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Pay Rent, Get Rich? Indian-American Built a $3.1B Startup From That Idea | Ankur Jain, Bilt

📌 Free Entrepreneurship Kit—step-by-step guides, email templates, and proven systems to help you start fast and scale smart - https://clickhubspot.com/955679 In this deep-dive conversation with Ankur Jain, founder of a $3.1B startup Bilt, we explore the untold truth behind building a company, solving real-world problems like housing, and how he’s hacking credit systems to help people save money and live better. Links: 📩 Follow my Newsletter: https://siliconvalleygirl.beehiiv.com/subscribe 🔗 My Instagram: https://www.instagram.com/siliconvalleygirl/ 📌 My Companies & Products: https://Marinamogilko.co 📹 Video brainstorming, research, and project planning - all in one place - https://partner.spotterstudio.com/ideas-with-marina 💻 Resources that helps my team and me grow the business: - Email & SMS Marketing Automation - https://your.omnisend.com/marina - AI app to work with docs and PFDs - https://www.chatpdf.com/?via=marina 📱Develop your YouTube with AI apps: - AI tool to edit videos in a minutes https://get.descript.com/fa2pjk0ylj0d - Boost your view and subscribers on YouTube - https://vidiq.com/marina - #1 AI video clipping tool - https://www.opus.pro/?via=7925d2 💰 Investment Apps: - Top credit cards for free flights, hotels, and cash-back - https://www.cardonomics.com/i/marina - Intuitive platform for stocks, options, and ETFs - https://a.webull.com/Tfjov8wp37ijU849f8 ⭐ Download my English language workbook - https://bit.ly/3hH7xFm Timestamps: 00:35 – How to stop flying economy using Ankur’s app (and how it actually works) 2:13 – $7,900 monthly rent – how much do you earn in rewards? 2:30 – Where can you spend your rewards 3:36 – How rewards convert to real dollars 4:08 – Why no one has done this before 5:20 – How COVID shaped his startup journey 6:18 – The ultimate entrepreneurship guide 7:18 – 2 years of hearing no 7:50 – He spent 18 months in Washington DC changing regulations from within 10:16 – Entrepreneurial mindset – prepare for everything to go wrong 11:12 – What happened to solving big problems? 12:34 – Housing crisis, mental health – why the government doesn’t fix it 13:20 – Founders don’t want to solve problems anymore 13:49 – His mindset for building a $3.1B company 15:34 – The problem with raising money in Silicon Valley 17:37 – His upbringing: his parents’ American dream 19:43 – Startup life as a kid – growing up in an innovation environment 23:35 – Why NYC beats Silicon Valley for startups 26:07 – Starting a company? 2 things you must know I use affiliate links whenever possible (if you purchase items listed above using my affiliate links, I will get a bonus). #podcast #siliconvalleygirl #AnkurJain

Marina MogilkohostAnkur Jainguest
Apr 25, 202528mWatch on YouTube ↗

EVERY SPOKEN WORD

  1. 0:000:35

    Intro

    1. MM

      How can Bilt help me stop flying economy?

    2. AJ

      The amount of money you spend on rent every single month is astonishing. [chuckles] With Bilt, anybody can sign up, set up their home to pay their rent, and start earning rewards. You can convert those into whatever your favorite airline or hotel programs are.

    3. MM

      You work with-

    4. AJ

      We work with British Airways and United Airlines and Alaska Airlines and Emirates and Hyatt and Hilton. I mean, people are using their Bilt points [chuckles] to cover their down payments.

    5. MM

      Why do you think no one has done it before? [upbeat music] Ankur, thank you so much for doing

  2. 0:352:13

    How to stop flying economy using Ankur’s app (and how it actually works)

    1. MM

      this. You're-

    2. AJ

      Thanks for coming by.

    3. MM

      Yeah, you're doing something super cool. Okay, tell me, how can Bilt help me stop flying economy? Can you explain the whole concept?

    4. AJ

      I mean, look, the amount of money you spend on rent every single month, and historically you've gotten no rewards back, is astonishing. [chuckles] Um, and so five years ago, we set out to say, "Can paying your rent for the first time now earn you airline miles, hotel points? Can it build your credit history, and can it help you get closer to homeownership?" And so, honestly, like, flying business class is now as easy as just paying your rent. [chuckles]

    5. MM

      Okay, tell me, so does it apply to everyone? 'Cause I'm renting from a, a person, right?

    6. AJ

      Yes.

    7. MM

      Would it work there, or it's just for corporate?

    8. AJ

      No. So you can now, with Bilt, anybody can sign up, set up their home to pay their rent, and start earning rewards. At one in four apartment buildings in the US, we now actually run all payments for these properties so that all residents automatically are using Bilt to pay their rent and earn rewards. Uh, but even if you don't live at one of the properties that uses Bilt exclusively, you can sign up, register your home, and start earning.

    9. MM

      Does my owner, the owner of the house, has... Does he have to give consent?

    10. AJ

      The bill payer. So we have- so when we are the payers-

    11. MM

      Uh, so you're gonna send him-

    12. AJ

      That's exactly right

    13. MM

      ... just a wire?

    14. AJ

      So when we're, uh... For the one in four apartments that use Bilt today, it's all seamless.

    15. MM

      Mm.

    16. AJ

      Like, you move in, you see your charges, you can pay with your check, debit card, credit card, bank ACH, all automatically, and you earn rewards.

    17. MM

      Can you tell me... So my rent is $1,700

  3. 2:132:30

    $7,900 monthly rent – how much do you earn in rewards?

    1. MM

      a month.

    2. AJ

      Yep.

    3. MM

      How much can I earn?

    4. AJ

      I mean, it depends how you pay, but if, you know, assume one X points per dollar, that's 7,800. It's expensive rent, by the way. [laughs]

    5. MM

      I know.

    6. AJ

      7,800 points.

    7. MM

      Yeah, yeah, yeah. [laughs] It's too cute. [laughs]

    8. AJ

      [laughs] 7,800 points, you know, a month that you can now

  4. 2:303:36

    Where can you spend your rewards

    1. AJ

      use, and you can convert those into whatever your favorite airline or hotel programs are.

    2. MM

      You work with all the-

    3. AJ

      All the major ones. I mean, we work with British Airways and United Airlines and Alaska Airlines and Emirates and Hyatt and Hilton and Marriott-

    4. MM

      So it's one-to-one transfer?

    5. AJ

      All one-to-one transfer.

    6. MM

      So just transfer-

    7. AJ

      Or you can use your points, you know, to pay your next month's rent, or you can use your points towards a down payment when you're ready to buy a home, which is something we worked with the regulators on years ago to get done. Um, or even, like, by the way, just every day, you can take out your phone, call a Lyft ride, and right inside the Lyft app, you can pay with your points and get a free ride around the neighborhood.

    8. MM

      And that's through the app? So if I'm renting from someone, I would log in to Bilt app, and it will show me all the local-

    9. AJ

      Yeah, you get your neighborhood benefits, and it's... You get it through the app, but we also- it also happens seamlessly. Like, if you walk around, I mean, any major city in the US, like, uh, you've probably seen it in San Francisco. Like, you know, we have pharmacy partnerships with 8,000 locations, including all of Walgreens, right? Maybe it's your local gym. So if you go to your local SoulCycle, you get complimentary rental shoes and water in addition to extra points. [chuckles]

    10. MM

      Yeah.

    11. AJ

      Uh, you go to your local Barry's, you get a complimentary smoothie.

    12. MM

      How

  5. 3:364:08

    How rewards convert to real dollars

    1. MM

      do points convert to dollars? If it's 8,000 points, how many dollars if it's, like, Chase, or how does it work?

    2. AJ

      Like, depend- again, so it's like Chase or Amex. It depends on the merchant or any other airline. Like, same with your United Airlines points or whatever, some tickets, it's worth more-

    3. MM

      Okay, so-

    4. AJ

      ... some tickets, it's worth less.

    5. MM

      Okay, got it.

    6. AJ

      Right?

    7. MM

      Mm-hmm. [chuckles]

    8. AJ

      So it all really depends on what the merchant is accepting them at at that point. But if you look at these rankings, like, the average value that we are kind of estimated at across the board is about 2.2 cents a point. That's a lot of opportunity there.

    9. MM

      That- and that's how you do it,

  6. 4:085:20

    Why no one has done this before

    1. MM

      right?

    2. AJ

      It's really that simple.

    3. MM

      Why do you think no one has done it before?

    4. AJ

      I mean, trying to drive... This is an- it's an interesting, first of all, problem to drive [chuckles] any new adoption in legacy industries, right? I mean, these bus- these industries are not known for change. [chuckles]

    5. MM

      Yeah.

    6. AJ

      Right? Um, as you know, most people that still own a checkbook, it's because their properties require you to pay by check still.

    7. MM

      Yeah, I know.

    8. AJ

      Right? So getting traditional industries to do something new is always tough. You have a challenge of a network problem. To make this valuable for everybody, you have to have the property managers, you have to have rewards, and you have to have merchants. [chuckles]

    9. MM

      Yeah.

    10. AJ

      Right? Problem is, if you talk to the rewards partners, they go, "How many properties you got?" [chuckles] You talk to the property managers, they go, "What are your rewards?" [chuckles] You go to the merchant, they say, "Well, show me the buildings near you."

    11. MM

      Yeah.

    12. AJ

      And you have this exactly, this cold-start chicken-and-egg problem. And so we spent two years literally pitching and pitching and pitching. Like, I was going to, like, literally New York landlords pitching, like, "Hey, we have this idea for a rewards program that will take payments and turn it into rewards for on-time payments with your customers." When everybody looked at me, they're like, "Great idea. Come back when everybody else is- [laughs] is doing it."

  7. 5:206:18

    How COVID shaped his startup journey

    1. AJ

      And then honestly, like, in any startup, you gotta have the right idea, but you gotta get lucky. And there was this weird moment in time. It was obviously a scary time, right? Like, but COVID happened in March 2020, and the world broke. And all of a sudden, I started getting these calls back from property managers saying: Are you still working on that rewards program? Like, we're trying to figure out how to drive leasing and get people back into our apartment buildings. And suddenly, airlines were calling back saying: Hey, we're not sure if people are gonna fly again, [chuckles] but if they do, we- it's probably young people, not our typical business travel. And businesses, if you're a local business, everyone's locked up at home. [chuckles] The only way to drive sales was to reach people in their home.... And so, like, in this weird moment in time, we had this, like, spark [chuckles] where the first couple people in each stakeholder group started coming together, and then the flywheel just-

  8. 6:187:18

    The ultimate entrepreneurship guide

    1. MM

      When Ankur started Bilt in 2018, no one could really predict how it would reshape the rental market. Now, his company's valued at $3.1 billion. How crazy is that? And if you're watching and you're like, "I want to start my own business, I want to work on my crazy idea," I can highly recommend an ultimate entrepreneurship guide from HubSpot that can help you with that. They're gonna walk you through finding the right business idea, evaluating it, coming up with a business plan. They have all kinds of templates that you're gonna need: professional email templates, calculators to see how much money you need at the beginning, how much will you need further on. If you don't have a co-founder, they have solopreneur tips. They have some project management templates, so everything you need to start working on your idea right now. Now it's your turn to stop dreaming and start building. Your entrepreneurial journey starts today, and it's completely free. Download the ultimate entrepreneurship kit using the link down below, and let's get back to our conversation with Ankur.

  9. 7:187:50

    2 years of hearing no

    1. MM

      But you had those two years when you just heard, "No, and no, and no."

    2. AJ

      We just kept trying, [chuckles] and trying, and trying, and trying. P- we just kept coming up with, like... I mean, I'll tell you, like, when we first tried to get this off the ground, we said, "Okay, well, airlines aren't playing ball. Maybe there's a different way to create rewards." And so we said, "When you pay your rent on time, what if we could reward you by building your credit and by helping you get closer to homeownership?" Right? Like, that seems like an obvious-

    3. MM

      How does that work?

    4. AJ

      Well, you pay your rent. When you came, what year did you move here?

    5. MM

      2015.

    6. AJ

      So I don't know if you

  10. 7:5010:16

    He spent 18 months in Washington DC changing regulations from within

    1. AJ

      remember this, like, you probably had to go build your credit history. [chuckles]

    2. MM

      Oh, yeah, no one would give us a rental.

    3. AJ

      Isn't it crazy?

    4. MM

      Yeah.

    5. AJ

      They're like, "Oh, you need credit history to get access to credit, but you can only build your credit history by getting credit." [chuckles]

    6. MM

      Yeah-

    7. AJ

      [chuckles] Just does-

    8. MM

      ... and so there were only a few apartment buildings that was- that would give us an apartment.

    9. AJ

      Right. It's just mind-boggling. And so we said, "Well, if you're paying your rent on time every month, why doesn't that build your credit history?" Like, it doesn't make sense.

    10. MM

      But you have to connect with those credit agencies, right?

    11. AJ

      Exactly, and they had to accept it, and then to use it for a mortgage, the mortgage lenders and the Fannies and the Freddies have to say that that's an eligible source of data to qualify you. So sh- we thought this was like, "What a great idea, paying your rent, and by the way, you can earn credits that you can use to cover a down payment." We then find out that the regulations didn't just specifically allow this. [chuckles]

    12. MM

      Of course, yeah.

    13. AJ

      Which is, like, also mind-boggling. So we spent i- and I thought, "Well, if I figure this out, this is gonna be the key that gets properties to sign up." So we spent 18 months in Washington DC, talking to the housing department, the Mor- Fannie Maes, the Freddie Macs, the lenders, the credit agencies, saying, "Guys, paying your rent is the biggest expense for this generation. Why is it not helping them move forward?" And it wasn't until October of 2019, but we got the approvals. And for the first time, you know, you could now build your credit by paying your rent on time, use rewards towards a future down payment, and use... the mortgage lender could use your rental history to help you qualify.

    14. MM

      Only if you pay through Bilt, though.

    15. AJ

      Well, we offered this as a service. I mean, uh, we- it wasn't a Bilt-specific thing. It was a regulatory update, right?

    16. MM

      Oh, so now everyone who pays rent-

    17. AJ

      Well, no, companies can now provide this service, and so we went out and used that opportunity to start bringing that as part of our benefits-

    18. MM

      Part of the perk

    19. AJ

      ... for Bilt. Um, and it's funny because, you know, when I first took it back, everyone goes, "Oh, that's so wonderful, but do I get airline miles?" [chuckles] And I'm like, "I spent 18 months on this." But no, fast-forward to today, you know, we're now the largest reporter of on-time rent payments to the credit bureaus, with millions of people building their credit history by paying their rent every month. We have people buying homes that they now qualify for because of their rental history with Bilt, um, and people using their Bilt points [chuckles] to cover their down payment.

  11. 10:1611:12

    Entrepreneurial mindset – prepare for everything to go wrong

    1. MM

      Okay, I need to understand your entrepreneurial mindset. Because if somebody gives me the problem you just described, I would be like... I won't be able to solve it. Like, it's been around for tens of years, and-

    2. AJ

      Yeah. [clears throat] Okay, so my goal by the end of this interview is to convince Marina to move to New York.

    3. MM

      [chuckles]

    4. AJ

      So I, I lived in Silicon Valley for a long time, and honestly, like, growing up, the Silicon Valley dream was one of the most exciting... It's like, everybody, you go there and work on big, hard problems to try to create real impact and create amazing businesses around it. Somewhere along the lines, and I, I feel like we lost that why. Like, why do people do things? And I remember it was 2017. I had sold my first startup to IAC, and as part of that acquisition, I had- I stayed on to help run, uh, one of the products they own called Tinder.

  12. 11:1212:34

    What happened to solving big problems?

    1. AJ

      I was their product head there for two years, and it was an amazing experience, but, like, at the end of it, you know, first of all, there's only [chuckles] so much, uh, fulfillment you can get optimizing swipe right, swipe left, right? [chuckles] And I was thinking about what I wanted to do next, and I was in San Francisco, and it's 2017. This is the era of, like, Bird scooters raising all this money, and this and that, and I... There was a juice press company-

    2. MM

      Yes

    3. AJ

      ... that had raised, like, hundreds of millions-

    4. MM

      Juice Barrel

    5. AJ

      ... of dollars.

    6. MM

      Yeah.

    7. AJ

      And I was sitting with this venture capitalist who was pitching me on some idea. He's like, "So Ankur, you gotta come look at this business. It's gonna change the world. It's a perfect next opportunity for you." I was like, "Okay, tell me more." [chuckles] "Like, we're thinking about putting $100 million in it, and it's unbelievable. They've figured out how to create non-replicable goods like Prada bags on the blockchain."

    8. MM

      ... Oh, like authentication?

    9. AJ

      Oh, like-

    10. MM

      I think-

    11. AJ

      No, it, it's some stupid NFT, like, thing.

    12. MM

      Ah.

    13. AJ

      Whatever.

    14. MM

      Got it.

    15. AJ

      Like, my point was, what happened to solving big problems in the world? And I walked... I remember I walked out of this hotel, and it was, like, literally out of a, like, a TV show. I walked out on Market Street, and in the middle of Market Street, there was a naked homeless person humping one of these Bird scooters right after they [chuckles] had raised $200 million. And I'm thinking to myself, "You

  13. 12:3413:20

    Housing crisis, mental health – why the government doesn’t fix it

    1. AJ

      have one of the worst housing crises, one of the worst healthcare crises in the world. You have a mental health issue in your own backyard, and you're pitching change the world digital Prada NFTs?"

    2. MM

      Yeah, but I think the mindset is the government has to solve it, not the-

    3. AJ

      Silicon Valley has never been about the government solving problems. Silicon Valley has always been, "We will solve problems," um, and more recently it's been like, "Can we work with the government?" But don't forget, Silicon Valley for decades has been the one pioneering the solutions and innovations to problems, not waiting for government. I mean, I think that's what made Silicon Valley so special. Um, and so look, I... You know, that was that... That was kind of the final straw that broke the camel's back. It was like, there's just too much echo chamber around these buzzwords, where people stopped

  14. 13:2013:49

    Founders don’t want to solve problems anymore

    1. AJ

      asking, "What is the problem you're solving?" And they started focusing on, "What's the hot, new buzzword that venture capitalists will fund? Because if I want to raise money for my startup..." Like, it was chatbot, then it was NFT, and then it was crypto-

    2. MM

      I remember all of that, yeah.

    3. AJ

      ... and then it was VR and metaverse, and now it's like everything is an AI everything. And so like, you know, I think we just lost that original spirit of-

    4. MM

      Mm.

    5. AJ

      -like, it's not what, it's why. [chuckles] Um-

  15. 13:4915:34

    His mindset for building a $3.1B company

    1. MM

      But, like, how do you... What, what is your mindset like? "Yeah, I'm the one to change this. I'm the one to talk to the government, to change the regulations." Where does this come from? Is that how you were brought up?

    2. AJ

      I mean, I think that is more of, like, you just have to figure some- You start with a simple why, and you figure it out as you go, and I think all of us that are... And you're an entrepreneur. You've been through this. Like, you sometimes just... You're so committed to wanting to fix it [chuckles] that you don't even realize how absurd some of the things you s- [chuckles] you're trying to do are until after the fact, when somebody else points it out. Um, which is probably a good thing that we're so delusional. [chuckles] Um-

    3. MM

      How many times did you want to give up?

    4. AJ

      I don't think about giving up. It's like, that's not... When you wake up every day, it's the most fun- [chuckles]

    5. MM

      Yeah, but like-

    6. AJ

      -experience, like-

    7. MM

      ... confronting people in the industry, like, who are telling you that it's impossible.

    8. AJ

      That's literally what everybody's... Everybody hates- everybody loves to say no, and I just like, my mindset, and I'm sure you are the same, right? It's like, no just means ask again differently [chuckles] sometimes, right? You just gotta like... They're, like, not getting it. You're not... I'm not doing a good job of explaining the opportunity. It's that, or, you know, how can I make this a win-win for them and for me? And that's part of it. You have to just keep, keep iterating and keep iterating until it is a no-brainer.

    9. MM

      So never wanted to give up? You were just, like, laser focused.

    10. AJ

      Giving up on what? Like, the big vision and purpose of what you want to do? Like, I don't believe in setting goals that are like, "Have to hit X number of users or X, you know, million of revenue by this date," as, like, your primary North Star. 'Cause it's really, like... It's not a very exciting, fulfilling metric, [chuckles] right?

    11. MM

      But how do you set goals, then?

    12. AJ

      What is the problem you're solving? Like, I see a user problem I want to solve, and we just obsess over that.

  16. 15:3417:37

    The problem with raising money in Silicon Valley

    1. MM

      So you never gave yourself, like, a timeline, like, "Okay, if, if I can't fix it in two years, then probably that's it?"

    2. AJ

      This is the problem in the Valley when you raise venture capital. I'm, I'm so, such a believer... Like, you can bring in venture capital at a time when your business is already figured out, and now you're just- it's just cheap growth capital. [chuckles] But until then, you really only want to either try to finance it with people you know, that you trust, or more importantly, commercial partners. 'Cause commercial partners are aligned in solving the problem, 'cause it- they care more about you solving their [chuckles] business issue than the return on the investment. And then eventually, the investment ho- hopefully becomes even more, right? That h- that gives you, as a founder, also the freedom to invest in getting it right. 'Cause the minute you raise venture money, these venture capitalists have a completely misaligned goal than you do. Their goals are, "How do I drive as fast of growth as possible in as short a period of time as possible to raise another round at a markup, so that I can go tell my LPs that my investment is now worth on paper more?" [chuckles]

    3. MM

      Yeah.

    4. AJ

      Right? And as a founder, that's not always the best thing. Like, it took us four years to launch Bilt, right? We didn't launch... We started working on it in 2018. We didn't launch in market until 2022.

    5. MM

      Have you raised money during that time?

    6. AJ

      I mean, I self-funded the first part. I was very lucky to be able to do that. But then we were, you know, in it, we brought in, uh, our first commercial partners, so we brought in real estate owners. And we said, "Hey," once we got that first, like, click, [chuckles] we said, "Hey, why don't you invest in the company and own a part of this, and we can build this together?"

    7. MM

      Yeah.

    8. AJ

      And, you know, that just further cemented our presence in the space. Um, but look, I think it's also, like, look, you're an immigrant. Like, part of this is you're opening... You gotta if you come from an immigrant family, like, you gotta survive. [chuckles]

    9. MM

      Yeah. What was special about your upbringing, you think,

  17. 17:3719:43

    His upbringing: his parents’ American dream

    1. MM

      that made you, made you-

    2. AJ

      I'm so curious, and I, I'm gonna have to pick your brain on your immigrant story here, but, like, I mean, my parents came here with, you know, typical, like, American Dream story. They came here with nothing. My dad grew up in a dirt-poor village in India. My mom was born in India but grew up in Jerusalem while her father was in the peacekeeping force, right? And so when they came to the US, like, they didn't have any money, and so they were hustling around for a job, like, working their way, like, day and night. They met in New Jersey-... got married in California. They moved to California, where they got married, and they were still living in an apartment with another couple 'cause they couldn't afford their own place.

    3. MM

      We had the same story [laughs] -

    4. AJ

      Right?

    5. MM

      - we were sharing an apartment with someone.

    6. AJ

      But that's like the st- and you just like, you just... But you're so committed to creating a better life for yourself and for your kids, and you just do it. And so [chuckles] it's funny, like, they were living in this apartment, and my dad was- they had just got married, and he was thinking about, "How in the world am I going to afford a honeymoon? [laughs] I can barely afford to pay rent."

    7. MM

      Well, California is a honeymoon. [laughs]

    8. AJ

      Well, yes. [laughs]

    9. MM

      Just that.

    10. AJ

      Like I said, give me till the end of the show, she'll be in New York. [laughing] Um, but we, we like... So they, so they were- they were living in California. He's trying to afford a honeymoon, and he came up with this hilarious idea. He goes, "If I send my job resume to twenty companies in different cities, maybe one of them will fly me out for an interview." [laughs]

    11. MM

      Oh, genius. Genius.

    12. AJ

      "And then I can get free flights." And so he sent it to all these different companies, and this little startup in Seattle called Microsoft [chuckles] goes- called him up for an interview. So he goes to my mom and says, "Hey, hey, honey, like, why don't we do our honeymoon in Seattle?" [laughs] She's like, "Why?" And, um, the rest is kind of history. He ended up working at Microsoft, starting to, like, build... They bought their first home, you know, when I was born, and we were still, like, deep, deep, deep- [chuckles]

    13. MM

      Good that they could-

    14. AJ

      - rural suburbs

    15. MM

      ... buy a home.

    16. AJ

      Yeah, I mean, it was-

    17. MM

      Most people can't do it now. [chuckles]

    18. AJ

      It's- that was tough. I mean, that was their first big break. Um, and I remember, like, you know, we lived a pretty

  18. 19:4323:35

    Startup life as a kid – growing up in an innovation environment

    1. AJ

      normal life. And then when I was five or six, my dad comes home one day, and he's sitting with my mom, and I re- I remember this. They started... It was one of the few times they started fighting like this. They were like- he's like: "I think I'm gonna quit the job, my job, and try to start something." And, you know, my mom was like: "We just spent our whole life trying to get to a stable place, [chuckles] and you wanna quit?" [laughs] Like, um, and, you know, at the end of it, she said, "Okay, I support you."

    2. MM

      Do you remember that conversation?

    3. AJ

      Yeah, it was not a, it was not a pleasant conversation. I remember. I was five or six. It was very- [chuckles]

    4. MM

      Wow!

    5. AJ

      And, um, anyways, he went off, and he started a new company, which obvi- you know, then became one of the internet's biggest thing. And I just, every day after school, like... 'cause my mom worked with my dad at the startup, too, right? And so every day after school, my brother, and my sister, and I, we'd get dropped off from school to the office, [chuckles] and we would just sit at the office till, like, pretty late night, and then we'd go home. And like, I would- he had a video game system for us at the office. I would do my homework. We'd play games, and I'd sit in meetings. [chuckles] And you just-

    6. MM

      So you saw your parents working every single day?

    7. AJ

      - and you just literally watched them build these businesses from the ground up. Um, it's funny, like, my dad and I recently started doing a lot of, you know, interviews together 'cause it's kind of been a fun, now that I've had a chance to do my- you know, build my own businesses and whatever, and i- it's... People often ask, they're like: "Well, did you ever feel..." To him, they say: "Do you ever feel guilty, you know, figuring out how to balance your work life and personal life?" And he- his response, I always kind of stuck with me. He goes: "You know, when you think about it, if you have a kid at home, and you think that you're just coming home, you've been successful, you're hanging out on the couch, hanging out with them, you think you're getting quality time in. What the kid sees is, 'Oh, we live a really comfortable life, and it's because my dad sits at home and watches TV and hangs out with me all day.' [chuckles] And you wonder why sometimes, like, these kids of these successful parents, like, don't have that same drive and hustle. Well, they grew up thinking you get that lifestyle by sitting [chuckles] at home, hanging out, and there's actually some value in them seeing the hard work and the grit it takes."

    8. MM

      Interesting, but, like, I, I wonder, w- you, you didn't have time for extracurriculars then. Well, your parents didn't have time to drive you around.

    9. AJ

      Look, it was a startup, so everybody was pitching in, right? And, like, like, my mom would drive us to, like, these... So after school, if we, if we did have, like, a sport, and this is when I was younger, so it wasn't like the same, you know, high school sports or anything, right? But, like, we're all, you know, seven, eight, nine, so you do summer camps and stuff, but, like, during the school year, you didn't have, like, an after-school, like, you know, school team, so you would do, like, the occasional, like, you know, seasonal tournaments and then... But, yeah, those years was crazy. [chuckles]

    10. MM

      What would be your advice to new parents on how to-

    11. AJ

      How old are your kids now?

    12. MM

      Five and three.

    13. AJ

      Okay, so you bring them along with you ever?

    14. MM

      Sometimes, yeah. They went, uh, to One Billion Forward summit in Dubai with me.

    15. AJ

      Amazing.

    16. MM

      But they, they don't like it. They're like, they hate when somebody takes pictures with me.

    17. AJ

      [chuckles]

    18. MM

      They just start crying, "This is my mommy." And they're like- and all the transatlantic flights for them, well-

    19. AJ

      Well, now you can use your Bilt points to fly them business class, so they'll love.

    20. MM

      Yeah, I, I'm using Amex points right now. [laughs] Yeah, Bilt is, yeah.

    21. AJ

      Um, I, I think, look, I was... I used to complain, too, sometimes. I'd go with my dad to all these meetings, and I'd be like: "I just wanna go hang out with my friends."

    22. MM

      Yeah.

    23. AJ

      But honestly, it's such a good experience, and you gotta have both, right? You gotta... I think, you know, there's a way to have both. Like, that, that is a priceless for- your kids are so fortunate to have parents who are doing so well and get to see the world and expose them to it, and I think it's amazing. So I think that's-

    24. MM

      Okay, 'cause I t- I feel very guilty, especially now. Like, I left them at home, came here for four days. They were crying like crazy yesterday.

    25. AJ

      Bring them to New York. I mean, they're gonna live here soon anyways, so...

    26. MM

      Why? [laughing]

    27. AJ

      [laughing]

    28. MM

      Okay,

  19. 23:3526:07

    Why NYC beats Silicon Valley for startups

    1. MM

      let's wrap our conversation with the New York ma- why do you think so? I feel like, you know, nature in California, Stanford is 15 minutes away from home, so, you know, we go there all the time.

    2. AJ

      Yeah.

    3. MM

      It's, it's a different script.

    4. AJ

      My, my brother and sister are both Stanford, and they both live now in New York. So what I'll say-

    5. MM

      They have kids?

    6. AJ

      Uh, no, they don't have kids yet. Um-

    7. MM

      I think that's the game changer.

    8. AJ

      Yeah. Totally hear you. I, I think, look, you... My belief is, is, is it's so important to be surrounded by, one, different pe- types of people.

    9. MM

      Mm.

    10. AJ

      Right? And so what I love about New York is you have, every day, the best-... talent in every industry out there. You're sitting at dinner, you're talking to people who are in fashion, who are in media, who are in real estate-

    11. MM

      One hundred percent, yeah

    12. AJ

      -who are in technology, who are in finance, who come from, like, so many different backgrounds. And that- I think that's important 'cause it gives you a much better sense [chuckles] of like-- and New York is own bubble, too, don't get me wrong. Like, it's still not, you know, it's a bubble, but you get such a sense of, like, how different people think and different needs. And I think the challenge when you're in a place like Silicon Valley is it's so homogenous these days, that you go to dinner, and every day it's like: "Well, what YC company did you talk to? Who's your VC?" It's like it's a total distortion of reality. And then even worse, I think when you're a founder, you lose track of who you're solving the problem for. I mean, this is how you end up with bird scooters and juice presses for seven hundred dollars, [chuckles] because you're constantly comparing your ideas to these twenty other startups, and you forget that your customer in Dallas has never used any of them, right? [chuckles] And so you're like: "Well, that startup does this, so we do this a little differently. And their startup does this, we do this a little differently." And meanwhile, the customer in Dallas is still just trying to figure out what the first product is because it hasn't gotten to that market yet. And so that, that's so important to stake. And by the way, the same thing is true for Washington DC with politics, it's a homogenous town, right? You have some of that in LA with entertainment, right? And so just like, how can you be in a city that brings different worlds together? Um, which I feel like you seem like you're into the fashion world, you seem like you're in the tech world. Like, it's gotta be tough. Like, San Francisco is not exactly the best fashion place. [chuckles]

    13. MM

      Yeah, I know.

    14. AJ

      [laughing]

    15. MM

      I know. I'm always overdressed. [chuckles]

    16. AJ

      But, like, not in New York.

    17. MM

      Not in New York, yeah.

    18. AJ

      Um-

    19. MM

      That's

  20. 26:0728:13

    Starting a company? 2 things you must know

    1. MM

      awesome. My last question would be: Can you give advice to someone who's starting a company in a space that's highly regulated, hasn't changed in a while, like a healthcare startup, and they just-- they've tried so many things, and they're about to give up, like, how to keep going?

    2. AJ

      I mean, first of all, like, startups are hard and painful, so you have to just expect and accept [chuckles] that that's part of the journey. And there's not a single successful generationally changing company that did not have to go through the most painful experience, right? And I think, you know, like Jensen from NVIDIA talks about this a lot, like, you have to be willing and accept that eating glass [chuckles] is just part of the process. So that's number one. But two is, if you, if you remember on the why, right? Like, there's a hundred different ways to solve the problem. And so if you're focused on the why, you're never gonna be hung up on whether the current solution is the right answer or not, 'cause it's just one of a hundred different ways you can solve it.

    3. MM

      Mm.

    4. AJ

      And if you have that mindset, then you're much more free to pivot and iterate and adapt. And I think people-- it's hard because you sometimes get so hung up on the specific way you're looking to solve something, that if it stops working, like, you keep trying to bang your head against the same wall. [chuckles]

    5. MM

      I love that.

    6. AJ

      And you just gotta say, "Wait a second. Like, take a step back. Is the, is the product really what I'm trying to build, or am I re-- is there a better way to solve the actual why, the problem?" And if you're willing to do that, stepping back... And someone said to me, like, there's a, I think it was Churchill, was it? That was, like, this great quote, that he goes, something along the lines of: "You have to be totally, totally committed and yet completely willing to change." [chuckles]

    7. MM

      Mm.

    8. AJ

      Right? And-

    9. MM

      Committed to the idea, but willing to change the path-

    10. AJ

      Correct

    11. MM

      -together. I love it.

    12. AJ

      Um-

    13. MM

      Thank you so much

    14. AJ

      ... anyways, thank you for coming by.

    15. MM

      Thank you so much. Very impressive, and, uh, you've been to St. Petersburg, my new house?

    16. AJ

      I have, I have, and I want to go back.

    17. MM

      It's-- hopefully, you can go back soon.

    18. AJ

      I would love to.

    19. MM

      That's amazing. Thank you so much, Ankur.

    20. AJ

      Thanks for coming by.

    21. MM

      Very inspiring. Awesome.

Episode duration: 28:13

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