Lucy Guo: The Fastest Way to Build a Business Today (The #1 Strategy That Saves You Months of Wasted Work)

Success isn't always about having the best idea, it's about moving before fear, perfectionism, or conventional thinking slow you down. In this conversation, Jay sits down with entrepreneur and investor Lucy Guo to explore why execution beats overthinking, how meaningful relationships create lasting opportunities, and why optimizing for learning often matters more than optimizing for certainty. Together, they unpack a refreshingly honest perspective on ambition, wealth, risk, and building a life that's driven by curiosity rather than validation. In this episode you'll learn: How to Build Valuable Connections How to Escape Decision Paralysis How to Find Better Business Ideas How to Take Smarter Risks How to Make Success Sustainable Success isn't reserved for the people with the perfect plan, the perfect timing, or all the right answers. It's built through small decisions to keep learning, take thoughtful risks, and move forward even when the path isn't completely clear. With Love and Gratitude, Jay Shetty JAY’S DAILY WISDOM DELIVERED STRAIGHT TO YOUR INBOX Join 900,000+ readers discovering how small daily shifts create big life change with my free newsletter. Subscribe https://news.jayshetty.me/subscribe Check out our Apple subscription to unlock bonus content of On Purpose! https://lnk.to/JayShettyPodcast What We Discuss: 00:00 Intro 01:11 Is College Still Worth It? 04:01 The Ambitious Mindset Trap 05:36 Why Go Against the Grain 06:00 Believe in Your Vision 07:15 Change Your Life at 22 10:42 Where Young People Waste Time 11:38 Can Anyone Be an Entrepreneur? 12:09 Build Before You Quit 14:05 Where Great Ideas Come From 14:59 Stop Wasting Time on This 17:07 The Perfectionism Trap 17:45 Good Risk vs. Bad Risk 20:30 Your Network Is Your Net Worth 21:50 Rethink Your Passion 25:30 Self-Worth vs. Net Worth 26:43 Handling Rejection and Failure 27:17 What Money Really Changes 28:55 The Power of No Frameworks 31:11 Think Beyond the Rules 33:09 Hire the Right People 34:20 Why Success Complicates Dating 35:56 Success and Modern Relationships 36:50 Using AI to Hire Better 38:05 Which Jobs AI May Replace 38:56 The Biggest AI Misconception 39:40 AI Won't Replace This 40:44 Make AI Work for You 43:05 The Joy of Building 44:33 Becoming a Self-Made Billionaire 45:08 Advice for Future Founders 46:48 Lessons From Parenting 48:11 Lucy on Final Five Episode Resources: Instagram | https://www.instagram.com/guoforit X | https://x.com/lucy_guo See omnystudio.com/listener for privacy information. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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

• 0:00Jay Shetty?

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• 1:30Jay Shetty?

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• 2:11Speaker 01

  I think that being delusional is necessary to be a founder. You really have to believe I'm going to be part of the 0.01% that is actually going to build a unicorn.

• 2:19Jay Shetty?

  What advice are people being told about success that you think is outdated?

• 2:23Speaker 01

  I think that college is no longer needed. That being said, I believe that your network is your net worth and there's no better place to go than college to expand your network.

• 2:32Jay Shetty?

  So you're saying go to college, but don't go there for the degree?

• 2:35Speaker 01

  Exactly.

• 2:36Jay Shetty?

  How do you think the best ideas are found?

• 2:39Speaker 01

  Ideas are cheap and execution is everything.

• 2:48Jay Shetty?

  Hey everyone, welcome back to On Purpose. Today I'm sitting down with Lucy Guo, entrepreneur, investor, co-founder of Scale AI and one of the youngest self-made female billionaires in the world. Today we dive into the new rules of success, why speed has been a greatest advantage and how AI is reshaping opportunity. Please welcome to On Purpose, Lucy Guo. Lucy, I am so happy to be with you here because not only do we know each other a little bit offline, we've been to some pretty crazy places together. So I saw you last year on Luminara on the yacht trip, which was amazing.

• 3:24Speaker 01

  Yes.

• 3:24Jay Shetty?

  And then I saw you at my house where we did a fundraiser event. Then I saw you at the Dior party. It's, I feel like our lives have just been meshed.

• 3:33Speaker 01

  And now we're seeing each other in Cannes next week.

• 3:34Jay Shetty?

  Yeah, exactly. It's awesome.

• 3:36Speaker 01

  Thank you for having me.

• 3:37Jay Shetty?

  Oh no, I'm so excited for my audience to learn from you. I think that right now we're living at such an exciting time where so many young people are driven, they're ambitious, they want to do incredible things. You've already lived that, you've done it, you're going on to do more. I know you've shared some ideas with me, so I can't wait to get inside your brain today. This is gonna be fun. I wanted to ask you, the first question I have for you is, what advice are people being told about success today that you think is outdated?

• 4:07Speaker 01

  I still think that college is extremely outdated. I think that we're taught to go study and then get a traditional job. But especially in the world of AI, I think that college is no longer needed. That being said, I believe that your network is your net worth and there's no better place to go than college to expand your network. Because college is really the first time and only time in your life where you're going to be thrown into a world where everyone wants to make friends. No one knows each other, right? So everyone's open to this like emotional connection. I always tell people, like, I actually think one to two years of college is extremely useful because that is where you're going to build your network and you're going to build the deepest network. Because their most talented friends are always going to get these like multimillion dollar job offers straight out of college.

• 4:49Speaker 01

  But if you're able to have that emotional connection, like everything is sales, from retaining your employees to selling them to get you them to join your company. And college is the best place where you can like really build that emotional connection because everyone is open to it. Afterwards, like you may go work at a company, you may join like, you know, different like interest groups, et cetera. But it's just not at the same density as colleges.

• 5:15Jay Shetty?

  So you're saying go to college, but don't go there for the degree?

• 5:19Speaker 01

  Exactly.

• 5:20Jay Shetty?

  Right? Go there for the networking, the groups of people, the emotional connections, practicing things.

• 5:26Speaker 01

  And I think college is a really great place, especially in classes, to like learn a lot and learn how to think. But you should apply those skills to practical skillsets or you should apply the skills that you learn into practical use cases. So I would learn how to think in these classes and then I would start using AI tools, right? And really accelerate what you can do and be that like 10x executor earlier on in life.

• 5:49Jay Shetty?

  Where did you go to college again?

• 5:50Speaker 01

  I went to Carnegie Mellon.

• 5:51Jay Shetty?

  Did you go to college with anyone that you're still friends with? What are your peers doing now? Like what else have they done?

• 5:56Speaker 01

  Straight out of college, I had actually hired the smartest people that I met. So like, you know, my TA, my computer science little, like had this like, it's not a sorority little, but like within the CS program, because they were just like top of their class, right? So that was a perfect example of like, hey, this is emotional sales and this is emotional retention. When I had dropped out, I'd actually met a lot of people within the college network, not my specific university, but like within the United States through hackathons. So I'm still friends with them and these are people that I've actually invested into. After like, you know, hiring them, they went on to go build their own companies. So I think that's just a perfect example of like how they were ready to like, you know, open up and be friends with me. And by maintaining those connections, I was able to hire them as my employees, retain them and then support them when they went to go build their own companies.

• 6:41Jay Shetty?

  Wow, that's so fascinating that you were able to not only maintain those relationships, but they've become mutually beneficial for everyone.

• 6:49Speaker 01

  Yeah.

• 6:49Jay Shetty?

  And it's a really unique way to look at college, actually, because I think right now you have the anti-college agenda. And then you have people saying you have to go to college because of the old reasons. So it's an interesting one. I also wanted to ask you, what's a habit that you think ambitious people think is going to make them successful, but actually is slowing them down or holding them back?

• 7:09Speaker 01

  So this is actually probably an interesting one. I think that ambitious people have this mindset, like I want to learn from the smartest people because that makes sense, right? So they gather all the mentors that they have possible and then they enter paralysis when it comes to decisions you're making. So they ask all the mentors around them instead of listening to like their own gut. And if I had done that, Scale actually would have never started because I had a decision paralysis when I was deciding whether to leave Snapchat versus go build a company. I gathered all my mentors, I asked them like, do you think I should stay at Snap? Or go do my own thing? And every single one of them, and I mean every single one of them, told me to stay at Snap because Snap was in its hyper growth stage and like it was, you know, about to go public.

• 7:49Speaker 01

  People thought I was absolutely insane, given that I was on this extremely special team with only 10 people. And I think I would have entered decision paralysis if I were to have listened to my mentors. So I ended up just listening to my gut and optimizing for learning instead because I did feel like my learning had become stagnant at the company. But I think that extremely smart people constantly want to learn from others so they find the smartest people and they ask almost too many questions. It's better to make an imperfect decision, but move forwards because you can change your path than to enter decision paralysis.

• 8:23Jay Shetty?

  I feel like any good decision I made in my life has often been opposed to some of the smartest people in my life because you feel it internally.

• 8:32Speaker 01

  Exactly. And I think investments are very similar, right? Because you have to go against the grain to make a good investment. Like Airbnb, I think is a great example and Uber is a great example. Like no one thought it would work, but the investors that thought it was work, they went against the grain. And I think that's when the best decisions are made.

• 8:47Jay Shetty?

  Did you have to give up, like, did you have equity? Did you give up stock shares? Like, were you giving up like a ton of money too, to go and do your own thing?

• 8:53Speaker 01

  So I was giving up a lot of money. I wouldn't call it life-changing money for me per se, but I think it was life-changing money for other people. Especially because Snap's vesting schedule at that point was like 10, 20, 30, 40, which is a very unique vesting schedule. So that meant that I was leaving the majority of my equity on table.

• 9:09Jay Shetty?

  Wow. So you would have had to really feel a sense of inner confidence that you had an idea.

• 9:13Speaker 01

  This goes back to you are like the average of the people you hang around with. And because I was in this TEAL fellowship network and all my peers were founders that had either raised tens of millions of dollars or had built billion dollar companies. I really did believe that I could be one of those people. I think that being delusional is necessary to be a founder because if you're building a venture scalable business, you really have to believe like, I'm going to make it. I'm going to be part of the 0.01% that is actually going to build a unicorn. I do think that there are other businesses, like lifestyle businesses, that are much more easier to become successful because you're not shooting for the stars, right? Like if you're making like less than a hundred million a year for venture, that's not great.

• 9:56Speaker 01

  But if you're doing that like 10 million a year as an individual, like that can support you for the rest of your life.

• 10:02Jay Shetty?

  If you were 22, you had no money, no followers and you felt like you had no connections, what would you do in the next 30 days to change the trajectory of your life?

• 10:12Speaker 01

  If I were 22, I would actually go live on campus at different colleges because I feel like I would be young enough to do so, where I could pass off as a college student. That's actually how I was able to gain kind of a network outside of just Carnegie Mellon, where I had lived on Menlo Avenue at USC and like kind of just hung out at USC as like a student. I was like, you know, in San Francisco and I was hanging out at Stanford as like a student per se. And when you blend into college community, like you will just start getting invited to things, whether it's like fraternity parties or hackathons, et cetera. I would also like definitely continue to go to hackathons because hackathons are great. It attracts a certain type of student that wants to do something over the weekend that doesn't involve partying, right?

• 10:55Speaker 01

  Like they are side questing to build and learn. And when you go to these hackathons, generally like all the surrounding colleges go as well. So like Mhacks attracted like pretty much all the East Coast colleges. So did Pennhacks, so did Hack MIT. So you're not only meeting people from that college, but all the smartest students from different universities.

• 11:14Jay Shetty?

  So wait, you were, you weren't pretending to go to other colleges, you were just hanging out at other colleges?

• 11:20Speaker 01

  Pretty much, yeah.

• 11:21Jay Shetty?

  And so then you got the benefit of building your network in those colleges too?

• 11:24Speaker 01

  Yeah.

• 11:25Jay Shetty?

  Did you do that because it was fun or did you do that because you knew it would pay off in the long run? Like what was your mindset as a 22, I guess, when you were at college, you were younger than that? What was your mindset as a college student?

• 11:36Speaker 01

  Specifically when I had dropped out and this app completely failed before the TL Fellowship, I was gonna build DoorDash, actually. I built DoorDash at a hackathon and then in between the hackathon and when I decided to go build a company, DoorDash got built. So I was like, great, I need a twist on it, right? So the twist was, okay, let's have people cook food for other students and deliver it versus restaurants. This has many, many issues, starting from like food safety, it's completely illegal, whatever. But I launched at Carnegie Mellon and it did well. And I was like, great, I need to like expand other colleges. So that was a mindset in going to live in other colleges and like, you know, really get in the community so I can convince other college students at these universities to cook food for like their fellow students.

• 12:18Speaker 01

  And college is a really great place to do it because, because it's so high density. Like you could just make a batch of cookies, for example, and run around campus and deliver it to hundreds of students. And people were making like a hundred dollars an hour. It was great.

• 12:29Jay Shetty?

  Wow.

• 12:30Speaker 01

  Yeah.

• 12:31Jay Shetty?

  That's crazy.

• 12:32Speaker 01

  Very illegal, don't do it, don't build it anymore.

• 12:33Jay Shetty?

  How did you feel when you create your version of DoorDash at a hackathon and then you see the real idea happen?

• 12:42Speaker 01

  Honestly, I think the ideas are cheap and execution is everything. So for me, it's like, okay, cool, whatever, right? Like Uber wasn't the first, but they executed extremely well. So I didn't like feel any resentment. I was just like, okay, cool, like this is a great app I can use, like let me think of something else.

• 12:58Jay Shetty?

  Yeah, I think that's what's so fascinating about high achievers like you, where a lot of people think that the idea is the value. And when you see someone do it, you're like, oh, I could have done it, I could have done that. And it's like, well, no, not really, because actually what it showed you is you got had a good idea, someone went and did it already, but that means you could find another good idea.

• 13:15Speaker 01

  Exactly. There's literally billions of people on this earth. Like people have ideas all the time and like people execute all the time. Like you can easily hire a developer in India, et cetera, get it done cheap. Now you can use AI and like use lovable, Replit, et cetera, and like develop your idea. But execution is everything.

• 13:30Jay Shetty?

  Where do you think young people waste most of their time when they're building their career?

• 13:35Speaker 01

  I think young people are wasting most of their time working at these larger companies because they have golden handcuffs. Because when you're smart, you're literally getting paid millions of dollars per year, right? Which is extremely hard to let go of. When you want to leave, they add in stock, they add in cash, they add in bonuses. I know some of the most talented people that I think could have built unicorn companies that ended up just staying at Snapchat for 10 years because they just kept on getting equity packages, which I understand from a different perspective, because it is like, you know, life-changing money over the course of a 10 years. Like you're making like, what, eight figures? I don't want to say they're sold because the work is still interesting, but they're trading off what is like extremely life-changing money, like generational wealth and like

• 14:19Speaker 01

  working on something that they want to do, like that one project, passion, idea that they have in exchange for cash.

• 14:26Jay Shetty?

  But do you think everyone could be an entrepreneur?

• 14:28Speaker 01

  I think everyone can be a certain type of entrepreneur. It just depends on like how much of an entrepreneur do you want to be? Like, are you trying to build a $5,000 a month business? Like, yeah, anyone can do that. My friend literally prompted a chat to create a business with like a $50 budget and it actually created a business that makes, I think, a few thousand a month.

• 14:45Jay Shetty?

  Wow.

• 14:46Speaker 01

  Yeah, yeah. The researcher found a domain name, it designed a really crappy logo. I think that like, anyone can be an entrepreneur, but like what kind of, like what level are you trying to like shoot for in the sky?

• 14:57Jay Shetty?

  I guess the people that you're saying like they could have quit their job and I guess, and golden handcuffs, of course, there's different levels of it. So even where I grew up, I remember I was trying to leave my consulting job, which felt like golden handcuffs at the time. I was making like 45,000 pounds a year and that felt like golden handcuffs at the time because I was like, that at least pays my bills and pays for my rent. I don't know what I'd do without it. When someone's in that position, how should they consider the next move? Like, do you just quit and go all in? Do you come up with an idea first? Like, how do you think about the phases and trajectory of building something when you have golden handcuffs?

• 15:38Speaker 01

  What I had personally done was I was working on side projects and after I received investor interest, that's when I said, I'm going to quit and go build. I think that when people hedge too much as an investor, I don't think they're serious, where they want the money inside their bank before they actually quit their job. So I would say we're on weekends or like, you know, after work, work on side projects, like get some traction because that traction will turn into investor money, but you don't really want to tell investors like, I haven't really quit my job yet because it will make them feel, or you can say that, but you should make it known that whether or not you get the money, you will quit your job. Or at least just say that. I don't know. Because I think you don't want them to think that you're not serious.

• 16:23Jay Shetty?

  I think people always get caught between that kind of like catch 22 of like, do you quit first and then you find what you want to do? Or do you find what you want to do and then build it?

• 16:31Speaker 01

  It is a sacrifice to de-risk, but de-risking does make sense. So if you're able to work on your side projects over the weekend, after work, et cetera, like yeah, you won't be spending as much time with your friends, but you're also de-risking your life essentially. And I do think that like, once you have an MVP with traction, which you don't need to quit your full-time job to get, like you will be able to fundraise.

• 16:52Jay Shetty?

  How do you think the best ideas are found?

• 16:54Speaker 01

  I think the best ideas are found when you're solving a problem for yourself because there's still people in the world that if you're building for yourself, other people are going to have that problem. And then whether or how large of a company it can be is just a function of how many people also have your problem and how much are they willing to pay. But you'll know exactly what to build and then you'll be able to use the product yourself and be able to figure out which features to build, what needs to like, how to innovate, et cetera. So I think the best companies that I've invested in and the best companies that I have built have all been problems that I've solved for myself.

• 17:27Jay Shetty?

  And that's where people should start.

• 17:28Speaker 01

  Absolutely.

• 17:30Jay Shetty?

  I think today everyone's now thinking, how do you build the next billion-dollar company? And that's almost like the most countering.

• 17:35Speaker 01

  And the next billion-dollar company, it might just be like a small problem that you solve for yourself, but you decide to expand on the idea afterwards.

• 17:41Jay Shetty?

  I've heard you say, Lucy, that your biggest advantage is your speed. And I wanted to ask you, what's a decision that people waste six months on in business that they should figure out in six minutes?

• 17:52Speaker 01

  So I think the thing that people waste the most time on is actually just product development and like design. Because when you go to a large company and you see how long it takes to design small features, it could be months to years, because they want the UX to be perfect. But like a common misconception is that the UX needs to be perfect for a product to be adopted. I actually highly disagree. People will go through bad UX, people will deal with bugs if they want the product badly enough. Like for example, let's say there's the new iPhone, right? And like you're checking it out and it just keeps on bugging and it's like, okay, cool, like the payment didn't go through, the payment didn't go through. You're gonna keep clicking that payment button like a hundred times until it goes through. Like you're dealing with the bad bugs because you want the product badly enough. So I believe the best thing to do is just release 90%.

• 18:37Speaker 01

  Like you can design, I think, 90% good UX in one to two days and then just have the engineers build it, ship it, and then see if it's adopted. If it's adopted, then iterate on it until it's a good product. There's very, very few products, I think, that need perfect UX for it to get adopted. Most products out there, like if people want it, they will buy it. People feel like they need to build the full product in order to sell it. But my philosophy has always been like create landing pages. Like if you're building a B2B SaaS product, like make a landing page and start doing calls, see if you can get LOI side. If it's like a low enough price point, see if people enter their credit cards, like save a spot on like the page. If you're building like even a like D to C product, I say sell it and then see how much you actually need to produce.

• 19:21Speaker 01

  And if you're late on orders, just give the customer another free like t-shirt or something or whatever you're building to make them feel happy and like not be upset that the order was late. That way you're actually testing demand for the product before wasting so much money and so much time developing just for it to flop.

• 19:47Jay Shetty?

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• 20:30Jay Shetty?

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• 22:26Jay Shetty?

  So many people I see when they're launching something, they're spending all the time on the logo and the font and the color and all these types of things. And actually you're saying, well, put it out there and see if people even sign up.

• 22:36Speaker 01

  Yeah, exactly.

• 22:36Jay Shetty?

  And even care about it. And if they do, then you've got all the time and money now to actually go and build the real thing. What's our addiction to perfectionism? Like, why do we do that?

• 22:46Speaker 01

  I almost think it's an excuse. I think that people believe that something needs to be perfect in order for it to work. And when it's not perfect, they blame it on the fact that it's not perfect. And I see this with tech founders all the time too, where it's like, okay, cool. Like, we just need to A B test our way into it being perfect for the product to work. But sometimes a sum of all parts doesn't equal a whole, right? Like, you can A B test to have higher signup rates than like higher like engagement, et cetera. But then they like, there's only so much that can fix. Like, you probably need an entirely new feature, which is not really A B testable. Yeah, I think that it really is just an excuse.

• 23:22Jay Shetty?

  What's the difference between a good risk and a bad risk?

• 23:25Speaker 01

  I mean, I think it's all a function of like, what are the consequences, right? I generally believe that a lot of products could not have been created without taking risks. So for example, like I think Uber obviously didn't really listen to anyone. And they became so big that now it just exists. I was actually talking to Stripe founders and I don't remember what rule they broke, but even Stripe apparently broke some rules and then they just became too big to fail. And like, they just had to make it work. So yeah, it's a function of just consequences.

• 24:01Jay Shetty?

  But how do you evaluate that when you don't know? Because I guess we all start thinking, oh God, if I do this, then the opportunity cost is this or this is the risk level.

• 24:10Speaker 01

  I generally evaluate just based on like two criteria, which is like, is this going to be life-changing for me? And am I optimizing for learning? Because if I'm not optimizing for learning, I'm just not going to do it. Because I think that the knowledge I gain doing the next thing, even if I like, you know, lost a few million at Snap, for example. Like, I was going to learn enough being a founder that I can take those skillsets and like, you know, either go get a new job that pays me better and I'll be more successful in my role, or build another company. And then the life-changing money thing was also just kind of that where I was like, okay, like, this doesn't necessarily change my life, so it's not worth my time.

• 24:44Jay Shetty?

  That's something that we can all use in pretty much any decision.

• 24:48Speaker 01

  Always optimize for learning.

• 24:49Jay Shetty?

  That's such a big one, because it's almost like we want to optimize for success. But you're saying optimize for learning.

• 24:56Speaker 01

  Because that will bring you success, exactly. Yeah, like everyone always complains like, oh, it's such a big risk to like, you know, quit college or it's such a big risk to like, quit this job to build a company. But it's not like you are losing your knowledge and skillsets, right? If anything, you come out the other side and you have more skillsets. Like, yeah, you might have given up, let's call it like a $10 million a year job, but guess what? You'll probably get a $20 million a year job. And I also think that people underestimate like how much like people want talent, which obviously we saw it with Meta, right? Paying like nine figures for AI employees. I think that even if your company fails, if you hire talented people and you yourself are talented, there will be someone that will buy your company for more like than your investors invested in valuation,

• 25:40Speaker 01

  because they know you want to make your investors whole and they know that you want money. And for the talent, they'll overpay.

• 25:46Jay Shetty?

  I keep thinking about my life and it was much smaller than that. Like I said, the amount I was making, but making a pivot, companies were so good at making you feel like, no, but you built a network here, you should stay here. Like, there's such a culture of making you feel like you're going to fail if you move on. And I think people believe that, people buy into that. How do we break out of buying into the fact that we actually think if we lose a $100,000 a year job, then we're going to end up with a $70,000 a year job? We don't think we're going to be able to triple it or quadruple it.

• 26:20Speaker 01

  Yeah, I mean, I think that is just, again, your network is your net worth and you are the average of the people that you hang around with. So I was really lucky to hang out with founders that have done it before. So I knew like how it actually went. I was lucky enough to hang out with investors who, you know, they would give exploding term sheets, but they would also tell me, oh, exploding term sheets aren't the thing. Like, if the founder came back, we would just give them the term sheet again. People's fear is overcoming their logic.

• 26:47Jay Shetty?

  Yeah.

• 26:47Speaker 01

  Yeah. Because logically, it's like, why would I not be able to get this job back? Like, if I was valuable to the company, they're going to want me again. And let's say for whatever reason, the role is filled. I mean, companies find roles for people all the time. When they think the person is Swiss Army knife and like smart and will be able to help the company, they'll like make a role for that person, right? But also, there's so many companies out there that will hire you based off of the fact that like you did a great job at like company A. Like, company B is going to want you and company B will fight for you and like understand that now you have more knowledge and more skillsets, so they'll pay you more. This is really people's fear overriding their logic.

• 27:25Jay Shetty?

  Everyone says find your passion. What's your take?

• 27:28Speaker 01

  I think you should do what you're best at to have the highest impact on your passion. So for example, like, I really like nonprofits and supporting charities. But at one point in time, I thought like, I'm going to start my own nonprofit and charity and foundation. And you know, that might still happen, but I also realized like, at this age, in this state of my life, I'm really good at making money. So my time is probably best spent making money and then donating to causes that I care about and being run by people that actually know how to run an organization or a foundation. I don't know how to run a charity. And like, I had actually looked into this, where I was like, I'm going to start a foundation, I'm going to do X, Y and Z. And I realized how much work it is, right? And like how it's like quite literally another full-time job. Like, maybe when I'm older, I'll like learn all those skillsets and I'll decide like,

• 28:12Speaker 01

  my time is best spent doing that as my passion. But I think optimize for fun. Fun doesn't necessarily need to be your passion, but like optimize for like how you can make an impact in whatever you're passionate about.

• 28:25Jay Shetty?

  But that feels hard, right? Because people are like, for example, when I was growing up, I was passionate about soccer. What do I do with that? Because I can't be a soccer player because I'm not good enough. So then what do I do?

• 28:35Speaker 01

  But you can make enough money to buy a soccer team. And then you can have a soccer game and have so much fun.

• 28:40Jay Shetty?

  Right. So you're saying that it doesn't have to be your career, but you may go build a career of doing something else, but then use the fruits of that labor to then be closer to your passion.

• 28:50Speaker 01

  Exactly. Because like if you're able to experience your passion, that's what's going to make you happy, right? Like it doesn't have to be your full-time job. Well, I guess now music is my career-ish, my side quest. But I just used everything that I had succeeded in and like, you know, the money I had created to go experience music and like live events. And that made me extremely happy. I use like what I've been able to create that helps support causes that I care about, which has made me extremely happy. I don't think that needs to be your full-time career. And like for most people, it's not going to be their full-time career because like in certain fields, like even no matter how talented you are, some of it is just luck, right? Like I'll never really understand the music industry or the acting industry because I have so many talented friends in it. And it just for whatever reason, they're not making it.

• 29:33Speaker 01

  And I really do think it's because there's other factors like network, luck, et cetera, and that.

• 29:38Jay Shetty?

  Yeah. But I like what you're saying that people often say pursue a passion or make it your work. But actually what you're saying is just go work, do the thing and then connect to your passion. And that feels much more realistic for most people. Like I think for the majority of people, there are very few people who can do what they love and it makes money. But actually being free to the idea that you can do something, not hopefully that you don't hate.

• 30:01Speaker 01

  Yeah, hopefully that you don't hate, exactly.

• 30:03Jay Shetty?

  Hopefully that you don't hate, but you do something and that something gets you to be able to be closer to all of these things that you love, which I think is a, is a much more genuine, authentic path for most people. Like people can aspire to live that way.

• 30:16Speaker 01

  Exactly.

• 30:16Jay Shetty?

  And like you said, now you're closer to music, charities. What were you passionate about? Like if you could have done something, like for me, I could, I would have been a soccer player if I could have, like if I was good enough. What would you have done if you could have?

• 30:26Speaker 01

  Well, it's changed over the years. So when I was younger, I want to be a singer, but I realized I'm basically tone deaf and I can't sing for my life. So that was out the window. And then I remember when I was like, you know, choosing colleges, et cetera. I was like, it would be really cool to like be an FBI agent, like fight the bad guys. But then that's unrealistic because I like this tiny woman and you know, maybe I could learn, you know, some kung fu skills, but like overall, let's call it unrealistic, right? And then I got really passionate about music and I finally learned I can actually DJ. You don't need to be able to sing or play the instruments, et cetera, to be able to DJ. So it's been like a very cool thing that I've been able to do.

• 31:07Jay Shetty?

  How do you at this stage in your career, how do you separate self-worth from net worth?

• 31:12Speaker 01

  This is really interesting. So I was not a confident person until I went to Miami. And then when I went to Miami, I just became friends with all these people because they just like my energy, right? Like I would just see standing in the elevator and people would come in and be like, wow, I feel your energy from far away, blah, blah, blah. It was the first time in my life where like I met people that were just like me casa su casa with no questions. There's no agenda. And I think in the past, like in LA, San Francisco, New York, there's always like some sort of agenda. People were like, they wanted to know who I was. It was like, oh, you're a Teal fellow, let me be friends with you. Or you're a founder, or you have a fund. Miami was the first time in my life where no one asked what I did and they just wanted to vibe with me because I gave off good energy. So I became extremely happy there. And I think my self-worth is based off of that where, you know, I have

• 31:57Speaker 01

  a close relationship with my family again, I'm close with my friends. And every time I meet someone, like that's a stranger that has no idea who I am, they're just like, wow, your energy is so vibey, let's dance. And that makes me happy because it like, it shows people like me for me versus like my net worth. Versus like, I don't think I had that purity before I had experienced it in Miami.

• 32:20Jay Shetty?

  Entrepreneurially and professionally, what's something that you thought would go your way, but turned into a rejection or a failure?

• 32:27Speaker 01

  Honestly, like I'm not someone that sits and weeps. Like I've never really sat and felt sad. So unless you know, like a close friend is hurt, like I hear bad news from a close friend. But like for myself, whenever I face rejection, I'm like, okay, cool. On to the next. So I've never like felt extremely hurt. One of the more like sad ones might've just been when I was so close to like my top VC choice. Like I was like, I'm a hundred percent going to get a term sheet. Like they're whining and dining me. They just flew out to meet me. And then it was just like, out of nowhere, it was a no, right? And I was like, what in the world happened? Yeah. I was just like, I felt a little bit led on, but also like I didn't really

• 33:10Speaker 01

  sit and feel bad about it. I was like, okay, cool. On to the next. Let's find a new lead.

• 33:14Jay Shetty?

  Do you think that mindset's integral and important at that level?

• 33:19Speaker 01

  I think being an extremely positive person that's constantly optimistic is what has gotten me to where I am today. I think the worst thing you can do is think like, oh, like the world is unfair.

• 33:31Speaker 01

  Why did this happen to me? Stop thinking that way. Like everyone is born with advantages and disadvantages. You kind of just have to take what you have and go forwards. And if you face rejection, just learn from it and immediately like go and fix.

• 33:47Jay Shetty?

  That mindset obviously worked for you. You've made so much money. You've become such a success story. What problems did money take away? And what problems stayed or got worse?

• 33:59Speaker 01

  When I first started out, before I had any money, I was like couch surfing all the time. But I like, didn't have anything to compare with. Like I actually loved couch surfing. It was fun. You get to meet a lot of people. Like I found couches extremely comfy. It was like to the point where I had an apartment, I had a bed and I would sleep on the couch. So like, that was like nothing but like any stresses of money like went away, right? But I also think that like what it can cause is you become a little bit too comfortable, which isn't great.

• 34:24Jay Shetty?

  You've been in so many rooms now with so many successful people, incredible entrepreneurs, people that you've worked with, early days at Snap. What do you think is the most surprising thing you've noticed about the people at the top? Something that we'd be surprised or shocked to know?

• 34:40Speaker 01

  I think the people at the top are actually not the smartest people in the world at all. I think that they lack frameworks and because they lack frameworks, they don't understand a concept of like how the world works, which is actually very good because startups are built when you break frameworks because you innovate, right? Which is why when you take someone in an industry that's been in industry for decades and hire them in, oftentimes like they don't innovate because they're like, things have to be done this way because things have always been done this way. And again, Airbnb, Uber, great examples of this. They weren't transport experts. They weren't real estate experts. So they didn't have a framework of like how things are supposed to be. I think the people at the top completely lack frameworks because they didn't have decades of experience.

• 35:23Speaker 01

  And because of that, they were able to innovate, but also they tell their employees. Like their employees might be like, that's impossible. And they're like, I don't care. And their employees might be PhDs and they're like, no, literally, I've been doing this for 20 years. I have multiple PhDs. This is impossible. And they'll just like, no, it's not. Go do it. And they will say things like, okay, whoever does it gets this like giant bonus. Whoever does this gets promoted, et cetera. And when people see that prize, that's when people like really force themselves to break the framework that they know because they're so desperate to like get that thing that was offered to them. I would say like, when you look at the people at the top, they're not the most educated, really. I think that in general, they have high EQ. Some of them don't have high EQ, but they forced impossible to be possible.

• 36:08Jay Shetty?

  You're reminding me of that great conversation between Steve Wozniak and Steve Jobs. And so Steve Wozniak goes up to Steve Jobs and he goes, what do you even do? You're not a coder, you're not a marketer, you're not a salesperson, you're not an engineer. What do you even do? And Steve Jobs replies, he says, musicians play their instruments. I play the orchestra. And it's such a powerful statement because he doesn't know how to do all the bits and bobs. He just, he's like, all I know how to do is put it all together and get it to all work in harmony. But I don't really know everything. And I think people, when they're on their journey, they feel like, I'm not smart enough. I don't know enough. I should be more experienced. So what's that balance then with you know, nothing about an industry,

• 36:51Jay Shetty?

  which is a, not having a framework is a positive thing. But then what is different about that entrepreneur that you don't know anything about the industry? You break all the rules. That's what makes you successful?

• 37:02Speaker 01

  I think it's also being visionary. Like I think Steve Jobs is actually a great example of this where he told his team, like, I don't care if it's impossible, you're going to figure it out, right? I think Elon Musk has told his team this, et cetera, et cetera. Because they lack the frameworks to like really understand like this is impossible. And it might've been impossible at the time, but obviously like innovations do happen in technology and they force their employees to innovate and break those frameworks to make their vision possible. But I think it's being open to the possibility of things like lacking frameworks. And then just, I don't want to say you, like they, they had knowledge in like technology in general, right?

• 37:43Speaker 01

  But they might not have been an expert in like real estate, in transportation, in industrial design. But I think that you need just enough knowledge and then just enough grit, just enough persuasion to get the smartest people in the room, convince them to innovate.

• 38:01Jay Shetty?

  It's almost like having that undeniable belief that we can find a way.

• 38:05Speaker 01

  Exactly.

• 38:06Jay Shetty?

  And it's almost like we have to find a way.

• 38:08Speaker 01

  Yeah.

• 38:08Jay Shetty?

  Because I'm not going to accept anything less than that.

• 38:11Speaker 01

  Exactly. And I can literally tell you like this did happen at Apple. Obviously this happened at SpaceX and look at like Elon now.

• 38:18Jay Shetty?

  Where does the kind of that leadership zeal or approach can often burn a lot of people as well?

• 38:28Speaker 01

  All leaders are extremely controversial and polarizing. Like there is no leader out there where like everyone loves, right? But I think that being polarizing makes you interesting and the people that are on your side are going to work their hardest to make you happy and like to bring that product idea that you have to life.

• 38:44Jay Shetty?

  What were the biggest challenges you had? Did you, did you have any friction when you were rising up the ranks and building your company and like where, where were the points that you hit difficulties?

• 38:54Speaker 01

  This comes down to hiring the right people. And again, like all leaders are polarizing. But we were like all hands on deck. I think that every single company I've been at, it's been all hands on deck. Where you're not just going to be doing what your job description is. So at scale, we had like, you know, the engineers labeling data. I had my engineers talking to creators and doing customer support. Because I think that when you are deep in the weeds, you're going to really understand, especially like when you're working with customers, you can understand like what needs to be built, what bugs there are, like what's critical, what's not. So I think it's extremely important to be in the weeds, especially early stage and talk to customers and do things outside your job description. Like even our investors were doing things outside their job description where they were like on LinkedIn,

• 39:39Speaker 01

  helping us like find new employees to hire. They were like cleaning our office for us when we didn't have time to, because we were constantly on sales calls. You can imagine that like that can create a very polarizing environment because people are like, I didn't get hired to do this, but the right people that you hire are going to be willing to be all hands on deck.

• 40:04Jay Shetty?

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• 41:16Jay Shetty?

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• 41:59Jay Shetty?

  Right now, in this AI world that we're living in, what are three skills that humans should develop? Knowing that AI is gonna be able to do pretty much everything.

• 42:09Speaker 01

  So I think the number one skill they should develop is human connection, like being able to like have high EQ, being able to do sales, et cetera, because that's never going to disappear. AI might be able to like, you know, reach out to agents, like negotiate a contract for you, write the contract for you. But how you're going to close a deal is through human connection. And how you are able to even like win over deals is through human connection, right? Like so much of it, and this goes back to your, your network is your net worth, is that like things are emotional sales, emotional retention, like even extending a contract, for example. So I think that's definitely the number one skill in an AI world. Number two is, I think, develop really good taste in like whatever you are doing.

• 42:53Speaker 01

  Like, for example, like AI is going to replace a lot of designers. But the designers with the best taste are going to be able to pick out, okay, like this is the best design that this AI has generated. So let's go with this.

• 43:06Jay Shetty?

  Yeah.

• 43:07Speaker 01

  And then I think three, like figure out how to scale your time with AI. And if you're able to do this sooner than anyone else, like let's say you have an idea and you decide to make an app with AI, or like you create these bots and like that helps you scale your time and be like 10x more efficient than everyone else. And then you sell that bot to help other people in your role be 10x more efficient than everyone else. You're gonna be able to create that wealth before, I don't wanna say it's too late, but like I do think that AI is gonna make a lot of people rich, but the people that fall behind, it's not gonna be great for them.

• 43:35Jay Shetty?

  Are you a ChatGPT, Claude, Perplexity, what are you using?

• 43:40Speaker 01

  I use different tools depending on the use case. I think anything, I wanna say like consumer related, and this can be anything from like helping me think of like music ideas to researching like the best hotels out there. I use chat, and then for anything enterprise business focused, I use Claude. Nothing really beats out Claude code and Claude's new design tool is absolutely phenomenal. And what's cool is that like, you know, you could literally design something in Claude design and then import it into Claude code, which is great. Even like little details, like Claude is really good at designing like full-scale applications. So like UX, UI, et cetera. But if I want like a simple graphic edit that I would normally use Photoshop to do, chat's actually better at that.

• 44:26Speaker 01

  There's different reasons to use different tools.

• 44:28Jay Shetty?

  How has AI changed the way you're hiring for your new companies versus your old one?

• 44:32Speaker 01

  I actually like include AI questions in every single role right now. And right now I am actually asking my entire team to give take homes to non-technical roles. So for example, with our AE roles, so sales, it's like, I want you to figure out how to use cursor, Replit, like Claude code to create a bot where it's like you take an Instagram profile and guesstimate like how much a person will earn. Because A, like that's extremely simple to do using AI tools. And B, I can see kind of how you think based on how you prompt it, like what metrics are you looking at? What are you scraping on the internet, et cetera, to get this number out there? I think that every employee needs to be using AI to be a 10x employee now.

• 45:14Speaker 01

  So if they're, they haven't taken the proactiveness to actually do that themselves, I wanna see how quickly they can learn over a weekend. Cause I do think that like some people just like, you know, haven't just haven't decided or haven't been in a role where they're like, let me learn. But it's so quick to learn, like I think learning trajectory is everything. So if someone can learn quickly, they could easily become a 10x employee versus someone that like might have had more experience but stagnant and resistant to learning. So I think take home challenges are really great for this, because within 48 hours you can see like, okay, cool, like how much did you do?

• 45:43Jay Shetty?

  What job do you think looks safe today but won't exist in 10 years?

• 45:48Speaker 01

  I think that there are certain creative jobs that look safe today that won't exist in the future. Let's call it like being a like videographer, photographer. That is a very human job. That's not very analytical, it's very artistic, et cetera. But I actually think that most models are gonna be AI-generated. Like a lot of humans are gonna license out their likeness. So AI is going to generate a bunch of different videos and photos. Editors might still exist, right? Like, or like the tastemakers will go in and choose the right one and edit it to be what it should have been. Certain jobs like that, like even writers, right?

• 46:29Speaker 01

  Like AI is going to get extremely good at writing, but editing will still exist.

• 46:34Jay Shetty?

  What's the biggest mistake people are making with AI right now?

• 46:38Speaker 01

  The biggest mistake would probably just be assuming that AI works really well. They're just assuming everything outputted is true, right? Like AI is really only as good as the data that you give it. So if you feed a model like the sky is red, it's gonna output the sky is red. This happens everywhere, even with engineering, right? Like if AI makes one mistake and then it continues to create more and more bugs, but you trust AI to code for you, that's not great. Which is why right now, like if you take a great engineer and give it AI, like it becomes a hundred x engineer. But if you take like a mid-level or early entry level engineer and give it AI, you're just gonna actually end up with a lot of tech debt because they're not fixing the problems that AI is generating. But I think this exists across the spectrum.

• 47:19Jay Shetty?

  When did you first start learning about AI?

• 47:22Speaker 01

  I mean, I would say probably started with scale. Scale is the picks and shovels of the AI industry, right? We weren't creating these like innovative new foundation models. We were literally labeling the data. So like we would have self-driving car companies send us lighter data, images, videos. And we had labelers around the world say like, that's a car, that's a pedestrian, that's a stop sign on the road. Like that was what we were extremely good at, and that's always going to be needed because it goes back to like, your model is only as good as the data that you feed it. That was when I really started learning like how important data is. Because even like with generative AI, like if it generates something wrong and it thinks it's correct, like you're gonna get more wrong generations, and that's not great. Which is why like reinforcement learning is always going to be a thing.

• 48:04Speaker 01

  But yeah, like I would say like that was probably so back in 2016 was when I first started like understanding AI.

• 48:10Jay Shetty?

  You learned about AI in 2016. Fifty to 60% of the current US population have used AI at least once. And that shows that we just feel like AI just came around two years ago. What's the thing that people like yourself are talking about right now? That the world is only gonna catch up with in 10 years? You were talking about AI 10 years ago, and the average person was not talking about AI, they didn't even know it was coming.

• 48:34Speaker 01

  Yeah, I mean, 10 years is a really long time. But I think that right now, what I'm thinking about constantly is

• 48:43Speaker 01

  What's going to happen to college students? Because like I said, AI can make someone exceptional, really, really great. But when you take someone entry level, AI does their job better. Like Claude just shut down Fable, so it's no longer accessible. But Fable is as good as a staff engineer. It's absolutely incredible. So if you're a really great engineer, holy crap, you're going to be like a thousand X engineer. And the better you are, the more useful AI is. But again, if you're like, you know, entry level and you're using it, like you're not going to be able to utilize it in the same way. And it's not great. I think in general with new technologies, new jobs are created. Like prompt engineering is a new job, right? And it's extremely important new job.

• 49:25Speaker 01

  So I'm like, now we have a bunch of people labeling data because that's a new job and that's a huge industry.

• 49:30Jay Shetty?

  For people who don't know, what does a prompt engineer do?

• 49:32Speaker 01

  They basically prompt the AI to output what you want it to output.

• 49:36Jay Shetty?

  Okay, so having someone who's so good at writing a prompt.

• 49:39Speaker 01

  Yeah, so good at writing prompts that like you get the output that you want.

• 49:41Jay Shetty?

  Because everyone's just putting in these average prompts.

• 49:43Speaker 01

  Exactly. My best guess is that like AI has actually democratized being able to start companies and be an entrepreneur. So I think more people are going to become entrepreneurs. Because before you would need to raise a ton of money, then hire engineers and a huge team and then go build the product. And now AI is building products like that for free, really, or extremely cheap. So I think ideas people are actually going to be able to execute way better than before. Like in the past, like it was like, okay, cool. Like if you're not an engineer, I don't want to invest in you. But now someone that's an ideas person can literally use AI to generate something and get traction on it. And then be able to fundraise. And you can now raise significantly less money to get to metrics that you would need to get to before you can raise a series A.

• 50:26Speaker 01

  So because it's a lot cheaper to start companies and run companies, I do think it's going to democratize the access to being an entrepreneur. And like that is going to be a middle ground people are going to take when like, you know, students realize like, oh shit, what do I do? Like, I can't get a job. They're going to figure out how to use AI to start their own companies.

• 50:43Jay Shetty?

  Did you always know you're going to be this successful?

• 50:45Speaker 01

  I always knew I was going to start companies. And the reason why is because like when I was younger, I was always just figuring out how to make money and build things. Like I really enjoyed building things and seeing people use my products.

• 50:56Jay Shetty?

  What would you build as a kid?

• 50:57Speaker 01

  So I built like a virtual pet site. I don't know how I convinced a bunch of engineers, designers, artists to work for me for free. So I built a virtual pet site. I think I was in like fifth grade or something. Yeah, like fifth, sixth grade, really, really young. I built like arcade game websites. I built like Twitter bots, internet marketing tools. But what was really exciting to me was just like, it could be like a really crappy website, like based off of WordPress. But I would submit it on StubblePod and I'd be like, oh my God, there's 10,000 people on my website. Like I just love seeing people use my products. And then I would say like in college, when I discovered HackThons, which is very early on, like my freshman year, I was like, I'm going to build a company. Because my first time seeing that there was like so much more to the world than just building internet marketing tools. I was like, wow, I can build extremely impactful companies that really change how someone lives their day to day life.

• 51:41Speaker 01

  But in terms of being successful, I think that it goes back to like, probably after I joined the TL fellowship. I didn't necessarily think like, oh, I'm going to be a billionaire. But I looked around and everyone around me was raising tens of millions of dollars. They were like shooting to really change the world with their companies. And obviously, like, I think valuation is a direct measure of how impactful your product and your idea has been to the world. So did I think I was going to impact the world? Like, I guess, yes. I didn't know to what scale.

• 52:12Jay Shetty?

  How does it feel to be the youngest female billionaire in the world? Like, how does that feel?

• 52:17Speaker 01

  I'm still the same person as I was when I was younger, right? Like, I think the difference is like when I was maybe 20 years old, I was literally skateboarding to Barry's Bootcamp. And now I have someone that drives me to Barry's Bootcamp.

• 52:29Jay Shetty?

  But you're still at Barry's Bootcamp.

• 52:30Speaker 01

  But I'm still at Barry's Bootcamp every single day at 6:00 AM. I still wake up at 5:30 AM every day. I'm still in the office like until late. Like I always try to be like one of the first people in the office and one of the last people to leave. Although Brittany might have me beat here. Went being the first, not the last to leave.

• 52:47Jay Shetty?

  What do you think you had that was different about you? That made you design sites when you were in fifth grade? Or what did you have that people around you didn't have?

• 52:57Speaker 01

  I didn't have friends. Sorry, I have to say that. That was like you were feeding it to me. But no, I had extremely strict Asian parents, right? So my parents didn't really let me have sleepovers. And then I wasn't allowed to do like sports, et cetera. So for me, I didn't really have friends. I was not cool, right? I was just, no one wanted to be my friend. And I wasn't allowed to pets either. So I think it all started really with Neopets. I started like, you know, messing around with the internet. And then I was like, wait, this is really cool. I want my own version of this. As for like, why I wanted my own version, why I love building things, like I learned how to use Photoshop pretty early on. Like I was learning PHP, like how to build WordPress sites and edit them. I don't really know like why I had that desire. That was almost like innate in me, I want to say.

• 53:41Speaker 01

  I would have been a professional athlete if I didn't have Asian parents. I think that was really it.

• 53:45Jay Shetty?

  What sport?

• 53:46Speaker 01

  I was really good at swim. I had a lot of medals. I was very good at basketball. And then right now I have Olympic qualifying times on the treadmill on like a very good day. But not in the US. I'd have to like go move to Singapore and then compete for Singapore where I have no competition. But I think one of those three.

• 54:06Jay Shetty?

  Wow. Still any dreams? Are we going to see an Olympic run in the future?

• 54:11Speaker 01

  I have Olympic friends that are very upset I'm not side questing to be an Olympian. Because they've seen me work out and they're like, you should absolutely train for the Olympics.

• 54:20Jay Shetty?

  You gotta do it.

• 54:20Speaker 01

  I've been recruited actually by Olympic like training groups.

• 54:22Jay Shetty?

  Really?

• 54:23Speaker 01

  But no, my side quest is currently DJing. Yeah.

• 54:26Jay Shetty?

  I love that. I don't know if you'd decide or plan on being a parent ever, but like, how do you feel about that? You had strict Asian parents. Do you agree with that? Did it work? Would you do it the same way? What would you change?

• 54:38Speaker 01

  Yes, I think the thing I would change is that like I wouldn't force my kids into a passion. And my parents actually didn't force me into like my passion per se. Like they actually want to meet you a pharmacist because they're like, oh, you can work three days a week. Like you'll be able to like find a good husband, get married. And I was like, that sounds like my worst nightmare, working three days a week. I would be so bored. I don't know what I would do. So clearly that didn't happen. But I think that prodigies are made and I would want to throw everything at my kids and find what they're passionate about. And I think people are generally passionate about what they're good at. So I would figure out what they're good at and what they seem to enjoy. And then really accelerate their development in that one thing, whether it's math, whether it's like being an F1 tracer.

• 55:23Speaker 01

  Because if you're able to get like a multi-year head start, you're just going to be above everyone else, right?

• 55:29Jay Shetty?

  I love it.

• 55:29Speaker 01

  So I don't want to force them into passion, but once I find it, like I want to be the very best in their passion.

• 55:34Jay Shetty?

  Lucy, honestly, whenever we spend time together, I laugh a lot, I learn a lot. You're exceptionally sharp and smart. I mean, I could tell just how much you thought about the questions that you gave me answers that surprised me or ones that I've definitely not heard before.

• 55:48Speaker 01

  I'm glad, thank you.

• 55:50Jay Shetty?

  We end every episode of On Purpose with a final five. These have to be answered in one sentence maximum.

• 55:55Speaker 01

  Okay.

• 55:56Jay Shetty?

  So Lucy Guo, these are your final five. The first question is, what is the best advice you've ever heard or received?

• 56:01Speaker 01

  I mean, this is pretty simple, but I would say the best piece of advice I've ever received is just like, just ask. Because the worst thing that can happen is that you get a no. And I do this for really everything in my life still. And you have to be able to handle rejections. So be able to handle rejection and just ask.

• 56:16Jay Shetty?

  Perfect. Question number two, what is the worst advice you've ever heard or received?

• 56:20Speaker 01

  So I think the worst piece of advice I've ever received is that you need to hire executives with decades long experience to have like an adult in the company. Because especially early stage, when you have adult in the company, what they end up doing is bloating your team up. And that's not great for early stage, obviously, because you end up burning a lot more money.

• 56:39Jay Shetty?

  Yeah, it's so interesting, isn't it? Because you always go through this, like, do you need a young team? Do you have to bring an adult in?

• 56:44Speaker 01

  You want a young team.

• 56:45Jay Shetty?

  Yeah, very, very emphatic. You're very emphatic. Question number three, what's something that you learned at 30 that you wish you knew at 20?

• 56:54Speaker 01

  I think when people believe that you're wealthy, it is a lot easier to move around in this world. And I say this as someone that used to take pride in dressing in like Shein, Walmart, et cetera. I realized how much easier life gets if I just present myself nicer. It opens a lot more doors and this goes back to like your network is your net worth. But you actually do want those doors open oftentimes.

• 57:19Jay Shetty?

  Hmm. And what if, what if people say things like, oh, but that doesn't feel authentic to me and that's not real. And I'm like, what's your take when people say something like that?

• 57:29Speaker 01

  I think there is a way to be presentable and still feel authentic. But it also depends on like, are you down to have that trade off, right? But I just remembered the change and how much easier life got and the connections I've been able to make since I stopped taking pride in dressing like a homo. Yeah. And like, those are great connections. I've opened a lot of doors for me.

• 57:51Jay Shetty?

  Question number four, who are your entrepreneurial heroes?

• 57:55Speaker 01

  I actually really admire Whitney Wolfe because we all know the story of how she was kicked out of Tinder, right? But instead of, you know, sitting and having victim mentality and being sad, she literally went fuck you and created a direct competitor that's doing better, which is just awesome. Like I love that mentality of a fighter.

• 58:13Jay Shetty?

  Fifth and final question, we ask this to every guest who's ever been on the show. Lucy, if you could create one law that everyone in the world had to follow, what would it be?

• 58:21Speaker 01

  I mean, this is so basic, but I think just be nice to every human being, right? I think kindness makes the world go around.

• 58:30Jay Shetty?

  Lucy Guo, thank you so much. As I said, I've learned so much, look forward to spending lots more time together. Excited to see what you're going to go build next.

• 58:38Speaker 01

  Yeah, lots of things, thank you.

• 58:39Jay Shetty?

  And this is such a joy. Thank you so much for giving my audience so much of your time, your guidance and your energy. I'm so grateful.

• 58:45Speaker 01

  Thank you for having me.

• 58:46Jay Shetty?

  Thank you. If you loved this episode, you'll love my conversation with Airbnb founder Brian Chesky on how to tap into your creative potential and the number one thing people get wrong about success.

• 59:01Speaker 03

  The best people in your life will be people who see potential in you that you didn't see in yourself. And I often wonder.

• 59:08Speaker 04

  Whenever fall comes back around, it always feels like a fresh start. This year, I've been layering in some styles from the new Lululemon fall drop because the weather is shifting and I find I have to be ready for the entire day and not just one part of it. Lululemon's fall line has some really versatile transitional pieces. So I can just wake up, throw on a matching set, add a jacket or a fleece and head out, knowing that I'll feel comfortable enough to go wherever the day takes me. Check out the new fall arrivals in store and online now at lululemon.com.

• 59:37Speaker 05

  Mr. President, my company for me of the explosion on our rig on October 2nd. Causing massive water displacement and triggering a tsunami. They all keep the blame on me. Tom Cruise is.

• 59:48Speaker 06

  Digger got us into this mess and Digger's gonna dig us up. From the director of Birdman and the Revenant.

• 59:54Speaker 05

  What would happen if I stopped doing it? You start, you freeze to death, that's what.

• 59:58Speaker 06

  With great power comes great deniability.

• 1:00:01Speaker 05

  I'm not the first then.

• 1:00:03Speaker 06

  Digger, see the trailer online, only in theaters October 2nd. Rated R, under 17, not a middle without parent.

• 1:00:08Speaker 07

  Ugh, I hate Mondays.

• 1:00:09Speaker 05

  King's Hawaiian cinnamon swirl bite?

• 1:00:11Speaker 07

  Uh, Taylor Hanson? Sure, I'll try one. Mmm.

• 1:00:17Speaker 05

  Hey, let's get back to work, please.

• 1:00:18Speaker 07

  But Taylor Hanson's making my day way better with these new soft and swirly King's Hawaiian cinnamon bites.

• 1:00:23Speaker 05

  Taylor Hanson? Nice. Try one. Mmm.

• 1:00:30Speaker 08

  King's Hawaiian cinnamon bites. There's nothing like it.