In short
Podcast Notes: Billions - Episode with Harry Stebbings
Overview In this episode of *Billions*, host Guillaume Moubeche interviews Harry Stebbings, the creator of the renowned podcast *The Twenty Minute VC*, which evolved into a successful $400 million venture fund. The discussion covers Harry's journey from a teenage podcaster to a significant player in venture capital, exploring themes of storytelling, investment strategies, and the psychology of entrepreneurship.
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Episode Highlights
Key Themes and Concepts
- Content to Capital Transition
- Harry discusses how he leveraged his podcasting platform to create a pipeline for venture capital deals.
- Emphasizes storytelling as a vital skill in both podcasting and investing.
- The Importance of Interviewing Skills
- Successful interviews require an understanding of both art (storytelling) and science (engagement metrics).
- Key tips include:
- Speak slowly and provide context.
- Capture audience interest within the first few minutes.
- Encourage guests to repeat questions for clarity and engagement.
- Investment Insights
- Harry reflects on significant investment misses and early successes, including companies like Linktree and Tripledot.
- Discusses the importance of understanding market dynamics and founder potential.
- Building a Fund
- Transitioning from media to investing involved raising $8 million quickly by leveraging connections made through his podcast.
- The evolution of the fund from $8 million to $400 million, detailing the challenges and strategies involved.
Important Lessons
- Identifying Great Founders
- Characteristics that indicate entrepreneurial success include early entrepreneurial activity, involvement in gaming communities, and personal background influences.
- Media and Distribution as Competitive Edge
- Emphasizes the role of content creation in building brand equity for both founders and investors.
- Discusses examples of how media exposure can drive customer acquisition and talent recruitment.
- Navigating Public vs Private Markets
- Discusses the current sentiment towards public companies and the allure of remaining private for high-growth firms.
- Advocates for the need for liquidity strategies in venture capital, especially in changing market conditions.
Current Trends and Future Predictions
- Opportunities in AI and Technology
- Explores the dual nature of AI as both a disrupter and a creator of new markets.
- Highlights the importance of identifying whether a venture is a category creator or disruptor for strategic investment.
- The Landscape of European Startups
- Harry expresses optimism about the European tech scene, countering narratives that paint it as inferior to Silicon Valley.
- Advocates for recognizing and supporting young European entrepreneurs.
Personal Reflections
- Harry shares insights about the emotional challenges of entrepreneurship, emphasizing the value of discomfort for growth.
- He reflects on his early career decisions and the importance of transparency and humility when facing setbacks in business.
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Conclusion Harry Stebbings provides a candid look into the intricacies of venture capital and entrepreneurship in this episode. His journey illustrates the power of storytelling and content creation in building a successful fund and navigating the complexities of investment. The discussion serves as a playbook for aspiring entrepreneurs and investors alike.
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References
- *The Twenty Minute VC* podcast
- Notable figures mentioned:
- Peter Thiel
- Mark Benioff
- Alex Bouaziz (Deel)
- Christina Cacioppo (Vanta)
- Daniel Ek (Spotify)
- Links to relevant companies and projects (e.g., Deel, Vanta, Project Europe) for further exploration.
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Note: For further insights, follow Harry Stebbings on Twitter: [@harystebbings](https://twitter.com/harystebbings)
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOFoundations of 20 VC
0:45 to 3:20
Harry discusses the inception of his podcast and its impact on his venture capital career.
“the unicorn he caught early and how he turned content into capital.”
Crafting Compelling Interviews
3:20 to 6:40
Harry shares insights on how to conduct effective interviews and engage listeners.
“Well, I guess you nailed it and it hasn't been five minutes and we've already have like five nuggets.”
Mistakes and Lessons in VC
6:40 to 10:00
Harry reveals his significant mistakes in investing and the lessons learned from them.
“You've met VCs at the start of meetings where they tell you a little bit about their fund.”
The Importance of Founders
10:00 to 13:20
Discussion on why the quality of founders is crucial in venture funding decisions.
“Totally so many but don't go into it if you're here for money that would be a big like if you're in content for money it's the wrong game you have to be here for the love of it first.”
Identifying Great Founders
14:00 to 16:12
Learn how to determine the qualities of successful entrepreneurs.
“fortunate to meet them at seed through a dear friend.”
Harry's Early Ventures
16:12 to 18:58
Discover Harry's journey from gaming to entrepreneurship.
“Most likely, there's a lot of theories around this, because it creates a chip on the shoulder, a desire to prove oneself, an unwillingness to let a parent see them not succeed.”
Transitioning to Investing
18:58 to 21:02
Understand the challenges of moving from media to venture investing.
“really impactful fund, because the movement from media to investing is probably the hardest jump.”
Proud Investment: Linktree
21:02 to 21:48
Hear about the impactful investment in Linktree and its creator economy role.
Scaling the Fund: From 8M to 400M
21:48 to 24:28
Learn how Harry scaled his fund and attracted institutional investors.
“And going from the first fund to the second fund, how exactly did you manage it?”
Media as a Competitive Edge
24:28 to 28:03
Discover how media can enhance venture capital investments.
“I always advise founders to have on a slide deck, these are the reasons you should not invest in me.”
Show all 27 chapters
The Importance of Speed to Revenue Growth
28:03 to 29:12
Learn about the crucial role of rapid revenue acceleration for startups.
“biggest lever I think that an investor can bring to a company today.”
The Value of Content in Attracting Talent and Customers
29:12 to 30:26
Explore how content can drive talent acquisition and customer engagement.
“You know, we had another company called Buena, which is incredible company in Germany.”
Effective Email Outreach Strategies
30:26 to 31:54
Discover techniques for crafting impactful outreach emails to potential guests.
“I think like the amount of people we've actually like hired through some of the interviews I did in podcasts is huge.”
Navigating Public Company Challenges
31:54 to 33:45
Understand the constraints public company CEOs face in communications.
“put a PS at the bottom and then find something humorous, esoteric about that guest that many people don't know.”
The Shift in Public vs. Private Market Dynamics
33:45 to 36:23
Analyze the changing landscape of public company valuations and capital access.
“This is another thing though that people don't understand.”
The Future of AI Companies Going Public
36:23 to 42:00
Examine the potential for AI companies to remain private in the near future.
“You have infinite capital supply and your stock is tradable in real time.”
Revolut's Impact on B2B Banking
42:00 to 43:10
Learn how Revolut's transition to B2B banking has saved significant revenue.
Nick Steronski: A Model Founder
43:25 to 45:07
Understand the qualities that make Nick Steronski an impressive founder.
“Incredible clarity, incredible understanding of how people are growing and developing in real time.”
The Importance of Liquidity Strategy
45:07 to 47:28
Discover the significance of having a liquidity strategy in venture capital.
“The only person actually I met who I feel has and it's one of the episodes, it's Thibaut Elziach.”
Navigating Market Trends and AI
47:28 to 50:19
Explore the current market trends and the impact of AI on investments.
“for your managers to just say, hold on to your winners.”
Understanding Market Opportunities in AI
50:19 to 55:20
Dive into opportunities presented by AI and the distinction between disruption and creation.
“And you need to be very cognizant of that.”
Trust and Communication in Investment
55:20 to 56:00
Learn about the importance of trust and communication in investment relationships.
“We lost money in a deal for a specific investor.”
Handling Crisis with Humility
56:00 to 56:42
Learn the importance of humility and responsibility during crises in business.
“going to zero, every single day I phoned them and I gave them an update for three weeks.”
Reflecting on Career Transitions
56:42 to 57:38
Explore the significance of emotional intelligence and patience in career decisions.
“The way that you handle moments of crisis and tension will dictate so much about your personality and character.”
The Challenges of Young Founders
57:38 to 58:56
Understand the pressures faced by young entrepreneurs and their implications.
“I said, yeah, I'm leaving and I'm going to start my own thing and I'm going to start it tomorrow.”
Europe's Place in the Innovation Landscape
58:56 to 1:01:26
Examine Europe's potential in the tech industry and the narrative around it.
“we get that crazy valuation, getting a lot of money, especially at a younger age.”
Pursuing Discomfort for Growth
1:01:26 to 1:04:26
Discover why being uncomfortable can drive success and improvement.
“And I think when you look at Matty at Eleven Labs or Torsten at Helsing or the guys at Synthesia, we have incredible companies being built in Europe today.”
Transcript
Automatic transcript. May contain errors.0:00For four years, I did not earn a single dollar. If you have a broken relationship with a parent, it disproportionately increases your chances of success as an entrepreneur. That is literally a$400 million mistake. I emailed Mark Benioff, the founder of Salesforce, 53 times before he agreed to come on the show. And in about a week, we raised$8 million for the fund. Today on Billions, I'm sitting down with Harry Stebbings, the guy who turned a microphone in his bedroom into a$400 million venture fund. He started the 20 VC Minute as a teenager and it became the place where the smartest founders of unicorns and the world's best investors all lined up to talk.
0:42In this episode, Harry will open up about the deals he missed, the unicorn he caught early and how he turned content into capital. If you've ever wondered how storytelling can build an empire, this is a playbook. Harry, thanks a lot for being here. Dude, thank you so much for having me. I'm looking forward to this. I'm really excited because usually like we see you behind the mic a lot, asking a lot of questions. But from knowing you a little bit more, I know that you have like lots of really cool stories to share. And I was really wondering, you know, like you launched the 20 minute VC with just a mic.
1:17And how exactly did you turn like the content into like a deal pipeline? You know, everyone does a lot of speaking and interviews these days. and they need to understand that everyone can be taught and everyone can be great at doing interviews. And I think, yeah, can I give you some coaching? Before every single show, you should give speakers a guide on how to be the best in an interview. And so number one, a great show is art and science. The art is the story. I remember when I met Alex at Deal for the first time, it was a cold Tuesday in the park. You bring them into the story and they feel a part of it.
1:56And then the science is, and I learned three lessons from that meeting, the story and the lessons. Number two, you can never lose people. And so speak slowly and always remember that people know less than you think and more context is needed. Really important. And then three, no one cares about your background that much. They will ask more if they're interested. You need to deliver insight in the first three minutes of an interview. Otherwise, you lose people. We measure retention incredibly hard at 20VC. You get an 82 % drop-off if you don't have a lesson or a nugget of wisdom in the first five minutes.
2:40You have to manufacture it. Another bonus one, we always say to guests, can you repeat the question as much as possible? We are seeing an age today where we are manufacturing content based on algorithms. We have short form as a massive part of our strategy. TikTok, Instagram, YouTube shorts. If I say, oh, there's so many things that are difficult about venture, it's not as good as saying the single hardest thing about venture capital is. You need the hook. So tell your guests where possible. Repeat the question. It will optimize our ability to make banging clips. Really important. Well, I guess you nailed it and it hasn't been five minutes and we've already have like five nuggets.
3:26But for everyone listening who does a lot of speaking, if you do those things, you will instantly be a top 1 % speaker. Really, really helpful straight off the bat. And do you prepare? Because I think what you said about hooks is extremely important. I've recorded a few episodes and I'm trying, you know, like to find the pieces where people actually share golden wisdom. do you also prepare in advance in your questions some sort of like hooks or like beginning of questions that could perform really well no honestly i know that sounds strange no but i tell them i need you to repeat them and i also say to guests at the beginning it's okay if you don't want to answer a question you can say i don't feel comfortable but i am gonna push the truth is no one actually ever says that but it's not what you say it's not what you do it's how you make them feel.
4:17And why should all investors be interviewers? Because as an interviewer, you have three to five minutes at the beginning to make your guest feel comfortable, like they can tell you anything and open up. As an investor, you have three to five minutes when you meet a founder where you have to make them feel comfortable, where Guillaume can say, you know, we missed last quarter and I'm nervous about, you know, us hitting end of year target. and you only get the truth by making people feel comfortable. And that's why Mike Moritz, I think, is a fantastic investor because of the roots that he has in interviewing and how he made people feel.
4:54That's awesome. And when you launched your podcast in the early days, did you had that mastermind plan of entering VC and raising such a big fund in so little time? I feel very sorry for people in life because most people don't know what they actually were born to do and what they really want to do. When I was 13, I saw The Social Network and I saw Peter Thiel invest in Facebook with Clarium Capital, his hedge fund. And I was a fat kid in London in a cinema. And I just thought, wow, that looks amazing. I want to do that. And I've never, ever wavered. I've only ever wanted to do that. And so when I was 18, I believe that companies are founded on the back of insight developments and founders listening, you need to know this because very few of you can articulate it well.
5:45And insight development is a way that you see the world that other people do not see or share your view on. And when I was 18, starting 20 VC, I believed that we would see the celebritization of venture capitalists. They would become brands in themselves and that capital would become commoditized. It would become plentiful and you would have to separate yourself and distribution would be the way to do that. And so, yes, when I started 20VC as an 18 year old kid in a bedroom with nothing, I always wanted to have my own fund. I always felt that distribution and media would be part of it. But I was aware that I had to start somewhere and cold emailing VCs was where I had to start.
6:27That's that's really awesome. And I'm also wondering because to be entirely honest when I look at the content that has been created by VCs apart if you look maybe at A16Z where I think like they do like an okay job I think like your podcast to be honest is is the best by far like that's really the one I listen to and I enjoy like I I love how you ask questions and everything but why do you think that there is so little VCs who are actually creating content and also after interviewing so many vcs why do you think they are so bad at creating like good content well i mean you need to have a personality so that removes about 80 of venture capitalists uh uh they're very inhuman like you know i i really i'm very difficult to work for and what do i mean by that um there's a j curve of happiness to working with me when you start working with me you will be miserable for three to six months because i will absolutely school you in how we show up in meetings.
7:30Venture capitalists have three minutes. You've met VCs at the start of meetings where they tell you a little bit about their fund. Every fund says the same. We invest at series A and B in SaaS, consumer healthcare, fintech. This is your moment to shine. This is your moment to let the founder know why you are the best partner for them and why they should choose you above everyone else come to life. It's so important. And so I think that VCs don't create content, number one, because it's a huge time sink just off the bat. It's a big commitment. Number two, it's a big commitment with no guaranteed reward.
8:05Guillaume, for three years, I did not get a thousand plays on a single episode. Three years. For four years, I did not earn a single dollar. so you have no guarantee of success immense commitment of time and no guarantee of any money coming from it and now on top of that you have immense competition in the field as well and so vcs just look at that and go i don't want to do that there's a better way to spend my time on top of that we have teams and teams of people in video in short form in long form in linkedin if you want to compete against us now it's really hard the barriers to entry have increased as we've professionalized it's no longer a kid in a bedroom there's like 20 people in a media company all day every day cranking that's tough if you're a venture fund and a marketing team trying to compete i agree and the second question on on that topic you know can i actually just also just say i think another massive mistake that so many content creators make is they try and be too much to too many people.
9:13You need to know your thousand true fans. You know, for the first two years of 20VC, we just interviewed seed investors in San Francisco. We knew our guest and we knew our audience. How many podcasts do you see today where they interview entrepreneurs? Are you serious? Founders. That's the shittest podcast ever. You want to do one about people who have scaled a newsletter from zero to one million in 12 months. That would be a great podcast for anyone today. I would say start that podcast today. You will make a million dollars in your first year if you interview two people a week who've done that.
9:52Again, your thousand true fans identified, your guest profile identified. People need to be much more specific about the content they make and the audience they're going after. 100%. And to build up on your example, I also feel that it would be much easier for them to make money quickly because if you talk about newsletter from zero to a million you probably have like 20 companies that would be very very happy to sponsor you because they are the one sending this newsletter and yeah makes tons of sense. Totally so many but don't go into it if you're here for money that would be a big like if you're in content for money it's the wrong game you have to be here for the love of it first.
10:35Yeah, very true. And to build up, you know, on the VCs who, okay, potentially don't want to invest like that much time into creating content. What I also found is that very few of them actually share publicly what's interesting, meaning like they don't want to talk about deals. They don't want to talk about numbers. They don't want to end. All of these things always happen kind of like behind the curtains. Like, why do you think that is? And do you think that might change over time? It really frustrates me when I ask it, tell me about your biggest mistake and what happened, the biggest miss and what happened.
11:08And they go back like 15 years. And there's an expiration date on mistakes where they no longer become interesting. And you're like, okay, at your former fund with your former company, no one cares, but that's not giving me anything. Like there's zero vulnerability. I hate more than anything, the fake vulnerability. Why do they not? Mostly because everyone has a boss and they don't want to upset either their boss or their LPs. if they're in venture, or it's they don't want to upset founders. You know, okay, if you want to talk about my biggest miss, I think my biggest miss that I think about every single day is Deal, the payroll company.
11:43I met Alex at the seed round and I missed it. Now, I don't think he should be pissed off about me talking about that because it is such a good company that I every day rue the decision that I didn't invest. If someone ever said that about my companies, I'd be thrilled. so i don't know but that was probably a 400 million dollar mistake yeah i would i would be pissed i would be pissed as well to be honest like we're we're deal customer we've been customers for many years and alex did an amazing job and and so you but you know i had an eight million dollar fund and i met him and i could have invested 250k whatever it was a 12 million price that is literally a 400 million dollar mistake again if you want to you said i agree with you You said before, numbers is what's interesting to people.
12:31You know, if you take away the 8 million fund from the 400 of gains, you've got 392 of profit. We had 30 % carry in that fund. And so, God, you're looking at about$115 million directly to me and carry. Nut beds. Well, that I missed. That I missed. And do you know what's so important? Is that you never forget your losses. Like every day, I remember that. and you need to carry the scars with you because that's what makes you better. I never forget that. Following question, why did you pass? One of the biggest lessons that I've ever learned in early stage investing, nothing else matters but the founder.
13:09And that means for all founders listening, if a VC passes on you for any other reason than Guillaume, I don't believe you are good enough or you can do this. They are either lying and it's something else. They just want to sugarcoat it and not tell you. or they're not a very good investor and they don't understand that pre-seed and seed is only about people. And so why did I pass? I looked at payroll and you've got paychecks, you've got ADP, you've got a load of legacy players who are very big and large scale. And I thought it's an uninteresting market with very entrenched incumbents. Who is this bluntly young guy running around San Francisco to compete with them?
13:49And that's why I passed. Now, did I know that he was unbelievable? Yes. but I let the market impact my decision. Same with Vanta, the compliance company. I was very fortunate to meet them at seed through a dear friend. And I thought, you know, Christina is amazing. Again, this company is worth$5 billion. Sequoia is the biggest investor. I saw them at seed at a$12,$15 million price. Christina is amazing, clearly. But Guillaume, compliance, sock two this was five years ago six years ago next i let the market impact my decision which now i don't at all i will invest in any market as long as the founder i believe is generational and world class what's your reasoning behind it do you feel like it's because a founder can make it in any market or do you feel like a great founder will eventually like find the right market if this is it's not working great founders will find markets very simple and if they don't find a market this time they will find a market the next time and i am young and life is long and if they're really great i want to back their next company as well and they're going to be better on the next one and so great founders find markets the question then becomes well how do you really determine great founders again specifics everyone says great founders well help me.
15:09What does that look like? There's some questions which will clearly identify whether someone has a higher chance of being great. Number one, at what age did you start your first entrepreneurial activity? Great entrepreneurs start young. Very, very rarely does a great entrepreneur start their first thing, first thing at 27. Oh, I was building websites when I was 13. oh i was selling sticker books when i was seven eight entrepreneurs tend 90 of the time to start very early number two the clan that you are in in a gaming community is more indicative of your success than the school or college that you went to gamers disproportionately outperform any other category in terms of being a background for success in entrepreneurship number two and then And number three, very strange one, is actually your relationship with your parents.
16:03This is hard and sad to say. If you have a broken relationship with a parent, it disproportionately increases your chances of success as an entrepreneur. Most likely, there's a lot of theories around this, because it creates a chip on the shoulder, a desire to prove oneself, an unwillingness to let a parent see them not succeed. And for boys, most often that is with a father. if you see those three things in one there's a lot of green lights what's your what's your gaming background my gaming background dude i was the biggest nerd ever i created a gaming company when i was 11 when swift came out do you remember swift where you could code and then see real-time deployment i i did that when like flappy bird and i did like a flappy bird clone um and so i was as nerdy as you could get on the gaming community but i started making money very early of my i first made money through uh arbitrage trading on nokia and motorola razor phones i would buy them from lithuania albania and i would sell them at school i probably made 10 or 15 grand from selling motorola razor phones at school what did you do with the money I built a gaming company.
17:19And this again, and I probably made 50 or 60 grand doing that, because it was super early in the app store, discovery wasn't that hard. And you could create kind of copycat games of similar game dynamics that were quite easy to create and quite similar. And I did that when I was, gosh, 11 or 12. That's so interesting. And going back, you know, to you creating like a media, and starting like your own fund? Let's say like you interview a lot of like VCs, especially like early stage, you're in San Francisco and eventually you're like, okay, I also want to raise my funds. What's your process? Like, who do you call?
17:57Who do you ask for money? Great question. So I was doing the show and by doing the show more and more, I was meeting more and more of the best founders and investors in the world. And they started sending me deals and saying, hey, you've got a big microphone and you've got a lot of followers. Why didn't you join us and put in 50K, 100K? I don't have any money. I'm still a kid. And more and more this happened. And then one founder who's a multi billionaire came to me and said, hey, you should take some money from me and invest my money. And I would love to support you. And so I thought about it.
18:34And then I went out to 50 other big founders that I had on the show. And I said, Hey, do you want to put in some money into my fund? And in about a week, we raised$8 million for the fund. And so that was how the first fund came together. All founders of big companies throwing in 100 to 250k. And that was a really, really impactful fund, because the movement from media to investing is probably the hardest jump. and so that was a big fund. How stressful was it? Because you go from interviewing a lot of people doing this for so much time and not knowing when you're going to be able to accomplish your dream to I've got 8 million now, I need to invest.
19:20It's not also like my own money so I'm managing other people's money and it will potentially determine the next fund and the one after that. So do you have any pressure at that time? it was not stressful at all and the reason it wasn't stressful was because i was able to invest alongside the greatest investors in the world in some of the best deals and so i was almost piggybacking on their knowledge and learning from their wisdom one lesson i have from peter fenton from benchmark which always sticks with me peter fenton is one of the greatest investors of our time benchmark one of the best firms he taught me a couple of things but one thing he taught me when I was debating moving into investing from media.
20:02I said, should I start a company, join a company so I get the operational experience? And he said, Harry, if you want to invest, start investing. There is no better way to learn than to invest. And it sounds really obvious, but there's a lot of people who want to be an investor, want to be a VC, and they do all of these things, banking, consulting, starting companies, joining companies. If you want to learn to invest, learn to invest by investing. Number one, he also taught me that the best founders make you feel uncomfortable. When you meet Nick at Revolut or when you meet Daniel at Spotify, their intensity is alarming or disarming.
20:46You feel it. That is very, very apparent with the best founders. And so with this$8 million vehicle, honestly, it wasn't stressful in the way that I was able to have incredible access to the best deals and i got to learn from some truly amazing investing minds and so no it wasn't it wasn't too stressful what's the deal you're uh the most proud of for this first fund i mean one that i really really love is a company called linktree in australia it's very well known with creators um i met these two australian brothers when they were doing an agency in Australia and it was a side product and they thought it was kind of cool and I was one of the first investors in them and it's one of the coolest because I think when you look at the impact that Linktree has just had on a creator economy and on millions of creators it's pretty incredible and they are also two of the most fun personality-led founders and I love working with them.
21:47That's awesome. And going from the first fund to the second fund, how exactly did you manage it? Like you went to see, I guess, different LPs. Now you had like some track record, like what kind of data do you share to actually go and raise like a much larger fund? Yeah, so we went from 8 million to 140 million and you make the transition from, then we went from 140 to 400. So we always go big or go home. But 8 to 140, it's the hardest transition, I think, because you've got to make the move from non-institutional to institutional. And we have some of the best endowment funds and institutions in the world investing in us.
22:26So what do you need? You need, obviously, a track record of some kind, but it's very early. What you need to be able to do is to show that you have access to the best founders in the world. There's four core pillars to successful venture investing. Number one is sourcing, the ability to find great entrepreneurs. Number two is selecting, the ability to pick the ones out of a big basket that you think are special. Number three is winning. In a very competitive venture capital world, you have to win. So winning or competing. And then four is servicing, which is helping those companies be great. and you need to be able to show articulately how you are able to do those things better than other people.
23:12Now, why do I think I was able to do that? I think I was able to do it because in a world of venture capital, we all sell the same thing. Guillaume, you know VCs. They all sell you the same thing. Knowledge. I'm really smart at SaaS. I'm really smart at fintech. That's why I'm great. Or network. I was at Meta for 10 years and so I know everyone's spinning out of Meta. I say no no no no I am average IQ I'm not that special but I create products that my customers which are founders want to buy and my biggest product is media and distribution we have millions of fans and we have hundreds of thousands of founders that listen to every show and so I would use the media product and I would walk LPs investors in funds through how I used media to do those four things better than anyone else with examples.
24:02Very simple. How did I meet Linktree? The founder of Linktree slid into my DMs on Twitter. That is a multi-million dollar gain from a Twitter DM, but it shows the best founders wanted the distribution that we had and sought us out. When you can articulate with tangible product to LPs how and why you're different, it makes their decision much easier. I always say to founders, make the job of a VC easier. Write the memo for them. I always advise founders to have on a slide deck, these are the reasons you should not invest in me. And you're like, why would you do that? Because everyone will have subconscious doubts.
24:45And by guiding them to the subconscious doubts that you want them to focus on, you can then alleviate them so number one we're not able to scale leads enough to hit our quarter target whatever and then you can disprove it and say this is how we're getting ahead of it really important i think about doing that a lot and i don't think enough founders do that that's super smart so technically like what you would do is uh for example highlight one problem the company is facing as a reason for the investor not to invest yeah and then back it up with the solution you're currently working on so basically you're you're showing that we're on it and we're taking care of it a hundred percent so when we went out i we said like lessons that are tangible that are also recent when we went out to raise 400 million dollars recently up from 140 i said in our deck to investors what number one reason that you should not invest in us is or number one question that needs to be proved are we able to get 15 plus ownership in great companies and And then I said, in the last seven deals that we've done, we have got an average of 12.5%.
25:54We have seen that increase by 50 % for the last year, over year, whatever that was. But I showed a clear trend that was going to that ultimate goal and absolute unwavering persistence to do that and an acknowledgement. Also, the most important thing, it's a bit like finding self-awareness in a partner is very important. it's very important to acknowledge your weaknesses and show a clear plan to mitigate them i think we did that quite well i guess you did the the results speak for themselves and uh when you do like that that 400 million like do you also change a bit your strategy because obviously when you deploy like eight million dollar the strategy is not gonna be to do like a series d round and you focus on precede seed like early stage but when you have like 400 million technically you could start doing like bigger deals and potentially later stage.
26:51Do you really like stay focused on pre-seed seed or do you want to follow up and start like going a bit later stage? Super simple. 400 million is split between pre-seed and seed, which is 125 million, and then series A, which is 275 million. And we very much focused on how do we have the smallest funds possible, but also large enough where we could lead rounds for the best companies. And so we only lead rounds. Very important. We take 15 % plus and we are very involved and committed investors. Dude, you know me, I'm a fucking founder. If I invest in your business, I'm going to be there at 2 a.m.
27:31fighting to get you that extra customer in every single way. And so we need to be paid for that. And so absolutely the strategy changes in terms of ownership requirements but we don't go later so we stay pre-seed to series a and we need more ownership but we don't go later and that's really important can you share some stories of things you've done for the companies you've invested in that's no other vcs would have done i mean yes 100 percent um very recently i think it's really important media and distribution is the single biggest lever I think that an investor can bring to a company today. The number one metric that founders care about today is speed to 100 million in ARR.
28:18How fast can I accelerate revenue? When you look at your lovables or your curses or your any big name, it's about the speed to 100 million in revenue. You know, we have an amazing company called Fixer, which is email autocomplete. I'm butchering it. It writes your emails for you in an amazing way so you don't have to write your emails anymore. I did a LinkedIn post for them. And within a 72 hour period, I think they got three or$4 million in ARR from that LinkedIn post. It had hundreds of thousands of impressions and it converted thousands. It was incredibly impactful in getting, at the time, quite a meaningful amount of revenue.
28:56Now the business is doing like 50 million plus in revenues. That's less, but three to 4 million in revenue from one LinkedIn post is really meaningful. And so being able to show to companies that you are able to move the needle for them in revenue in the early days is very, very important. You know, we had another company called Buena, which is incredible company in Germany. I posted about them and their growth to 50 million in ARR in a very short amount of time. And they had thousands of job applications. And that was one of their big things. How do we build the best brand for people to join, that was very, very meaningful.
29:33And so I think people still dramatically underestimate how valuable content is in driving three things. Number one is talent. Talent sees posts, talent sees media, and it makes them want to join. Number two is customers. Drives a huge amount of customers. And number three is fundraising, investors. Building a brand for investors, the future fundraising helps when you have great content around you. And this is why it really pisses me off when founders are like, I don't have time for an interview. I don't have time for it. It's like, do you care about customers, fundraising or talent? Because if you do, that talent that could join your company is going to Google you before.
30:16And if they see Guillaume crushing it in a podcast and it inspires them, they're more likely to join than if you just have a very dark, opaque profile. Yeah, I couldn't agree more. I think like the amount of people we've actually like hired through some of the interviews I did in podcasts is huge. But I'm guessing now like that everyone's listening wants to know your email address so they can raise with you because adding like$3 million in revenue from a post or getting like the best people to apply. That's a really good test. Everyone's email is public today. If you really work hard enough, you can find it.
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30:55My first guest on the show was Guy Kawasaki. He was Steve Jobs' roommate. He was a very well-known individual. I was 18 cold emailing from a bedroom in London with no prior relationship to NABC. I found his email in the source code of his website. I did the work. I read three of his books. This was before ChatGPT and you could just ask questions. I read three of his books. I nerded out on his content. And then I sent him an email and it was four lines. It said, hi, guy, keeping short out of respect for your time. Again, no, I hope you're well. No one gives a shit that you're well or this rubbish plasties at the beginning.
31:31Hi, guy, keeping short out of respect for your time. I've read all your books. In X book, page 284, you said, X, I would love to discuss this with you on my podcast. I know you've got a book tour coming. Could we align it? Let me know. Harry. Super clear ask. very clear that I've done the work ahead of time, zero fluff. If you want a bonus point, put a PS at the bottom and then find something humorous, esoteric about that guest that many people don't know. And so I emailed Mark Benioff, the founder of Salesforce, 53 times before he agreed to come on the show. And every single time I did a different PS at the bottom, whether it was about his holiday home and the weather there, or ultimately whether it was about the type of whiskey that he liked the most and which vintage year it was and that people want to buy from people showing that extra work really can move the needle in convincing someone yeah that's no i 100 % agree did you feel talking about mark benioff do you feel like um when a company is public because for me like i've watched the episode of uh of mark benioff on on 20vc do you feel like when a company is public the way the ceo is speaking is like kind of boring like no offense but uh um it depends um i know i mean redo that it doesn't depend yes they do get more boring and they have to it's it's really challenging because you are from a compliance perspective forced to be more boring on a lot of cases you can't talk about a lot of things your share price will literally tank billions of dollars.
33:15If Mark said something about the future of coding, or the future of sales, or the future of agents in sales, it could literally wipe billions off the market cap. And so you just really do have to be careful. And so I feel really sorry for them in that way. The other thing that's very hard about content today is clips. You can clip content and isolate it on social and it can be very viral and although it's true it can be taken out of context and almost it's a really interesting thing that i think a lot about today which is long form is just a capture mechanism for short form which is we record this and we record for whatever an hour 75 minutes whatever but actually this is purely a net to get the gold nugget which is the 35 seconds of me talking about a specific thing and that's what goes viral and that's what this episode is all about that's the title that's what this is remembered for and more and more long form is just a capture mechanism for short form i see your point do you feel that um because the way i see it also is that you have kind of like different type of audience you have an audience like that is pretty much everyone on the on the planet like scrolling on Instagram, TikTok, YouTube short or whatever and then you have the kind of audience that like to also spend time and dig deeper on like long-form content because typically I watch like pretty much like all 20 VC episodes usually when I have lunch or whatever like dinner or when you know like I do something like and I enjoy it I feel part of the conversation and for me I don't really watch like the the short form but sometimes I would see the short form of maybe an episode I haven't watched that's like from a long time ago and I'm like oh I'm gonna google it and then go to the long form 100 % like short form is also an advert for the long form you know now when I look at our short form our short form drives 62 % of net new subscribers and so if you don't do short form you are massively missing out.
35:24This is another thing though that people don't understand. It's like we've seen the professionalization of content. We have teams and teams of people who create, I think we create at least 100 clips a week. How big is the team that manage all of that? 21. And so it's quite big. And this is why venture funds who want to compete with us, like one, you need a big and a great team. And number two, it's very difficult to put a media team on top of a venture team it's much easier to put a small venture team on top of a bigger media company and that's a very different thing you know for the biggest funds in the world to hire 21 year old short form tiktok experts they don't they don't know what they look like my friend i promise you they do not know how to set case studies tests um trials for 21 year olds doing instagram reels um so it's very very different um but absolutely short form is key i want to go back to uh to what you said about like uh the public ceo like when when their company goes public obviously like uh you have a lot on your shoulder like if you say something poorly it can be misinterpreted it can really like tank the stock and you can potentially like lose billions etc like right now like I want to run something by you my feeling is that public company especially in the software world they managed to to be public because they were like best in class you know like they reached certain level of revenue that most companies will never reach at a certain retention with a certain growth rate etc and that's when they IPO'd however when you look at public multiples even though these companies are supposed to be the best in class they are like way i mean the multiple for the valuation is so low compared to what you get on private market so my question to you is with all the pain that you're getting from being a public companies with quarterly reporting being public making sure that you you carefully say the things online etc etc do you think it's still worth it today to be public when we actually see the amount of secondaries and the amount of liquidity that you can make as a private company categorically not very simple um traditionally uh the cost of capital in public markets was uh you know cheaper than in in private markets and now that has shifted as you said it is an incredibly scrupulous and difficult pricing environment for public markets and the multiples are very low um you know you see that when you look at a wix which is valued at less than a lovable or a replet in in certain cases and lovable and replet are amazing businesses that you know we should be so proud of but wix is a very good business as well um and it does you know two billion in revenue so unwaveringly yes but there's a caveat to that which is you have to have capital supply and so if your stripe or your Databricks or your OpenAI or your any of these guys, 100%, there is no reason to go public.
38:28You have infinite capital supply and your stock is tradable in real time. Everyone always wants to buy it and there is real time transaction value to your stock. But if you are a mid-tier SaaS company that's two to five billion in enterprise value, there is not infinite demand for your stock in private markets. And there is not real-time trading going on in your stock in secondary markets. I know. I have several of these companies that are 2 to 400 million in ARR and growing 25%. And they're good. But is there a real secondary market for them with people hounding you? No. You have to really know secondary market buyers, traders, family officers.
39:14And so unless you are a small select few, it does still make sense to go public because you need access to the capital and you need access to the trading volume. Makes sense. So your feeling right now is that the best in class company potentially will not go public in the coming years? No, they won't go public in the coming years. I do not think a Stripe will go public in the next few years. They have the capital supply. There is the secondary transactions that take place and satiate the appetite to sell, both for buyers and sellers. I do not see why they would go public in the next few years.
39:53On the flip side, I think OpenAI will go public in the next few years. I think they'll go public in Q1 27. And I think they will for a different reason, which is OpenAI is one of the biggest and most important consumer brands in the world. And for them, opening the ability and the access for the world to own a piece of OpenAI could provide such a pricing premium that it could turn them into a multi-trillion dollar company in a way that it would outweigh the price of the private markets in that way. And so that's the one caveat I would have there. Yeah, I agree. And I think for OpenAI, there is also like a kind of an interesting challenge for them because they really like came up as the AI company ruling the world and it was only them for quite some time but now we're seeing like more other like either you have like the Chinese with DeepSeq you have the French with Mistral but I mean for me they're still like not the real competitors like the biggest competitor is Google and when you look at what they've done in the last year they have created their own chip like they're gonna release like a new and much faster chip like they've done like so many things that i feel like uh open air needs to really build within consumers such strong habits that people will not want to switch to google when it catch up product market fit cannot be underestimated and the weight of consumer brand cannot be underestimated and generally when you think a consumer brand is hitting an inflection it's really hitting its peak that's when it's just starting when you look at revolute today a lot of people in the tech scene are like oh wow it's like it's hitting it's a lot no no it is just starting the terminals in airports the vending machines revolute has 5x to go from here easily in consumer adoption when it's reaching its peak in our tech minds it's just entering the minds of everyone else that's really important number and i think for revolut also what's something really interesting is um so we have like um i wouldn't say it's a it's a real competitor but uh conto is like the french unicorn you know who's doing banking and they're starting doing like b2b while revolut was like b2c but now revolut is moving uh towards like businesses and uh and we made like uh actually the switch because the fact that they they started you know like serving uh b2c they were obviously in like many more regions dealing with many different currencies.
42:26So whenever you go to enterprise like ourselves, you know, we're like having tens of millions of dollars in revenue in dollar, millions and millions of revenue in pound, tens of millions of revenue in euro, like you need to leverage that currency. And I think Revolut like did something pretty amazing because for us, it was impossible not to go with Revolut, like making that switch, even though as a company it's a bit annoying to change like a bank etc making that switch was basically like uh i don't know two or three hundred k like uh revenue save saving you know like within a year so it's uh it's quite insane and i think like as you mentioned in in b2c it's gonna be insane but i think in b2b it can be even more impressive for them i totally agree with you this episode was brought to you by revolute um if you'd like to find out more um we're not even unsponsored i should ask for a sponsorship maybe we'll see i i have interviewed a thousand founders in the last 10 years nick steronski is the most impressive founder that i've ever interviewed period for two reasons i wasn't i was on your show i feel bad now dude i'm gonna be honest if you were as good as nick like i would be pretty chuffed um well one how he manages people and his gradings on people and bluntly the different buckets that they sit in in terms of the quality within the organization.
43:51Incredible clarity, incredible understanding of how people are growing and developing in real time. Very impressive. And most importantly, number two, testing new bets. The single best founders are able to move from one chapter of a company to a second chapter. You know, Steve Ballmer said this before, it's very difficult to get product market fit really truly once. To be able to do it twice is next to impossible. truly great founders are able to make the transition from one tide shift product market fit moment to another nick steronski runs 26 products at the same time in a testing lab within revolute right now he monitors them on a month-by-month basis and then gives them more money when it's working and takes money away when it's not working it has led to some of their greatest breakthroughs in everything from their introduction of b2b banking to crypto trading to stock trading to their e-sim product to their lounge giveaways in airports all products of this incubation lab if the biggest indicator of a successful founder is the ability to move to the next chapter nick is so far ahead yeah that's that's really true and it's uh it's really impressive to see how quickly he moves.
45:09The only person actually I met who I feel has and it's one of the episodes, it's Thibaut Elziach. I don't know if you've met him already, but he's an ambassador in 20VC. Ah, okay, okay, awesome. So you know him, sold this company to Adobe for 800 million, then built 30 plus companies for our unicorns. And it's quite fascinating to see these people who are like, they have like so many ideas and they really surround themselves with such a great team that they can iterate so fast and launch many things in parallel and eventually get some really bets that are working well. 100%, very similar. Thibaut is fantastic.
45:50And I want to follow up on the private versus public because it's also linked to your strategy. As a fund, eventually down the line, you know you you need to to give a return to your lps that's the goal if companies like don't go public anymore what's your strategy to liquidity as an early stage fund like how do you see this i think in the last 10 years venture has either been a really good time to buy or a really good time to sell it is very rare that it is a good time to be both a buyer and a seller right now it is a very good time to be a buyer and a seller. And if you want to look back at venture capital data on returns, venture capital is a terrible asset class.
46:36Terrible. Unless you take advantage of very small time windows where liquidity is plentiful and available. And if you take advantage of those, it is one of the best asset classes available to us. My job is to try and understand when those small windows are and to take advantage of it as much as possible. Now is that time. We have taken advantage of it with some positions and returned tens and tens of millions of dollars in the last month alone. And LPs are grateful when you send the money back. And a lot more managers need to be proactively managing their book, their investments, and have a liquidity strategy.
47:23It is not acceptable, and LPs, investors, and funds listening, it is not acceptable for your managers to just say, hold on to your winners. You have to be planning liquidity, and actually you have to be aware of exuberant pricing. We sold one company recently where it was a great company, but the price we were offered was a five-year price away. Would I rather have that cash now and have the chance to redeploy it in more bluntly higher yielding assets than holding for five years for the price that i'll get today of course and so you have to take that into account and be very realistic about it and that's where you know it's really nice we have healthcare foundations as the primary stool of our lp base when we make money we make money for people who have cancer treatment that needs paying for for kids that have you know challenging health conditions.
48:17That's pretty great. And, you know, people worry about selling because it's like, how am I going to say to the founders, oh, I'm selling? I say my job is to make money for my investors. And it's of course to support you too. But you should go home, Guillaume, every night being really proud of yourself because you've just paid for a load of children to have treatment for this disease from our ability to sell. And I'm grateful to you. And you should be really proud of yourself and your team because you'll pay for a load of children's treatment and that's awesome and i think that's a fantastic thing and can you explain like your reasoning behind like uh we are in a window where it's a great time to buy and also a great time to sell can you like elaborate a little bit on on that part yeah so when it's a great time to only sell it means there's exuberant pricing there's far too much money but there's no real technological innovation A great example of this would be 2021 when we were all sitting in our rooms, bored shitless, thinking that COVID or remote was an ongoing technological trend or breakthrough that was going to create a next generation of enterprise value.
49:25It wasn't. Same with NFTs. And so that was just a great time to sell. A great time to buy a loan is when it's like fucking winter and there's no money around and prices are in the basement. basement basement basement and even better if there's also a technology innovation on top of that be it sas be it cloud be it uh ai you name your technology mobile whatever that is now is a phenomenal time to buy and sell because we have technology innovation i think like we've never had before for at least 20 to 30 years on top of that you have plentiful capital supply and so on the buy side it's a great time because of technological innovation meaning there are a huge amount of new technologies, products and services that we can create for the first time, which make for great companies.
50:14And then two, on the supply side of cash, there is so much cash coming in for it that prices are reaching exuberant levels where it is better to take money in some situations off the table. And you need to be very cognizant of that. The big question for AI, that people aren't spending enough time on, is will we see the transition in spend from human labor budgets to technology? Will we see people replacing humans with technology? As awful as that sounds. If we do, software budgets and our business expands insanely to trillions and trillions of dollars. If Claude Code is able to replace a huge amount of devs and make devs X amount more efficient, they open up a GDP of dev labor that is so much larger than dev tooling.
51:10That is where this business works. AI will not produce the returns we think it will if we do not see the transition in spend from human labor to technology, because then the time stays the same and we've just paid higher entry prices for the same market size. I understand your points. Maybe to challenge it or bring another perspective, don't you think that the biggest opportunity for AI is not only replacing labor, but opening new markets? So typically right now, you take the example of dev tools. Like let's say you spend 200K on a developer like in the US per year. What you're saying is like, if I can replace a dev, this 200K opens up a market for software that they can spend with me.
52:04My thinking is like, we're going to see also a new market for all the tasks that no human could actually do because it was not cost effective. So let's take a specific example. If you go in legal tech, typically some lawyers, they will not want to go after like some specific deals if it's less than 100K. Because in terms of cost of labor, it's way too high. Whether with AI, we're going to be able to do all the same tasks at a much cheaper cost. And therefore, you know, it will open up basically new markets. So what do you think? Like, do you think the biggest opportunity in new markets that we don't know or in really existing market and replacing like labor forces?
52:48I think companies are one of two things. I think they are one, a category creator, which is exactly that you said. They open up a new market that previously did not exist or was not serviceable. Or number two, they are a category disruptor. You challenge Salesforce with a new agentic approach to sales and CRM, whatever that is. I think the opportunities are plentiful in both. So I don't think one is like more interesting than another. I do think it's important as a founder to identify which one you are in and how you think about approaching that. And I very much do when I meet companies today, I go, okay, this is a disruption play or okay, this is a category creation play.
53:27I absolutely do think like that, but I completely agree with you. There is a huge opportunity in that, but I think it's one of either and i i want to jump back on uh because you're talking about like the the different type of companies so i'm also interested in understanding whenever you invest in companies do we invest only um in european companies or also in the in u.s companies um or global companies a hundred percent we invest in u.s companies uh we don't invest in global companies very important rule um you know i have made the mistake of investing in emerging markets before uh everyone made a mistake in 2021 and the honest truth is guillem of course you can make money in emerging markets and of course there are good companies there but you have an opportunity cost of your cash and you can deploy it where it is going to yield the best returns in maybe the highest likelihood building a business is really really hard you know this better than anyone it's really hard.
54:29If I layer on top political risk, currency risk, weather risk, infrastructure risk, it just makes it so much harder. What if I devalue your currency, Guillaume, and suddenly all of your revenue overnight becomes half as worth, half as valuable? Oh my God, through no fault of your own, your business has just lost half of its revenue. There is, for me, unnecessary risk in emerging markets. And, you know, candidly, if you are going to take that risk, you need to be paid for it and paid for it really well. And so for us, it's very simple. We do Europe and the US and we are pretty disciplined in our swim lane there.
55:07You know, especially for early fund managers, really important to understand this. You need to stick to your bullseye. You have told investors that you will do something. Stick to what you said. You get infinite amount of credit for doing what you said you would do to people it's very much the same in your personal life when you show up at 7 p.m as you said you would you get credit for what you said you would do and i think that's really important we have exceptions but it's really important that you don't let exceptions become the norm i agree and i think like in your line of work everything is based on trust so you know like following up on a promise and doing what you said you would do is is definitely like the greatest currency.
55:50We lost money in a deal for a specific investor. And I was very worried that they wouldn't want to invest with me in the future. And as the company was going bust, going to zero, every single day I phoned them and I gave them an update for three weeks. I got ahead of it, well ahead of it. So it was very important. There can never be surprises. You have to give real-time continuous updates and you have to be humble. This is my fault. I should have seen this. It is on me and I do not take this lightly. I accept full responsibility and I want to do everything I can to make this as informed and real-time a process as possible with you.
56:29At the end of that process, they said, we are more likely to invest more money with you next time. The way that you approach this with the humility and the responsibility that you did makes us want to work with you more. That shocked me. The way that you handle moments of crisis and tension will dictate so much about your personality and character. It reminds me of a study that they've done where basically like customers who encounter a bug on the software and where the support team actually solves the bug are like two or three times less likely to churn the software than if they hadn't encountered any bugs.
57:10Totally. A hundred percent. You know, how you leave a job is very important because it's how you're remembered. And again, like, you know, I started a fund before 20VC with a brilliant investor called Fred. And when I left that fund, I was very young. And I hope he doesn't mind me saying this because I haven't ever said it before. And I love him dearly. He's brilliant. But when I left, I was very young, 21, 22. And I was immature. I said, yeah, I'm leaving and I'm going to start my own thing and I'm going to start it tomorrow. And he was a brilliant partner to me and he was a brilliant man and is a brilliant man.
57:48And I should have been a lot more patient. I should have been a lot more thoughtful. And I regret that. You know, I think the benefit of age is nuance and reflection. And now I would have done that very differently. And I still regret that. You know, I would have said, hey, I'll work on a transition. It'll be a smooth transition. but that's where I think emotional intelligence does come with age and I do slightly worry about this new generation of founders that have said I met a 17 year old the other day he has 12 term sheets for between 5 and 10 million invested into the company he's fantastic I think he's brilliant I really do I'm really excited by him he's 17 Guillaume the emotional intelligence it's just you're too young i look back at myself when i was 17 so i am i don't know the answer but i'm open ruminating what happens when you have 19 year olds who aren't fully developed with this level of pressure responsibility money i'm not sure yeah i think we're gonna have like a lot of new netflix shows in a few in a few years talking about some of these companies you know like we get that crazy valuation, getting a lot of money, especially at a younger age.
59:07And you mentioned you invest in US and Europe. I feel like there's been a very strong like US narrative to kind of like say that Europe is becoming a museum and that the innovation only happened in the US. And I feel like that narrative is partially true in some way. But it's also a narrative that definitely serve the US because if they keep saying, you know, that Europe is shit and that if you are ambitious, you should be in the US, then obviously any ambitious European will want to go to the US, which is pretty helpful for them also. And we've seen this, you know, in many US companies. So what's your take on how Europe can really like make a strong play in this AI race and how different should we be and what are the things that we should do?
59:59I agree. I think Europe's shit and no American investors should come to Europe. They should just leave it alone. Shit. Nothing good. There's nothing good. Wouldn't bother. Wouldn't bother. I think America are making a big mistake right now in terms of their approach and narrative to Europe. The way that you make people aspire to be you is by showing them the way with your brilliance. And Silicon Valley for many years focused on being brilliant and showed the way to build great companies and Europe and the world watched in awe and wanted to be them. That's a good way to do it. A bad way to do it is to shit on your younger brother.
1:00:38That's not a good way to do it because what I see now is America bullying us, laughing at us, whatever. And what that does, it inspires an aggression, a desire to prove someone wrong. And I have Project Europe, which I started with a brilliant person, Kitty, out of Entrepreneur First, where we invest in 18 to 25-year-olds building really hard products in companies in Europe. And so many of them want to prove America wrong. They want to show the US that we can build great companies in Europe. And that is because they started shitting on us. the aggression comes because they want to prove them wrong the chip on the shoulder to the point of broken relationships and so i unwaveringly think that europe can build unbelievable businesses for anyone that thinks they can't i would absolutely say there is one conclusion to that which is you have shit deal flow because and i don't say that agony i meet tens of great entrepreneurs in europe every single week who are between 18 and 25 building incredible businesses If you think that we don't have great entrepreneurs, you simply don't have access.
1:01:49And I think when you look at Matty at Eleven Labs or Torsten at Helsing or the guys at Synthesia, we have incredible companies being built in Europe today. And everyone goes, well, NVIDIA and Apple and look at the market caps. And I go, yeah, absolutely. You're right. And they also started in 1982. too so like give us a bit of time okay um and so i i'm wavering you do i'm incredibly bullish on europe and the other thing that's so important is like you need to have weak competition whatever you do in life guillom choose weak competition and if you want to win in silicon valley you're competing against peter teal mark andreessen the sequoia team peter fenton at benchmark the found the list goes on and on of in europe i can't name five good series a funds can't name them wow that's a very different competitive landscape i'm here to win my chances of winning here are much higher yeah i agree i agree i know we're almost running out of time so i will ask you like one last question what would be like um one advice that you would that would you tell to your younger self you know like before you you actually like got started and made those investments you know that that will lead you know to where it is right now everyone gives the advice I wish I had known that it would all work out I am thrilled that I never knew that it would all work out because every night I went to bed worried nervous scared and it drove me to do everything better, more, harder, put in the extra work.
1:03:36And I still feel incredibly insecure, if I'm honest, like we've achieved 1 % and we are not moving fast enough and we are not doing good enough content and we're not doing good enough variety. The truth about success and being good and being a good founder, as you know, is success and happiness aren't aligned and actually yes we have great success with our content but i see all the flaws and i only see the flaws and i'm glad that i do and so i think the advice that what i know now that i wish i'd known is like it's good to be uncomfortable with where you're at because it will drive you to be better and better and don't ever feel comfortable being comfortable is one of the most dangerous things that you can be you should always be uncomfortable and you should seek discomfort that's what i wish love it what's the best way for people who've uh listened to the podcast to uh follow you or uh reach out to you uh twitter harry stebbings super easy love twitter love to see you there awesome thanks a lot harry awesome dude thanks
From the publisher
Today on BILLIONS, I’m sitting down with Harry Stebbings — the guy who turned a microphone in his bedroom into a $400 million venture fund.
He started The Twenty Minute VC as a teenager, and it became the place where the smartest founders of unicorns, and the world’s best investors all lined up to talk.
In this episode, Harry opens up about the deals he missed, the unicorns he caught early like Linktree and Tripledot, and how he turned content into capital.
If you’ve ever wondered how storytelling can build an empire, this is the playbook.
TIMELINE :
00:00:00 - 00:03:36 : Turning content into deal flow: The 20VC playbook
00:03:36 - 00:06:26 : From obsession to insight: How Harry predicted the future of VC
00:06:26 - 00:09:03 : Why most VCs suck at content—and how to stand out
00:09:03 - 00:12:48 : $400M facepalms: Inside Harry’s biggest investment regrets
00:12:48 - 00:17:35 : What separates great founders from everyone else
00:17:35 - 00:27:50 : Building the fund: Raising $8M from a podcast mic to $400M
00:27:50 - 00:36:22 : The underrated VC weapon: High-impact content as revenue driver
00:36:22 - 00:44:52 : Going public vs staying private: Who really wins?
00:44:52 - 00:58:52 : Charisma, crisis, and credibility: The raw truth about founder DNA
00:58:52 - 01:04:23 : Bullish on Europe: Beating Silicon Valley at its own game
REFERENCES :
- Peter Thiel
- Alex Bouaziz (Deel)
- 20VC
- a16z



