In short
Podcast Notes: How I Invest with David Weisburd - Episode E312: The Power Law of Reputation in Venture Capital
Episode Overview In this episode, David Weisburd interviews David Hornik, an experienced venture capitalist with a career spanning over 25 years. The conversation centers on the significance of ethics, reputation, and long-term relationships in venture capital, questioning whether these attributes can outperform more aggressive strategies. Hornik asserts that backing ethical founders not only aligns with moral values but also serves as a competitive advantage in an industry characterized by unpredictability.
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Key Themes and Concepts
The Power of Reputation
- Reputation as Capital: Hornik emphasizes that reputation compounds over time and is pivotal in venture capital.
- Transitive Property of Reputation: Relationships matter; if Hornik has a good relationship with someone, that trust extends to their network.
Ethics in Venture Capital
- Back Ethical Founders: Hornik insists on backing only those he considers "unflinchingly ethical," which he defines as not stretching the truth or overpromising.
- Cultural Questions vs. Ethical Questions: Differentiates between ethical decisions and cultural practices, like work-life balance in startups.
The Role of Disappointment
- Power Law Outcomes: The venture capital model often results in a few successes among many failures. Hornik shares his experience of investing in 50 companies, with only 4 achieving public company status.
- Normalization of Failure: Understanding that failure is part of the venture process can help investors cope with the inherent risks.
Strategies for Success
- Building Relationships: Long-term relationships with founders and peers can lead to better investment opportunities and outcomes.
- Focus on People: Hornik believes that choosing to invest based on the character of entrepreneurs is essential. He shares anecdotes illustrating this approach.
Navigating Competition
- Winning Deals: Hornik discusses strategies to win competitive deals, emphasizing the importance of reputation and trust over aggressive tactics.
- Due Diligence: Entrepreneurs should rigorously vet potential investors, while investors need to thoroughly understand the companies and teams they support.
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Key Takeaways
- Success Is a Long Game: Nice guys may finish last initially, but their reputation builds long-term advantages.
- Human Element: Personal interactions and understanding the human side of entrepreneurs are crucial for making sound investment decisions.
- Balance IQ and EQ: While intelligence (IQ) is important, emotional intelligence (EQ) plays a significant role in successful entrepreneurship and investment.
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Notable Quotes
- "Nice guys finish first... eventually." - David Hornik
- “There’s no such thing as a single transaction that does not influence and impact your reputation.” - David Hornik
- “Failure is part of the venture process.” - David Hornik
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Conclusion David Hornik’s insights shed light on the importance of ethics, reputation, and relationship-building in venture capital. By backing ethical founders and focusing on personal connections, venture capitalists can navigate the uncertainties of the industry more effectively and achieve sustainable success over time.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOEthics in Venture Capital
0:45 to 3:31
Discussion on the importance of ethics and culture in venture capital.
“Is telling somebody you're going to go and deliver something that you're not sure that you can deliver, is that ethical?”
The Realities of Venture Capital
3:31 to 5:27
Insights on the high failure rates in venture capital and managing expectations.
“and one time out of 10 it works, then the business model is a success.”
The Human Toll of Investment
5:27 to 10:40
Discussion on the impact of investment failures on relationships and human lives.
“If you've done this thing the way I think is the right way, then you have real and meaningful relationships with the founders, the CEOs, the people who are building these businesses.”
Building Reputation in Venture Capital
10:40 to 14:01
Exploration of how reputation is built and compounded in the venture capital industry.
“Across your career, across your funds, across your investing?”
The Importance of Networking in Venture Capital
14:01 to 15:01
Learn how expanding your network can lead to meeting influential people.
“And then when he started Y Combinator and he had his very first demo day in Boston in his backyard, I flew out from California.”
Reputation and Business Relationships
15:01 to 15:49
Understand why reputation is crucial for long-term success in business.
“And I have no interest in backing not nice guys.”
Winning Deals Through Trust and Relationships
15:49 to 17:43
Discover how trust affects deal-making and investor opportunities.
“There is no such thing in our worlds as a one-off negotiation.”
The Importance of Thorough Due Diligence
21:25 to 22:30
Learn why conducting thorough reference checks is essential in investing.
“and he had six term sheets from very good firms.”
Balancing Morality and Strategy in Business
22:30 to 26:29
Explore how to balance ethical considerations with business strategy.
“you know, Rene Lacerde, who was the very first entrepreneur I backed, I've funded him across two companies and I'm on his board today after 25 years.”
Insights from Adam Grant's 'Give and Take'
26:29 to 28:00
Understand the dynamics of giving and taking in business relationships.
“What he determined was there are sort of three types of people.”
Show all 14 chapters
Building Relationships with Students
28:00 to 30:15
Learn how mentoring students can lead to unexpected opportunities.
“Let's say some people-pleasing tendencies, but I also want to be successful, what are some best practices?”
The Power of Reputation in Venture Capital
30:15 to 32:07
Discover how reputation and personal connections influence investment decisions.
“You can't, there's no version where you can get to that outcome other than saying, how can I be helpful?”
IQ vs EQ in Entrepreneurial Success
32:07 to 34:29
Explore the debate between intelligence and emotional intelligence in entrepreneurship.
“If I were today that 33-year-old kid entering the venture business, I would be on TikTok.”
Lessons from Experience: Investing Wisely
34:29 to 39:34
Understand the importance of personal connections before making investment decisions.
“I mean, it's certainly, you know, Bill Gates and Microsoft is a very good example of what you're describing.”
Transcript
Automatic transcript. May contain errors.0:00David Hornik:You have 25 years of venture experience from August Capital to now Lobby Capital. You've invested everywhere from seed to pre-IPO. Do you find that the greatest founders are quote unquote good people, aggressive people? Is there a certain archetype that really comes through as correlated with the extreme power law outcomes?
0:22David Weisburd:I will only back people who are unflinchingly ethical. And in fact, part of my process.
0:30David Hornik:How do you define that?
0:31David Weisburd:There are definable truths. And if you are willing to, you know, if you are willing to stretch the truth, you are not unflinchingly ethical.
0:41David Hornik:Is pushing somebody to work 100 hours a week, is that ethical? Is telling somebody you're going to go and deliver something that you're not sure that you can deliver, is that ethical?
0:50David Weisburd:So choosing how much and how hard you're going to push is not an ethics question. It's a culture question. And I do think that's an extraordinarily important question. I backed a phenomenal entrepreneur. And in his first startup, one of the, you know, one of the tenants of his company was work-life balance. And then I backed his second company. And when he built a second company, he said, under no circumstance is that going to be my tenant. Now, he remained an extraordinarily good human, a very devoted family man, but he realized that an emphasis on work-life balance suggested that the startup world was not an unimaginably rigorous thing that one had to engage with, you know, all of one's energy.
1:34David Weisburd:I don't think he became any less ethical when he said work-life balance is not the thing we're focusing on. Selling something you think you can deliver, although you're not certain, is one question. Selling something you know you can't deliver or you know you don't have is another question. And I would not back someone who is selling something that they know they can't deliver. That is dishonesty.
1:59David Hornik:Private equity, you invest, you have this plan to get to the two to four X return. You have this kind of very rigorous plan. In venture capital, it all relies on these outliers, these highly uncertain businesses. How do you, as a venture capitalist, build a career strategy around this uncertainty?
2:19David Weisburd:Man, it's crazy. I literally gave a talk this week about all the ways in which I've failed. And I said, venture capital is about disappointment because the reality is that I've invested in, let's call it 50 companies over the last 25 years. And every single company in which I invested, I believed could be a standalone public company. I don't invest in a company that I don't think has the capacity to be a standalone private, you know, independent company because the best outcomes are a result of your capacity to do that, right? And so, and yet of those 50, four have gone public and been standalone businesses.
3:06David Weisburd:I have a fifth, I think is the likely fifth. So, you know, one in 10 of those companies has done the thing that I hoped was true of the other nine and 10. And so, yeah, there's a whole lot of, oh my gosh, I was wrong or that worked in a way I didn't think it was going to or the environment changed. But as long as you're backing astonishing people who you think are doing the right thing and one time out of 10 it works, then the business model is a success. and you get to continue to do it.
3:47David Hornik:Does this string of disappointments in nine out of 10 companies not working out the way that you envisioned, does that get easier as you progress in your career? Meaning it's kind of becomes part of the expected ride that you have on a year-to-year basis? One of the hardest things of investing is seeing what's shifting before everyone else does. For decades, only the largest hedge funds could afford extensive channel research programs to spot inflection points before earnings and to stay ahead of consensus. Meanwhile, smaller funds have been forced to cobble together ad hoc channel intelligence or rely on stale reports from sell-side shops.
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5:32David Weisburd:then you have real and meaningful relationships with the founders, the CEOs, the people who are building these businesses. And they are putting their entire lives into these things. And so for those things to fail is catastrophic and has a real human toll. And so there's no amount of time where I will feel better about that. People I care about experiencing something terrible, I will always feel terrible about that. Having said that, understanding the model, you can understand that that's the model, that one in 10 has to be successful. But if you're a new venture investor and you have yet to have that one and you start seeing these companies fail and you don't know if you'll have the one, it is an astonishing amount of stress.
6:22David Weisburd:And the expression goes in venture, lemons ripen early, which means the companies that aren't going to work are going and not work sooner than the companies that were. In my career, it took 11 years before Splunk went public. I had been the first investor in Splunk, three amazing entrepreneurs and a good idea. In year 11, it went public and my firm made hundreds of millions of dollars and I made the Midas list. But in year seven, I was like, wow, I wonder if I'm terrible at this. And so once you've had a Splunk, then it is a little easier to say, oh, I think this will be all right. Although my mantra immediately thereafter was one more Splunk before I die.
7:04David Weisburd:So it is easier because people will give you the benefit of the doubt. But it is not easier in the sense that you have any greater certainty that you'll achieve it.
7:14David Hornik:It's like these unteachable lessons. everybody on an academic basis understands this one in 10 phenomenon when they go into venture capital, but they fail to really internalize both the one and the 10. One of the most common things that venture capitalists say over and over again is I fail to realize how important those power law outcomes are, like how singularly important they are.
7:41David Weisburd:I have four companies that I funded when they were a handful of people and double-digit millions in market cap and very little revenue. And those four all went public, traded up past$10 billion in market cap, and each one produced hundreds of millions of dollars in profits. So those four really were the dramatic, you know, they had a dramatic impact on IRR. About half of the others sold for some amount of money. We made some money, broke even, et cetera. And then about half of the remainder went to zero.
8:24David Hornik:I interviewed Apoor Vameda, who's a fund-to-fund guy, and he had over 500 investments. and I believe 5 % of them, 25 of them, returned 77 % of the fund. And I think a couple handful of them returned 50%. So like a small handful of companies out of 500 returned 50, 25 returned 77%, which is another way of saying that 475 returned 23%.
8:52David Weisburd:I was talking to an LP before Uber had gone public. and he said that Uber reflected something like 80 % of the total value of his entire portfolio. And which made him very nervous. He's like, I need it to go public. I need that to work. And it did. It worked out very well for him. That worked out fine. But at the time, that made him extraordinarily nervous. And that kind of concentration is unimaginable. Although now we have these companies that are worth, you know, they're going public at$100 billion and the next set may go public at hundreds of billions of dollars, right?
9:35David Hornik:Sex will likely be a trillion dollar outcome. Anthropic hopefully will be somewhere close. I'm investing in both of those. But hopefully they'll both be over a trillion.
9:44David Weisburd:But by the way, completely moronic as a multiple, right? I mean, I don't know when we stopped, when we abandoned multiples in these businesses. Like why is either of those companies a trillion dollar company? Why is anything a trillion dollar company, to tell you the truth? But if you look at the companies that are trillion dollar companies, there are many, many billions of dollars in revenue and many, many billions of dollars in profit, which neither Anthropic nor SpaceX are. So why would they be a trillion dollar company except that, you know, these markets are not rational? That's my that's my takeaway.
10:18David Weisburd:But for you, I hope you I wish you good luck, because if they end up a trillion dollar company, that will be an astonishing outcome for you almost where it no matter where you invested. And again, power laws, it will make up for a bunch of businesses you liked and thought were going to be successful in our field.
10:37David Hornik:What's compounded the most over these 25 years? Across the business? Across your career, across your funds, across your investing?
10:45David Weisburd:Network and reputation, right? I mean, you know, you enter the business, you've worked with a set of people, you know, a fixed, you've been involved in a fixed number of businesses, etc. And, you know, over 25 years, I have, I've invested in a great number of companies, I've worked with a huge number of executives in those companies, I've worked with an astonishing number of great lawyers, great bankers, great accountants. And then I started this conference called the lobby conference, where I gathered together, you know, 250 of the most thoughtful entrepreneurs and investors to come together and just talk about the stuff that was important to them.
11:26David Weisburd:And that was extraordinarily multiplicative because I would say to folks like you, hey, David, it was great that you participated in this. Who should I invite? Who else would be an amazing participant? And I'd get the next set of extraordinary people. And so 2 ,500 people have been to some lobby conference or other. This year is the 20th anniversary. And so I feel like I've had the incredible fortune to touch a huge number of people. And then it's up to you to have a reputation that makes that valuable, right? I mean, there's some people where the more people they encounter, the more people dislike them.
12:04David Hornik:Ben Horowitz publicly shared that he went on one call, him and Mark Andreessen went on one call to raise the last$15 billion fund. Obviously, you have to go upstream of that. Why did that happen? And it's not because that one call was so exceptional. It's because of that reputation they've built over similarly two, three decades.
12:23David Weisburd:Look, when they started their firm, they understood that they had been company builders. And so one of their very first partners, like general partners in the firm, was one of the best PR people in the country. And they built a media empire before they built an investing empire. So... That's one way to do it. That's not how I did it.
12:48David Hornik:The co-founder of this podcast now runs this media empire, Eric Thornberg. So it all goes full circle. Maybe an obvious question, but how have you been able to compound your reputation? What does that look like on a day-to-day basis?
13:03David Weisburd:You know, I talk about this thing called the transitive property of reputation. and mostly I talk about in the context of trying to get to know people, et cetera, which is if I have a deep relationship with you, I have huge respect, I think you've done extraordinary work, et cetera, and you have a deep relationship with someone else and you think they've done extraordinary work and are a fantastic human, then by the transit of property of reputation, I believe them to be an astonishing person until proven otherwise. And so, you know, when I returned to Silicon Valley, I'd been a Stanford undergrad.
13:45David Weisburd:I met a bunch of amazing people. Jerry Yang, the founder of Yahoo, was in my freshman dorm. I came back to be a lawyer to represent startups, including Jerry. And the very first deal I worked on was Yahoo's acquisition of a company called BioWeb, which was started by Paul Graham. So I had a relationship with Paul Graham before, you know, Paul Graham was Paul Graham. And then when he started Y Combinator and he had his very first demo day in Boston in his backyard, I flew out from California. It was one of the, you know, 15 VCs in his backyard. You know, so I think you have this opportunity to meet amazing people.
14:22David Weisburd:So I came back to Silicon Valley and I said, oh, I get networking. You just catch up with the people you thought were amazing. And then it very quickly became clear to me that that is a confined circle. You've met those people already. And so the only way that you can do that is to say, how can I meet the friends of the people that I think are amazing so that I can then expand that circle? And if you do that forevermore, you will end up with astonishing people in your lives.
14:50David Hornik:First time I heard your name was when you wrote this article in January 2012 called Nice Guys Finish First dot dot dot eventually. You still believe that today in 2026?
15:01David Weisburd:100%. And I have no interest in backing not nice guys.
15:05David Hornik:And why is it a dot, dot, dot eventually?
15:07David Weisburd:Well, this article was a reaction to a research paper that had been written by professors at Harvard and Stanford Business School. And they had done some experiments where they, you know, tested outcomes by, are you a good person? Are you a mean person? Are you an angry person? Whatever. And they came back and said, there's a very clear conclusion that selfish being people are the more successful people in these negotiations. And my article said that it was a failed experiment because it misunderstood the nature of business and certainly the nature of business in Silicon Valley. There is no such thing in our worlds as a one-off negotiation.
15:55David Weisburd:There's no such thing as a single transaction that does not influence and impact your reputation, your capacity to do other things. If you take the position that my job here is to help make you successful and I will pay it forward in a thoughtful way, that is a compounding asset that you have. And so even if in some early time someone, you know, took advantage of you by being just duplicitous or whatever, right, the word gets out that they're duplicitous. Whereas over time, the word gets out that you are someone who can be trusted. And so negotiations are different when you're someone who can be trusted than when you're someone who's duplicitous.
16:39David Weisburd:So I just think that because real business value is created over time and through relationships, one cannot be a bad human, cannot be a duplicitous human, cannot be a tyrannical human and create long-term business value.
16:56David Hornik:the next Google comes out and let's say it's OpenAI and Anthropic, there is a competition just to get in the round. And there's, it seems at least in the short term, an incentive to do or say anything to get in that round. How do you marry that with this idea of these compounding relationship and reputation games?
17:17David Weisburd:I think it's an important question. And as I was raising my lobby capital fund, I'd been at August Capital for 20 years. August had a reputation that built over that time, et cetera. It was a bigger firm, a bigger fund. I was raising a smaller fund and the LP said, David, are you going to be able to win these deals? It's a competitive world. Are you with your new brand and are you going to be able to win these deals? We just finished investing Lobby Capital One and we did 21 deals in the fund. We issued 22 term sheets. We only lost one deal. and we beat out Sequoia and Andreessen and big name firms.
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18:01David Weisburd:So how do you do it? Well, the answer is, listen, I'm excited to fund your company. Here's a list of everyone I've worked with over the last 25 years. You should call them and understand what it means to work with me. And by the way, you should do the same for the other people who are interested in funding your company and have them give you a list of everybody, right? I dare them to give you a list of everybody. And because the way that my firm wins deals, the way I win deals is we are referred to great opportunities by the people who trust us the most, who believe in us. And then when we are interested in funding a company, that extraordinary network of people who are all doing amazing things then say, if you have the opportunity to work with these people, it would be in your interest.
18:53David Hornik:The founders that are most methodical, they're of course very methodical around who's on their cap table and they do the diligence, they do the hard work and they surface the truth versus those people that are a little bit laissez-faire about it. Oh, he seems nice. She seems nice. They tend not to build enduring franchises. Support for today's episode comes from Square, the all-in-one way for business owners to take payments, book appointments, manage staff, and keep everything running in one place. Whether you're selling lattes, cutting hair, running a boutique, or managing a service business, Square helps you run your business without running yourself into the ground.
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21:23David Weisburd:Yeah, no, I think it's, I gave a term sheet to a founder once and he had six term sheets from very good firms. And he ultimately said, he ultimately said, David, I'm going to take your money. I'm looking forward to it. And I said, well, what was your process? And he said, I literally called references for each of these people and said, tell me about them. And he said, I kept going until I got to a negative reference, until I heard negative things about it. And then I compared the relative firms. And he said, you would not probably be surprised, but there were a couple of these investors. I only needed to make one reference call.
22:06David Weisburd:And I heard really challenging things about them, you know? And so do the work, right? I think venture investors need to do the work. And I think there is a lot of irresponsible investing going on right now where people are, you know, funding things based on reputation and hearsay, et cetera, and haven't done the work themselves. And that will go poorly. And then entrepreneurs should do the work because, you know, Rene Lacerde, who was the very first entrepreneur I backed, I've funded him across two companies and I'm on his board today after 25 years. He has been stuck with me for 25 years. Imagine if I was terrible.
22:45David Weisburd:That'd be a lot of years.
22:48David Hornik:Whenever I look at these incentive mechanisms, I like to take out the morality from them too. Because I think a lot of times morality could cloud thinking and cloud judgment. And I very much like to seek truth and what's actually on the ground happening. And the way that I look at the bad reputation strategy or basically the zero sum strategy or the short term strategy is that it actually could work. It's just highly unlikely to work. Because think of it as every time you invest your chip stack, you get less and less chips. Now, that doesn't mean you can't invest into the next open AI and do really well.
23:26David Hornik:But one is, you know, that's going to be your last bet. so you're not really creating franchise value. But two is you have a pretty, it's a very risky strategy versus the person that invests maybe undersells themselves and gains a reputation. Over time, things would go against them. If they have a 10 % hit rate, that still means you do 20 shots on goal, there's a 50-50 shot that you might not hit anything. But over time, the odds start to probabilistically favor you.
24:00David Weisburd:Luck plays a big role in this business. If you miss the one in 10, then you are a failed venture investor. And if you get two in 10, you're an extraordinary venture investor. That's an absurdity. My brother was on the MIT blackjack team. So they were card counters. They went to play blackjack and you'd sit and count until the count was up. And then you'd sit down and you'd bet big for a period of time. And it shifted the odds. It used to be 51 % in favor of the house. And by counting, it was 51 % in favor of the team. And there were weekends that they lost hundreds of thousands of dollars because there's still luck involved.
24:46David Hornik:Through your article in 2012, you became good friends with Adam Grant, who I've heard so many great things about. He wrote this book, Give and Take. Tell me about the main lessons from the book and which part of it do you agree with and which part of it that do you not agree with?
25:00David Weisburd:I agree with all of it, which was lucky because I only, I met Adam because of that article. He read the article. He was working on this book, trying to determine scientifically who were more successful people who were givers or people who were takers. And he had read the article that I had written and he said, do you mind, can we talk about it? And he and I got on the phone. It was supposed to be an hour. We spent a couple of hours. It was a great conversation. We caught up some more. And a story I told him about losing a deal ended up kind of the very first story in the book, Give and Take, which was amazing.
25:38David Weisburd:Now, the reason he chose it is because I looked like an idiot. I had done all the right things. I'd been the good guy. I had a relationship with this founder. And then the founder said, look, my heart says I should go with you, but my head says I should go with this other investor. And so I'm not going to take your money. And then what happened is I said to him, well, that's the wrong answer. You know, that can't be the answer. And you should reconsider it. We had a long conversation. He ultimately decided to let me in the deal because of my reputation as someone who had been a giver, quote unquote, giver.
26:09David Weisburd:And that's been a long relationship. Company's doing great. That's been fine. And that became the story in the book. What Adam discovered as he did the research, Adam is a professor at Wharton. He's a psychologist. he literally has an encyclopedic memory for these studies that have been done to test these various propositions. What he determined was there are sort of three types of people. There are people who are takers. They are trying to extract value from you. There are people who are givers. They are trying to insert value into the system. And there are people who are matchers who say, Like, if you do this thing for me, I'll do this thing for you.
26:49David Weisburd:And what he determined is that the givers are the most successful business people. What he also determined is that the givers are the least successful investment, you know, in business people, right? And the reason for that is that if you just give without any concern for how it's affecting you, then people will take advantage of you, right? takers can spot a giver who is not worried about what they're giving away from a mile away and it'll just take take take until you're you know a shell of this yourself and so adam essentially came to the conclusion that that best you know the best business people work that way that the ones who say how can i help you be successful because they want to see a universe in which the broader community is successful.
27:40David Weisburd:Those people, the Bill Campbells of this world, are astonishingly successful. He's one of my heroes. He gave unendingly and as a result, did better than everybody.
27:54David Hornik:Let's say I'm learning to be an elite giver. And let's say I want to, on the margin, be helpful. Let's say some people-pleasing tendencies, but I also want to be successful, what are some best practices?
28:05David Weisburd:I teach. And so I encountered lots and lots of students over time. And I have many, many students reach out and say, Hey, David, I'm thinking about this thing, or I'm trying to make a choice or whatever. Do you have 15 minutes? Do you have a half hour? Can we catch up, et cetera? And I almost always say yes. Because it turns out that by and large, you know, students are, there may be some takers in that group, but they, you know, but they haven't, they haven't operationalized taking yet. Yesterday, my morning was filled with these conversations, a former student of mine from Harvard Law, a former student of mine from Stanford, the brother of a kid on my daughter's, you know, soccer team, who's now a CS major.
28:53David Weisburd:And And my wife often says like, oh my God, how do you have time? Is that really good use of your time? And my answer is it 100 % is because it makes the planet better. I meet a great bunch of young people and some one of them is going to do something amazing or have a friend who does something amazing, et cetera. I recently heard from a student of mine who said, hey, one of my favorite people at Stanford for business school is this person you should hear about his business. I said, oh, of course, that sounds amazing. Take my favorite student, Transit of Property of Reputation. I meet with this friend of theirs.
29:33David Weisburd:I think the friend is fantastic. I'm a huge fan of the friends, but I couldn't get my arms around the business. I turned down the business, but I said, you should come to my conference. I think you'd enjoy it. That founder came to my conference, was a great participant. People loved having him there. He added a lot to the conversation. And then a few months later, I got an email. This was this week saying, hey, one of my smartest friend has started this new company that I think you'll find interesting. Here's some info. Are you interested? I said, yeah, 100%. And then he introduced me despite having turned him down as David is my favorite venture capitalist.
30:14David Weisburd:despite the fact that I didn't fund my company. You can't, there's no version where you can get to that outcome other than saying, how can I be helpful?
30:25David Hornik:Does that work for you because you're in this pool of Stanford Business School students? And how could others apply this strategy? Yeah, I don't think that it's a unique pool.
30:39David Weisburd:And I think that you make your pool, right? There are entrepreneurs who've come out of all sorts of spaces, who have built all sorts of amazing things. And so I think the answer is, you know, you have to get in the pool.
30:55David Hornik:When I think about value add or helping, I think very much in compounding within a certain form factor. So I've learned this from many mentors. With you, obviously, you have this conference. Every year you have these 250 people that are happy. They're introducing other people. You have a reputation and has its own brand, the conference itself. With me, I obviously have the podcast. To me, that's a much smarter way to give than to give one-to-one.
31:22David Weisburd:I was the very first venture capital blogger. And my partner, Andrew, at the time said, you know, nobody's blogging about venture. Why is that? You know, it's not like we have these secrets. Why shouldn't we? The venture police aren't going to arrest you. Yeah, exactly. And we started this blog. It was called Venture Blog. Initially, it was written by me, Andrew Anker, and Naval Ravikant, who were all at August Capital. We started this blog. Ultimately, Naval and Andrew sort of fell off. They were like, oh, that's a lot of work. And we've got other things to focus on. And I wrote it for 10 years.
32:01David Weisburd:And it was extraordinarily valuable because people really wanted to understand the venture world in a way that nobody was sharing. If I were today that 33-year-old kid entering the venture business, I would be on TikTok. You know, like I keep thinking like maybe I should be the TikTok VC. That's the platform that someone should be owning because it's, you know, from a media perspective, it gives you a huge amount of leverage and opportunity. So I agree with you. You have to figure out what is going to be multiplicative, right? Because additive is too hard. So find that thing.
32:40David Hornik:And you've gone through thousands of startups, it's not over 10 ,000 to make those 50 investments. And there's this age old question about EQ and IQ in the general business world. In the venture capital world, it seems to be settled that you want IQ over EQ. But is that really what you see in these$10 billion outcomes in terms of high IQ and EQs way down?
33:02David Weisburd:It's funny that you say it's well settled. I would absolutely not agree with that. And I do not invest that way. Well, just I think there are lots of very high clock rate people who could never convince someone to give them money, right? I mean, we see lots of entrepreneurs. You say I've seen 10 ,000 businesses. I see about 1 ,000 business plans a year. So 25 ,000 businesses. I meet with about 100 of them a year. So 2 ,500 companies. It got serious with 250 of them funded 50 of them. That's loosely. So I've seen an unimaginable number of people. And what you learn over time is there are a bunch of characteristics that help make you a successful entrepreneur.
33:49David Weisburd:If you can't articulate the opportunity that you're building, if you can't articulate the reasons in which the problem you're solving, how are you going to convince people to give you money? How are you going to convince entrepreneurs to join you? How are you going to come? There's just a huge range of things that you need to be able to do.
34:08David Hornik:But is it one of those things that's necessary on some level? You can't be completely oblivious to it, but IQ is where you get your lift.
34:17David Weisburd:If I look at the great companies I've funded and the amazing companies I've turned down, the vast majority of them have not been built on IQ. I mean, it's certainly, you know, Bill Gates and Microsoft is a very good example of what you're describing. My partner, Dave Marquardt, who founded August Capital, and he hired me to be a venture investor, was the only private investor in Microsoft. And when I asked him, so why did you fund Microsoft? He said, well, Bill Gates was like a 19-year-old. But when I asked him about everybody else's business, he was smarter on their business than they were. He knew, you know, I was looking at all these companies.
35:02David Weisburd:I'd say, what do you think of this company? And say, well, if they did this and this and this, they'd be successful. But they're not doing that because they're idiots. So clearly, and I think people viewed Gates as having more IQ than EQ, right? But like Twitter, like the founders of Twitter, they were perfectly smart. But I don't think that was an IQ thing. I'm not sure it was an EQ thing either. Sometimes you find the zeitgeist and you get to ride the wave, right? Dylan Field, who I'm a huge fan of, I think is an amazing young guy, created Figma, has had this astonishing outcome. And Dylan came to a class I taught and he was chatting about it.
35:43David Weisburd:And there was a near implosion of the company because his engineers were so mad at him at one point because he had not exercised sufficient EQ to understand what would motivate them and keep them engaged. And his board member, John Lilly, had to sort of come in and say like, hey, here's some EQ to rent. I'm going to help you work through this. I do that all the time with my companies. I spend a lot of time. I literally just had lunch with an astonishing founder, but he is working his team too hard. Like I said to him, the engine is running too hot. And even though you've had extraordinary outcome to date, at some point, the engine blows.
36:32David Weisburd:And so I think it's always a balancing act, but I would choose EQ before I choose IQ.
36:41David Hornik:If you could go back 25 years ago and you could give a younger David advice on what to avoid or what to do in order to accelerate his career, what piece of advice would you give him?
36:55David Weisburd:To me, it is all about the people, right? I have said no to some of the bigger companies in the world. And of course, I regret that because from an economic standpoint, that was a bad decision. But there's nothing I could have told myself in year one that would have gotten me to say yes to those companies that I think would have been good advice. The reason I didn't fund those companies was I had good reasons. I turned out to be that those things were not determinative, but it wouldn't have changed how I'd behave.
37:30David Hornik:This people relationship-based style of investing, is it something that took a while to really prove itself? Did you ever have doubts that it might be the wrong strategy?
37:40David Weisburd:I didn't care because it was the only way I was going to engage in the business. So I think every young venture investor, first early venture investor has doubts. If you don't, you're crazy. You know, I had a moment at five years into the venture business. I came home. We had four kids, put the kids to bed, sat down with my wife. And I said to her, you know, I came to a realization today that five years into the venture business, it's not obvious that I'm a good VC, but it is obvious that I'm no longer qualified to be an attorney. And she said, well, shouldn't you have thought about that? And I said, yeah, I probably should have thought about that.
38:22David Weisburd:And she said, well, that's not my problem. Go be a good VC. I was like, on it. But, you know, I think you're the venture business. When my partners hired me into the venture business, they said, David, this is an extremely individualistic business. We are a partnership. We'll help you make good decisions. But in the end, you're going to live and die by your capacity to be successful and by the decisions you make and the information you bring us and the things you do. And so are you comfortable with that? Can you get comfortable with that? And I was a cocky young guy. And I said to this one particular investor, look, you've been wildly successful.
39:00David Weisburd:And so and I don't mean any offense by this. But if I had to choose between betting on you or betting on me, I'd bet on me. And he laughed and was like, okay, whatever. And then he hired me. I have made a few mistakes where I have invested in people that I should have known to not invest in. And I did not show the discipline I should have to get to process to make sure I understood in whom I was investing. And that's the biggest thing I would change. And I change it today.
39:34David Hornik:Double click on that.
39:35David Weisburd:But I can tell you now that I will never fund entrepreneurs until I have had dinner with them. I won't. I can be as excited about your business. I can think you're a smartest human alive. I can think you're building great stuff. But until I have spent a couple or three hours with you just having some food with you and your co-founder or co-founders or whatever, and understand you as a human, I may make a mistake about who you actually are, and I have. And I don't intend to do that again. Now, I could still be duped. I could still like make, but by and large, if you spend enough time with people, they reveal who they are, and you can determine whether you want to spend time with them.
40:21David Hornik:I like to say somebody that pretends to be an honest person for 20 years, eventually they become an honest person. So taken to the extreme, you become who you pretend to be.
40:30David Weisburd:I mean, look, if that's the case, great. By all means, if you want to pretend to be a giver.
40:35David Hornik:Somebody that pretends to be a bad person for 20 years, at some point, you have to call them a bad person. On that note, David, it's been 14 years since I read that article about nice people. I do consider myself a nice person. It's an honor to have you on the podcast. And thanks so much for making time.
40:54David Weisburd:Really fun conversation. Thanks so much.
From the publisher
Can ethics, generosity, and long-term relationships really outperform aggression in venture capital?
David Weisburd speaks with David Hornik about why “nice guys finish first… eventually,” how power-law outcomes shape a venture career, and why reputation compounds more reliably than tactics. Hornik explains why backing unflinchingly ethical founders isn’t just moral—it’s a durable competitive advantage in an industry defined by uncertainty.




