Fireside Chat w Joshua Browder

14 Nov 2025 · 56 min

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Relentless Podcast Episode Summary: Fireside Chat with Joshua Browder

Episode Overview In this episode of the Relentless podcast, the host interviews Joshua Browder, the founder and CEO of DoNotPay, in a scenic San Francisco setting. They delve into Browder's journey as an entrepreneur, his early experiences with software development, the challenges he faced, and the impact of his father's activism against corruption.

Key Themes and Discussions

  1. Early Influences and Anti-Authority Stance
  2. Introduction to Software: Browder shares how his passion for software began at a young age, creating iPhone themes and apps, especially in the context of jailbreaking.
  3. Countering Authority: His first foray into entrepreneurship involved creating an unofficial app for Pret-a-Manger, which led to legal scrutiny but ultimately turned into a partnership.
  1. Family Background and its Impact
  2. Father's Activism: Browder describes his father, Bill Browder, as a prominent human rights activist who was targeted by Russian authorities. This environment instilled a sense of fearlessness and perspective in Joshua.
  3. Life Lessons: The dangers associated with his father's work taught him the importance of standing up for one's beliefs and appreciating life’s priorities.
  1. Education and Career Decisions
  2. Choosing Stanford: Browder’s decision to attend Stanford was influenced by his exposure to inspiring educational resources online, particularly their YouTube videos showcasing the California landscape.
  3. Teal Fellowship: This fellowship played a significant role in his entrepreneurial journey, giving him a financial boost and networking opportunities.
  1. Investment Philosophy and Traits of Founders
  2. Attributes Sought in Founders: Browder discusses the importance of personal connection to their problems, an irrational determination to succeed, and exceptional childhood experiences that shape their drive.
  3. Investment in Young Entrepreneurs: He notes a trend of younger entrepreneurs achieving remarkable success, driven by the accessibility of information and resources.
  1. Challenges in Building DoNotPay
  2. Fundraising Struggles: He recounts difficulties in raising funds for DoNotPay despite early success and media coverage. After 19 rejections, strategic adjustments in his pitch led to eventual success.
  3. Momentum: Browder stresses the importance of maintaining momentum in startups, illustrating how minor changes in strategy can lead to significant breakthroughs.
  1. Unique Products and Consumer Rights Advocacy
  2. Innovative Solutions: Browder highlights DoNotPay’s unique offerings, such as tools for consumers to fight back against robocall companies and subscription services.
  3. Real-Life Success Stories: He shares anecdotes of users benefiting from the service, including a man who earned substantial compensation from spam calls.
  1. Personal Growth and Community Support
  2. Overcoming Personal Challenges: Browder discusses his experiences with dyspraxia, how it shaped his learning, and his commitment to helping children with similar challenges.
  3. Philanthropy: He actively supports initiatives aimed at assisting dyslexic and dyspraxic children, reinforcing his belief in giving back to the community.
  1. Reflections and Future Aspirations
  2. Vision for Success: Considerations on how to build a sustainable business while maintaining social impact, and how the landscape of entrepreneurship is evolving.
  3. Adapting to Change: Browder articulates the necessity of remaining flexible and responsive to shifts in the market and technology.

Conclusion The episode provides a deep insight into Joshua Browder's journey from a young, rebellious software developer to a successful entrepreneur focused on consumer rights. His experiences underscore themes of resilience, the importance of mentorship, and the impact of leveraging technology for social good. Browder’s story serves as an inspiration for aspiring entrepreneurs and advocates for justice in consumer rights.

Key Takeaways

  • Entrepreneurial Spirit: Creativity and a willingness to challenge authority can lead to significant innovation.
  • Value of Community: Building relationships and supporting one another is crucial in Silicon Valley and beyond.
  • Adaptability is Key: Success often requires adjusting strategies based on feedback and market conditions.
  • Social Impact Matters: Combining business with a mission for social good can create lasting positive change.

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Transcript

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0:00If you had to live in another time period, what time period would it be? The one event I would want to witness was Mansa Musa, the richest person in history. He would show up to a town and he'd give every person in the town a bar of gold. You would think that the people of these cities would benefit hugely from the gold injections, but the prices of bread would just go up 100x. Causing inflation in a town. Massive hyperinflation. You need a structure to allocate resources efficiently. You can't just give everyone all the money. Tonight, I am having the pleasure of sitting down with Joshua Browder, and he is the founder and CEO of Do Not Pay and then Browder Capital.

0:38I noticed in another interview that you did that you said that you're anti-authority, and I would love to hear about the first moment where you were being anti-authority. Thank you so much for having me. I'm a big fan of your show and also very anti-authority. So I love software, and I think the reason I like it is because you can build things without asking for other people's permission. As a child, typically I was looking at all these career paths and it seemed like you have to like work for 30 years somewhere and then you work your way up and then eventually you can build something. But with software, you have the power to create something and if it's useful, anyone in the world can use it.

1:18And I really experienced this firsthand as a child. So I got into the whole drug of software development by creating iPhone apps and specifically iPhone app themes. So this was back in the day where it was groundbreaking to change the app icons on your iPhone. The iPhone was basically useless. I had all the iPhones from the very beginning. I guess I was lucky to do that as a child. And the very first iPhone, it didn't even have Safari. And then finally Safari came, but then it didn't have any apps and then it had apps, but the apps were very limited. And so there was a whole community of people who are jailbreaking iPhones to kind of expand the functionality.

2:00And that was my gateway drug. I was selling themes and apps on the Cydia App Store, which was kind of the counter app store to the official Apple App Store. And I was selling all different types of themes, like Disney themes and all of this stuff. And I thought people had the right to change their iPhone app icons. So my first kind of thing was fighting Apple and selling these themes. Then I decided that the market on the legitimate app store was like 100 times bigger than the gelbroken app store. So maybe I should create some real iPhone apps that Apple would actually approve. And that was also anti-authority because one of the first apps I created was for the sandwich chain called Pret-a-Manger.

2:46Pret-a-Manger is one of the biggest sandwich chains in the UK. it's kind of like they have a lot of branches I guess or outlets in New York and Chicago but it's not not so big in on the west coast um but I guess the the biggest comparable is just like Joe and the Juice of the UK but more on the food side and I decided to create a Pret-a-Manger app and this was back in the day when um having an app that would tell you where your nearest sandwich store was and was this contracted or did you just do this no no I just did it rogue wow and um Um, uh, it would show you the menu and show you the nearest store and all of this stuff.

3:23And this was truly groundbreaking stuff in the early kind of 2010s. Um, and so I put it on the app store and it became, it was very popular because people really wanted to find the nearest sandwich shop and get the menu and things like that. And it started rising in the charts and it got the attention of Apple, um, developer relations. And they sent me an email saying, we want to feature your app on the what's hot section of the app store on the front page for everyone to see. And they sent me the consent form saying, I have, this is the official Pret-a-Manger app. And I had all the consent and designs all completely legalized.

4:00I just signed it, DocuSigned. And I also kind of was a teenager, so I don't even know if it was even legal for me to be signing these forms, let alone what I was representing. Anyway. How did you get around that? um i i don't know i just signed up for an account and they kind of let me on um and um signed all the forms and then i got onto the whatsapp section of the app store and um i should mention that i was charging 99 cents for the sandwich app and so press amange that the sandwich chain it became so popular that they were getting complaints like people were doing this was back in the days with youtube reviews and stuff people were doing like youtube videos why is the my sandwich chain charging for the app i want to find my my sandwich store um for free that's being so greedy and so i got the attention of this this big company and they started sending me all these letters and stuff and um they they um actually kind of invited me to kind of talk to the legal team uh so i could educate me on on kind of copyright law and i showed up and i don't think they realized that this was like a 14 or 15 year old.

5:09And so I showed up and they kind of realized that I was harmless. And then they completely changed because they realized it wouldn't look good if they kind of sued a 14 year old app developer who was just passionate about their sandwiches. And so they actually invited me in for a private tour of the kitchen with the CEO of the sandwich chain. And they said, we'd love to make this the official app. And so it transitioned from the unofficial to the official Pret-a-Manger app. I kind of gave it to them. And then obviously mobile apps became a lot more important in the economy and they updated it.

5:44And so I was lucky to create the first official Pret app that I guess today is kind of the journey now, millions of people use it and it still exists to this day. So I think as a young person, you can do a lot where as an older person, you have to be more careful. I know that your dad is Bill Browder, and he had a meaningful hand in basically having a bunch of Putin and Russia's assets kind of frozen. And I noticed in another interview that you did where you said there have always been kind of like scammers chasing you and potentially Russians chasing you. What was that like growing up? So my dad is a human rights activist.

6:29And at one point, I would say he was Putin's number one foreign enemy. and thankfully I think now maybe he's been downgraded given that the war with Ukraine and so there's Zelensky and others who are higher on the priority list. Someone else to focus on. Someone else to focus on and maybe now he's been downgraded to top 20 and it's really scary and the reason he's that, his number one enemy or he was is because he's responsible for freezing a lot of Putin's money worldwide. he kind of single-handedly pushed through a law in the United States called the Magnitsky Act which is responsible for freezing billions and billions of Russian assets and is actually the framework for the sanctions on Russia today because of the Ukraine war and that's a very scary place to be when your father is freezing the Russian mafia's money and I grew up experiencing experiencing the journey of him fighting these really scary people.

7:27And it was really kind of sad and scary. There were many times when they would actually show up to our house, the Russians, to try and scare us. And they were using both legal and illegal means to try and scare my family. On the legal side, they would issue arrest warrants around the world for my dad, and And he would be detained in Spain because the global countries assume that when a big country like Russia issues an arrest warrant, it's kind of semi-legitimate. And so even civilized countries like Spain would temporarily detain him until they figured out what was going on. And if it wasn't for the many advocates he had, he would be in a Russian prison.

8:08And then on the illegal side, they would call him, they would visit, and it was really scary. having that experience, you try and look for the lessons and try and look for the positives in that. And I think the biggest positive for me was it taught me to put everything in perspective. It really puts everything in perspective to have such a kind of dangerous group after you and your family. And it taught me to be fearless. And perhaps, you know, if you have minor kind of problems in life, you get a parking ticket or something or you get really upset, you realize that the most important thing is health and being safe and standing up for what you believe in.

8:56And it really taught me to the power of kind of being fearless. Do you think that you would have come to Stanford and like kind of gone across, you know, gone across the world if you hadn't had that experience as a child? I think the Stanford reason was a bit different. And I know it might sound kind of shallow, but the initial reason was in London, it's just pouring with rain all the time. Bad weather. Bad weather. And I was taught myself to code using Stanford YouTube videos. And this was before the days of ChatGPT and certainly before the days of Codecademy. And so the only way to learn was to copy what the YouTubers were doing.

9:35and with Stanford, they would zoom in on the beautiful California landscape of Palm Drive before they started the class. Kind of incepting you with the idea. Yeah, and that's really what inspired me. I was like, wow, if this is what the YouTube videos are like, one could only imagine what it's like in person. And now that I've come, I can justify in hindsight the reasons for being here. I think people are 10 times more ambitious, maybe even 100 times more ambitious than the UK. The scale of capital and innovation here is nothing like anywhere in the world, especially the UK. But initially, it's because of those YouTube videos.

10:11I know that you've spent a great deal of time with people that are very, very early on in their founding journeys. What are the traits and attributes that you're looking for when you're meeting with someone? So I got into the whole investing world by accident. um i um three and a half years into stanford i i took a program called the teal fellowship um to build my company do not pay i'd already was very passionate about it as a project and it had a lot of users like getting out parking tickets and stuff but i wanted to make it a serious business and so i took the teal fellowship and i also there's an amazing tradition where the existing teal fellows every year kind of help out with future years and they help advise um who's real and who's not almost as an interview process.

10:57And I interviewed this amazing person as a prospective Teal Fellow. His name is Adam Guild. And he struck me as true top 0.1%. And so I decided to invest in him in the pre-precede. The problem was I didn't have any money at the time to invest. My company wasn't paying dividends and this was before the scout fund mania that you see today. But I did have one source of money, which is that when you get the Teal Fellowship, you get 100k in prize money paid in installments. And my latest installment just hit. And I just thought I'm just going to empty my bank account and put it in this guy. And that investment did very well.

11:32It's now a unicorn company. And it's better to be lucky than smart with one's first kind of investment. And so I thought I should keep it going. And I've since raised a lot of funds to do it with Browder Capital. And so to answer your question, it's a combination of things. it's really about someone who has an irrational chip on their shoulder that they will succeed no matter what. And really, it's about personal connection to the problem. So I'm Mr. Do Not Pay. I'm the type of person to wait on hold for four hours to save$20. And truly - Have you done that? Yeah. No, no. All the time. It's about the justice for me.

12:13And we also have a lot of wealthy people who use our product it's the same for them um but i realized that not everyone else is as crazy as me so i built do not pay to kind of automate that and the very first use case was because i got a lot of parking tickets and so i looked for founders with similar connection to those issues um jake adler i was lucky to be his first investor and he's incredibly passionate um he even like um i think this is public information so i wouldn't mind me saying this but he even like tests the product on himself sometimes. And that's crazy. Stabbing himself in the leg.

12:47Yeah. And I do encourage people to do that. But if they come to me with that level of passion, it's very difficult to say no to someone's life's work. And I've been in the Bay Area for 10 years now, and I haven't seen a case where someone hasn't achieved some level of success if they're earnest and it's truly their life's work. Now, it could be their second company. It could be something adjacent that they do, but they do generally succeed. And you don't want to bet against them. In the first meeting that you had with Adam Guild, you said that he's in the 0.001 % of the people that you've met.

13:27What struck you as so special about him? So I look for evidence across everyone I back of something exceptional in their childhood. There's a founder called Soren, who I'm not an investor in. He's an amazing founder of Nero. He's a young founder. He just got the teal fellowship and he is one of the best drone racers in the world with adam guild he was selling minecraft service and making serious money doing that in high school some founders do sneaker bots i'm an investor in a company called wap which is now close to a billion dollar valuation company and they were making a lot of money with sneaker bots sometimes it's roblox and sometimes founders skip all of that and even as a 13 year old they go straight to enterprise SaaS.

14:09There's like founders now going viral on X who have like serious revenue with SaaS products. In fact, just before this interview, I spoke with an 18 year old who's multi-million dollar revenue. And I think the kids are all right. I'm 28. I'm getting old. I'm like a dinosaur in Silicon Valley now. But when I was 18, if you even knew how to create an iPhone app, I like to think you're in the top 5 % of entrepreneurs. And now you have 18 year olds doing millions in revenue. Do you think that that's going to continue accelerating and like younger and younger people are going to be having more and more meaningful like results?

14:46I think so. And I think the reason for that is that the transparency of information isn't at all time high. First, you had people like YC, they'd publish everything about starting a company. And we were just talking about Marc Andreessen's essays and Paul Graham's essays that that didn't exist decades ago. And now you can even ask AI every problem. I noticed a trend with young entrepreneurs. It's a bit unfortunate, actually. They kind of let AI kind of decide their lives. Do their thinking for them. Yeah. And I actually push back against that. I don't ask ChatGPT for major decisions because I think it's like an AI psychosis.

15:25You kind of revert to the mean. And that's not a good thing to do. I also think it's unfortunate. Um, I was lucky. Um, I really enjoyed my childhood. I was doing this like city of themes and apps on the side, but you can't be too business oriented. There is a joy of youth. And so I hope it doesn't go too far. Do you have, you know, you want like maybe 15, 16 year olds doing stuff, maybe not like 12 year olds. Yeah. I think, I think 17, 18 is a good place to start, But it's good to know. I have an amazing brother and he reads a lot on X. And I think it's good to start reading a lot. But you still want to have a childhood.

16:05Do you think that you have more fun being a coach or an actual player in the game? Definitely. I love still running my company and I think it makes me a better investor. The half life of being a founder is six months. I've heard investors say it's two years. I think that's a self-serving comment because they conveniently are like one year out. But I deal with challenges every day that the world changes so quickly. The world even six months ago is completely different from where it is today in terms of AI. And then five years ago, it's completely different with the pandemic and all sorts of things changing.

16:46And so I was helping an entrepreneur the other day, like not get extorted by Apple. Apple take 30 % and this is something I constantly deal with. And there's ways you can do it to make classify your app in certain ways. And that constantly changes. And that's something you would only know if you're an entrepreneur. I'll give you one more example. DoNotPay, and I guess this speaks to our company name, has got the AWS 100K credit like five times. AWS and Microsoft and all these companies and Azure and I guess the AI models now, and they give credits to startups. And we realized we could just keep applying for the credit.

17:28And so that's things I advise people to do. Obviously now we're a big customer of theirs, so I guess they hooked us in and they got us. But there's all these things you would only know if you're operating day to day. Do you have any interesting stories of seeking justice for other people? So many. I'll give you two if that's okay. um so the first is is my favorite do not pay product so do not pay started with parking tickets and i realized this issue is bigger than tickets of consumer rights fighting these big companies and governments um so now we have over a hundred different products that help people um and one one area that's my favorite people ask me what's my favorite is helping people sue and get money back from robocall companies um there's this amazing law in the u.s that allows you to get$1 ,500 every time you get a spam call.

18:20It's called the Telephone Consumer Protection Act. But like most rights that people have, they don't have the time and the resources and the knowledge to get their money and get... It's like the accounting thing where it's like 130 ,000 pages of accounting texts. Like no one's reading that. Yeah. This is like Barry, this law is from 1991.

18:40and the problem with these robocallers is they use fake names fake numbers and i'm sure we've all received a call it's like they're trying to sell us a cruise and you ask them who they are and they kind of and and the caller id is blocked and all of this stuff um so we decided to build something to help help these people uh if you get the spam call and get the money you're deserved and the way it works is it's a trap. We built a special credit card, a virtual credit card and it's not linked to the consumer, it's linked to do not pay. And when they try and sell you the cruise or whatever they're trying to sell you, you can say, I'm very interested.

19:19Here's my special card and you give them the special do not pay card and through the payment network, it gets the business name, address, phone number, all the details through the payment network that you would need to generate a letter to get your money. And there's this one man, I keep talking about him. He's based in New Jersey and he's made it his full-time job using Do Not Pay to get money back from these robocallers. He's kind of an exceptional case. He's made, I would say close to$100 ,000 doing this. He bought a new roof for his house. I guess the weather in New Jersey is not very good.

19:55So you constantly need a new roof. And that's really helpful because I think without the card and without the knowledge, he wouldn't be able to do this. So that's the first story. If it's okay, I'd love to share one more. And this one is a kind of product that I decided to do. And it's kind of a guy inspired me to do it. And that was Warren Buffett. I was a sophomore at Stanford, fresh off the boat, kind of still from the United Kingdom. And I was in a computer science class. And I received an email one day and it said, do you want to interview Warren Buffett on stage and have lunch with him at the Microsoft annual AGM summit?

20:41And I had no interview experience. I'd never spoken to Microsoft or anyone that worked there in my life. So I thought this has to be a scam. And there was a number at the bottom of the email. And by the way, I was no stranger to like strange Russian scam emails and stuff. Yeah. So I was very wary, but I called the number and a nice lady with like a Seattle accent picked up. And I thought, maybe this isn't a scam. And she said, no, it's real. We can send you a flight. We'll actually book you a business class to Seattle. And I was like, wow. I was like, do not pay lifestyle free flight to Seattle.

21:17And so I flew to Seattle and I prepared to interview Warren Buffett on stage. and um i got to this kind of conference center and it was like this ultra exclusive it wasn't like a public conference it was for the biggest shareholders of microsoft and friends of bill gates who was also in the audience so jeff bezos was there um did you meet any of these people yes sam altman was there i walked in and there was like black suvs and security and the first thing i saw is very crystal memory this was like 2017 i guess um was sam altman talking to satya Nadella and in hindsight it's obvious what they were talking about but um at the time I was like wow um all these people but I was I wasn't even focusing on the people that I was kind of very shy I was focused on doing a good job for my interview with Warren on stage and the kind of issue that I had was my biggest thing beyond anti-authority is I always want to be provide a unique perspective to the world and I'm sure you deal with this like how can you answer ask people unique questions.

22:23And the problem with Warren Buffett is he'd be interviewed thousands of times. There's like books written on him, all this stuff. All the annual shareholder meetings with, you know, hundreds of people asking questions. Yeah. And they have this tradition where this kind of college person interviews him on stage. And I looked at previous kind of versions of this. It wasn't there. It's not public, but I asked the organizers to send me previous ones. And it was like all these questions like what should you be investing in or tell me how you got started and I was like I can't ask that this is a once in a lifetime thing and so I got to the stage and I still didn't really know what to talk about but one thing you can always count on with me is shameless self-promotion so I thought I'm the only way I can be unique is kind of insert myself into the dialogue and so I got on stage and I said what is and I said thank you so much for being here um what is one area in your life that you fought back for yourself when you stood up for your consumer rights and i introduced do not pay um i use it as excuse to get the audience do not pay kind of knowledge um i was very lucky because he gave me an answer that he'd never spoken about ever before um in any interview um which is the first lawsuit he was ever involved in um this was before the days of berkshire hathaway being shaken down by these class action lawyers or anything like that.

23:46And it was when he was my age at the time, or maybe slightly older in his twenties. And, um, he was, um, subscribed to a magazine called Harper's magazine, which, which still exists to this day. Um, and back in those days, this was even pre credit cards. Um, so the way it would work is you'd subscribe and there was like a trust system. I guess it was a higher trust society back then. And they'd send you an invoice, um, for the magazine. And And if you didn't pay the invoice, it was a high trust society, but also a more scary society where bad things would really happen. Like maybe they call the police or something like that.

24:20And so you really had to pay the invoice. So you get these invoices every month and read the magazine. And one day he decided to cancel his subscription. And so he wrote to them and he called them and they acknowledged the cancellation. But they kept sending him the invoices and he kept getting the magazines. And he wrote to them again and they kept sending the magazines. And he was so frustrated and so scared that he kept paying the invoices. But he thought this is really unfair. And just to eventually just figure out a way to cancel this damn subscription, he sued Harper's Magazine himself, representing himself in small claims court.

25:00And he took them to court. And not only did he get his money back for the invoices he was being forced to pay, um he also got punitive damages um and i guess it wasn't in today's nominal dollars that wasn't that much but um at the time like a few hundred i i think even less like maybe like 50 bucks or something but in today's today's money it would be a lot and it taught taught him and then it taught me two lessons the first is um it taught him the value of standing up for yourself sometimes only the squeaky wheel gets the grease. And finally, it's citing his rights. He got his subscription, he got his money.

25:41And it taught me a valuable lesson, which is God knows how much later, like 50 years plus later, 70 years plus, people still can't cancel their damn subscriptions. And so that was the inspiration for a product called the free trial card. I guess I love these virtual credit cards. And it's a virtual credit card that consumers could use, especially during COVID. And you can sign up for any free trial and it's not linked to their credit card or credit. So when the subscription comes time to cancel or renew, they don't have to worry about being charged. And we were really the first pioneer, the first ever company to do this.

26:16Now, I guess Robinhood Gold has just introduced it. I'm not too worried about that because our consumers aren't using Robinhood Gold. They don't have any assets. But we were really the pioneer. And it was all down to this kind of story about how it's hard. Robinhood users can be your users once they have no assets either. that that that's a good point yeah i've seen some of these screenshots so after they're no longer robin hood gold because they both have robin hood and reddit there's a high correlation there we will happily serve them a do not pay for much and we don't have to take all your money with risky options we can just a very cheap subscription yeah was there any like outside of actually doing the interview did any serendipity kind of happen coming from that and meeting with him yes actually is that no one's ever asked me that.

27:05It's such a good question that two things, two big things happened. The first is that Reid Hoffman was in the audience and Greylock. I was a EIR intern at Greylock. EIR stands for entrepreneur in residence. And typically they have these very experienced executives who are thinking about starting companies. But I guess Reid was so happy with the interview that he offered me a position to intern at Greylock to build Do Not Pay. And Greylock was one of my first pre-seed investors. And I got to work out the offices and kind of eat snacks at 4 a.m. on Sand Hill Road and really learn from some of the best kind of minds at Greylock, including Josh Ellman, who's an amazing investor and entrepreneur who actually joined Robinhood as a head of product.

27:54And then the second thing that happened was it became known that I did this. I think I tweeted about it and the tweet got some minimal engagement, maybe a few hundred likes. And the Teal Fellowship actually noticed. So they encouraged me to apply. So that's how the Teal Fellowship found out about me. And so I'm a big believer in momentum in the companies I invest in. I think momentum is everything. And I try and say yes to everything. Um, I'm so lucky to be on this podcast, but when you reach out, I'm like, yes, instantly. And, um, when I, uh, events and meeting people and because you never know, uh, what, what will happen.

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28:32Do you have any interesting stories from like saying yes to something that a lot of people might not have said yes to? So there was like a lot of these groups, um, at Stanford and they were looking for summer roommates. And, um, I decided to just go into it and room with a kind of stranger. And it was this amazing guy. His name is Justin Lewis Weber. And we decided to become roommates. And we were searching on Craigslist for rentals. And there was this amazing house. It was in Palo Alto. But it was kind of in a very rough part of Palo Alto. Not like the nice part. And it was a very run-down house as well.

29:14Um, and I guess the thing I said yes to was Ruben with a stranger and then kind of going for this rough house. And so we signed the lease for the rough house. It was 4k each, um, which was a lot for this rough house. This was before the days of like hyperinflation. It was like 2018. Um, and we later found out, and I'm shocked that the landlord didn't advertise this, that this was the house where Facebook was started. uh this was uh and not the one in the movie the real house that mark zuckerberg lived in and we only found this out on moving day because we opened the door and there was like this shrine this like mark zuckerberg shrine of like pictures with uh mark and eduardo saverin and all of the crew sean parker dustin mask of it i assume yeah and um i was like wow and um so we we got into the house and that and we thought this is cool um seems seems like a cute thing you know there's good aura in the house and by the way my my college uh the college summer roommate is doing incredibly well now with his company assured um but the real benefit came a few days later which is a bus arrived at the house and the uh the the bus was full of um foreign tourists and um i was like what what are these people doing here and um it turns out there's like a tour of silicon valley a lot of tour companies people come this is the center of innovation chat gpt all this stuff um tesla started here or yeah and um so people come silicon valley and there's like avenue of the stars like in the same way people do buses where they try and like stop outside angelina jolie's house they do it for here and this was on the map for all these tour companies and so every day these buses would come and so i obviously rented the house that year and then the next year do not pay we took over the entire house and i had all my team live with me and whenever someone would come usually they would expect to just see the house from the outside but i would always let them in like 50 people at a time and i say you can only come in if you download the do not pay app and so that's how i got my first signing up the first few users obviously we got a lot of pr and stuff for the do not pay web product and getting out parking tickets but we were just about to launch an app and i was like i need to push the app and that's very helpful and i had this agreement with all the tour companies that they would be let in if they downloaded the app did you try to like put up a sign on the side of the house where all the tour buses were going to go by.

31:56And so if someone like took a picture of the Facebook house, it would have the do not pay thing on that. And maybe I can send this to you for post-production. There's a sign. It says first, do not pay headquarters. I really have to dig to find it. And actually National Geographic came and we're like a safari is like a zoo. They were like taking pictures of us in the house, like not, they weren't doing a story on, on the house. They were just doing a photo shoot. So because National Geographic is like a photo company. And so there's so many benefits of being in that house. And it definitely was worth the 4K.

32:26On the momentum side, I know like Sam Altman has talked about momentum is like the lifeblood of startups. And if you don't have momentum, you just need to get momentum. And it's like basically a company that is winning stays winning. And one that isn't winning just falls apart. Everything kind of falls apart. What have been the biggest things for you when you're engaging with a founder or even in Do Not Pay's history where you kind of like built momentum or tried to build momentum when there wasn't any? i think of the kind of lowest point of do not pay and that was actually um six months after the facebook house um i was trying to raise my institutional seed for the company and it was very tough i thought it was a slam dunk pitch we had hundreds of thousands of people using it cnn was covering us every day um it was very unique it was kind of n of one company um and we had an amazing team of my me and my stanford buddies and and today it would instantly get funded but back then it were people a bit more cautious um and so i went to um the sand hill road kind of all the big institutional vc firms um and one after the other they were turning us down um and um i've never been one of these suave guys pitching and so you know i thought wow this is really disappointing and and i think 19 people in a row rejected us um and one after the other and these vcs are really um it's upsetting they will lead you on for weeks before finally rejecting you and one after the other rejection rejection um and this was especially um scary for me because as exciting as i was as i was about the do not pay mission um i realized i would probably have to do something depressing like get work at google or um go back to stanford um if i wasn't able to raise money because i needed to pay the team i mean um there's only so much i can do coding and i had big visions for what i wanted to do and so i said to myself i set an informal promise um if i had a few more pitches left if i didn't go through those pitches um and get an offer, I would put in the towel and give up.

34:44And that was really, really scary. And so I had a few of these left and I had one kind of advisor to the company. He's a legendary Silicon Valley lawyer. His name is Damian Weiss. He's a partner at this firm called Wilson Sonsini, which is a leading Silicon Valley law firm. They represent X and all of the leading companies. And I was lucky to get him in as an advisor because do not pay I thought I need a lawyer to kind of at least on the surface as a legal advisor because I'm in the consumer space um and I told him this um big challenge I was having um and he said okay well let's go out for drinks um and um you can do your pitch to me and go through it and I said below the age of 21 I can't do drinks but I can do coffee.

35:35So we went out for coffee and I went through the entire pitch in front of him, um, with my laptop and the PDF. Um, and at the end of the pitch, he said, you're doing it completely wrong. Um, first of all, no one really cares about this PDF. They care about you and the product. So the fact that you're not doing a demo of the product is a huge missed opportunity. And I thought that makes sense. And so, and the big VC pitch was the next day. So over the night, I scrambled this demo together of a robot appealing someone's bank fees. It would log into a Wells Fargo account, go into the message center and start messaging Wells Fargo to get the overdraft fees overturned.

36:18And that was compelling. He said, secondly, no one has any idea what this can be and what you're trying to build. You should put on the logos of the companies that you one day want to emulate and it seems like a kind of silicon valley cliche airbnb for x or um uber for y but that was really popular at the time um and so i thought okay i'm going to put on the intuit logo of of my on my deck intuit was a 200 is a 200 billion dollar company i said we're going to be the intuit for consumer rights and i also put on the honey logo they'd recently been acquired for six billion by PayPal. And I thought that was a good another example.

36:57And I put a third one that I can't remember. And he said, finally, the business model is completely messed up. At the time, I thought maybe I want to have a business model like Credit Karma, where maybe I help people get credit cards or something after I'd saved them money with Do Not Pay. But the problem was that Cambridge Analytica, the Cambridge Analytica scandal had just happened. This was just about a year and a half after the kind of election. And everyone was very skittish with kind of lead gen based business models. And he said, just change it to subscription. And he was ultimately right.

37:36I mean, do not pay is now a membership based business model. And I think it's really good to work for your users. But I changed, changed the slide to make it a subscription. so I went into the pitch the next day nothing changed about the company nothing changed about the users or the product just those three minor changes and it was shocking it was like a night and day difference with the pitch um and not only and so I made my pitch and then I left the room and I came back and they said not only do we want to invest we want to invest on the spot and I was shocked at how enthusiastic they were given my previous rejections and it made me realize and one thing I'll say is that Silicon Valley unfortunately is a very group mindset place and word got out that this VC firm gave me an offer and then everyone started piling in and piling in and even people who previously rejected me wanted to invest and it taught me a really valuable lesson which is when things aren't working sometimes the most minor differences and strategy and framing can make all the difference to momentum.

38:41And that is something I really encourage entrepreneurs I back. I always want them to feel like they're making progress with momentum every week. And sometimes that can initially just be they choose a domain name. We were talking about domain names earlier. That's big momentum, building the initial product, kind of crafting the pitch in the right way. It's just all about momentum and the exact framing to get there. David Sinra from Founders Podcast has this idea of you should be different for different's sake. Do you have any examples in your life of things where you did things very differently than normally people would or uniqueness?

39:18I think that I've always, maybe it's because I'm not from the US or from the Silicon Valley hype train, but I've always focused on building a sustainable business and profitability. Do not pay. We're lucky to have more money than we've raised and we've actually one of the first companies to do dividends for our shareholders. And when I was thinking about doing the dividend, I spoke to an old friend of mine, like a kind of mentor, and he said, perhaps you shouldn't consider not doing the dividend because the market doesn't really value dividends. A company like Google would never do a dividend.

39:56And I understand what he's saying because it's really important to focus on growth and reinvestment. But at the same time, I thought it would be a nice milestone for the employees and investors. And so we did our dividend. And then two months later, actually, Google did do their first ever dividend. So I'd like to say we're a trendsetter. But the market, the world is changing really quickly with loads of different things. And what worked six months ago might not work today and the world six months ago. And so I think it's really important never to rest on one's laurels and constantly adapt one's worldview.

40:33And I think now we're back in growth mode. I mean, we're in a world where OpenAI is worth hundreds of billions. So it's about growth again. But this was in kind of 2023 where people really value cash flow. I know you kind of like spend a lot of your time trying to help people. What have been the biggest moments where people helped you? I think Silicon Valley is really a pay it forward place. And I'm so lucky that people have helped me. I mean, even the whole concept of the Teal Fellowship, the Teal Fellowship is an amazing nonprofit. They've helped me immeasurably as much as any investor, but they have no equity.

41:09It's just a nonprofit grant. I'll tell a story. I won't mention who it is or too many details because they might get upset. But I did a small personal check in someone's company and the company didn't work out. Um, and they started another company and I didn't manage to invest in them. I just kind of lost, no, uh, actually I won't, I won't reveal too much, but let's just say they started another company. Um, and that company, um, did, is immensely, immensely successful, immensely successful. And they decided because I spent so much time with them for the first company and invested my 25k and i actually it uh i got it back uh it was like i got i it's not like i lost the money or anything like that they gave me millions of dollars uh in equity in the new new company and was it like semi-equivalent of your initial stake in the other company uh it was yeah as a gift and there's no legal reason for them to do that um and i won't mention who it is so if they're listening to this please don't be upset with me.

42:18I've never mentioned who it is, but that just goes to show the generosity. And I was telling one of my relatives about this and he was shocked. He was like, why would someone do this? And I think that's, and that's why Silicon Valley works so well. People, people outside of like, especially, you know, I'm from Alaska and people in Alaska think of like a million dollars as a massive thing. It is a big thing, but to people here, it's just something that you like, if you're starting a company a million dollars is just something that happens. Yeah. What do you think your superpowers are, if you have any?

42:53So I'll tell you about my weaknesses because first. So my weakness is I'm not like very polished, you know, both on the LP, like raising money for anything. You know, I'm just like a straight shooting kind of person. My strength is, I think, very tactically on a day to day basis. I think in Silicon Valley, a lot of people get caught up with reading a lot and having mental frameworks. And I think that's really important. But I try and focus on one day at a time. And I think that's really useful, like baby steps. You mentioned, I think on another podcast that like Mark Andreessen had a massive impact on your life.

43:32What was that about? Mark Andreessen was my first ever believer would do not pay and my first ever institutional believer for my fund, Browder Capital. And so I'm a big, big fan of his belief in me and very thankful to him. I first met him. Do Not Pay had gone viral for like the third time. And there was a partner, Andreessen, who I think saw our virality and kind of used the product. His name is John O 'Farrell, who I believe he's now an advisor to Andreessen. And he's truly an inspiration. And he introduced me to Mark and he said, um, Mark wants to have breakfast with you. And, um, Mark was the first luminary I ever met fresh off the boat from the United Kingdom.

44:21And he is the most intellectually curious, um, guy and, and he really lives up to the hype. And so I showed up at this breakfast at his house in Atherton. And I sat with him for hours and we were talking about the world and do not pay and all sorts of different things. Very similar, like a 2016 version of this conversation.

44:51And he convinced me to make do not pay a company. Were you deciding or initially thinking it was to be a non-profit? kind of libertarian anti-capitalist a little bit no um anti-establishment freedom fighter for parking tickets i thought that i i admit okay i'm not the most sympathetic person getting all these parking tickets but what i discovered through do not pay is that the government issues tickets not maybe to punish people but to make money um in some budgets it's like 30 percent of the city budget that they get from tickets in fact new york city get over a billion dollars a year from tickets and when there's those incentives there's a incentive to take advantage of people um and i noticed like old people and homeless people are getting tickets and that was really why i started do not pay and then on the company side there's this problem of concentrated benefit and spread out harm so what i mean by that is comcast can charge a million people a ten dollar a late fee that they don't notice.

45:53They make$10 million theoretically. And that's great for them. They get the benefit of 10 million, but the people who should be charged$10 can't afford to fight back. And so I was very passionate about these issues. And so I thought when I started doing no pay, it's completely free public service. There was no business model, no ads, no payment. And I was no stranger to monetizing my products like with the sandwich thing, but this was really a passion. And I was considering making a nonprofit. And during our conversation between me and Mark, we spoke very philosophically about the kind of biggest organizations that have impact on the world.

46:33And he convinced me that they're businesses. And you look at OpenAI today, kind of going to a for-profit as a perfect example of that. They want to have the biggest impact and they realize that they have to make that a for-profit company. lucky for me he he kind of convinced me uh the pre-pre-seed and um so i decided to make do not pay a company did he like write a check in that first conversation or breakfast he didn't um and he um wanted me to meet the rest of the team and so andreessen was my andreessen horowitz was my first ever believer in the pre-pre-seed um they wrote a million dollar check and the story i shared about the kind of difficulty fundraising was the seed a few years later if you had to live in another time period, what time period would it be and why?

47:20So I have a great answer to this question because I love history. And if all jobs paid equally, I would want to be a history teacher. And so I really love history. And the one event I would want to witness was Mansa Musa. Mansa Musa is the world's richest person in history. inflation adjusted um richer than vanderbilt by far richer than vanderbilt and there's an open question is he richer than like larry ellison um or elon musk in this climate i need to kind of do more research but he was like at that level i think it was half a trillion it was a lot of money um and i'm gonna get like scolded by the history people so this guy's from africa right yes yeah so he's an african king and um he he was truly extremely wealthy um and he'd go around africa on these gold pilgrimages and um he would show up to a town um and like big big big places um probably like hundreds of thousands of people lived there so like san francisco basically um and he'd give every person in the town or the city a bar of gold and there there would be like these pilgrimages and he'd have so much gold he was so rich he'd just give all of his money away um on the on these trips and it's kind of um a lesson about capitalism that have you ever seen the movie in time with justin timberblake it's kind of a cheesy movie um but it's where there's this movie where like time is money and um people pay for everything with limited time um in any case um you would think that the um the people of these cities would would benefit hugely from the gold injections um but they'd get the gold and the prices of bread would just go up 100x um because everyone was rich um or nominally rich in the currency of the day which was gold and so it'd be like to get even a loaf of bread you'd have to have a bar of gold causing inflation massive hyperinflation and it's a lesson against communism which is you can't you need a structure to allocate resources efficiently, and you can't just give everyone all the money.

49:38And so I would want to be there to witness that. And I think history repeats itself. And I really think that's the first lesson of the failure of communism. Well before communism even existed, it was well before the days of Karl Marx. On that same kind of thread, if you could change one thing about the world, what would that thing be? That's such a good question. And it's something no one has asked me about. I would say every city has a really good thing about it. I mean, San Francisco, people are like delusionally, like building the future. Washington, D.C., people are focused on power. New York, there is some focus on capitalism, which could be good.

50:19L.A., people are very vain. And don't get me wrong, it can be good to be a bit vain. Alex Karp has this quote, like, morality is beauty. I'm not sure I fully agree with that, but it's good to kind of take care of yourself. So I wish every positive aspect of all these cities was combined. London, the best thing about London is it's very multicultural. There's no such thing. Well, OK, I'm very controversial. I'm going to kind of tone it back a bit. There's not that much concept of race as much as there is in the US in the UK. Growing up in the UK, people didn't really ask you. And people are going to say, I'm like crazy for saying this.

50:56So it's not OK. It's a balance, right? but it's not like the US where the government forms ask you to tick your race. That's not the case in the UK because everyone is a blend and I'm certainly a blend of a lot of different races. One of my grandfathers is Turkish, Slavic, all this different stuff and there's amazing kind of melting pot in the UK. So that's the thing I like the most about the UK. I would love to spend a little bit of time on dyslexia and having a slightly different way of viewing the world. I know that for me personally, growing up with dyslexia was very, um, it was kind of like I was in a different group and maybe like I was stupid, but I wasn't stupid.

51:38Um, how was that for you? What was that like growing up? Um, so I grew up with something called dyspraxia, which is kind of, uh, adjacent to a dyslexia. It's kind of all of the disadvantages of dyslexia with additional disadvantages. So dyspraxia is about kind of mixing shapes and kind of perception. And the reason I say that that kind of inherits all of dyslexia is because words are shapes as well. So it's very difficult to kind of engage with that. Additionally, it's difficult to engage with all sorts of things. Like growing up, I had to do kind of physical training. It was like as if I had an injury like even sucking from a straw was difficult for me growing up and um i really loved to learn i was like very academic but at the same time i kind of really struggled with this in school and coding was like my outlet um because coding you could kind of do a lot of like keyboard shortcuts and things like that um and and so the kind of coding in spite of my dyspraxia was really a positive experience for me where finally I was like really good at something and I really enjoyed something.

52:50I imagine that you were like good at something that no one else that you knew was good at. Yeah. And I think that having these kind of issues made me kind of, it's like the people who lose one sense have slightly better other senses because they have to rely on it. And so other things like, understanding people and things like that I really tried to kind of excel at as a child and yeah I think coding really helped me overcome it and it gave me it's more of a confidence thing these things are very easy to overcome if you have the confidence and I started being good at coding and then I thought okay I can do something and then unfortunately you know you had to take the SAT back then to go to Stanford like doing that and it's something I really feel strongly about and so I love to support support dyslexic and dyspraxic children I'm an investor in Speechify which which helps people who are dyslexic kind of read things and I also have been lucky to have like my dividend and exits from do not pay and other things and so I donate to a high school in the UK that's a special dyslexic, dyspraxic, autism high school and feel very strongly about supporting that.

54:16So I'm lucky to have personally created this program that helps children just like me kind of overcome these sorts of things. Has there ever been a moment where you did something, made some decision that was against your interest for the better of someone else or generally? I mean, I would say that it was delusional for the first four years of Do Not Pay. It was a free public service with no business model or no ads. And I built a lot of products that weren't very lucrative, but helped people, like help people apply for homeless assistance and things like that. and I think had I done a business model from day one it would have it wouldn't be it would be a much quicker journey it would have been um do you think you would have built the same brand no I don't I think people really appreciate that even to this day I have people who have used it even 10 years ago for free and they they say it really helped them and um I think it's really I think everything that good, I'm a big believer in karma.

55:26You do good things and it comes back. And so I try and always wish well on people. And yeah, I think it's always good to have a positive outlook. It can get a bit annoying. Like in Silicon Valley, people are like blindly optimistic. Like they have to have some clarity of the world. But at the same time, it's good to always like do positive things.

From the publisher

Sat down with Joshua Browder, founder & CEO of DoNotPay, for the first ever Relentless shoot at night overlooking San Francisco.

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