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we've been following your work in different ways since we started

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our digital agency way back.

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We were very into the idea of company cultures and happy cultures, and

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there's, there's stuff about your work that we picked up on then,

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but just more recently, given.

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Lawrence and I turning 50 last year, and also our journey of entrepreneurship

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starting when we were 40 in terms of the Happy Startup School.

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Uh, and that whole process.

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We were talking before about entrepreneurship as

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a journey of self-discovery or spiritual awakening even.

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you know, I'm, I'm really loving having you on and being able to share the stuff

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that I've learned from you, hopefully with our community, and explore some

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ideas that I'd love to get your thoughts on as well, um, around transitions

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and change and, and what gets in their way and how to navigate that.

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In this case, we have Chip Cony.

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He is founder of the Modern Elders Academy.

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he started a boutique hotel at the age of 26 called Jo Aviv.

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And since then, been a, on a, a smorgasbord of adventures.

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Um, one of them, one pit stop being Airbnb, but I won't butcher his story.

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He knows it better than me, and you probably can tell it in a more apt way.

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So what I'd like for you to do, chip, if possible, is maybe for those of

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our audience who, who aren't aware of the Modern Elders Academy, maybe

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sharing a bit about what is it and, and what you're trying to do with

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it, and then any relevant bits of the story that got you to starting it.

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so I went to Stanford undergrad and Stanford Business

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School, um, in California.

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And a couple years out of business school I started, um, a boutique hotel,

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uh, called the Phoenix that was part of a, um, a brand called Jo Aviv.

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And over the course of the next 24 years, we created 52 boutique hotels around

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the state of California, and we began the second largest boutique hotelier in

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the US And I loved it till I hated it.

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So I was the founder and CEO and in my late forties, I had now been running

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the company for almost two dozen years.

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Um, I didn't wanna do it anymore, but it was the great recession, so

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I could not wa I couldn't sort of just say, okay, goodbye everybody.

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Um, we were going through a really hard time, As was true for

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everybody in the hotel business.

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Uh, and I had a bunch of other stuff going on too.

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I had, um, I was losing some, uh, friends to suicide.

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Unfortunately, I lost five male friends to suicide between 2008, 2010, ages 42

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to 52, uh, three of them entrepreneurs.

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And, um, I could see my friend Tony Shea also starting to spin outta control

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a little bit, um, in certain ways.

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Uh, and so I was, he, he wrote the Forward for two of my books.

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He was a very good friend of mine and I could see not just him, but a couple other

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of my friends, Blake McKowski, who's a amazing entrepreneur from Thomas Shoes

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also being challenged during that time.

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So and they were both younger than me.

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I could see two things going on during the Great Recession and afterwards.

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Number one is that the Great Recession was really punishing

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for a lot of entrepreneurs.

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And many entrepreneurs, defined their identity and esteem purely

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based upon their business card.

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And therefore if their business was going under or having difficulties,

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it affected their self-esteem.

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And then secondly of, especially for those who are a little older like

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me, um, I was going through at age 47, a sort of an existential crisis.

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And I had an NDEA near death experience where I had an alert, an allergic

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reaction to an antibiotic, and I died nine times over 90 minutes.

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so when you go to the other side and you sort of see, you know what

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the other side feels like and you come back, it really does give you

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the opportunity to say, okay, I can press the reset button on my life.

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And I did.

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Um, and so by the age of 50, I'd sold my company at the bottom of the market.

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I had what was called a midlife atrium for two years, where I got to really

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create the space and light and air to reflect upon how do I wanna consciously

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curate the second half of my life, uh, second half of my adult life.

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and by age 52, I was asked by the founders of Airbnb to join them.

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They had read a book of mine called Peak, how Great Companies

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Get Their Mojo from Maslow.

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So it was a psychology, A positive psychology perspective applied

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to leadership and business that I'd written, uh, in 2007.

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And so I joined Airbnb in 2012, 2013, um, and spent seven and a half years

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there taking this little tech startup and turning it into the world's

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most valuable hospitality company in concert with the three founders

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who, I was mentoring basically.

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But I was also, I was full-time in the company.

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I was the head of global hospitality and strategy.

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Much of the company was being run by me, and it was, it was an amazing experience.

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I loved it.

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Um.

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Toward the end of my full-time work there, I decided that I was going to

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write a book called Wisdom at Work, the Making of a Modern Elder, because

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at Airbnb they called me the Modern Elder, which I didn't like at first.

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It's like, oh no, you're making fun of my age.

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I was 52 when I joined, and the average age in the company was

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26, so I was older than everybody.

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But I also sort of thought that, you know, when you hear the word

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elder, it sounds like elderly.

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Um, but they said, you know, chip, uh, Brian said, chip.

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A modern elder is someone who's as curious as they're wise.

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And the reason we love you is because you have that curiosity.

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You're not just dispensing wisdom, you're learning things along the way too.

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And so, you know, I decided to write a book about it.

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Came down here to Baja, where I am right now today.

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And while I was here, I went for a run on the beach one day in front of my house.

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And I had a Baja aha, an epiphany, uh, which was, why don't we

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have midlife wisdom schools?

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Why don't we have places where people can reimagine and repurpose themselves,

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uh, whether they're going through a transition, whether it's a divorce,

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or, you know, selling a business or, you know, parents passing away or

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empty nest, kids moving away, um, or a health diagnosis that's scary.

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or, or, you know, getting fired or retiring or whatever it is.

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So we started, uh, MEA, the world's first midlife wisdom school, and we now

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have two campuses, one on the beach here in Baja, and the other a 2,600 acre.

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Uh, ranch, regenerative Ranch, horse Ranch in Santa Fe, New Mexico.

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Well, I'd like to or start off with, because one of the things

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that's close to our hearts of the moment is this idea of the wisdom

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worker and what it means to be wise.

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So I would love to get your thoughts on that.

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Um, you know, you say to be as curious as you are wise, how would

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you define wise from your perspective?

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So let's talk about the difference between knowledge and wisdom.

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I mean, they're both important, but to be quite frank, we live in an

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era in which knowledge has become commoditized between Google and.

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Chat, GBT knowledge is accessible to all of us.

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And whereas in 1959, Peter Drucker, um, coined the term knowledge worker.

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And within 20 years, knowledge management had become a, a, a discipline within

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companies, large companies today, um, I would say knowledge is like

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the, and knowing how to connect with knowledge and access, it is sort of

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like the ante to get it to the table.

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But I don't think that knowledge alone is what creates the differentiation.

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So knowledge is, let's be clear, knowledge is something you accumulate.

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Wisdom is something you distill.

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So if it's a math equation, knowledge would be a plus sign.

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And wisdom would be a division design.

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It's the essence of something.

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It is taking all of that knowledge, all of that information and distilling

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it down to what's essential.

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also, wisdom is often something you learn from personal experience.

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I like to say are painful life lessons are the raw material for our future wisdom.

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And so in many ways, wisdom comes from the school of hard knocks, meaning the

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school, you know, the, the challenges we've had, and so long story short is,

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one of the things we're very good at as a society is we've helped people

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to know how to accumulate knowledge.

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But we've done a very poor job of helping people to distill their

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wisdom, to understand from their life experience what they've learned

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and how to apply it moving forward.

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And in the series of questions you may ask going forward, I can tell

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you more about how we do that.

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But let me say that wisdom is perceived as being abstract.

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In fact, it's very much in your gut.

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You know, knowledge, knowledge is in your iPhone, and wisdom is in your gut.

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And the question is, how do we create the practices and environment,

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the habitat and the conditions for people to access that wisdom?

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Because at the end of the day, I am not going to learn a lot of wisdom from

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AI at this point, maybe in the future.

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So I will.

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Um, but today what, you know, the AI will give me is a distillation

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of knowledge out there in the world.

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And, and it does it very well.

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I, I enjoy ai, but my greatest wisdom comes from my own life experience.

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And yet there are very few practices or tools that we have created

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in society to help us understand what we've learned along the way.

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There's a couple of things that spring to mind here that.

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There's, can I and should I, and there's like, these tables can make, allow us to

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do lots of things, but whether we do them or not, I think needs to come from a place

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of discernment, which I think is what you're talking about in terms of wisdom.

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And I love that what you said about wisdom comes from the school.

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You know, you will learn wisdom from the school of hard knocks.

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And I know from a personal perspective, the school of hard

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knocks is a scary school to go to.

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You wouldn't choose to go there.

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Yeah, I'll stay at home.

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Um, I'm feeling ill today.

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and, and this is from our experience of our work, when we step into that space

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of uncertainty and when we try things that we're not sure that are gonna work.

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And like you said, you learn from that experience.

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That's where we, I'm hearing we learn wisdom.

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because, and also from what I heard from you, given having been an entrepreneur

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from an early age, it sounded quite instinctive to, to move towards stuff

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that might not have been at a certain bet.

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How do you, how would you communicate?

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What wisdom would you share to help those of us, particularly when you're

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a certain age and you think risk is you have a certain relationship to

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risk already 'cause you've already settled, but you need to change.

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How would you get someone to refrain, reframe this idea of doing something

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totally new, totally different, to overcome some of that fear and hesitation?

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There are fixed mindsets and their growth mindsets.

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This, this comes from Carol Dweck, from Stanford, uh, and her research.

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And as we get older, often there's a fixed mindset that says, I'm

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too old to fill in the blank.

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Or I, I can't take that risk because of my, my spouse and my kids.

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And, um, I, or, or for me, when I joined Airbnb at 52, oh my God, I, I don't wanna

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have my last career move be a failure because everybody in the hotel industry

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thought I was a nut for joining this little tech startup that they thought

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would like never gonna go anywhere.

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Um, and then I also was mentoring Brian Chesky, the CEO and co-founder,

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but I was also reporting to him.

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So after having been for 24 years, my own, the CEO of my own company, having

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sold it to Hyatt or pr, John Pritzker, who sold it to Hyatt, um, he's part

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of the Pritzker family owned Hyatt.

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I was not gonna report to someone who was, who's the age of my

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biological, my, um, my foster son.

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So that there are a lot of fixed mindsets that could have

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said, Nope, not gonna do that.

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But I think one of the things that I look at is, um, a question that I ask a

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lot is, 10 years from now, what will I regret if I don't learn it or do it now?

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and, and I, and when I moved to, to Mexico, for example, I started to learn

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to surf and I started learning Spanish.

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Now I, I moved here at age 56, 57 or so.

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Like, I was not at the age where people learn to surf or say, you know, welcome

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the idea of learning a foreign language.

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Um, so I had a fixed mindset, like thinking I was too old.

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But when I thought about it in the context of like, I'm living in

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Mexico part-time, I like it here.

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I wanna live here for a long time.

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I will regret at 66 or 67, 10 years from now if I don't learn

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to serve or learn Spanish.

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Now, that helped me to learn similarly, you know, anticipated

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regret is a form of wisdom.

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The idea that I will regret that when you're 20 years old, you don't have

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anticipated regret, but when you're 40, you start to have it because you

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start to have a time clock in your head, and when you're 50 and when

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you're 60, you'll have it even more.

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and so, I, I've found that that question helps catalyze someone to try

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something that they might not have done.

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Now in terms of the practice of wisdom, I have been doing something since age 28.

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So at 26 I started my boutique hotel company with a very

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unlikely success story.

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Um, I bought a motel in a bad neighborhood, a dodgy neighborhood in

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San Francisco called the Tender Line.

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It was a pay by the hour motel, so it was the kind of place people

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went on their lunch hour to have an affair, and they paid an hourly rate.

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Now it was in bankruptcy.

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When I bought it, it had had better days.

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This is the mid 1980s and age was a big deal in the US and, and in

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specifically in San Francisco.

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And you know what?

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This, this place wasn't successful anymore.

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So long story short is it turned it into a rock and roll

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hotel and it became successful.

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But in 19 89, 2 years into it, uh, we had the, uh, a big earthquake in

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San Francisco and I had no business.

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And so one day I just said like, oh my God, I have no idea how

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we're gonna get through this.

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And I took a journal or a diary that was empty, um, off of my bookshelf,

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and I took it down and I wrote my wisdom book on the cover of it.

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And I started a practice that I've been doing now for 36 years.

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Yeah, something like that, 36 years, which is to, uh, make a list.

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Each weekend I spend 20 minutes doing this of all my key lessons of the week.

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They could be personal, professional, spiritual, physical, et cetera.

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I make a list of what did I learn this week?

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Often the lessons were painful, and then I say, how will it serve me in the future?

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Um, and by doing that, and by doing that now for all these years, every

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week I now do it in Google Docs.

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what I did and what I have had the opportunity to do is to accelerate

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the cultivation and harvesting of my wisdom by understanding

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what I'm learning along the way.

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What I do in my companies is I do a practice.

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I don't require my leaders to do this, but I do require once a quarter,

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the se, the senior leadership team comes together at a nor our normal,

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you know, leadership meeting.

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Maybe it's an hour long and let's say there's six people on the team.

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Each person says, what was my biggest l lesson of the quarter?

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What am I gonna learn from it and how will it serve me in the future?

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And because the chief operating officer across the table from me

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is talking about his or her lesson, um, I'm learning their lesson.

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I, you know, their school of hard knocks is my form of learning wisdom.

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So wisdom is not taught, it's shared.

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And sharing our wisdom is really valuable.

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And then having, at the end of the meeting, that group of six

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people say, what was our biggest team lesson of the quarter and how

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will it serve us in the future?

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I have been doing that, that leadership wisdom leadership exercise, Jo Viv at

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Airbnb, we in incorporated it into the whole company and then also now at MEA.

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yeah.

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So this is, this is how do you take abstract wisdom and make it

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practical and prescriptive and make it a strategic competency and

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differentiator within the company.

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I'd like to, So explore that aspect of sharing.

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Uh, one of the things that is core to our work and what we believe in

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and what we learned is the power of community, the power of creating

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spaces where we can share challenges.

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And, and through that process of just even voicing something, something shifts.

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And I know from your book, learning to love midlife and, and there's

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an aspect about social wellness and there's a sense of community and how

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that connects us to, well, how that's important and let's put it that way.

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Uh, and so I, I'm curious about your thoughts and perspective on that.

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What, what have you seen that creates real connection with people and allows

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from, for this learning, the sharing of wisdom to be most effective?

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I.

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Well, you know, we've had 6,500 people graduate from MEA going through

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a week long program with us, uh, in person, uh, from 60 countries.

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And what, what I most notice is that when people learn to communicate

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from what we call the third vault, so the first vault in our

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communication is the facts of our life.

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And they're usually from up here in our brain, the second,

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and they're, they're fine.

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I mean, like, frankly, when you first meet someone, it's

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like, okay, where are you from?

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You know, what do you do?

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Uh, et cetera.

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It's, it's, it gives context.

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Um, but it's actually sort of boring after a while.

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You know, you've been to a cocktail party where nobody talks about anything

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but the facts and it's like, oh, that, you know, and you wanna, you, you,

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you run for the bar pretty quickly.

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Um, the, the second, uh, vault in how we communicate is

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from, usually from the heart.

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It's the stories of our life.

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And those are interesting.

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And yet they can be liberating or incarcerating in the sense

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that sometimes our stories, um.

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Are so defined by ourselves that we have not given our stories, the

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space to maybe evolve over time or to have a new lesson come from them.

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And so stories are helpful.

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They certainly are more, they build a level of, you know, emotional connection.

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Um, and you can feel really connected to someone else when they're telling

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their story and you can relate to it.

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But the problem with stories is that they often solidify and identify an identity.

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And there's, for the person giving the story, it's often not

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very pre, it's very predictable.

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And so you get bored with your own stories.

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And then the third vault of communication comes from the gut.

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And it's when you are communicating from a place of unfiltered.

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Spontaneity and you have to create the space.

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Now, it's not something you do normally at a party easily, but

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you have to create the space that you to hold space and invite grace.

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And that's what I like to say.

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And invite the environment where people are gonna go there and they're not

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gonna, they're, they're, they're not gonna plan ahead what they're gonna say.

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They're gonna say just what's going on from a place of respect, but also from a

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place of vulnerability and authenticity.

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And so that's sort of how a week works at MEA, whether we're doing a private

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retreat with a leadership team or, you know, YPO Young Presidents organization,

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or whether we're doing a public workshop, what we're really offering

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is the opportunity for people to, Allow the spiritual plumber to open up the,

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the, the plumbing pipe that goes from the head to the heart to the gut slash

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soul, because that, that heart to soul plumbing pipe is usually pretty clogged.

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And the moment you start to open that up, it's not that, it just feels liberating

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to be able to speak from your truth.

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That's been sort of stuck there in the plumbing pipe.

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But the epiphanies, we become sort of a, a midwife for midwife epiphanies

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and new ideas come up that have been sort of stuck down there.

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And that is, you know, one of the miraculous things about, you know,

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coming to an MEA workshop is people leave saying, I always had that inside of me.

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I. But it was stuck and I hadn't known how to actually access it.

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So I think of us doing a bit like an archeological dig.

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Um, and so how do we uncover that wisdom that, hmm, that intuition

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that is stored down inside of you, um, and open it up without fear that

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it's gonna sound really stupid the first time you say it, potentially.

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And, and that doesn't have to be a business idea.

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It could be a, you know, a, a personal memory.

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We do have people who have come to MEA and like, wow, they have

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some memories that have been stuck there, that they had, like, let you

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know that they had tried to ignore.

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So, long story short is it's, it, you know, I, I think our, our,

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our journey as entrepreneurs.

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Is just a human journey.

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And the more we are able to embrace every aspect of who we are as humans, the more

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we bring the full range of, of skills and intuition to the table to be an effective

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human first and entrepreneur second.

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I've got a quick question about, your background in hospitality, how much you

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see that influencing how you host or just your love of creating community?

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'cause I think that's something a lot of people we meet want to start

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communities or think they wanna start a community and actually host events and

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retreats, but doing it is another thing.

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So I guess the question's maybe more about the design and the

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experience you're creating.

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How much you think that played a part in the success of MEA in terms of

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those experiences you are creating?

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You know, I. In creating MEA, there were really four component parts.

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One was hospitality and hospitality has been my career, almost my full career.

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So that was an easy one, but it was an important one because

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generally speaking, when you go to a retreat, uh, a retreat center, the

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hospitality's not a high priority.

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Um, like the aesthetics.

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Maybe the food is sometimes, especially if it's a, a healthy place where

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they have their own garden or farm.

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But sometimes the aesthetics are not great and the, and the quality

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of the service is not great.

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And so I wanted, I wanted hospitality to be front, front and center.

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Um, and you know, when I was at Airbnb, I was in charge of all the hosts globally.

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That was one of many things I was in charge of.

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So I loved the idea of.

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Uh, Airbnb hosts being many entrepreneurs and, uh, helping them

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to understand how to be a better host.

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So, uh, hospitality is a big part of it.

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Secondly, um, a retreat center.

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So I was on the board of the Esan Institute, uh, in Big Sur, California.

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Really maybe the best known, um, retreat center in the United States.

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And I was there for 10 years on the board, and I taught there

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for 12 years, once a year.

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And I loved it, but I also learned about, you know, what, how do you run

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a retreat center in a different way?

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I, for example, Essem, which has a a great history, has no alumni program.

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Nobody like, they, they don't have regional chapters.

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We have, you know, at, at MEA, we have 58 regional chapters for our alumni.

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There just, there were a lot of things they didn't do that I wish they'd

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done, but, you know, they didn't do it.

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Um, thirdly is wellness.

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You know, the experience of of having a, building a community, especially

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in a in-person kind of thing, is we're really trying to help with wellness.

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And this idea of social wellness is really important.

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How do, how do you create the environment for people to both

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feel a sense of personal wellness, but a, a, a social wellness?

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And I, I like to say that illness starts with the letter I and

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wellness starts with the letters.

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We, and wellness is not just a personal journey.

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It can be a, a collective journey.

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Um, and, you know, I have for 28 years owned the largest spa in San Francisco.

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And so wellness has been always a, a part of my, you know,

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integrated into how I try to live.

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But also some of my businesses, I've owned them a number of spas.

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And then finally the fourth piece was the curriculum.

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I didn't wanna just be a retreat center where people come and

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have a beautiful experience with hospitality and, and, you know, great

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service and, you know, wellness.

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But I really wanted to have, I wanted to be a school, you know, an

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academy where we have a curriculum.

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And the curriculum is really based upon my book Wisdom at

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Work, the Making of Modern Elder.

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But it's based upon all these faculty members from Elizabeth Gilbert to

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Blake Kosky, to Jerry Kelowna, to um, I mean Arthur Brooks, who come and guest

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faculty with us at our, at our two centers in Santa Fe and in Ba Mexico.

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And so that's really, those are the four ingredients.

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The good news for me is like all four of those ingredients were in my.

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History that allowed me to, to do this.

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But I think building community is such an essential part of our modern

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life because, you know, I was, uh, uh, the first member, I was the

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first board member of Burning Man.

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So Burning Man had six founders, and then they asked me to come along and help

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create a, a, a board for Burning Man.

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And so, um, that was 16 years ago.

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Yeah.

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16. 16 years ago.

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And I loved it.

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And I, and I was a long time burner and burn, you know,

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burning Man has a community.

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And how do you, how do you have a, a board of directors for something that says sort

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of like, um, I don't know, uh, crazy.

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And uh, what do you call it?

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Uh, anarchist as, as Burning Man.

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Um.

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But I learned a lot about building community in that community.

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And I think in a, in an era in which we are all so online driven, that in, in real

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life, the IRL experience is so essential.

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Um, and so the craft, and it really is a craft of how you bring people together

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and host them in person when, because it's so precious, uh, because it's,

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it's, we do it less than we used to.

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I mean, before we had computers, we, that's all we did.

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Um, but in the era of computers, we're doing what we're doing right now.

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But the pro the, the craft of hosting is so essential.

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Um, and Priya Parker is a friend in her book, the Art of Gathering.

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I highly recommend to people who wanna understand how do you, how do you host

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in, in a way that, um, is magical?

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So firstly, I think you're just with MEA and how you're talking about it,

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you're describing the organization, the business, the mission that

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Lawrence and I were dreaming of when we started the Happy Startup School.

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So it just lovely to hear It is just, yeah.

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And the names, you pull out the hat go, ah, that's amazing.

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Um, and the other aspect of this is that feeling, I don't know, it's just like, I

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dunno if you've ever had this, you go on a first date and they're just talking.

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I was like, tick.

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Yep.

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Tick, yep, tick.

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Yeah.

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Oh my God, I'm in love with this business.

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This person, whoever it is in front is just like, alright.

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Music to my ears.

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What I was hearing, particularly when Lawrence was talking about hosting,

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'cause I think part of this idea for us about the way we run our business,

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'cause it's very about how we are in terms of what we talk about, building a,

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a business more aligned to who you are.

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I. And that person definition of success.

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And I think we run retreats and we run a, a festival.

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And the reason why they'd be all they have been going on for so long.

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We believe because we need it and we value it as much as we

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trying to give it to other people.

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And community is in our DNA in a sense, being connection, actually the need for

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connection is forefront as a priority in the, in our work and who we are.

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And so I'm curious from your perspective of how much you've been guided on your

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journey of entrepreneurship and work about your sense of yourself in terms

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of like tying what you do, being part of who you are, uh, and whether that was

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always there or that's been a journey.

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And then your experience with people who come onto MEA who are trying to find

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something more aligned in themselves.

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I heard a great quote last week, um, which was, if you don't know who

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you are, you'll become what you do.

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it starts with who you are, and that's the fertile ground.

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I like to say be good soil.

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Be good Soil means, um, how do you create the soil in which fertile of

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the fertility of that soil allows greatness of all kinds to, sprout.

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And so, you know, for me, I. When I was 22 years old, I was between my first

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and second year of business school.

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Uh, and at Stanford I had been a all American water polo player in high

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school and, and a little bit of college.

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I was in a fraternity.

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I was, I was sort of a jock.

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I was sort of like, you know, whatever.

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I was doing my life, but I felt like something wasn't fulfilling me.

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And I was, I felt a little lost.

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And, um, you know, I, I had to go through a dark night of the soul,

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what I now call the dark night of the ego to realize I needed to, I

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needed to go deep into who I was.

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I started learning about the EN Enneagram, which is a, a personality typing tool.

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And I, I learned a lot about that.

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I was in therapy and ultimately, I, I came out, uh, at age 22, uh, as a gay man.

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And that was not easy.

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In 1983, in the midst of the AIDS, early stages, the AIDS era, uh, AIDS crisis.

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And, you know, being at Stanford Business School and, and GA based

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upon the world I had lived in.

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So, but, you know, the, the gift of that was at a time where it was

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potentially career ending to come out and at a time where when it was,

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you know, physically, health-wise, risky, I had to have the courage to

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be able to say, this is who I am.

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And that process both opened me up to, in my twenties, doing a real deep

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dive in terms of understanding who I was and who I am still in such a way

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that it created that fertile ground.

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Good soil and what it did.

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Uh, you know, when I started my company at age 26 and was very open about being out

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as a gay man, um, it was really unusual even in San Francisco because like, you

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know, first of all, 26-year-old CEO's, not, not normal, um, especially back then.

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Today it's much more normal.

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Um, but also then the gay CEO, like it was weird.

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Yes, the hospitality interest in Pu boutique hotels was

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made it a little easier.

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But long story short is I had, I accelerated my process

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of understanding who I was.

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Mm-hmm.

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And what that allowed me to do, you know, is to tap into some skills I had that I

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might've been embarrassed about before.

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I might've been embarrassed about the fact that I have a good design eye, you

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know, straight guy, you know, queer Eye for the Straight Guy is a, a TV show.

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It's partly because like the straight guy doesn't know how to

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like design his apartment like.

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But I was pretty good at design.

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I was pretty good at empathy.

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Um, I, because I created a culture in Aviv, uh, that was very open

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about people of various diversities, not just sexual orientation.

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We attracted really talented people who felt like in their environment,

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whether they were a woman or a person of color, or someone of a, you know,

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um, someone who, uh, felt aged out.

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You know, we, we were able to attract great people because they

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felt like wow, they were welcomed in a place where, uh, the CEO had,

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you know, been open about who he is.

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So, I, I, you know, I, I, I feel like what could have been a curse was a blessing.

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Um, and yes, have I dealt with discrimination?

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Of course, I have.

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but the process of, you know, understanding who you are, is the

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most important learning lesson you're gonna have over a lifetime.

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And you get better at it over the course of a lifetime because you

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get to know who you are about a quarter of the way through a novel.

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You don't understand the characters nor the themes in the book that well.

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But by the time you're halfway through the novel or halfway through your life as

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in midlife, you understand the characters and the themes in the book a lot better,

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and you understand yourself personally.

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a lot of people that we work with, and I've experienced myself, you, you for

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a long time, you play a role because that's how you potentially can fit in.

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And what I'm hearing from your journey, the earlier you can break out that role

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that you're playing and tune into who you are and what you, what it means to be

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you in terms of playing to your strengths and doing the things that light you up.

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There's a, an effortlessness that is introduced into the work that isn't,

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that energy isn't sucked away because you're trying to be someone else.

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I'm very curious.

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You, you said you, um, you dove, dove into the Enneagram and it's

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something that I've been introduced to only in the past couple of years.

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Uh, do you, do you still, um, connect to that way of sort of understanding yourself

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and are you, are you open to sharing your, the type that you are most connect to?

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I'll share, I'll share my type.

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If you share yours.

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I have discovered, uh, that I am most connected to type three.

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And I've recognized I am a performative, well, my default is to

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perform in order to look, look good.

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Yeah.

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I am a three with a four wing.

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And so for those people who don't know the Enneagram, let's spell it for you

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because it's hard to, hard to spell if you, based upon the pronunciations.

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E-N-N-E-A-G-R-A-M.

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So I have learned about, I learned about my Enneagram type more than 40 years ago.

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I ultimately took everybody in my senior leadership team at

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Jo Aviv through learning it.

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So we, and we taught it to employees in the company if they wanted to learn it.

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Um, we teach a workshop here at, uh, MEA by a guy named Russ Hudson, who's

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maybe the most famous, Enneagram teacher he teaches at our Santa Fe campus.

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so understanding what, what the Enneagram is helpful for is, it's not like

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Myers Briggs or something like that, which sort of feels a little bit like.

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Not deeply rooted in who you are.

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The Enneagram helps you to understand what's the pair of

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glasses you're wearing that is rooted in almost a singular sentence.

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Uh, and for those who are three, like you and I are, and I'm a four with a,

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the four wing is sort of the individual artist, uh, type likes to be different.

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Um, but a three is the success achiever type.

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And you know, the sort of, the statement in our heads unconsciously

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might be, I am only as good as my last success, or something like that.

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and I, I care a lot about what people think about me and how it looks to others.

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And you, you, you, you described that Carlos, but once you

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know that about yourself.

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You are able to, as Carl Young Carl Jung was very clear about, you know,

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once you sort of understand your unconscious, you can rise above it.

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And so once you understand the sort of unconscious bias of how you see the

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world, you can sort of say like, oh God, that's me being performative right now.

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Or That's me caring too much what other people think about me.

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Or that's me being self-critical to push myself to success.

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And sometimes those are good things, but sometimes they're not.

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And to understand the dark side of your personality type

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allows you to transcend it.

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Firstly, a lot of people in our community are gonna be loving what

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you're saying now because there's a lot of fans of the Enneagram within

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our Happy Startup School community.

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Yeah.

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And secondly, that for me is the essence of wisdom.

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I. That discernment, that knowledge as I'm hearing, is when this behavior or

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this approach is serving me or not serving me and doing that without judgment.

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Yeah.

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And it, I think it connects to another, I think one of your 12 reasons is

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this idea of understanding our story.

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Yeah.

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I mean it, over the course of a lifetime, you have the opportunity to

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understand who you are, maybe you're Enneagram type and why you're here.

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You know, mark Twain wrote.

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There are two most important days in the person's life, the day you were

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born and the day you figured out why.

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And I like to say, um, the purpose of life is to discover your wisdom.

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The work of life is to develop it, and the meaning of life

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is to give your wisdom away.

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And so all of that speaks to this idea that there's a narrative that

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you know, there, there, even before the narrative, there's a, a way of

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seeing the world that defines you.

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Maybe it's the Enneagram or there may be another way of understanding

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that there's a way you've shown up and had the school of heard knocks.

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Experiences that help make you who you've been, help you to understand your wisdom,

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which is meant to be shared with others.

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And.

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As you understand who you are in the world, You are better.

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Once you understand who you are, you are better able to be, uh, an

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enlightened witness for other people.

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You're able to be a mirror and have people look at you and

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say, I want to be like you.

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or, uh, I understand myself better just by listening to you.

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There, there was a point in Jo Viv and my, you know, my boutique hotel company

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where I felt like there were a lot of my leaders in the company are leaders

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in the company who had a point of view, which was do as I say, not as I do.

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And so for one month I didn't experiment and I said, we are going

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to ban the two, the words manager and leader for the next month.

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And whenever you will use the word manager or leader, you have to

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actually replace it with role model.

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And by, by.

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So if we're having a manager's meeting today, it we're, no, we're

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actually having a role models meeting.

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Um, if you are gonna go and, and go to a, you know, a, if we're gonna

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create a leadership workshop, it's gonna be a role model workshop.

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And the reason we did that was because I, I really believed that, uh, the, the more

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senior you are in the organization, the more of a role, role model you needed to

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be, not just as a leader, but as a person.

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And it was, it was miraculous.

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What happened during that month, um, is how leaders recognize that, um,

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the more senior you are in leadership, the more contagious your emotions,

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the more contagious your habits.

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Um, your A CEO is not just a chief executive officer,

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they're the chief officer.

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Because our emotions are contagious.

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the more senior we are.

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Uh, that's part of the reason I do have some worry about what's

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happening in the United States and in many countries right now.

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Uh, you know, whether you like Trump or not in his policies, I don't think

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he's a, a, a well adjusted human.

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Um, and that worries me because he becomes the role model.

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And, and to me that's a, that's a troublesome thing

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for forgetting about policies.

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Like, I wanna put policies aside.

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and so I, I, you know, I, I, when I go and look at organizations and try to evaluate,

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you know, whether I think that company's gonna do well, I often look at that.

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When Brian, when Brian, uh, chesky at, at Airbnb, uh, soon after I joined, wanted to

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do a, a strategic partnership with Uber.

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I said like, you know what?

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You and I have sat with Travis and you know how toxic he can be and

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you know, his culture is based upon him and you know, your culture,

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you want to be very different.

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The kind of partnership we would do with them is going to be problematic for us.

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And, and we were at that time, the smaller of the two organizations, by far we

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were the two sharing economy darlings.

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But you know, if we get more affiliated with them, it will, it will hurt us.

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Similarly, when Adam Newman was wanting to do a partnership with, uh, Airbnb

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after I'd been there now three or four years, I was like, are you kidding me?

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Uh, I won't, I won't say everything that Brian used to say about

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Adam because, Brian liked Adam.

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But, I'll say it for myself.

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Adam had a mess, messianic kind of way of being, he sort of

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thought of himself as the messiah.

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And I said, you know, this is not gonna be good.

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Um, so I do believe we have to get really thoughtful, uh, that we at, as

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senior leaders in organizations are role models and contagious role models

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in terms of how we're showing up.

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So if you're thinking about going off and working in another company,

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you know, look at what, who's at the top and how contagious they are.

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If you are the happy startup leader and running the things,

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you know, how are you contagious?

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and when I ultimately needed to leave my company that I, you know, after

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24 years, I knew I needed to leave because I was sort of depressed.

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I didn't wanna do that anymore.

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I felt victimized by my company.

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Nobody had done anything to me.

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I just didn't wanna do it anymore.

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And I had that NDE and so I died and was like, okay, I can say I'm going to stop.

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And I, but I felt for the good in the, of the company, I needed to do that.

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Even if I wanted to stay, I was not, the vulnerable visionary that I used to be.

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I was the martyr.

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Um, this, this importance of authentic alignment, I think I'm hearing here

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as both as a leader, but also as, as just interacting and making,

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interacting with others and making healthy choices based on our own

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self-referencing and our own compass.

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and that what I'm hearing there is by understanding our stories, whether that's

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through frameworks like the Enneagram or any other way that you therapy or,

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or some other kind of work where you can connect with yourself that has

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a, a beneficial impact in the way we can work, is what I'm hearing here.

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So we, you know, you talk about understanding your story and I'm now

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hearing, you know, the framing in my head is like, you get to a point in life like,

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alright, this story has got me here.

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I don't wanna read the, this story has chapter's gonna close, new chapter.

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And then it's like, what is this new story?

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What is this new chapter?

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And in a sense, like, what do I actually want?

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And I'm curious from your own experience of, you know, your own life and MEA, how

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you have seen people answer that question?

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So purpose is really important in life, but I, I think especially

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in the United States, it's perceived as a noun, not a verb.

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To be purposeful, to me is more important than the noun of having a purpose.

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There are a lot of people who freak out because all their friends have a purpose,

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and I don't have a purpose as it's like a BMW in the driveway of your, of your home.

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Um, the reality is there are lots of ways to be purposeful, and there's the

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big p purpose of the things you'd see on your resume or on your LinkedIn profile.

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And then there's the small p purpose, which, uh, you know, are the things that

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people will say about you at your eulogy.

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And so I think that, you know, as we get older, we've moved from Big P purpose to

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small p purpose, realizing that When you have Big P purpose, which is important,

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it crowds out a lot of other things.

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being an entrepreneur is.

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Most often a big P purpose.

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It's the thing that defines you.

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It's the thing that you, people know you as.

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It's the thing you think about and dwell on in the shower.

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It crowds out a lot of other things.

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That's not a bad thing, except when it is.

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And when it is, is when it means you.

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It crowds out the small p purposes.

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But when you have small P purposes, whether it's being a parent or it's

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being, a political activist, or it's, you know, being a gardener, a master

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gardener, or a marathon runner, those small p purposes, or you know,

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it's being involved in a spiritual community, those small p purposes

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add to a broader tapestry of a life.

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So I would just say how a person curates their life to figure out

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what's next is a function of knowing that big P purposes are important.

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They define our lives.

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They're the way people see us, and in many ways, they can

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be sort of legacy providing.

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And yet in the course of one's life, you know, at, on your deathbed,

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it's the small p purposes that are gonna make for the full tapestry

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of a really interesting life.

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And, and so I just think understanding, you know, this

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is the kinda stuff we do at MEA.

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I mean, listen, people, if people are interested in this, like, come,

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come join us, or if, you know, most of you are in Europe, you know, we do

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have online programs as well, online courses that are in person, like,

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or in, you know, live like this.

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Um, and, and that's available to people.

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But I, I I, I, this is so important for people to understand that

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it's very easy to be the kind of person, and I am one of them.

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And Carlos, you may be as well.

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When one big P purpose is move moves on, I'm sort of now ready for

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like, what's the next Big P purpose?

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Because if I, if you're a three on the Enneagram, those big P purposes

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are the things that define me.

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And what we need to do is create interventions to help people to realize,

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oh, as I did between age 50 and 52, when I decided like, I'm gonna learn about

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emotions, I'm gonna learn about hot springs, I'm gonna learn about festivals.

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I'm just gonna be curious.

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I'm not doing anything.

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I'm gonna go find, I'm gonna start creating musical playlists

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that I'm just, just for me, not for performance in any way.

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I was able to sort of create a life that felt a little bit more full-bodied.

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Uh, and it reminds me, I think of one of the things you say is, is

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growing whole rather than just growing old, uh, and having, being curious.

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Uh, and what I'm getting here and what I'm latching onto is not being cur

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curious about the world, but also being curious about ourselves and the lenses

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that we are looking at the world through.

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So, Lawrence, was there anything that you wanted to, to ask to finish

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off or anything you wanted to share?

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Yeah, maybe something just linked to that idea of purpose and finding a

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calling or whatever you wanna call it in later life, whether it takes

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something like you experienced for people to realize what's important to them.

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So your near death experience or like a health challenge or someone

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dying close to them, like a catalyst.

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We, we find this too, like a lot of people find us at the point

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where they've hit a hard knock.

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So is there a way to accelerate that?

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Have you found it?

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What's the sequence?

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Yeah.

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Wouldn't it be nice to do it without the school of hard knocks?

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Um, you know, one of the things I like to say in on the purpose path is there

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are, um, four shortcuts to finding your purpose or finding your purposeful path.

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And there what something that excites you, something that agitates you,

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something that makes you curious or something from earlier in your

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life that you were passionate about that you, that you have neglected.

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And, if someone's really interested in that, you know, they should

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check out our Cultivating Purpose workshops in person or online.

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I. Because we go into a lot of depth on that.

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but yes, I think a, something a an external circumstance that

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that is jarring to someone, forces people to get outta their habits.

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And I think that's, you know, sometimes a good thing.

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But, you know, it's nice if you can do that on your own too, so

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you don't have to have your, the jar, the jarring circumstance.

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Yeah.

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And I, I, I kind of feel like we wish for people not to, to experience pain

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in order to find this purposeful path.

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And at the same time, it may be the only way to really commit to something

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because you really lived it or felt it.

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one last thing.

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I have a daily blog.

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It's on the MEA website, um, under the free resources section.

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It's called Wisdom Well.

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So if this is interesting to you, just uh, subscribe to my daily blog and

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um, look forward to seeing you there.

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I noticed there's Chip as well.

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Anyone wants to

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website.

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You can ask Chip GBT any question.

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And there you go.

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That's another.

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Boom, chip, GPT love, uh, because there's another aspect of this

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around understanding our story and also being good storytellers.

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And I think this is something that I have noticed about your work.

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And the, in the phrases, the words, they just capture people's imaginations.

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And that being, I think part of this, finding more purposeful paths

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is telling good stories, not about just about our, our work, but also

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ourselves, that, that motivate us.

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So thank you.

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Thank you.

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Um, we'd like to finish off with this final reflections, what we're

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taking away from this conversation.

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Um, Lawrence.

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many good, uh, insights.

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I particularly like the quote you said about if we dunno who

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we are, we'll become what we do.

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'cause that, for me is, is a great way to frame, I think the importance of

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doing this, uh, in a work really, isn't it, to understand ourselves better and

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not fall into just reacting to whatever comes our way, being more intentional.

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Um, chip, um, thank you very much.

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Is there anything you wanted to, any parting words for

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people who are listening?

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Oh, no.

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I mean, feel free.

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I, I welcome people to stay in touch, um, and, uh.

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Yeah, would love to see, see you in person one of these days.

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Uh, again, so grateful for your time, for your wisdom, for

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your energy, for your insight.

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Uh, and I'm, I, I'm someone who, who really ran away

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from the idea of role models.

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I dunno why.

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I think it's 'cause I'd like to do things myself, but actually hearing

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what you're doing and seeing what you're doing with MEA, I think I've

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found a blueprint for the business I wanna create with Lawrence now.

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So if, if we steal the idea, I'm sorry, but it's something just like

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the mission just resonates so much with what we're doing at the moment.

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Yes.