On Purpose with Jay Shetty - Brian Chesky ON: The Crisis of Disconnection and Loneliness & How to Tap Into Your Creative Potential

Episode Date: September 11, 2023

How far are you willing to go to pursue your passion and achieve success? Do you sometimes find yourself sitting in silence and getting in your own thoughts? When we're driven by our passion, we becom...e creative, motivated, and enduring every hardship that comes our way.  Today, Airbnb Co-founder and Chief Executive Officer Brian Chesky sits down with Jay for an honest and eye-opening conversation about the other side of success.  Brian talks about how crucial it is to choose your group wisely for the people you surround yourself with can make a big difference, sharing success with others keeps you from feeling all alone in your victories, and the need for balance between focusing on your goals and creating a community where you can thrive.  Mental health is another important point of discussion as well as the outdated perceptions we have of ourselves that potentially blocks personal growth.  In this interview, you'll learn: How to be wise in choosing your people How to keep valuable friendships How to deal with success How to overcome loneliness How to be of service to others How creativity can solve problems Join us in this engaging conversation as we navigate the twists and turns, seeking wisdom and connection for personal growth. With Love and Gratitude, Jay Shetty What We Discuss: 00:00 Intro 02:16 Choose the people you want to surround yourself with 05:33 Going in a journey that will help you learn something new about yourself 08:47 Never allow arguments to win over your friendships 13:28 Share your success or else it might feel so isolating 18:24 To truly understand someone is to try to walk in their shoes 20:35 That feeling where you don’t fit in anywhere 28:29 Loneliness has led to a lot of mental health issues 34:59 Worry less about what people think, focus on what you can share with others 39:42 There are two words that define being alone - loneliness and solitude 41:40 Creativity is about bringing different experiences together 49:00 Try more things, have more experiences, and avoid seeking status 50:41 What would your younger self tell you now? 55:37 We are who we think other people think we are 57:48 The tendency to make an outdated perception of ourselves 01:00:32 How do you want to be remembered? 01:03:15 Singular focus is good for success but it has limitations   01:09:03 What keeps you up at night? 01:14:19 How do you process your thoughts and ideas? 01:17:38 Finding a shared value and having clarity about what you want to do 01:20:13 Losing yourself while pursuing your passion 01:24:00 How do you want to define family? 01:27:47 The wisdom of older people and the curiosity of a child 01:32:16 Even though things are interconnected, it doesn’t mean they’re all the same 01:36:12 Brian on Final Five Episode Resources: Brian Chesky | Instagram Airbnb Want to be a Jay Shetty Certified Life Coach? Get the Digital Guide and Workbook from Jay Shetty https://jayshettypurpose.com/fb-getting-started-as-a-life-coach-podcast/See omnystudio.com/listener for privacy information.

Transcript
Discussion (0)
Starting point is 00:00:00 Listen to Come Back Stories. I'm Darren Waller. You might know me as a titan for the New York Giants, or some of you might know me from my story of struggling with and beating addiction to become a pro-walt titan. With me, I have my friend and co-host Donnie Starkens, who is a yoga instructor and a personal development coach. Catch us every week on Come Back Stories, on the I Heart Radio app, Apple podcasts, or wherever you get your podcasts. Hey, I'm Womor Madraman, executive producer of the new podcast, Day My Avalita First. Each week, the incredible Viko Ortiz and fabulous Avalita Lillana Montenegra will play
Starting point is 00:00:40 matchmaker for a group of hopeful romantics, right, Viko? You know it! Listen to Day My my Owelita, first! Thursdays on the I-Hard Radio app, Apple Podcast, or whatever you get your podcasts. And remember, don't do anything I wouldn't do. Just do it better. Visitos! He said something to me, he said,
Starting point is 00:01:00 Brian, do you know what the number one killer in America is? I don't know, is it like heart disease? Is it cancer? And he goes, no what the number one killer in America is? I don't know, is it like heart disease? Is it cancer? And he goes, no, the number one killer in America is loneliness. Airbnb, CEO, his name is Brian Cheskey. He's a badass in this business. You're worth $30 billion.
Starting point is 00:01:13 The problem with success is the tens of amplify things. No one ever told me how lonely it would get. It's almost like I had to go on this entire journey to realize I had everything I needed before I even started the journey. If I die, will I die Brian Cheskey or the Arabian Beguys die? This is without a doubt the most unique episode of On Purpose I think we've ever had. Before we jump into this episode, I'd like to invite you to join this community to hear
Starting point is 00:01:36 more interviews that will help you become happier, healthier and more healed. All I want you to do is click on the subscribe button. I love your support. It's incredible to see all your comments and we're just getting started. I can't wait to go on this journey with you. Thank you so much for subscribing. It means the world to me. The best selling author in the post. The number one health and wellness podcast.
Starting point is 00:01:57 The purpose of Jay Shetty. Hey everyone, welcome back to on purpose. The number one health and wellness podcast in the world. Thanks to each and every one of you that come back every week to become happier, healthier, and more healed. And you know, that's my goal here to create a community where we can all come together, feel connected by ideas and visions and thoughts that help us in our daily lives. And today's guest is someone who's achieved incredible success, but also someone who I believe is carrying ideas and insights
Starting point is 00:02:30 that can be really useful to us on our journey to whatever success may mean to you. I'm talking about the one and only Brian Chesky, who's the co-founder and chief executive officer of Airbnb. In 2007, Brian and Joe Gabier became Airbnb's first hosts. Since then, Brian has overseen Airbnb's growth to become a community of over 4 million hosts who have welcomed more than 1 billion guests across 200-plus countries and regions. Brian is a signatory to the Giving Pledge and is committed to donating the net proceeds of his CEO
Starting point is 00:03:03 equity compensation to community, philanthropic and charitable causes. Something that I'm so passionate about and so excited to dive into. Brian, welcome to On Purpose. Well, thank you for having me. Really excited to be here. This is awesome. I'm truly honored. I think there's very few, as I was just saying to you offline and I want to repeat what I said. I think it's hard to build something that matters. It's hard to scale something that matters.
Starting point is 00:03:29 And it's hard to build and scale something that matters and keep making it matter. And you seem to be doing all those things. We try every day. Congratulations. It's been a joy watching it from afar, and I'm excited to build this relationship with you. I'm excited to talk about this. Well, let's dive into it. I want to start off with my first question,
Starting point is 00:03:46 which is, what makes you happy today, and how does it differ from what made you happy 16 years ago? I think that I'll start with what I thought would make me happy, and I'll tell you what does make me happy and how they're different. When I started this company like 15 years ago, I started my co-founders, I was totally broke, I had no status, I had no power, no money, nothing.
Starting point is 00:04:11 And I felt like what would make me happy was climbing a mountain and becoming incredibly successful. And the challenge is that, well, what do you do when you get the top of the mountain? You've achieved it. And what I've realized is, at this point, like I'm 41 years old, and a lot of people ask me, like, why don't you just retire?
Starting point is 00:04:35 Or why don't you do it all over again? And for me, I would tell them because the fun is just starting. But the fun of just starting isn't to like, get the next billion people. I kind of think of myself maybe more than a business person. You know, you're kind of who you are growing up and I was a designer growing up.
Starting point is 00:04:57 And I kind of think of Airbnb as like, one of the world's biggest canvas. And almost never has a designer been given so much responsibility, so much opportunity. And what I love is, you know, like a musician wants to play music, a painter wants to paint, a builder wants to build a climber wants to climb. And as an entrepreneur, I want to create and connect things and try to like defy the notion of what a business person could be or what a designer could be.
Starting point is 00:05:30 Because I never met someone like me growing up. And I'm not saying anyone's going to try to be like me. But if I can remind people that there's leadership comes in many different faces, many different flavors, and that a creative person can run a company, and it can run a really big company, a Fortune 500 company, then that's the very beginning. And I feel like what makes me happy now is working with people I love. Like the one of the great things about success
Starting point is 00:06:00 is you can choose the people you surround so with. And I get to like work every single day with people I love on ideas that I'm obsessed over. And I'm just so obsessed. Like I think my motivations changed. I think when I started, my motivation was about myself becoming something. And once you achieve that,
Starting point is 00:06:22 your motivation often turns outward. It's starting to be about giving to other people, to letting them experience a small part of what I was able to experience. And it becomes just about the work. See, when you're not successful, you get validation when people praise you, but eventually, like you do it for yourself,
Starting point is 00:06:43 that you're not doing it for status or success, because at some point you've gotten all of it, like how much more is going to make you happy. And so just doing things I love with people I care about, that's what makes me happy. That's beautiful. I can see that it's true for you too. I can see that it's real for you, as you're saying it, which is such a special place to be. And it was interesting when you were talking about this idea of climbing a mountain.
Starting point is 00:07:08 I've often thought that there's one journey in life that we take that's upwards up a mountain. And then there's another journey we all have to take that's inwards to the valley. And that's a journey that not everyone gets to take or everyone thinks about taking because we're so busy trying to get up That we don't often get to go in right and it sounds like you've been excavating that internal part for some time You can learn a lot about yourself through this journey and You're right the biggest journey. I've probably
Starting point is 00:07:43 embarked on as the one inside of myself. The brightest days of my life and the darkest days of my life have been in the last 15 years. The highs are incredibly high. The lows can be incredibly low. The amount of stress can be unrelenting. The rewards are like hard to even grapple with. When you go on a journey like this, you learn a lot about yourself.
Starting point is 00:08:05 And you start to also learn like what's important to you. Starting a company, you know, one of my first investors said, Brian, starting a company is like jumping off a cliff and assembling the airplane in the way down. Maybe another way of saying it is like playing a video game. And it's like a thousand levels. In each level gets harder. In each level, you learn something about yourself. You do something that's uncomfortable. In each step of the game you learn something.
Starting point is 00:08:31 And the problem with success is that tends to amplify things. I mean that can be good, but all consult can amplify holes you have in yourself. People that are a little bit paranoid, get very paranoid. People that are a little deceitful become completely fraudulent liars. People that are a little narcissistic become like ego maniacs and stuff. And so the stuff can tend to amplify tendencies inside of yourself. And so if you're afraid of conflict, that's going to actually manifest in like not actually dealing with things. If you're not decisive, there's gonna be an element of bureaucracy.
Starting point is 00:09:05 If you're like, get overwhelmed and you get paralyzed, there's gonna be an action in the company. And so you learn so much about yourself. And I, through this process, I probably learn more about myself than I even have about business. And it's been an incredible journey.
Starting point is 00:09:21 And yeah, it's like incredible lessons. And the company is like a mirror about you, right? Like when you see a company, it's like a walk in your house. And by walking your house, I can step a little bit in your mind. Because the house, you bought the house, you furnished the house, you made 1,000 decisions. And it would take a while for me in conversation
Starting point is 00:09:41 to understand you, but I walk in this house and I can understand the 1,000 decisions you made. A company is like that, but it's like a hundred thousand decisions or a million decisions. And so by seeing the company, you can like see into the person's mind everything they do, and not even everything they do, but everyone they surround the self with and the culture they create and what they, and that's the thing that's like so crazy. I mean, Treet, you said something there that really stood out to me. You said that the happiest thing, and the best thing about being successful
Starting point is 00:10:09 is that you get to choose the people you worked with. You obviously built this with friends. Yeah. And that's how it started. It started in a place of being around people you love with. What was the biggest point of challenge in building something with people you love as you grow it. And what is it that you experienced?
Starting point is 00:10:28 And what was the biggest lesson that you took away that actually kept it going? Because I can imagine as you're describing highs and lows, all of this change for 16 years, but here you are still building it together. Think about how many stories you've heard of founders. It's like a band. They come together. And's like a band. They come together and then eventually the band breaks up and people don't stay together. They resent each other.
Starting point is 00:10:51 Maybe things end very ugly. It's like a band except like it becomes so much bigger than the band because it's not just the three of you. Imagine a band that starts three people and ends is 3,000 people. And that amount of pressure, the amount of spotlight, the money, that changes in people's status and positioning, it can do a lot to break people up. But also, unlike a band where maybe,
Starting point is 00:11:15 I'm not to say you just have to agree on where you perform and what you're saying, with a company you have to agree on, who we're gonna hire, what we're gonna call, what markets we're gonna go into, what's the prioritization, who we're gonna raise money for. I can go down the list of like the thousands of things you have to agree to. And with Joe and Nate and I, I often say it's really good to start a company with friends,
Starting point is 00:11:33 not everyone has friends to start a company with, but you want that reservoir of good will. And we made a decision. The decision was that no one decision is going to supersede our friendship and our relationship. That we're never going to have, well, debate will argue, but we'll never allow a situation where winning an argument is the most important thing. Because you think about a company as 100,000 decisions, it could also be 100,000 arguments. And if you get stuck on the first debate, or you like somebody won the debate, okay, great, you have 99,999 more things to discuss.
Starting point is 00:12:08 And so the lesson I learned is, I mean, first of all, Jay, I was lucky. And a lot of people when I say I was lucky, they think, oh, you're at the right place, the right time, with the right idea. And I said, well, maybe. But there's something I was much luckier about. And what I was most lucky about,
Starting point is 00:12:23 what made me most fortunate was I met Joe and Nate, that we have this unbelievable chemistry. One time we had to do like some personality test, like one of those chloro wheels, and we took this like personality test to see about our chemistry, and they plotted our like personalities, and they formed a perfect equal lateral triangle. Not always you're going to find people that are perfect compliments to you. I'd say a couple things. Number one, you wanna have a team with people that you are friends with
Starting point is 00:12:51 or could see yourself becoming friends with, that you have a deep love and respect for, that you're gonna probably spend more time with your co-founders than your spouse or your family. If it goes well, if it doesn't go well, then maybe not, but that's the best case scenario, that people that have shared values, because you can debate anything so long as you're trying to climb the same mountain and the same fully system. You have different values eventually, those are going to become irreconcilable conflicts,
Starting point is 00:13:14 but you probably also want complementary skills. The worst case is people with different values and same skills, right? We do the same job, we step each other's tolls and we're trying to go into different direction. And so I think, and then I think the final thing is just this mutual love and respect and never losing sight. One of the things I tried to make sure of is like, even as CEO, I wanted to try to make sure
Starting point is 00:13:36 that Joe and Nate were included in things. And I wanted to always make sure that people referred to us together. We thought of us as a unit. When I like, when public, you write a founder's letter and a lot of people write letter and they just signed the name of the CEO, I made sure that it was from all of us
Starting point is 00:13:55 and was representing all of us. I feel like they are the heart and the soul of the company. And it's like, you know, parents, like, you know, not every child has the fortune to have multiple parents. Not every company has the fortune to have multiple founders, but if they're together, they're not fighting, they have a mutual love and respect from another. That's going to permeate the company, just like it permeates the health of a child. And Joanne and I kind of thought ourselves as parents of the company as a child.
Starting point is 00:14:20 I'd never have had kids, but, you know, there's something about that. And I think who you are in that relationship permeates every single thing. If the founders fight, the employees fight. If they have respect for one another, that is gonna be a role model that other people throughout the organization are gonna copy.
Starting point is 00:14:38 And that's what I've learned from that. I think what you're saying is very, very true. And it's remarkable that you've been able to hold on to that. I mean, I remember just comparing it to something very mini-school, but I think a lot of people will be able to relate to. It's like, I think with your bros at college or at school, you'd always be like, we're not gonna fight over girls.
Starting point is 00:14:53 We're not gonna fight over women. And then there'd always be the guy who trades the friendship for a girl and then the whole thing's lost. And that's a short-term decision. Yeah, it's true. And I understand why people make short-term decisions. They make trade-offs. They want to win.
Starting point is 00:15:06 But as long as you think about the arc of your life, and that life is only like who you're with, and that you don't want to be alone at the end of your life, and you certainly don't want to be alone at the end of the journey. If I'm climate-mountain, I want friends by my side that can like provide supplies at me, and like, you know, like being the only one in power is actually quite lonely. Having been in that little bit of that position, I've now could tell people that you wanna share it, because otherwise it's incredibly isolating and lonely.
Starting point is 00:15:34 Like, if you get all the credit, you could also get all the blame, and it can be very difficult. And so, being able to share that with Joe and Nate, and now to be able to share that with the people that I get to pick to surround myself with. I mean, that is one of the most fulfilling things. And, you know, great relationships get better
Starting point is 00:15:51 with age and they give you energy. They make you better. They hold your negative tendencies and check and they pull out like creative ambitions in you. They see potential in you that maybe you don't see yourself. I did never imagined that I could be CEO of any company. I didn't think I could be CEO of a pizza shop. Let alone be CEO of like a giant Fortune 500 company to over 60 billion hours last year in bookings. Like
Starting point is 00:16:18 that's completely crazy. And I've learned a lot of lessons from this journey. One is I think we all were born with like unknown potential. And I think the other thing is sometimes the best people in your life will be people who see potential in you that you didn't see in yourself. And I often wonder like why did Joe and they even agree to like let me be the CEO. Why did Joe tell me one day in 2007 to pack everything back of old Honda Civic and drive up to San Francisco? Why did he think that was a good idea?
Starting point is 00:16:55 And years later, he's told me. And he told me that we went to college together at RISD and he saw something in me. And it's possible he saw something in me that I didn't even yet see in myself. And this is like the hero's journey. Somebody might believe in you, they might see something in you.
Starting point is 00:17:13 And that's what I got with Joanna, and I think I believed in what I think I saw, they saw potential in me, what I saw, maybe it was potential in this idea, that if people could experience what we experienced that first weekend, when we host three guests, that this would be an idea that would spread around the world.
Starting point is 00:17:35 I think we have an easier time imagining living like this on Mars and living differently on this planet, but what are those two do you think is more likely to happen in your term? It's really hard for us to imagine that sociological changes. We can all imagine technological changes. We can imagine these getting bigger, faster,
Starting point is 00:17:51 but it's hard to imagine us living differently. And I don't think that we were visionaries per se. I think we were expeditionaries. And I think we discovered something. One of my first investors, Paul Graham, he said, what do you know? What unique knowledge do you know that has allowed you afforded you the ability
Starting point is 00:18:11 to start this company that no one else has? What do you know that no one else understands? And I think that we discovered something. We discovered that like, people are fundamentally good. You know, you read the newspaper. I think Chief Justice Earl Warren said, I don't turn to the front page of the newspaper. It know, you read the newspaper. I think Chief Justice Earl Warren said, I don't turn to the front page of the newspaper. It's filled with man's failures. I go to the sports page. It's filled with man's successes.
Starting point is 00:18:32 I think we live in an abundance of data reinforcing that people aren't good. And we have probably as much data as almost anyone because in the last 15 years one and a half billion people Have used Airbnb one and a half billion guest arrivals in nearly every country in the world More countries I think than Coca-Cola Nearly the population of LA every night living together and it's only reinforced what I think we naively believed in the beginning These two simple ideas that people are basically good. They're 99% the same.
Starting point is 00:19:09 I think that Joe and Nate believed in me and my potential to be this company. I think we collectively believed in the potential each other. And I think also that this idea would be one that could spread around the world if only we could figure out how to communicate it to people. How special. I mean, that's... That is something that I definitely got a mini-version experience of I just finished a 40-city world tour.
Starting point is 00:19:35 Really? For my second book, and we probably met about 100,000 people on the way out of events. And much, much smaller than the 1 billion bookings, but I would agree with those two sentiments so strongly that we're 99% the same. And people are overall good. If people believed everyone was basically the same, then how could you hate someone else
Starting point is 00:19:59 because they hate someone else's hate yourself? And I think that we spend a lot of energy and society celebrating the 0.1% that makes us different. I think there's a good part of that. We call that diversity and heritage and culture, but there's a dark side of believing that we're like all very different. And that's that we believe that people are the other. And that therefore it's harder to have empathy with somebody who isn't us. And I think that the best way to understand that somebody is similar to you is to walk in their shoes and to like just, you know, it's an old saying it's hard to hate someone up close. And I think there's
Starting point is 00:20:32 something weird that's happening where the more digitally connected we seem to get, the more the less physically connected we sometimes get. And I wonder if that has a way of like confusing us about people that we might argue about on the internet. No one else, no one's ever changed the most mind to YouTube comment section. But if it's hard to live with somebody or to walk in the shoes and not change your mind, how could you not change your mind about something?
Starting point is 00:20:56 Because that would suggest that like you've experienced all of life up to that point and that your opinions are fully formed and that no new data could ever change your mind about anything. How could that pause? How do you even have your opinions in the first place based on probably experiences? And so how could you not change your experience?
Starting point is 00:21:12 Your opinion by new experiences with new people. And that's kind of the simple way we think about it. Yeah, I'm so glad you raised this idea of, you talked about the incredible friendship that you have with your co-founders, but at the same time, you brought up this idea of, you talked about the incredible friendship that you have with your co-founders, but at the same time, you brought up this idea of loneliness and you said, you never want to be lonely at the end of a journey. You never want to be lonely at the end of building something big.
Starting point is 00:21:33 And I think in the world today, we are seeing loneliness, proliferate, and it's the loneliness of not that we're not around people. It's not loneliness that we're not surrounded by people. It's that we're surrounded by people, but we don't feel understood. We don't feel seen. We don't feel heard that we feel that we have to be someone apart from ourselves, even around the people that we're closest to. And so the idea of loneliness is expanding away. People are feeling disconnected from each other. Yet you're talking about 16 years ago, you and a bunch of friends feeling so close to each other. When have you felt lonely in your life and what have been your next thoughts and steps that you've taken from that point? I think loneliness, which is like the darkness or the absence of connection, It love and connection have in hindsight been some of the driving forces
Starting point is 00:22:28 in my entire life. If I were to think about my journey with loneliness, I think I grew up as a little bit of a lonely isolated kid. I was interested in art and design, but I also played sports. I didn't really feel like I fit in growing up. I kind of felt like an outsider. I went to the Revow on school design. Were a lot of people who felt that way would come together, but even at RISD, I didn't feel like I fit in there. Even as a hockey player? Even as a hockey player at art school. I went to like a military private school. And then I went to a military private school, and then I went to art college, and I kind of had a foot in each and not fully. And I had maybe issues of authority,
Starting point is 00:23:13 I didn't really fit in. It turned out to be a huge benefit to being a tech founder, but of course, who doesn't want to fit in? It growing up, so much of our desires to belong. Because I think to belong is a deeply human trait. You know, we're tribal. We grew up to be in tribes of like 5,800, 150 people, and to not be part of that tribe and not belong in a prior era would be a desetants.
Starting point is 00:23:37 And I think that ultimately today we're probably living in one of the loniest times in human history. If people were as lonely in yesterday as they are today, they'd probably perish because like you just couldn't survive without your tribe. And I think that, you know, for me, I didn't realize that this was a thing that I've been, I was fighting throughout my life. And so when I was 25, 20, 20, 20, 26, I started with my two co-founders. And we became the family. We became a family that hadn't had for 10 years since I-founders, and we became the family. We became a family that hadn't had for 10 years since I really, 10 years since I left the house. And then suddenly
Starting point is 00:24:10 we were a family, the three of us. And we're just hanging out together, we live together, we all wake up around the same time, around 8am, we work till midnight, and then we do it the whole, the next day we go grocery shopping together, we go to the gym together, it was very communal. Then we hired people that were basically our friends, we wouldn't hire anyone we didn't like. And then we didn't have a lot of work life like boundaries, everyone was young, we didn't have families, we go out like drinking together and hang out together and dinner and that became like a family, it became like a community. And that was incredible. And it was this deep rich connection and those were some of the closest friends that I ever had.
Starting point is 00:24:46 But then something happens. We go on a rocket ship. And then I go from being a founder to a CEO. And I was one of three founders. And then I became one CEO, an individual role. And as it became a CEO, I started leading from the front at the top of the mountain. But then, you know,
Starting point is 00:25:06 the higher you get to the peak, the fewer the people that are with you. And no one ever told me how lonely you would get. And I wasn't prepared for that. And I had this guilt about not working because so much of my life was about being successful. Probably, probably if I were to dig deep, because I thought that would make people love me
Starting point is 00:25:26 and that was probably a gelation, but I probably didn't know it back then. And I probably thought that by being successful, I'd feel really different. And I remember I got to this point where I was already feeling pretty isolated and then the pandemic happened. And I'm living by myself in a house
Starting point is 00:25:43 and I'm fine myself on zooms 24-7, you know, like 16, 18 hours a day for an entire year of 2020. I, you know, help with the team. We navigate out of a crisis. People were predicting we'd like, some people were that we would go out of business. We stared into the biz and we like got on a fox hole, we turned the company around. We took a public and the day of our IPO, we reached a hundred billion dollar valuation. And remember, if you told me like a million dollars and more money I ever imagined growing up,
Starting point is 00:26:17 my parents are social workers. I was like an unfathomable amount of money. And I remember after going public is like, oh my god, there's this like amazing exaltation. It was amazing. Like I'd gone to them. I'm out and then I wake up the next day and my life is exactly the same. I'm alone, I wake up, I put on sweatpants, I go on an iMac and I have like 10, 12 hours of Zoom meetings. And I just don't really have much of my like life outside of work. My work was my life. And then I remember having a 40th birthday party
Starting point is 00:26:49 and I had to make a list of people in the bite. And never in my life have I tried to make a list of who my friends are, but when you have to make invitations, you have to make a list. And I made a long list of people. And then I kinda went down the list and I said,
Starting point is 00:27:02 once the last time I talked to these people. And I realized that almost every single person the list, if I were to ping, I'd have to catch them up in my life. I couldn't just dive into something because I had not maintained those relationships. And it was just something that started, you know, and I started noticing I started feeling
Starting point is 00:27:21 more isolated, I would have more negative reminations and stuff. And I didn't know at the time that I was lonely, I knew it was isolated, but I didn't know that that also meant loneliness. And I thought, I have all these people around me. How could I possibly feel this way? And there were a couple of people that like entered my life that like gave me some awareness and consciousness, one at the deep week personal level and one more at the professional level. At the personal level, I ended up actually
Starting point is 00:27:51 becoming friends and a person who became a mentor to mine was the former president, I'd say, it's Barack Obama. And it was kind of a crazy story where I, you know, I, like many people met him in the White House and then he, we keep in touch after the White House, and he became a bit of a mentor to me. We developed a relationship, and initially it was purely professional relationship.
Starting point is 00:28:12 But by 2021, after we're in public, he kind of told me, I kind of told him what I was feeling, and he said, I think you're kind of lonely, and you probably need to renew friendships, and he described that he had like these 10 or 15 friends. Most of them, he was friends with before his presidency. And they kept him grounded and rooted. And your roots come from your past.
Starting point is 00:28:33 And your past is often your relationships. Because I kept asking, like, how did you like lose your mind? He's like, it's hard to lose your mind when you have deep connections and relations to others. And this is around the time I was like, totally realized I hadn't maintained relationships. So one of the most important things I decided to do was renew the relationships that were in that invite list
Starting point is 00:28:52 of those people that I hadn't really kept in touch with. And so I rekindled relationships with my college friends. And I committed that we take like one or two trips a year. Because the problem is if you don't see your friends, you only text them, the only things you can talk about are like the same old stories from 20 years ago. Or you can talk about other things in your life, but you have no shared experience.
Starting point is 00:29:10 In Zoom, in phone calls and text messages are not shared experiences. You can only talk about an experience you had. And so I did that with my college friends. I did it with my high school friends. I started spending more time with my sister and other people in my life. I ended up getting like a dog, a golden retriever,
Starting point is 00:29:27 named Sophie, Supernova. In the crazy thing, Jay, is I can tell you, like the ride of Airbnb and having all the success and money and power and all this stuff, it can be amazing. I'm not saying it's not amazing, but I actually think, I probably, it's almost like I had to go on this entire journey
Starting point is 00:29:44 to realize I had everything I needed before I even started the journey. That the thing that probably gave me the greatest life satisfaction was a thing that I didn't even need money for and I didn't even need to have success to achieve. Relationships, many of them I had before I started. I couldn't be more excited to share something truly special
Starting point is 00:30:04 with all UTvers out there. And even if you don't love T, if you love refreshing, rejuvenating, refueling sodas that are good for you, listen to this. Rade and I poured our hearts into creating Juni sparkling T with adaptogens for you, because we believe in nurturing your body and with every sip, you'll experience calmness of mind, a refreshing vitality and a burst of brightness to your day. Juni is infused with adaptogens that are amazing natural substances that act like super heroes for your body to help you adapt to stress and find balance in your busy life.
Starting point is 00:30:40 Our super five blend of these powerful ingredients include green tea, ashwagandha, acerola cherry, and lion's main mushroom, and these may help boost your metabolism, give you a natural kick of caffeine, combat stress, pack your body with antioxidants and stimulate brain function. Even better, Juni has zero sugar and only five calories per can. We believe in nurturing and energizing your body while enjoying a truly delicious and refreshing drink. So visit drinkjuny.com today to elevate your wellness journey and use code on purpose to receive 15% off your first order. That's drinkjuny.com
Starting point is 00:31:23 and make sure you use the code on purpose. I think you had Robert Waldinger on your show and, you know, he, um, I actually met him last week for the first time. He is as people listening are probably realize he was a Harvard professors, run the longest study and human happiness. It started before he was even alive. It's an 85 year study and the question was, what's the secret of happiness? And of course, they don't think they thought there was a silver bullet answer and of course
Starting point is 00:31:47 it is and it's relationships. And I think that that's what I've learned that like as I've reconnected, I've felt like this light and this love permeate me. And I think it's made me a better leader because one of the things Robert told me is 50% of CEOs are lonely. Now somebody listening to say, oh, poor CEOs, well, I would say, I don't think I want society be led by a bunch of lonely people. Exactly.
Starting point is 00:32:12 I don't want society be led by a bunch of lonely people because lonely people are less trusting of other people. They're more paranoid. They're less resilient. They will typically have less empathy because they will push people away. I don't think they're as connected, they make worse decisions. And so we do not live in a world
Starting point is 00:32:29 where people are lonely, and we especially don't wanna leave in a world where leaders are lonely. And so this has been one of the defining things in my life. So I think the first part of the answer is for me to deal with my own sense of isolation and loneliness. And again, Jay, I thought loneliness was something that like, people's grandparents experience in their life,
Starting point is 00:32:49 I didn't think it was something the young person experiences. And the other person I met is the now and former certain general United States, Dr. Beck Murphy. We hired him during the pandemic, because a lot of people were afraid to like, you know, go into Airbnb's and they were worried about like germs on services. And so we hired him to do this like, you know, basically create cleaning and sanitation protocols. But I remember having a conversation with him and he said something to me,
Starting point is 00:33:18 he said, Brian, do you know what the number one killer in America is? I'm kind of paraphrasing on conversation. And I said, I don't know, is it like heart disease? Is it cancer? And he goes, no, the number one killer in America is, I'm kind of paraphrasing a conversation. And I said, I don't know, is it like heart disease? Is it cancer? And he goes, no, the number one in Korean America is loneliness. And I said, loneliness. What are you talking about? And he said, yeah, being chronically lonely is worse for your health than smoking a
Starting point is 00:33:35 packet of cigarettes a day and can take 15 years off your life. And not only that, but about half of Americans are lonely. Two out of three teenagers by some studies are lonely. And it's not just that they're lonely, I thought this is leading to a lot of mental health issues. You know, one in four teenagers have suicidal ideations. You know, that's not just teenagers. You see like, you know, like there's a crisis with men
Starting point is 00:33:59 and boys, there's a crisis with like one in three seniors are lonely. This is like, so I started realizing this is like a really big crisis. It's, it may be a way to say it's a crisis of disconnection. And I started realizing like, you know, global warming, maybe you could say that's disconnection with the earth, and that loneliness is disconnection from each other, and maybe loneliness at the most fundamental level starts with disconnection from yourself, that you're running away from something and that sometimes trying to be successful and
Starting point is 00:34:30 climbing a mountain is running away from something, you know, because you think that what you are isn't enough and if you become more, you'll become something. And that is the problem because of course, we never fully leave our history and our psychology. And so then I started learning about loneliness at the intellectual level. And started asking, well, Airbnb is a global community. We have hundreds of millions of people.
Starting point is 00:34:52 Some of the best ways to connect with other people or through travel, I was using travel and Airbnb to connect with my friends because most of them didn't live in the same city as me. I started realizing, you know, you get to my age, you're 41, you have a public company, you have a couple of choices, you can just stop and say like, retire, you can do something new, or you can just say, my work is just getting started.
Starting point is 00:35:14 And for me, like, I want to, of course, I want to like keep getting a return for shareholders and make sure like, if people give me money, they feel like it was a good decision, if employees put their trust in me, it was a good career decision. And I want all that to happen, but that can't be enough. That there's got to be something more. The artist, to me, the designer, to me wants to solve a problem. The problem can't just be a stock price. It's got to be something greater.
Starting point is 00:35:39 And I have like the one of the biggest canvases in the world of any designer ever. And why not be designed is not products, some design connections between ever. And what I'm a design is not products, I'm a design connections between people. And so I started learning about loneliness. I started realizing that modern life seems to be making people lonely. And there's all sorts of theories. Maybe it's that like, you know, everything is digitized now. The mall is now Amazon, the theater is now Netflix,
Starting point is 00:35:59 the grocery stores now in Sikar, the offices now zoom. And I'm a proponent of all these things. I use all these services and I love them. But, you know, the problem is it's like ingredients. We evolve, I think, to be in physical proximity with one another, and as we spend more time online, we seem to be spending less time together. And I think we have to be very, very careful with society.
Starting point is 00:36:23 What kind of future we want to design for ourselves? So I guess for me loneliness and its solution, which is reconnection, has been both a personal mission and now a bit of a professional mission and a product or a service can't help with that, but a community can. And if Airbnb can go from a travel service to a travel community, if we can be in the business of trust where you understand one other and we can help you connect with people in your life or meet other people, that to me would be where the next chapter is. And there's something about like solving your own problem and then wanting to like, you know, trying to spread it to others is like, I think one of the most fulfilling things. They always say the best way to start a business is solving your own problem. And I think that's what I've been trying to do. Thank you for coming to my TED tour. That was a masterclass on loneliness. And I mean
Starting point is 00:37:21 that and it's beautiful to see how it can so deeply correlate with what you've already built. And I think that's what, as I'm watching you and as people are listening and watching, I want you to take this away that you're not neglecting or negating any experience you've had. You're actually collecting and bringing them all together and saying, look, actually it's additive. I think a lot of us have this tendency in the material world to build something, go, ah, it wasn't it, throw it away, and then go try and build something else. And actually, what you're saying, actually, I built this thing. It's great, but actually it could be so much better and it's just the beginning.
Starting point is 00:37:56 Exactly. And I also think that, like, I'm not saying it never would have mattered and don't try to be a tech founder and don't try to achieve success. I'm just saying they're ingredients. Yes. And that if you do it alone and you don't have relationships and you do something to fill something in you, it's not gonna fully do that. But if you do it because you love it
Starting point is 00:38:15 and you get to do it with people you love and you can do it out of a sense of gratitude in giving to other people, you know, Steve Jobs, one of my heroes, you used to say, I get to work now with Johnny Ive, he started a firm called Love From. Love from me to you. That was the theory that Steve said. The Steve said, the best way to show your love for the species is to put your
Starting point is 00:38:36 heart and soul into something and give them to them. Steve said, the design is a fundamental soul of a man-made creation that reveals the self-sufferuquent layers. And I think that ultimately, my motivation has gone from more extrinsic to more intrinsic, that at this point in my life, I'm less worried about what people think. I don't really feel like I have to prove anything people. Either I already have or I never will at some point. And I think at some point, it just becomes about the thing.
Starting point is 00:39:05 I just wanna do the thing to the purest best of my ability and to feel like I give to others. And this is the other thing. It's it's amazing to be able to buy things and have things, those experiences are awesome. But the things that probably give me most joy is like sharing things with others or giving things. I totally get, now I never understood
Starting point is 00:39:24 why people like giving away things. I didn't really understand it was not intuitive to make, I went up, I was parents of social, I was kind of middle class, and now I realize, there's, I don't wanna say a selfishness to it, but you get something, you get something from giving. It's not just this moral obligation, you actually get something.
Starting point is 00:39:41 And when you get, is this sense of love and connection by giving something, by giving love, you kind of get it back in return. And I think ultimately, like, I think me as I as a leader, I never saw something like me growing up. I go into design school and like, no, there was this weird thing, Jay, where I get to RISD, the Ruananskold Zine, and there was a obsession about getting design the boardroom. And Joe and I were like so audacious. We thought, why should design be in the board?
Starting point is 00:40:11 And we can run the boardroom. But of course, designers, the people never thought started companies. And there's an old saying, art is a question of the problem in the world and design is the answer. And Joe and I wanted to seek answers to problems in the world. And one answer was, we can't pay rent, so we created this thing called air bed and breakfast, air beds instead
Starting point is 00:40:29 of beds for air bed and breakfast. Ultimately, I think a business person, I am a business person, ostensibly, but I think a business person's goal is to make money in a designer's goal is to solve a problem. Of course, I'm doing both. I probably sit at the intersection, but I don't get at a bet every day to make money. I get at bet every day to like design something amazing. And of course, I can pay money. I can fund it. And that's just a kind of motivation.
Starting point is 00:40:52 And that probably can keep me going for a really, really long time. And I find that a lot of companies, they get really cold as they get big. That you start something for love. You're the customer. You talk to the customers. And at some point, the company grows. and you start with the head and the heart. You're like putting your love into it. You're intuitive.
Starting point is 00:41:10 No startup is data oriented because there is no data. If you have an idea, there is no data. So you go off your intuition. You do something because you believe in it. And then at some point you get so big the company gets financialized. There's a lot more data. And you start making decisions with the heart and now with the head.
Starting point is 00:41:27 And one side of your head. And you look at the Fortune 500. How many CEOs in the Fortune 500 are truly like, have any creative background whatsoever? Dignifies, create us. Almost none. Okay, how many boards? There's 12 members and average of a Fortune 500 board.
Starting point is 00:41:42 That's like probably 6,000 members. So the Fortune 500, how many boards like probably 6,000 members of the Fortune 500. And how many boards have like creative people? Not many. How many executive teams have it? And so I guess the question is like, there's nothing wrong with the scientific method. There's nothing wrong.
Starting point is 00:41:56 It's great. But we need to, we talk about diversity a lot in corporate America. There's a type of diversity we need. A diversity of artists and scientists of head and heart. You need all those things to solve the biggest problems today. And if Airbnb could be viewed as like a design-driven company, like the World's biggest RISD project that just never stopped, you know, a company with like a sense of a spirit,
Starting point is 00:42:19 a sense, you know, our logo is like an inverted heart. It was meant to be this idea, almost of this like beating heart, like this lifeblood that would flow through the community. And I'm not saying we do all that. That might be an ideal that we've never gotten to. But you can. But we can or we'll die trying. Yeah. You've you've sparked a lot of thoughts for me that I'd love to share with you that you've reminded me of so many things. My mind is connecting so many dots with what you're sharing. The first thing that came to mind is, it's really, there's a beautiful statement by Paul Tillet who's a writer who said that, it's fascinating that there are two words in the
Starting point is 00:42:57 English language for being alone, yet we only use one of them. And he said, the two words are loneliness, which is the word we use, and the other is solitude. Oh, yeah. And when you said we're disconnected from the earth, we're disconnected from each other, but really we're disconnected from ourselves. It's because of a lack of solitude. Yes.
Starting point is 00:43:14 When I lived as a monk, being comfortable, being alone was the first lesson of the day. Wow. Because the idea was that... And how do you learn how to do that? Well, there's many techniques. One of the first techniques is if you just sit with yourself for long enough, you start to see so much in yourself
Starting point is 00:43:32 that what connects back to what you said at the beginning, if you're able to explore and take an expedition into the darkest parts of yourself, if you're able to go into the inner sky and extrapolate all of the feelings, the messages, the emotions, the things you like, the things you don't like. Now when you sit opposite another human, you can see the complexity and the simplicity of them as well.
Starting point is 00:43:53 The challenges we've never looked at our own darkness and incompleicative. There's a great, one of the great mythologists of the 20th century, you probably know is Joseph Campbell. He had this great quote, the cave you fear to enter lies the treasure that you seek. And I think that so many of the things we do in life are to run away from things, to avoid opening that closet to see what that monster is, but that's where the treasure is. Exactly. And so being trained to sit with that monster with the discomfort of what that actually looks and feels like. And what you were just saying now about this heart and this head,
Starting point is 00:44:26 or the design and the art and the creative and the entrepreneurial, I think it's so powerful because so you mentioned Steve is a hero of yours, same with me. I feel like I've studied everything he's ever said or written. And one of the things I love, this was an interview that Mark Zuckerberg was doing with Prime Minister Modi from India. And he said this on stage to Modi, I believe this was in Sanfran and Mark said to him, he said, when he was struggling with the direction of Facebook, now meta in 2009, which is five years old, Facebook is, right? He went to his mentor, his mentor happened to be Steve Jobs.
Starting point is 00:45:00 And he said to Steve, he said, what do I do? I'm struggling. I don't know which direction Facebook should go in. Now, if you think about 2009, Steve Jobs is undoubtedly one of the most connected humans on the planet as access to money, tech, everything you could possibly ask for. And Steve says to him, I want you to go and live
Starting point is 00:45:15 in an ashram in India. Wow. For I want you to go live then, I promise you, if you go there, you'll figure out the direction of Facebook. Mark said he actually went to that monastery, that ashram. And he said in went to that monastery, that Ashram. And he said in that Ashram,
Starting point is 00:45:26 that's where he decided that, at that time, Facebook was about connecting people. Oh, wow. And what I find fascinating, the reason why I like to share that story is, I'm always fascinated by what a tech entrepreneur thinks, as much as what I'm fascinated, what a monk thinks, because it's that cross-pollination,
Starting point is 00:45:43 it's that extreme of diverse thought where those two things don't collide, they don't have the same agenda. We're not living in an echo chamber. When you're talking to an artist and an entrepreneur, there's no echo chamber. You've broken it open now. And so for me, MIT did a study on that
Starting point is 00:45:57 where they found that the most innovative employees inside an organization were people who didn't know people who knew the same people. There were people who knew't know people who knew the same people. There were people who knew people who had random connections. So their network chart was completely uncorrelated. Whereas people who had networks who were correlated were less likely to be creative and unfamiliar. You were a few unknown discoveries.
Starting point is 00:46:19 Exactly. I feel like in my own life, Steve has a saying, you can't connect the dots looking forward. You can only connect them looking backwards. I grew up playing ice hockey, I played team sports, I went to a military high school, design college where I first studied fine art, then design. Then I went to MIT for a semester via a cross-enrollment proctor development program.
Starting point is 00:46:40 Then I went to Los Angeles as in a design right of firm. Then I went to Silicon Valley with very little and got thrust into the technology industry. And it turns out that I did not know how any of these experiences would add up together. And they all came to me. And every single one of them have used, every single experience, but I could never
Starting point is 00:47:01 have reversed engineered how to get there. And it is amazing that like Steve used to say, the best engineers were also poets. And it was really saying that like creativity is about connecting dots. It's about having disparate experiences and bringing them together. And if you haven't had a lot of different experiences,
Starting point is 00:47:20 if you aren't very multidisciplinary, you're not gonna be, I mean Einstein was like a violinist, right? I think a lot of the greatest scientists have leaps of the imagination. They're not just using empirical information. And a lot of the baked greatest artist, they have an organized minds, sometimes they have a fascination with numbers and you start to, you start to bring things together and I think that is exactly what we probably need in this world. I mean, we need more creativity. You know, whenever you see two bad options, you don't like it. The right answer is the third option. Third option is one you haven't come up with yet. There requires novel, innovative, imaginative thinking. Where does it even come from?
Starting point is 00:47:57 Where does creativity come from? If creativity, you know, I don't know if Einstein never said this, but there's a quote, attribute to him, that is that logic can take you from A to Z, but imagination can take you anywhere. I love that quote, don't know if you said it, but I believe it, but where does that come from? Where does imagination and creativity come from? I think it comes from a sense of openness.
Starting point is 00:48:19 It comes from curiosity. It comes from maybe not first falling your passion, but falling your curiosity with a deep intensity. Something about Mary Poppins? Something about Mary Poppins. Exactly. Oh man, this is fun. I'm AJ Jacobs and I am an author and a journalist and I tend to get obsessed with stuff. And my current obsession is Puzzles. And that has given birth to my new podcast, The Puzzler. Dressing.
Starting point is 00:48:48 Dressing. Franch dressing. Exactly. Yeah. Oh, that's good. That's good. We are living in the golden age of puzzles. And now you can get your daily puzzle nuggets delivered
Starting point is 00:49:03 straight to your ears for 10 minutes or less. Every day on the puzzler, short and sweet. I thought to myself, I bet I know what this is and now I definitely know what this is. This is so weird. This is fun. Let's try this one. Listen to the puzzler every day on the iHeartRadio app, Apple Podcasts or wherever you
Starting point is 00:49:24 get your podcasts. That's awful, and I should have seen it coming! Listen to comeback stories. I'm Darren Waller. You may know me best as a tie-in for the New York Giants. You may also know me for my story of overcoming addiction and alcoholism. You may have heard a few of my tracks as an artist or a producer. And you may have seen the work that I've done through my foundation. And you may know my friend and co-host Donnie Starkens as well. He's a mindfulness teacher, a yoga instructor, a life coach, a man fully invested in seeing people reach their fullest potential. And we've come to form this platform of comeback stories to really highlight not only our
Starting point is 00:50:12 own adversity, but adversity in the lives of well-known guests with amazing stories. Catch us every week on comeback stories on the iHeartRad Radio app, Apple podcasts, or wherever you get your podcasts. All on my hand there, this is Wormar Valdirama, executive producer of the new podcast, Day in My Abuelita First. Part of iHeart Radio's Michael Tudor podcast network, each week host V Corpis and Abuelita Liliana Montenegra will play matchmaker for a group of hopeful romantics who are putting their trust in Abuelita to find them a date.
Starting point is 00:50:47 Your job right now is to get an Avalita's really good site! Our Avalita definitely knows best. On date my Avalita first, three single contestants will buy for a date with one lucky main dater, except to get their hearts, they have to win over Aelita Liliana first. Oh, Liliana! Yes, we are ready for love. Through speed dating rounds, hilarious games, and Liliana's intuition, one contestant will either be a step closer to getting that bandulsa, if you know what I mean, or a step closer to getting that jangleta. Let's see if cheesepuzz will fly or if these singles will be sent back to the dating apps.
Starting point is 00:51:21 Listen to Dave Mayawali the first on the IHAR Radio app, Apple Podcast, or wherever you get your podcasts. And being curious about so many different things, and trusting that you can be curious about something and learn about something, not knowing if it will ever be useful. And have the trust to say that every single thing you'll do in your life, you'll do with the accumulation of every single experience you've had before. And that the more places you've gone, the more people you meet, the more things you learn, it will all come to you.
Starting point is 00:51:51 And you might not know it had a time how it would be useful. And honestly, if I hadn't gone to military school, I probably wouldn't have been so organized. If I didn't go to design school, we probably wouldn't have been as creative and innovative in our thinking. If I hadn't played team sports, I probably wouldn't have understood about camaraderie. If my parents were social workers, I don't think I would have had this focus on service and connecting people. And I could never have imagined any of those things being useful.
Starting point is 00:52:18 Because growing up, I didn't know what I wanted to be. I wasn't athletic enough to be a famous athlete. I was enhanced enough to be an actor. I wasn't going to sing to be. I wasn't athletic enough to be a famous athlete. I was enhanced enough to be an actor. I wasn't going to singer to be a musician. I did not think I was going to be an astronaut politician. And so I'm like, I don't know who I'm going to be. I don't know what I am. And like the word entrepreneur was a word, I'm not even try hard of growing up. It was like, to me, it was an obscure French term. I didn't know what it meant. And I saw
Starting point is 00:52:42 Walt Disney as a kid on television. I thought, one day I'll work for him, not thinking I would start a company just like him. And I never imagined that was possible. I guess we're all born with unknown potential, as I said before, but you have to live experiences as many as you can. You put them together. And I hope my story inspires people not for the remarkableness of it, but the ordinaryness of who I was before. To say that, like, if I joined the giving pledge, if you asked my teachers in high school to predict what other students would be a significant part of the giving pledge, I do not think I would have been the top of the list.
Starting point is 00:53:19 I don't think that takes anything away from the teachers. I think it just means that maybe that potential is in so many of us, and that's also maybe a little bit random and anything as possible. And you, like, the story you tell yourself might not be accurate. And I hope that my story inspires people from the ordinariness of where it came from, that I was just like everyone else, but like 100,000 decisions later, with enough resilience, creativity, crossing determination, you wake up one day,
Starting point is 00:53:51 you're like, oh my God, look where I am now. What I really value about that perspective is, as you were defining creativity in so many brilliant ways, one thing that came to my mind was creativity is being able to connect the dots where everyone else sees anomalies. Yes. And so if you look at your journey just as a series of random dots, they're all anomalies. Social working, hockey player, design student, like they're just random things,
Starting point is 00:54:16 but you're able to actually paint this tapestry where you're going, well actually everything that I do today. And I've often felt that in my own life that I lived as a kid growing up in London, my favorite subjects at school were art and design philosophy and economics. Those are my favorite things in the world. It's spent my entire life being immersed in that world. When traded it in to go to cast business school to study management science with a focus on behavioral science
Starting point is 00:54:40 because I thought it gave me a career, only to give it all up, the safe job to go live as a monk. To then come back to the real world, go back into the world of business because I just had to pay the bills and survive, went into consulting, then came out into media now, and I completely agree with everything you've just said. It's probably the thing that makes you so unique is like you were a monk and you are an entrepreneur and you lived in London and you lived in New York, and like the accumulation of all those experiences together
Starting point is 00:55:11 is made you who you are, not one of them, but all of them. And I think that like the one advice I would give my college self is to try more things and have more experiences, and don't seek status. And part of the reason why one should not seek status is because we can't even predict what industries will be around the future. Like growing up status to me was like, I don't know, it was like being an investment banker or something or something. I don't know. It was like fields that may not even totally exist in their current form in the future. So, you know, I like to say like, you should
Starting point is 00:55:43 do things with gut up, you tend to be good at things you're interested in. You should seek out whatever you're curious about, whatever you're interested in, and then you want to get to the frontier in some way. At some point, you'll learn everything and you'll get to the edge of all that's known about that subject. And that is an uncomfortable period where you peer off the ledge of a cliff, and that is where you enter a frontier.
Starting point is 00:56:04 And if you can then peer over the edge of cliff and then get a little bit further and extend or understand and give us a little bit more land, that is how you add to Steve Jobs said, that's how you give your love back to this beachy and create something for other people. And I think it's amazing that anyone can do that. You can do it at any scale. And you can do it's amazing that like, anyone can do that. You can do it at, because anyone can do it at any scale.
Starting point is 00:56:26 And you can do it in your humble way, like on the side or something small or you can do it in a really big way. But it feels the same, no matter what the scale. You just told us what you'd say to your youngest self. If you met your youngest self now, let's do this exercise. What do you think your youngest self would say to you?
Starting point is 00:56:43 What would it be proud of? And what would your younger self say? We need to reconnect with this. The first thing my younger self would say is, oh my God, how did you do all this? And I would be totally perplexed. When I started me, my friends, I said this will be huge. One day thousands of people will do this.
Starting point is 00:57:03 Like that was my sense of what was possible. It's hard to dream of something you've never been exposed to. And it's hard to imagine becoming something when you didn't have any data that you could ever do anything like that in your past. And so I do not think my younger self, let's say my college self did not think I could run like a Fortune 500 company, you know, for every $1,500 spent in the world, $1 spent in Airbnb. Did I think I could lead an organization
Starting point is 00:57:31 that's facilitating on, no, I did not think of it. And so that would be probably the thing I would be like surprised in a very positive way. But the other thing I would probably say as well, I'm 41 years old, and I live alone. And I probably thought by now, I would have a family. And I've always wanted to have one. And I think that for all the like,
Starting point is 00:57:54 attention, adulation I get, I think I would have maybe looked at my life now or my recent life and identified a little bit of isolation. And I think the lesson a little bit of isolation. And I think the lesson is the couple of things. One, I think that things have happened in a different order than I imagined. It's hard to predict. I thought I didn't think I'd be this far along that career.
Starting point is 00:58:15 And I probably thought I'd be further along and have something different in my personal life. And I also would probably, I would hope that college me would tell myself now, you don't have to keep proving something to anyone because you've proven more to me than I ever thought was possible. And I think that like part of me, and this is probably true of a lot of people, we have this tape loop of like, whatever we thought ourselves as a child, like it's just frozen in times repeating ourselves and you just compulsively just keep doing
Starting point is 00:58:44 something. And like many people have addictions and I probably had one that was probably work. And I think I'd have to, I would hope my child or my younger self would remind me that maybe there'd be a wisdom that like the happiest periods of my life were with other people.
Starting point is 00:58:59 Thank you for that. Thank you for opening up and going there. I felt that what is a thought that you say you have too often? I wonder what they'll think. Speaking of Dr. Waldenker, Rob Ron. I love Rob. Yeah, he's a good friend. But I met him last week for the first time, and you've had him in your show, right? Yeah, we've spent a lot of time together. I love him. Something you told me last week that really stood out to me, you said, one of the biggest regrets that people have in their life is having lived their life worrying what other people think.
Starting point is 00:59:26 And I kind of understand why like from a like evolutionary standpoint, like you kind of have to care people think because you have to fit in. And if you don't fit in, you don't belong your isolate, if your isolated to the desk ends when there's the only thing you have is the village. But it turns out that like that is not true anymore. That like it's okay to misbeam misunderstood. And that it doesn't, maybe it doesn't matter what people think, or maybe it doesn't matter what they think today.
Starting point is 00:59:50 And that some of the greatest things I've ever done, I was at least temporarily misunderstood. And maybe it only matters what a few people think. And maybe, just maybe the person that most matters what I, what they think is yourself, right? That you just listen to your own voice, not other voices. And I think if I can do that, you know, artists who call the artistic integrity, right? You had Rick Rubin on the show. He talks about like the best way to make a popular song is to make something you
Starting point is 01:00:19 like, and that's about it, not make something for somebody else. And, um, and that's, that's something I have to continue to do. And the crazy thing is the more success you get, the more you start kind of performing for an audience. And you have to be very careful about performing for an appeasing an audience. And once you become something, people expect you to be that thing. Imagine like you haven't to be something forever. But what if you change? What if you grow? What if expect you to be that thing. Imagine like you happen to be something forever.
Starting point is 01:00:46 But what if you change? What if you grow? What if you want to do different things? And that's the challenge I have, right? The air can be brand, means something. I can be careful about changing that brand. It stands for something. And yet, I as a person, I'm not meant to be the same person every year. I mean, how could I be? I learn, I grow, I change, I have new experiences. And so having the permission to continue to change and evolve and not be so self-conscious of what people think,
Starting point is 01:01:13 that's something that I always struggle with because I don't know, part of me, I think I'm like a people pleaser. And one of my challenges historically be is, like some people like, I'm like, I don't always like interpersonal conflict. I like to appease people, make them happy and that's got a good sign.
Starting point is 01:01:32 It also can be a bit of a prison over time and the bigger you get the higher the walls get. I want to just point out something you said that was so subtle but so powerful for everyone who's listening and watching. I've never heard it put that way, but the idea that we often think it doesn't matter what people think, and you said it doesn't matter what they think today. And that was so subtle, but so powerful, because I think when we live in a world
Starting point is 01:01:52 we're like, oh, it doesn't matter what anyone else thinks, it can be negligent, but the idea that it doesn't matter what they think today about what I'm thinking. And- Thank God. Yeah. Thank God, you know why? When we first came by the idea,
Starting point is 01:02:04 one of my first investors said don't worry about people stealing their idea if it's any good everyone will dismiss it we tend to believe things were good in hindsight Some of the most revolutionary people and ideas were revolutionary because they were misunderstood in their time That if you have to be at some point in your life willing to be misunderstood. And the solid too, you can have are two things, I think. Number one, to not be so attached to it, to realize that ultimately, you can't protect the outcome, just do what you believe, follow your heart. And if it's true, whatever has happened is meant to be. But the other thing you can do is to escape into the future, to say, to have this, we call it a, for a reason. You've envisioned something that people don't see yet
Starting point is 01:02:46 and say, I'm willing to be missing our stood to try to follow this thing. And if I believe it enough, eventually other people might see it. And if you are able to be misunderstood just for a little bit, that's what it feels like to truly revolutionize something and change something. There's a beautiful statement, which is probably my favorite, which you've just encapsulated. So well, it's from Charles Horton Koolie.
Starting point is 01:03:10 He wrote it in 1896 or something like that. So he said this early, and when you hear it, you're like, well, that was said yesterday. He said, the challenge today is, I'm not what I think I am. I'm not what you think I am. I am what I think you think I am. I'm not what you think I am. I am what I think you think I am. Oh. And he said, we live in this perception of a perception of ourselves.
Starting point is 01:03:32 So we don't even know what we look like. We are who we think other people think we are. And that's twice removed from yourself. And that distance we create from our understanding of ourselves versus what we think someone thinks of us. Totally. How will you ever know? What do you think is something you are still trying to understand about yourself?
Starting point is 01:03:53 For if you think you misunderstand a part of who Brian is, what are you still trying to understand? I think that we tend to have an outdated image of ourselves. And that makes sense, right? Like, think about I'm 41 years old, so my image of myself is the average the last 41 years. And if the average the last 41 years, the median is 20 years old. And so I still see myself a little bit like that person. And people, most people see me today. And a lot of people are going to see me for the first time right now. And that's their impression. And that's a Delta. And I often wonder like, sometimes I, you know, I probably have had a little bit of imposter syndrome like, what do people see me and why do they follow me and like, I, because they
Starting point is 01:04:33 do. Like at some point you're a leader and you're a leader because people choose to follow you and you don't like impose yourself on them. They ultimately believe in something. And I think I'm still trying to like maybe come to terms with that. Like, what does this all mean? I think I'm still trying to understand what will make me happy, especially at a personal level. I think I found what will make me happy at a professional level. I was really lucky that I discovered something that I love very early on. I found a perfect harmony between what I
Starting point is 01:05:04 was good at, what I loved and what kind of society valued. And those things just clicked into place and I was able to find it. But I think that I've been on a lot longer journey to figure out like, what will make me happy like in a larger sense of the word. And it turns out that success and status, and it turns out that success and status, some extent have benefits, and you know, but it's not, it's certainly to say it's not everything's an understatement. I think I'm still trying to learn that. And maybe I'm trying to figure out, you know,
Starting point is 01:05:39 at this age, which so much, so many resources. Like, I almost feel like in a way my life's just beginning. And so it's just beginning then, when I can't connect the dots looking forward, it's a discovery of who am I, and who am I meant to become? Like, is this my story, or is this the end of the,
Starting point is 01:05:59 the middle of the story, the beginning of the story? And what am I meant to do next? And I'm kind of learning a lot more about myself every year. That's a brilliant mindset. That's that's so empowering and I'm hoping for everyone who's listening and watching. That is so phenomenal to hear from you because that is the journey of life. Like the questions you just laid out. Like if you weren't asking those questions, how boring would life feel? Like how unmeaningful and unfulfilling would it be? And the fact that you're asking those questions at this point,
Starting point is 01:06:30 maybe one or think, oh, of course, you're gonna have to have your one. So over a year ago, it was February, Russian, beta, Ukraine, we got word that there'd be like millions of refugees. And when this broke out, I remember my co-founder Joe calling me up and him telling me something. He said, when a crisis of this scale happens, we should ask ourselves one question.
Starting point is 01:06:58 And that question is, how can we help? And I always wanted to believe that if I was like a CEO during World War II, I would have like been helpful. And I always try to use, that I was like a CEO during World War II, I would have like been helpful. And I want, I always try to use, that's the other device I use. I try to think about how I'll be viewed in the future, but I also want to, I always think in a cry, how do I want to be remembered? Even if no one remembers me, and I think anyone can do that. How do you want to be remembered by history? Even if it's just a dev intellectual device,
Starting point is 01:07:22 because maybe not a lot of people remember, that's okay, but live your life as if you be remembered. And what I realized was one of the most important things, and then we ended up helping provide housing for 100,000 refugees, and it was an incredible team effort, but it came from this basic idea of how can I help? And maybe that is the other version of my question in my life.
Starting point is 01:07:42 At this point, how can I help? With everything I have, I've hired some of the most talented people in the world. We have enormous amounts of resources. We have this incredibly advanced technology. I have this pretty big megaphone. What do I do with that? And I hope that what I do provides me happiness. And I've noticed that the I do provides me happiness.
Starting point is 01:08:05 And I've noticed that the things that make me happy are like kind of helping and giving others. I don't mean to sound cliche, but like you start to realize like what provides happiness and value for you. And so that's kind of something that I keep thinking about. And that's what I love about like entrepreneurship and creativity and design is you make something, maybe initially for yourself
Starting point is 01:08:26 but then for other people. And the real joy is seeing them use it. Absolutely, I think, I was really fortunate when I lived as a monk, service was trained as the highest act. Service was like imprinted in us as the highest act, that the act of giving, the act of serving others, the act of serving others.
Starting point is 01:08:44 And it was so counterintuitive to everything I'd learned growing up in London, because it was about getting and achieving and giving and serving were never part of even other vocabulary, let alone being a part of life. And I realize now, and I see that today, that when anyone gets to a point of getting everything, all they can do is give it away. In the right, in a way that fuels them to a mission that is aligned with their purpose, not just, you know, wherever it goes, but in a meaningful way, you talked a bit about which I loved about the, you know, the youngest self saying back to you that, you know,
Starting point is 01:09:21 you thought that things would happen in a different order. Yeah, totally. When you think about that being single, being in your words, like being lonely, you're such a mastermind at so many things, what's the thought that blocks that? What's the worry that comes up, the anxiety that stops you from masterminding that part of your life? I've been able to look inside myself to know a number of things. I think that I grew up feeling a little bit like an outsider. I wanted to feel like anyone like I belonged.
Starting point is 01:09:54 I found through achievement that I'd feel these feelings that I thought were love and I would feel better in all that. I think it's this incredible and positive to a point. But if you're not careful, it can become all consuming. And the thing about a tech company or a startup is like, it's like, imagine you, you like, again, you have a three person van that's now 30,000 person van, you know, three million person, it just, just, there's always more you can do. It can, if you're not careful,
Starting point is 01:10:27 become a one-dimensional addiction. And I think that, it's like the thing that made me successful was my singular focus. But I have to be careful that the thing that could, then turn against me is my singular focus. And so I think it's like the way to live my life in the next 20 years can't exactly be what I did in the last 20 years, but the last 20 years worked out pretty well.
Starting point is 01:10:52 So why would I do anything differently? But of course, if I don't do anything differently, then I'll be 50 or 60 and nothing will have changed. And so I think it's really about like seeking community. The word community means harmony, to live in harmony in balance and having that. And so I think it's just old habits. And habits that have been rewarded.
Starting point is 01:11:15 So, but you gotta be very careful about those habits. I think that's what it is. And I also just, yeah, I don't know. What do you think? When I listen to you and being with you for the time that we're spending together, and obviously it's the first time we've met, you're someone who has extreme clarity about what you want, who you are, what you're working on, what you're struggling on, and my question would be, or my hypothesis is, does that clarity exist around what you want in the personal space?
Starting point is 01:11:45 I think that's a big insight. Yeah. And maybe that's what I'm still trying to discover. Yeah, I would say that you sound so clear that if you actually had clarity, then I don't think it would be hard. Yeah. It's hard to have clarity. That's the hardest thing you've lost to have clarity.
Starting point is 01:11:58 That's a good point. And so when you have clarity, it will be so much more easy if you create. You can't create something if you don't have clarity. That's a great point. And so that would be my, I love that. I love that. And that's what I was going to ask you, my, what at least are those sprinklings of those clues?
Starting point is 01:12:13 Let's, let's go with that word. What is, what are the clues of what you think could develop into clarity around what you're looking for in a personal way? You've talked about so prolifically about what you want professionally, which is this, using Airbnb as this phenomenal platform to build community and connect people and, you know, eradicate loneliness, which I love, like I love that. That's phenomenal clarity. It's so inspiring and I could get behind that today, right? Like that's so what do you need to get behind yourself in the personal space? I feel like I'm professionally like a six-year-old and a 41-year-old's body and personally like a 25-year-old and a 41-year-old's body because
Starting point is 01:12:47 I'm like I've put in the future and I've put in the past or like I'm in totally different time scales professionally and personally and it kind of makes sense right where I am. A whole bunch of my life maybe was a little more on hold or done in a different order than I imagined. So the question is like, how do I get clarity? When I started Airbnb before we started Airbnb, I didn't know I wanted to start a tech company and I wanted to be like about bringing, helping bring people together. And I was going to start with these two people and I was going to be a technology founder and I was going to marry art and science and do all stuff. I couldn't have known any of that. But there were some things I did professionally that are probably clues to what should be
Starting point is 01:13:28 done personally. The first thing is I had endless curiosity. I had role models, heroes. People I looked up to, and both well-known people and lesser known people. I had an intense curiosity. I was drawn to certain types of people, and I had an intense curiosity. I was drawn to certain types of people. And I had action. You know, it's like if you can't follow your passion,
Starting point is 01:13:50 you follow your curiosity, where does it take you? And you know, like you're not gonna start a company by like never like starting. And you're not gonna build a personal life you want by not starting either. And so you just go on that journey and you will, I think you will find what you want if you start and you keep moving.
Starting point is 01:14:08 Yeah, that's right. It's something like that. I'm excited to see you, you know, I'm excited to hear about how you take that short moment of clarity that we've gained into the future because No, that's right. I really, I really, really feel that you've found in your life that you've always been exactly where you're meant to be, not in the luck sense, like you said, of the right timing.
Starting point is 01:14:31 But that each one of your experiences has made you make better decisions. And I think that maybe the like exciting thing is like, what if I can't connect the dots looking forward, but I will realize in hindsight, wow, everything just fell on the place. Like this thing led to that thing, led to that thing. And that would be fun. It'd be fun to check in in a handful of years and see what played out. Yeah, yeah, definitely, definitely. And it's so, it's so interesting that you keep quiet.
Starting point is 01:14:56 I've never met someone who loves quotes as much as I do. So it's, it's fun hearing them back from you and how they've played out in your life. What if anything today, apart from everything we've talked about, we've they play down your life. What if anything today, apart from everything we've talked about, we talked about so many things, what if anything today keeps you up at night? What do you sleep pretty well? I don't know if I sleep that well.
Starting point is 01:15:14 And I, not to use another quote, but Pablo Casabaya saying, the older you get, the stronger the wind gets and it's always in your face. And I think that could be true of companies. What keeps me up at night is, you know, like people ask me in the professional context, what keeps you up at night in the company, like, is this something happening? What keeps me up at night is something not happening. What keeps
Starting point is 01:15:34 me up at night is the idea that we grow into something that I like was meant to disrupt. 2009, everything takes off. So we started in 2007, it takes off by 2009. I go on a 10-year journey. It's now late 2019, and I remember having a dream, a bad dream, that I woke up, and I was running a company that was unrecognizable from anything I ever attempted to start. It was like I was in a wilderness for 10 years,
Starting point is 01:16:00 and I came back, and I remember going on a hike in Belinas, California, where Joe had like a summer house. And we went on a hike, Joni and I, and I told them about this dream and they said, well, what did you find? I said, I was horrified because the company we set up to start as unrecognizable we have today. And they go, what do you mean? I go, well, people are complaining that it's big. It's bureaucratic. It's slow moving. People are more complacent. Cost is rising, gross is slowing it. It's starting to feel like a corporation.
Starting point is 01:16:29 And I didn't know what to do. I felt like we needed to like not blow it all up, but change it all, like take the house back to the studs. But the problem was we're about to go public. And that's like a really bad time to do that. But I have this image in my head of this kind of company that I want to have. This image was to build the most creative place on earth, to build the world's biggest startup, to build a company that was like felt small, that was completely focused not on a product or service but a community. I was starting to come to the conclusion by 2019 that you can't be big and have a soul.
Starting point is 01:17:05 Like at some point those things were at odds that the problem was being big. And I didn't know what to do. And all of a sudden, we get word in February of 2020 that are China businesses collapsed by 80% because this thing called COVID, like what's COVID? And then within eight weeks, we lose 80% of your business.
Starting point is 01:17:26 And I've never had a near-death experience, but it's been described to me as your life flashes before your eyes. And I had a near-business death experience. And then suddenly, everything being clear to me. If I was sitting in this chair three years ago, I would not have been clear. I don't think I would have the clarity to add today.
Starting point is 01:17:43 There's something about almost losing everything. In everything I had, I at least at that time I thought was professional. That gives you clarity. Imagine your house is on fire and someone says you can take 20% of the things out of your house. Suddenly, you have to make that choice. You get really clear about what's important. People start telling you, I want to hear from you exist and you say, why? And they you, it's as if they're giving you the eulogy before you're even dead. And how
Starting point is 01:18:09 they, how you want to be remembered. And you start to ask yourself, I don't know what's going to happen, but how do I want to be remembered? And at that point, we stepped into action. And we basically rebuilt the Kamiya for ground up. And this is, again, bring it back one more time to Steve Jobs. I met two people at that point in my life who changed my life. One was Johnny Ive who was Steve's partner in design and the other was Harokey Asai who Steve's creative director. And they told me about the way Steve ran the company. And actually a funny even further aside is I remember one time, I remember, even further aside is, I remember one time, I remember when to Steve's house, I never met him, and I saw these books in the shelf
Starting point is 01:18:50 from Robin Amman, I'm an asses, like, well, I, like, what is what they're up in, I'm in her books. But as I started studying, I realized that it was this idea that you, it almost like Robert and Kevin and the whole bomb in his head, that this idea that the leader collects all the information and that you're the center, Kevin and the whole bomb in his head, that this idea that the leader collects all the information and that you're the center, that it's not a pyramid,
Starting point is 01:19:09 you're not top down, you're inside out, you're the son of a solar system, but your job is to emit light and bring decision making in to pull in the shared consciousness. And I started realizing there was a whole new way to run a company, a company that wasn't divisions. Think about what that sounds like, divisions, we are divided, but totally integrated.
Starting point is 01:19:27 A small, lean elite is possible. Creative and analytical technology and humanities that we'd have one flow. Do you lay awake, scrolling at bedtime or wake in the middle of the night and struggle to fall back to sleep. Start sleeping better tonight. I'm Catherine Nicolai and my podcast Nothing Much Happens, Bedtime Stories to Help You Sleep, has helped millions of people to get consistent deep sleep. I tell family-friendly bedtime stories that train you to drift off and return to sleep quickly, and I use a few sleep-inducing techniques along the way that have many users asleep within the first three minutes. I hear from listeners every day
Starting point is 01:20:12 who have suffered for years with insomnia, anxiety at night time, and just plain old busy brain who are now getting a full night's sleep every night. I call on my 20 years of experience as a yoga and meditation teacher to create a soft landing place where you can feel safe and relaxed and get excellent sleep. Listen to nothing much happens bedtime stories to help you sleep with Catherine Nicolai on the iHeart Radio app Apple Podcast or wherever you get your podcasts. My name is Lever and Cox. I'm an actress, producer, fascinista, and host of the Lever and Cox show. You may remember my work winning first season?
Starting point is 01:20:52 I've been pretty busy, but there's always time to talk to incredible guests about important things. People like me have been screaming for years. We gotta watch the Supreme Court what they're doing is wrong, what they're doing is evil. They will take things away,
Starting point is 01:21:04 and I can only hope that dobs is that like Pearl Harbor moment. Girl, you and I both know what it took to just get through the day in New York City and get home in one piece. And so the fact that we're here and what you've achieved and what I've achieved, you know, that's momentous.
Starting point is 01:21:21 It's not just sitting around complaining about some bills. The only reason that you might think, as Chase said, that we're always miserable, is because people are constantly attacking us and we're constantly noticing it. Listen to the Leverand Cock Show on the iHeartRadio app, Apple Podcast, or wherever you get your podcast. Be sure to subscribe and share. We wouldn't be metrics-oriented, we'd be basically idea oriented, and we'd measure the results, and that we would just, there's this really specifically ran a company.
Starting point is 01:21:51 And that was basically the way I found ourselves out of a crisis. And so the lesson of the story is through that, I was able to get a lot of clarity through this crisis. I was forced to answer and ask all these questions that I never had to do before, but I hope on the personal side, I don't need a crisis to answer those questions. Yeah, that's exactly where I think we're headed that you have, you have an opportunity to avoid the crisis. Yes. In order to not be a... Not everyone needs that crisis. No, you don't. It sounds like, do you still, when you present ideas, this or visual, you see them. I feel like you can see everything you're talking about.
Starting point is 01:22:31 And I can see it with you. Everything in my head, my mind, is like a three dimensional model. And all my ideas, think of it like a tree. The trunk of the tree is your very first principles, your root ideas. And then they have branches. And the branches have branches, and those branches have leaves. Or it's like a space, a three-dimensional space. It's multi-dimensional and colorful.
Starting point is 01:22:52 And this is what we call the model, your model of the world that you want to live in. And as you gain more information, you keep changing the model in your head. I kind of describe my mind running Airbnb as imagine a chessboard and there's that you have to see if you move ahead. Now imagine like a die, a thousand-sided die, each playing a separate game of chess all simultaneously, anticipating and understanding relationships. As hard as that is, if you can start to organize all the ideas in your mind, but not be rigid, continually changing and orienting it. This is how I tend to see things.
Starting point is 01:23:30 In three dimensions spatially, it's really rich, vivid colors. And that's just how I think. I think other people will think in abstract thoughts or numbers, some think in terms of language, but that's how I do it. It probably doesn't surprise you given my background. And do you see yourself in that, or is that happening in your observing it? You know, you might have hit on something.
Starting point is 01:23:53 There have been times where I'm trying to design a world that other people want, I want other people to live in. And I think it's like I want to vicariously live through them. It's like I want to design this house. That's the nicest house in the world for everyone to live in, but I'll be in the workshop design the house. And sometimes I have to stop to say maybe I should step inside the house. And I think that's a crux of it, actually.
Starting point is 01:24:20 And the answer to your question, I sometimes see myself in the house. And sometimes I see myself just kind of almost like a monk or you know in a technical design monastery. Like you know, that's kind of what the pandemic was. I described it almost as like a monastery, except with zoom. But if you didn't know of us on zoom, you just think I was meditating all day, right? Like I'd just be sitting in one chair. And so that's a great thing,
Starting point is 01:24:50 as I think that sometimes many times we as leaders, especially tech founders, I think that many tech founders basically designed the kind of world they want to live in because the world they grew up in was inadequate in some way and did not make them happy. And I think the challenge of those tech leaders is to make sure that they step inside that world and live that world themselves.
Starting point is 01:25:12 And when you don't do it, then sometimes you start to forget why you do things and you get disconnected. Wow. I'm just kind of, you're making me think of all this now. You're making me think through that. I love it. No, and that resonates so think of all this now. You're making me think through it. I love it. No, and that resonates so deeply and strongly because I also think that without purpose,
Starting point is 01:25:30 tech entrepreneurs also can sometimes, not even just tech entrepreneurs, entrepreneurs in general or anyone, can build something that they monetize, that they would never want to live in too. Yeah, and that's- Sometimes people don't know why they're doing it. Correct.
Starting point is 01:25:44 They started it for a reason. Maybe the reason was extrinsic. I want to be rich and successful. But maybe it was intrinsic. Maybe there was something. But even so, then you find yourself waking up one day asking, Why am I still doing this? And you know the number of people that forgot why they're doing it? The number of people that are self-driving cars, there's a destination that's in the car, they're driving towards it, but they don't even know what that destination is. And that's when you don't look inside yourself.
Starting point is 01:26:15 And if you're not careful, you will basically be at a super highway going somewhere, not knowing why you're going there. And you may wake up and end up in a destination that wasn't where you intended. I think this having this clarity is so important. Who am I, what do I value, like what do I want to do in this world?
Starting point is 01:26:35 It's like taking the time to reflect. And I think the best businesses are really introspective by introspective leaders. Like when we started the company, we were really clear, here's our mission. And we wasn't just like a mission statement. It's like, here's exactly what you're trying to do. And now what changes?
Starting point is 01:26:49 Here are our values. Here's the kind of people I want to like work with. Well, what do they all have in common? They're curious, they're optimistic, they're kind of creative. They tend to like hosting other people. Okay, those become what we call values. What are the shared lessons?
Starting point is 01:27:01 What are the shared stories? And the more you can start to be really reflective, you're right, the more you're clear about what you want, the more you get it. Our problem isn't in life, probably, that we don't get what we want. The problem is we don't know what we want maybe or we pursue things we are unconsciously wanting
Starting point is 01:27:19 that are counterproductive to what will make us happy. And if we can just wrap our arms around that, some of the hardest things to change are own thoughts. But in a weird way, they also seem like the most possible to change. And so that's something that I've seen, like some of the loniest people I've met are some of the richest people I've met.
Starting point is 01:27:38 So the most isolated people I've met are some of the most successful people I've met. So most confused people I've met are the most powerful because at some point the power and success can be confusing. You had a purpose, but you also have all these demands and you stay cold, there's you can get fused by appeasing people. And I think that happened to me.
Starting point is 01:27:57 I think I started Airbnb and I had a really clear vision. And I think I've gotten to a wilderness where I kind of got confused. And a lot of founders have described becoming confused. A lot of leaders get confused. And I totally see how that happens. And I think finding your way back home is key. I would be intrigued to see if you close your eyes now or whenever you chose to see what you saw close your eyes now or whenever you chose to see what you saw when you look to your personal life. You're talking about your professional life as being all these thousands of decisions moving around.
Starting point is 01:28:31 And you say like I kind of that period of self refraction, right? Yeah. Like I think I saw somebody who was kind of almost punishing myself in romanticizing, suffering because I thought, you know, they needed some extent, I'd maybe believe that I was gonna give everything to the company. And it was like this selfless act, but it became so selfless that I then could start to lose a sense of myself.
Starting point is 01:28:57 I mean, you know how weird it is? I always kind of joke like, if I die, well, I die Brian Cheskey, or the Airbnb guy just died, you know? Like, and like, am I die, well, I die Brian Chesky, or the Airbnb guy just died, you know, like, and like, am I Brian or my Airbnb and like, you know, like they get really, one is an icon that's a noun in verb, you know,
Starting point is 01:29:15 ubiquitously around the world. The other is a person that not a lot of people know, really know. And when you, it's very careful that I started becoming the company. And this company started becoming me. And I think 70% of that was good. Because that meant the company I think was a person had a face as humanistic. It was in the details. But when you become a company, you cease to be a person and then you lose a sense of yourself. And then you become an icon. And by icon, I don't mean fame, I mean iconography.
Starting point is 01:29:48 I kind of shroper an iconography. And iconography is for a symbol for something. And of course, people are much more than symbols. And I started seeing that I started becoming an symbol and a thing. And I stopped listening to myself. And by the way, you get pressure from shareholders to drive a stock price. So you get pressure from employees
Starting point is 01:30:12 to make it a better work environment. You get pressure from hosts, but no one gives you pressure for yourself in your personal life. If you don't create that own pressure, you will, that's the one person that may not put their hand up. Hey, everyone else will, and if you don't listen to yourself, like that's the one person that may not put their hand up. Hey, everyone else will. And if you don't listen to yourself,
Starting point is 01:30:29 and I think that's been part of the second chapter in my life, is like kind of designing the world I wanna live in and then living in that world and choosing to actually live in that world. And you be, I mean, you interviewed so many people, so but I'm so surprised how many leaders don't actually live in that world. I tend to think that like some, yes, I'm the most successful people are people that they get so disconnected from what they intend to do when they started.
Starting point is 01:30:58 And so reconnecting, I mean, so much of this, I guess I tend to see everything through that lens, but so much of it is about reconnecting, that reconnection, that path back home. I love what you're saying about the iconography and how the human meshes with the iconography and you described earlier, the... I mean, everyone does that. I just did it in a bigger way.
Starting point is 01:31:19 No, I just did it in a bigger way. Like, you can totally get how like, I am Brian Airbnb, They start to emerge. But I bet you even people who don't have a giant company, who they really are and the person they're like supposed to be are merging. And as those two things merge, you lose who you really are.
Starting point is 01:31:35 I mean, it's method acting. It's literally method acting. It's like we are all pretending to play a role only to believe that that role that we pretended to be is now us and has replaced us. And it's even harder. I'll tell you why because when you built Airbnb, it had iconography.
Starting point is 01:31:53 Brian didn't ever have iconography. Like there wasn't a, there wasn't like a mission list and a value list like before when Brian existed before. And so if you were to draw the iconography of Brian, the person, not the Airbnb, I mean, treat us to what that would look like if you started to design that. I see a child. I see like a child like curiosity and energy and love that I think I've always held on to. I also see the world like through this idea of family and community and I think when people hear the word family, they think of like their parents, their siblings, their children. And I think I see like, you know, I asked like my co-founder Joe, I asked him, like, what would air being be, what would success be for air being being?
Starting point is 01:32:46 He had this crazy audacious idea. He said to redefine the word family. And I, I've, I've realized that like so much of my life has been trying to do that. I see this like childlike person of curiosity and wonder that I've never left that sense of wonder that I'm open to be vulnerable and guided by love and like treating, I wanting to treat those around me like family. And what I mean by that is I try to do anything for them. And I hope, I hope that my friends, if they ever heard this, they would feel like that resonates.
Starting point is 01:33:25 And that's not just a pure ideal. I mean, that's what I, that me, that's the iconography. I would hope that iconography is true to some extent. I guess as I think about it even deeper, I've used the word loneliness connection and community, but maybe at some deeper level, the deepest word is family. And what bonds, bonds family is love. And like, I think that like as families have gone smaller and smaller, we've gone more, more and more isolated. And if we could re expand that word, and maybe that's like too
Starting point is 01:33:59 idealistic, but like just at least a little bit to your like close friends and to other people and just try to like, re-expand that circle. That's kind of what I would want. If I design the world around me, then I better design it with other people in it. Has you seen that? Do you see the child or are you the child? As you visualize that? Yeah, it's funny. I kind of see both.
Starting point is 01:34:28 I see. Like are you seeing the child sitting there or are you seeing the vision through the eyes of where you would be? I feel like this time was image of myself. Like I'm like young and old at the same time. Like it's not just one age. I'm like, I can see the child of me
Starting point is 01:34:44 and I can also see this like grown up that I always like that is protecting. And so I have like both sides the protector offering security and bringing people together in the child who is vulnerable and seeks love and wants to just be open and totally curious. It's almost like I have this image. You know, like you say at the family, the dinner table, where you like, like you use a kid with your parents, your siblings or ever. My image is that, but it's a very big table with a lot of people.
Starting point is 01:35:16 And you know, and that's not just my close family that I might have. It's, you know, maybe like the broader people in my life that I have around me. That's, I think, the image I have. And I think that's in a space that's very well designed. Very well designed. And I have a design aesthetic that's like fairly modern, but also whimsical. I don't like the cold, I don't like coldness of modernism. I like it to be like colorful and so yeah. Beautiful. I saw if you're okay with that, what I'm sure.
Starting point is 01:35:49 Something that came for me, to me, the clarity is that it's not even the merger often, what you said so beautifully was like, I see my youngest self and I see where I am now and now it's protecting, but the child like is that. Love, that joy, that community, the family. And it's like they're hand in hand. Like it's not a merger of the two, it's not an integration, it's a hand in hand,
Starting point is 01:36:11 because there's a wisdom that you have today that you didn't have then, and there's a wisdom you have then that you don't have now, and it's just hand in hand and walking together. I've always wanted to believe that I can have the wisdom of my grandparents and the curiosity of a child. There you go. In one, that I have a foot, Walt Disney the wisdom of my grandparents and the curiosity of a child. There you go. In one, that I have a foot, Walt Disney, one of my other idols used to, in the front of
Starting point is 01:36:30 Disneyland, he says, here you leave the world of today and into the world of tomorrow, yesterday, and fantasy. He said, I have a foot in the future and a foot in the past. And I think that's partly what I have, a foot in the future. And that future is one of maybe curiosity and looking forward and futurism and technology. And then I've also a foot in the past. The foot in the past is my roots.
Starting point is 01:36:54 I think I oscillate between the two. Culture and technology, massive scale. Want to become one of the biggest in a world with the desire to always be a startup and always be close knit. It's like these two paradoxes. To paradoxes competing forces. Yeah, and I think that is a tension that,
Starting point is 01:37:19 I think it's a really interesting tension. Now you're making me think about this. Like, I'm sure I've not, some of this stuff, I've never really, not only have I not talked about it, some of this stuff, I'm kind of, not really really thought about that until now, I'm just really thinking about it. One of the things when you're like,
Starting point is 01:37:35 if you run a giant company, you learn scale, when you start a company, you're tiny, you have to do everything. You have to like, you know, like things you don't even think about. Like, you have an office, which is your apartment and you need to like buy a coffee maker and go buy the coffee and you need to like,
Starting point is 01:37:52 have a name for your company. You actually need to check that name's trademark and you got to buy a domain name and you got to like have a story for the company and like, then you've got to like, make sure you have a legal corporation. You have now a fund and a lawyer, you got to interview the lawyers
Starting point is 01:38:02 and then you got to like, actually decide where you're going to make. And you're so how do I make things? And I could go down the 100,000 things you're now funded a lawyer, you gotta interview the lawyers, and then you gotta like actually decide where you're gonna make. And you're like, how do I make things? And I could go down the 100,000 things, you're in the tedious details. And then if you go on a rocket ship that I go on 15 years later, a billion and a half times has been used, you end up at some massive scale, a scale that's bigger than you've ever imagined. But as a founder, you never let
Starting point is 01:38:26 go of those details. You know, it's like a founder's different than a professional manager. Professional manager never saw it small. And as a founder, not only do you see it small, you created what was small. And so as you see the full scale, you tend to zoom out and zoom in and zoom out and zoom in. And it's actually a really helpful skill in life. Whenever you need a different perspective, you can zoom in or you can zoom out. And I tend to do both. I go in and say, well, what about this? What about this? What about this?
Starting point is 01:38:59 And go into the smaller, smart detail. And then I go back to the present scale. It's like a satellite map. It's like the power is a 10. Zoom out to space, zoom in with a microscope. And that is just a way to think about things. And you're constantly doing that when you run a company. You see the big picture and you say,
Starting point is 01:39:18 what does mean you dive right in and you zoom out? And a lot of leaders, they struggle. They can only do that medium altitude. They can't see the fullest picture, or they get stuck and they can't access the smallest of details. In the entire universe, exist in the smallest detail. And that's what you would discover when you zoom in, you start to realize the relationships. And it allows you to both run something large and still connect with somebody at a most intimate human level and not lose your mind along the way.
Starting point is 01:39:48 Yeah, it's that balance between recognizing what's possible through scale, but at the same time, being able to be embracing of your own insignificance. So you see the significance, but yeah, you recognize it's insignificant. And that paradox is where it's so fascinating. Yeah, the paradox is the only thing that's fascinating. Yeah. You know, the human mind is a part, all of these, everything that we see that's magical about the world is a paradox.
Starting point is 01:40:14 That everything's connected, but everything's doing its own thing. Yes. Right? Like the ocean, the sun, doing their own thing. Yes. Yes, they're connected, yeah, doing their own thing.
Starting point is 01:40:21 And I think the more you start to see why I want to scale, you sort of see, you're right, that more and more things are connected. But because everything's connected, it doesn't mean they're all the same. And the more you learn about the details of things, the more you realize how different everything is. And so you, but then you realize they're actually in some deeper way related and that you spend the rest of your life kind of in that discovery. Yeah. And you know what I've observed that is the connecting force at least up until now in my life? Is that everything that we've just talked about, everything in the universe that we see is serving uniquely. What connects it is that it's serving, the sun is serving, the water is
Starting point is 01:40:58 serving, the trees are serving, the trunk of the tree, the leaves you talked about, the flowers, they're serving, everything is giving a service Everything's interdependent on everything else that we tend to have this illusion That we're separate from one another and I I think that Even like loneliness might be a Reality which is the way you perceive the world but aloneness may be a Illusion that you're not as alone and separate as you think you are and I think that's a really good a reality, which is the way you perceive the world, but a loneliness may be a illusion that you're not as alone and separate as you think you are.
Starting point is 01:41:28 And I think that's a really good thing to remind yourself and that we are like so much more connected to everything else. And that I think so much of creativity is just first embracing the fact that everything is connected in some way and it's your job to discover and make connections and find relationships and similarities. And by the way, that's a great way to connect with people to know that like,
Starting point is 01:41:47 wow, what makes them so fascinating is they're really different from me in some of these ways. But what this is going to bond us is that we're actually so connected. And there are almost no humans on this planet that you don't have some fundamental connections to. And if you don't see them, you have to keep looking. And then once you keep looking, that becomes the bond, that becomes the thing that you share between them. And how do you do that with curiosity? And interest, fascinating, just be fascinated all the time. And it's almost like that's contagious. If you're fascinated, I'm fascinated. Somebody once said that to me, a director who I was doing a film shoot, and he said, if you're fascinated, I'm fascinated.
Starting point is 01:42:26 And I'm like, well, okay, like I really do. And it's like, and so what do you find fascinating? Yeah. Yeah, I often say to people similarly that if you don't find someone interesting, it's because you're not interested. Yeah. Like, you know, interested enough. There is something interesting about everything.
Starting point is 01:42:41 There is something interesting about everyone and everything. And that is what the cure, that is, I think, what curiosity is. And, like, you know, you find the game within the game, you find, like, in school, I think so many people in school, like, they're not interested in subjects because they're abstract. But if somebody's obsessed with basketball and teach physics through basketball, through biology, through basketball,
Starting point is 01:43:03 teach history, through basketball, the history of, so you just, you find something you're interested in. I think the great thing about starting a company is I had no interest in learning about accounting. I had no abstract interest in learning about leadership and management and organization. I had no abstract interest in understanding like technical architecture, but I had the interest
Starting point is 01:43:21 in how we should account for all the money we're making, what technology platform we should be on to enable Airbnb, and through something I was already interested in Airbnb, I was able to learn all these other things. But if I had to learn them abstractly, the way we're taught in school, I don't think anything would have stuck. And so Airbnb became that model, this world. And I have learned almost everything through this world that I've been generally constructing, co-constructing with my co-workers and with the community. And it's just like, I like to joke that Airbnb is like the world's biggest RISD project that just never stopped.
Starting point is 01:43:58 And we just kept building it and kept building it and kept building it and kept building it. And it's the bigger we build, the more I learn and the more I discover. And yeah, I've seen so much of the world through the creation of this really big house, so to speak. Yeah, and that's pretty well. It is pretty well. And it's just getting started, hopefully. It's just getting started.
Starting point is 01:44:16 Brian, this is without a doubt the most unique episode of on purpose, I think we've ever had. Really? In four years. And I don't just say stuff like that you can check with these guys and But we end every episode with a final five these are five questions I ask pretty much 90% of them to all guests and These are your final five Brian they have to be answered in one word to one sentence maximum and I will probably Destroy that pattern, but yeah, try So Brian, these are your final five
Starting point is 01:44:47 of the first question is, what is the best insight advice that you've ever heard or received or read? It's better to have a hundred people love you than a million people that just sort of like you. And so do things that don't scale. And if you do, maybe people love something you love so much, they'll tell everyone about it, and you might end up with millions of people after all. It's kind of a long sentence. It's a great sentence, it's beautiful, it's perfect.
Starting point is 01:45:17 Second question, what is the worst inside advice you've ever heard, read, received, or come across? Anything that involves chasing status not because it's bad, but because it's actually a horrible way to even get it. Hmm. Love that answer. Yeah. Question number three, how would you define your current purpose? To try to help bring the world together, even if it's in the end a small way. Question number four, if you were being remembered after you were physically gone, what would you up to here?
Starting point is 01:45:54 You miss him. A fifth and final question. I asked this question to every guest who's ever been on the show. If you could create one law that everyone in the world had to follow, what would it be? Sometimes people ask me, if you could impose one world had to follow, what would it be? Sometimes people ask me, if you could impose one thing on the world, what would it be? And I'd say everyone would have a passport and everyone would walk in someone else's shoes.
Starting point is 01:46:13 And I think if they were to do that, there'd be like such a greater awakening in the world. So maybe everyone was forced to live someone else's life and to step in someone else's shoes in the more different, the better. Well said, Brian Teske, everyone, Brian, that was, as I said, the most unique. I think it's really interesting, something that came to my mind and heart. And since this has been such an intuitive conversation, I feel I should share it. You know, in our professional life, we have business partners, but in our personal life, I don't think we often think about having human partners. And I really appreciate
Starting point is 01:46:50 you dancing with me today, going there with me today and being human partners for each other. And you definitely did that for me today. You brought out of me things I didn't know that I haven't gone to for a while. So thank you so much for inspiring me and enlightening me in so many ways. I truly had a special internal experience myself. Well, I think I've learned about myself through this process. It's amazing. The amount of time you can go through in your life without stopping and taking a look at things. And when you do, my God, like, that just changes your perspective on everything doesn't it?
Starting point is 01:47:26 Absolutely. Thank you so much. Thank you. You're grateful for you. Well, thank you. Have a great time. Thank you so much. That's your honor and such a pleasure.
Starting point is 01:47:34 And everyone who's been listening and watching, if you're with us, then make sure that you, I want you to let me know what was your favorite moment. There are so many great moments, but grab a screenshot of where you found your favorite moment so we can see all the seconds and and minutes that everyone can go, listen to it. I love seeing what deeply connects and penetrates through our community because this is all in service of you. So thank you for everyone who's been listening and watching and thank you, Brian. Thank you, Jay.
Starting point is 01:47:58 If you love this episode, you will also love my interview with Charles Doohig on how to hack your brain, change any habit effortlessly, and a secret to making better decisions. I'm Jay Shetty and on my podcast on purpose, I've had the honor to sit down with some of the most incredible hearts and minds on the planet. Oprah, Kobe Bryant, Kevin Hart, Louis Hamilton, and many, many more. On this podcast, you get to hear the raw, real-life stories behind their journeys, and the tools they used, the books they read, and the people that made a difference in their lives so that they can make a difference in hours.
Starting point is 01:48:41 Listen to on purpose with Jay Shetty on the iHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Join the journey soon. make a difference in hours. Listen to on purpose with Jay Shetty on the iHeart Radio app, Apple podcasts, or wherever you get your podcasts. Join the journey soon.

There aren't comments yet for this episode. Click on any sentence in the transcript to leave a comment.