want you to come back and tell us your insights,
Starting point is 01:45:35 what you saw that we did well, what you saw we could just tell us your insights. So about two weeks after I got home, I went back to Scott Air Force Base and was standing in a room full of all the brass, all the generals, the colonels, all the command from the mobility forces. And they just wanted me to report on what I saw. And I went through everything. And I wasn't sure if I was going to tell them about bringing home this flag draped casket. The emotions were very raw still. And I'm not sure I wanted to do it or could do it. And I remember I was reporting on everything else that I saw and the people I met and the things that I thought were amazing. And I took a pause and I decided to tell the story. And now again, the emotions are right on the surface. And I tell the whole story in even
Starting point is 01:46:14 more detail that I'm telling you now. And I got to the point where I choked up and I couldn't continue. I couldn't tell the story anymore. Now, if this was the private sector and I was standing on a stage telling this exact story, somebody in private sector would say to me, take your time. They'd say, it's okay. That's what they would say to me, right? It's happened. Take your time, right? That's not what happened. I stood there completely choked up. I couldn't speak. And there was one voice from the back of the room, the general. And he said, go on. Meaning, go on and we're with you. Right? And that's the difference between private sector and these wonderful people. In private sector, they say to you, take your time as if you're alone. Take all the time
Starting point is 01:47:06 you need by yourself. And here are these people who understand what service truly means. They say, go forwards, go on, move forwards. You have no choice and we will be with you. And that's what I learned from them. When my friends are struggling, I don't say, take your time. When my friends are struggling, I say, go on. When my friends are struggling, I say go on. When my friends are crying, I say go on. The underlying message is, and I am here sitting in the mud with you. It is the greatest honor of my life. And because of that experience, that's where the book Leaders Eat Last came from. That experience was the impetus for that book. So when we talk about what the future looks like,
Starting point is 01:47:45 I just want to live a life of service. I want to continue to serve those who serve others. And to meet people who live a life of service, I will do anything for them. I think there's an unwritten rule that when you meet someone who's devoted their life to serving those who serve others, that it is our responsibility to serve them. There's an unwritten rule. The reason I do so much pro bono stuff is because when i meet people who are the on the side of good on the side of service i obey that unwritten agreement that i will be there for you and i will serve you and expect nothing in return and if you want to bring it full circle back to relationships when one person shows up in the relationship to serve you
Starting point is 01:48:21 you have the moral responsibility to serve them. Because to serve someone who serves others, they are serving you, which means we have to serve them. I live my life by that code. The key second line in true purpose is serving those that serve others. The line that you've added and that you learned from your experience going to Afghanistan was that we'll be there with you along the way. How important is that for you in your mission that you have someone there with you? And do you feel like you have someone there with you on the mission you're on? You talked about the iceberg, pulling it out of the ocean. At the start of this conversation, you reflected on feeling lonely, not understood. I feel lonely for personal, it's my personal life, right?
Starting point is 01:49:18 Do you feel like you have people that are there with you? Absolutely. And when somebody comes up to me on the street and says, thank you, you changed my life. I always say the same thing to them. Thank you for being a part of the movement. I always thank them for being a part of the movement. When they say, your life changed me. My word back to them is continue your work, right? Thank you for being a part of the movement is what I always say. Because when you say, I do not feel alone. I feel that I'm a part of an army with thousands to the left and thousands to the right, dare I say millions to the left and millions to the right.
Starting point is 01:49:52 Some who I know and most I will never know, but we were all marching towards the same direction to build this world that we all believe in, in our capacity, whether we're doing it for our little company, whether we're doing it for our family, whether we're doing it for our friends, or whether we're doing it at massive scale because, whether we're doing it for our family, whether we're doing it for our friends, or whether we're doing it at massive scale, because we have that opportunity, because we have a bully pulpit, or we lead a large organization. That's the professional side. Yes. Personally, do I feel I have people to my left and right to work with? Yes, 100%. Absolutely. My team is incredible. My closest confidant is my sister. You know, my sister and I are business partners and the best of
Starting point is 01:50:25 friends this question started with me asking you about looking forward a couple of years and everything's idyllic you've given me the professional answer yeah the personal side of that coin is kind of what i'm trying to yeah i mean i think the answer is i i want somebody i i love companionship and i want to be able to more than talk about and share my magical, surreal life with someone because I have a wonderful life and I do want to share it with somebody. I think sharing is more fun than just telling people about something. I want to come back and be like, do you remember that thing that we did? As opposed to, can I tell and I want to, and I want to share somebody else's life. I want to hear about their bad day. I want to hear about their good day. I want to be their cheerleader, cheerleader. You know, I, I, I want the opportunity. I've been a shitty servant in my relationships in the past. I've been a really shitty servant and I've built the skill set. I'm a slow learner.
Starting point is 01:51:26 Give me a break. Better to learn it now than learn it never. But I want the opportunity to take all these skills that I've been talking about really effectively and really good at doing professionally. And I want the opportunity to do it just for one person. I mean, you spent your life being a fantastic servant to me from before we even met to many more people like me. And you know this, you said millions to your left, millions to your right. It's millions.
Starting point is 01:52:00 You've been a fantastic service to millions. And sometimes even in my own life, I reflect and think the service that I did did whether it was building the service to my employees or the service to the outside world it came at a cost and that was often the service to one individual who was right there who i sometimes took for granted over and over again to the point that i lost them and then had to live with the regret um but i mean it just seems so obvious to me that because you have the awareness of all of that, you're perfectly placed to serve. I'm having a thought, an insight right now, which I hadn't had before, which is we've talked about, you know, everything that we gain in this life comes at a cost. And the only question is, was the cost worth it?
Starting point is 01:52:51 And so now if you say, I put all of this focused on this movement and it came at such personal cost, right? Like I took my eye off the ball. I wasn't investing the time to be a better boyfriend, to learn how to have relationship, to learn how to manage, you know, some of the symptoms of the ADHD, just to forget about the ADHD, just to learn not to be an idiot, you know, uh, was it worth it? And the sad thing is it was like, if you're asking me in the state that I'm sitting in now, would I sit in the state right now again and do it all exactly the same way. I'm not sure I'd do it exactly the same way, but I believe the movement that we're building and what you and I are both a part of, it was worth it. Now, it wouldn't have been worth it if I didn't learn this lesson now and be given the opportunity now.
Starting point is 01:53:44 You know, would I have preferred it five years ago ten years ago yes but uh but I believe the cost was worth it because I think the work that we're doing has nobility to it and it matters and that that weirdly makes it sort
Starting point is 01:54:02 of huh that's really nice yeah Yeah. The cost was worth it. Simon, thank you. Do I have to pay for this? I think everybody's probably thinking the same, to be fair. No, i really mean that i mean that no i i really mean that i really mean that because it's it's so unbelievably powerful um to have a conversation like this it's it's the these are the most important conversations we have it's not like information sharing and this trick about this business and how to have this team member the human level stuff
Starting point is 01:54:42 which is the foundation of all the things we do, our success, our businesses, whatever, that we struggle with the most, but people like me and you just don't talk about because that's not what we're recruited to talk about. And people don't ask us those questions. And sometimes if they do, we got good at avoiding them. And I think that the tragedy is,
Starting point is 01:54:58 is that people are modeling, they're making choices based on what we're saying and we're leaving out a huge part of the human story and you know for us not to talk about this stuff does the people who are on their own journey and using our information as part of their education a disservice um so yeah i think this is a great lesson all around and this is it you know people often ask me why on the driver's seat i spend so long talking about health mental health mental fitness mental fitness mental fitness um struggles and all of those things because i think that's the subject matter that is underserved so that's pretty much the whole space that i play in i spend very little time talking about how to scale a company and all i focus what i on what i
Starting point is 01:55:49 believe is the underserved foundations of being a great successful quote-unquote individual yeah which is all the stuff we've talked about today yeah hey thanks so much i i uh i really love when we do this so do i and the thing is the thing, I think what people don't realize is, you know, you and I know each other, respect each other and like each other, but we don't go out for dinner. We've never actually gone out for a meal, you know? And I think what's so interesting is I think if we did, this is what we would talk about. And so, you know, it's better to do it with others than than than just by ourselves at dinner we skipped the first date we went we just get first date went straight into the relationship
Starting point is 01:56:29 it's true we both hate the first date so that's okay hey thank you so much i really do appreciate it thank you simon Thank you.

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