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Mike Jr.
Co-founder of Floodgate, Floodgate

460. Unraveling Start-Up Success with Mike Maples, Jr. and Peter Ziebelman

🎥 Jun 10, 2025 📺 unSILOed Podcast with Greg LaBlanc ⏱ 86m
Is there a secret recipe for start-up success? Probably not. But if you take a close enough look at some of the massive success ...
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About Mike Jr.

In May 2026, Pastor Mike Jr. addressed a moment during a Sunday service at Rock City Church involving the praise team, which drew reactions from observers. Some said the worship leader should have followed the pastor’s lead, while others said Pastor Mike Jr. was right to let the worship continue. During the service, he encouraged congregants to shout "Do it again" and spoke about God "getting ready to make this last season make sense." In a sermon titled "Stop Existing — Start Living God’s Purpose for Your Life," Pastor Mike Jr. discussed the importance of knowing one's personal vision and purpose. He stated that people will not get excited about a leader's vision if they do not know their own vision. He also emphasized the need to pray for direction)Skip, noting that not every door presented is meant for a person. He said, "You cannot be so insecure that correction feels like rejection," and added, "A real friend may tell you something that hurts your feelings but heals your life."

Source: AI-verified profile updated from Mike Jr.'s recent appearances. Browse all interviews →

Transcript (81 segments)
✨ AI-enhanced transcript with speaker attribution
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Greg LeBlanc0:02
Welcome to UnSiloed. This is Greg LeBlanc and I am here today with Mike Maples, who is co-founder of Floodgate, and also Peter Zellman, who is not only a lecturer at Stanford at GSB but also the co-founder of Palo Alto Venture Partners. So two venture capitalists who also have authored this book co-authored this book called Pattern Breakers: Why Some Startups Change the Future. And Mike, I think you also now have a podcast named after the book, right?
M
Mike Maples0:44
Yes indeed. Or was the book named after the podcast? No, I think we renamed the podcast to match the book.
G
Greg LeBlanc0:53
Well, when we think about success and failure, we all would like some kind of rules, some kind of guidelines on how to be more successful, whether we're founders or investors. And you guys have both been fairly successful. So when we go back in time and look at successes and failures, we try to figure out what we've been doing right. And you said in the book that sometimes when you're successful it's due to luck, sometimes it's due to skill. It's kind of hard to disentangle those things. But if you go back in time and look at why you've been successful or look at why other founders or other investors have been successful, you kind of run the risk of overfitting. If you come up with some rule like 'when this happened we were successful, when this happened we were unsuccessful,' how do you guard against just basing some insight on noise rather than on signal?
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Peter Zellman1:48
Yeah, and it's even trickier than you phrase it. Because when you talk to successful founders, people tend to misremember how things really happened. People often remember knowing things that weren't so at the time, or making... hindsight. So you've got to be really careful and thoughtful in the questions that you ask to tease out the facts that you're looking at in the first place.
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Mike Maples2:20
And even the goal, Greg, we're not trying to get a recipe. In fact, one of our internal mottos was 'the recipe is there is no recipe.' So we're not going back and looking at successes and failures to try to pattern match and share that with the world. What we're trying to do is understand truly what happened in the ideation phase. And that's where Mike's... you were there, he saw so much of this. And the stories are not only good in the book, but they're revealing in terms of what did these breakthrough founders do that was different than other founders who had a great team, had great backing, but didn't make an extraordinary success like those few founders.
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Greg LeBlanc3:08
You know, one of the things that I teach in Berkeley is a course on data and decisions. And I always start that course with the Billy Beane story, Moneyball. That whole narrative was about taking the gut feeling that people have, taking the tacit knowledge that people have, and bringing it out to the surface through analytics. And it seems like venture capital is an area where it's kind of like the last frontier, an area where it's actually quite difficult to tease out any kind of workable algorithm that you could apply to evaluating companies or evaluating opportunities.
M
Mike Maples3:48
Yeah, I think that's right. But I think that what we learned as we worked on this some more was that you could offer an explanation. So if you think about what makes a valuable corporation, I think most people would agree that it's an organization that has a set of advantages and barriers that it creates that enable it to persistently compound value over time. So if you said, 'When I'm investing in a Fortune 500 company, what am I really betting on?' I'm betting on the ability of it to persistently compound its advantages for longer and more intensely than the rest of the world believes. Well, it turns out a startup doesn't have any of those things. They don't have a moat, they don't have any advantages, they don't have customers, they have no five forces or Hamilton Helmer's seven powers. They have none of those things. So then what is the right explanation to tease out startup success? And that's kind of where the thought processes of the book came in. So what we think with inflection theory is that you have these inflections that occur that provide massive new types of empowerment. It could be a new GPS chip in a smartphone, it could be a new microprocessor enabling the PC, it could be a new large language model enabling AI. But the high-order bit is that those inflections allow startups to fight an unfair fight. Rather than the incumbents having the advantage of incumbency and protecting their moat and their advantage, the startup is now able to refuse the premise of the rules of competition and impose a new set of rules by bending the arc of the present to a different future. So that's what founders do when they're succeeding: they harness inflections and they have some type of an insight that harnesses that, and then from that they create these products that change the rules and change how people think, feel, and act. And when they do that, they play offense and they change the future. So the thing that was powerful about some of the ideas was it did offer an explanation. It wasn't just 'we studied a bunch of things and found this set of patterns.' It was like, there's a mechanism for how it happens. The inflections initiate the mechanism for changing the future and changing the rules and letting the startup play offense. And what we discovered is that there's the potential in there. It doesn't mean that it's going to be a breakthrough. We truly came out of this... Mike, wouldn't you agree that it'd be amazing if you could say 'oh that's a breakthrough, that's not a breakthrough' and do your investing that way? So there's still a lot of luck and perhaps intuition, as you said Greg, and guesswork to determine whether you're going to fund a breakthrough or build a breakthrough. But having said that, we do believe there's these elements that can tip the balance. And Mike already mentioned one: inflections. Another element is seeing that the entrepreneur has an insight, something they know to be true that others do not yet believe. And we believe insights are one of the things that does explain a lot about startups, even before you get to the MVP and other ways that traditionally teachers like myself have described startups.
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Greg LeBlanc7:19
Yeah, you introduce this new language of inflections, insights, and ideas. And we'll talk about inflections, but is it usually the case that the founders educate the investors about these inflections, or is it the other way around? Do investors discover some inflection and then go looking for people, and when they say 'yeah, I think this is happening,' the founder says 'ah, that resonates with me, that's kind of the way I've been thinking'? Or is it more like you described a couple of your encounters with these founders and you're like 'I never thought of that before'?
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Mike Maples7:55
Well, I would say that fundamentally we follow the founders. It's the founders that are leading. At best we're riding shotgun, and our job is to be co-conspirators to them in the early days and to provide whatever help we can in them fulfilling their mission. But usually it's the founder that shines the light for us towards a different future that we end up believing in, that they found. But what I would say is that we apply the theory in our own investing, but in a slightly different way. We don't apply it for coming up with ideas, but when we look at ideas, there's so many ideas and there's so much noise. You have to have a basis, you have to have a framework to evaluate them. And so the inflections allow us to discard ideas that sound good on the surface but that aren't that powerful, but it also allows us to protect ideas that sound crazy at first but might be the right kind of crazy.
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Greg LeBlanc8:58
Yeah, I mean, how do you distinguish between genius and crazy? You've got to have a lot of false positives presumably in there.
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Peter Zellman9:05
For sure. And when you're non-consensus and right, you don't know you're right at first. You only know you're non-consensus. But the problem is that only by daring to be radically different can you ever make a radical difference. So the more similar you are to what's already known, the closer to the average you're going to be. And if you want to be a breakthrough startup, by definition you have to create a radically different future rather than a future that extends from the present, because the incumbents have the advantage in that scenario.
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Greg LeBlanc9:36
Well, you guys said you invest in unreasonable people. Normally unreasonable people are difficult to deal with, and oftentimes it comes with some confirmation bias. People are unreasonable meaning that they refuse to let other people educate them, refuse to let the world prove them wrong. How do you... is there an optimal amount of unreasonableness, or is there a difference in quality between good unreasonableness and bad unreasonableness?
P
Peter Zellman10:09
Well, there's two parts to the question, it's a great question Greg. One is who do you want to back, and then who do you want to spend a lot of time with in terms of as a CEO. So jerkiness is orthogonal to unreasonableness. You may decide you can put up with a lot of jerkiness, as you describe it, for a good or an amazing end result. I have to admit, I believe life is short and I have a lower tolerance for that sort of thing. I don't want to speak for Mike, my tolerance is pretty high, but clearly he's done much better than me, so I think maybe it pays off. But having said that, in the book we're being clear that a certain amount of what we call disagreeableness—and there's a whole chapter on that—in terms of that founder, just as you said, has probably gone through life disagreeing with more than a few people, not just investors or customers or other folks. But once they've established that pattern, they can still be disagreeable without being a jerk. And we have seen that, so we know it exists. It's a perfect situation when you discover it. But I think the point of your question is, sometimes you don't get that lucky and you end up backing someone who is going to build a breakthrough but is a jerk, and so it's tough.
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Greg LeBlanc11:40
But when we think about the Lean Startup model, the Lean Startup model is all about learning. I like to say that the CEO of a startup stands for Chief Experiment Officer. So there has to be a certain amount of learning, there has to be a certain amount of correction. When you come up with some idea and it doesn't get validated, at some point you have to pivot and abandon the idea. So how does one balance as a founder the determination and persistence and unreasonableness with this openness to new data and new insight?
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Mike Maples12:16
Yeah, so I think you want to be persistent about your insight and open-minded about your implementation of the product. The insight is sort of like the red thread of the startup. If the insight is something that the founding team knows about the future that's radically different than the present and that has the virtue of being true, and if what you know about the future isn't radically different, you won't have a breakthrough. If what you know about the future isn't true, you won't have a breakthrough either, because you don't have an insight, you just have a wrong opinion about the future. So the insight is the reason to keep going, the one unique asset that you have. The implementation of your insight—a couple of things can cause you to need to make changes. You might be talking to the wrong audience, so you might have the right insight but you may be talking to the wrong people. If you have a cloud computing idea and you're only talking to SAP customers on-prem, your insight might be right, you're just talking to the wrong people. But you might also have the wrong implementation. In the case of Okta, they were talking to cloud early adopter customers, but they were showing them problem resolution at first and they said 'no, that's not what we want, we want identity management.' So they came back with identity management. So if you have the right insight, when we talk about pivoting, your insight is like your pivot foot in basketball. You hold it planted firm and you move your body by either modifying your implementation or modifying the audience that you talk to, or some combination. But if you have to leave your pivot foot, you're no longer attached to anything as a startup. You might as well start over, you might as well try a new idea or just give up. So that's where I think you reconcile it. You want to be flexible in your experimentation of navigating your insight to the destination, but you want to be fixed about what you believe is different about the future.
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Peter Zellman14:24
But I love what's behind your question because it's an art, both for the entrepreneur and for the investor, to still believe in the entrepreneur when you say 'look, you need to change this implementation of this idea.' Or when the CEO decides... I had one CEO that was running in one direction and all of a sudden he changed, and I thought things are going great, why are you changing? And it turned out to be right, it was a correct change. And I think, and Mike probably has seen this more than me, there are those very special entrepreneurs that can hold two ideas in their head. They're completely obsessive about their idea but know when to change it.
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Mike Maples15:15
Have you seen that? No, for sure. And I think I don't think I could do that. I think there are certain investors that also have that in their head, that they can be so excited about a certain area but then know that area is done and need to move on. And those are two qualities that are hard to live in the same person, and it's a very rare quality. So I love what's behind your question there.
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Greg LeBlanc15:37
Yeah, it seems like you're describing a certain cognitive prototype that a good founder has. And I was wondering, since you teach in a business school and you've been a guest speaker in a business school, is that something that we can teach, or is that something that is more or less given? This capacity to be open-minded in the right ways and confident in the right ways.
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Mike Maples16:08
You know, I think there is an aspect of it that's innate to people. Way back when, probably about a hundred years ago, Pareto wrote about society and he talked about speculators and rentiers. And the way I internalized that was he thought that most people in the world were like rentiers, examples of people who want to succeed through persistent compounding, through saving what they already have, making the most of what they have, and not losing what they have. And that's quite often the instinct of most people. And the speculators—he didn't mean it in a gambling sense, this is before Las Vegas or any of that stuff happened—entrepreneurs, right? The speculators speculate that things can be different, and they always believe that whenever they hear a story, there's always a possible better story that exists somewhere. So those are just two different ways of showing up in the world. Some people are like 'hey, I want to keep what I've earned and I don't want to screw this up and I don't want to lose what good I have,' and there's other people who are just like 'there's probably always a better answer somewhere, there's probably always a better way to do it.' So I do think that people are probably naturally wired to be one way or the other, and I think probably the minority of people are wired to be speculators naturally. I think most people want to fit in and be well-liked within the social dominance hierarchy.
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Peter Zellman17:40
And I agree with Mike, with the provision that—and this is one of the aspects of the book—we talk about noticing, and I think that can be taught. I think there are certain people that are natural about saying 'oh, I see you've got our book in front of you and it looks like you've actually read the whole thing because I can see how the pages are muffled a bit there.' So they notice things that other people wouldn't normally notice. I do think particularly in this world, and particularly as your question says for Stanford Graduate School of Business students, they're in a world that has, for better or worse, made them notice less. They're overscheduled, they're running through things, they have an objective, and they're not seeing the things that may be serendipity that may just come at them. And I do think, and we see this as a quality of entrepreneurs that you were talking about, that noticing is a big part of, or at least the start of that. And I would think that some of the entrepreneurs we tell stories about, would you say Mike, really were good at noticing?
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Mike Maples18:56
Yeah, and they're so good at it that they actually look at surprises as something to actively seek. And I've learned this from founders. I try to journal each day now, and one of the things I ask every day is 'what surprised you today?' just as a life practice. And I'm not an entrepreneur, I'm not Jack Dorsey or Evan Williams or Brian Chesky or any of these guys. But what we've seen is a lot of people think success means finding out why something's not working and filling the gaps. But a lot of times success is noticing something that's working better than you thought it should work, and realizing that you just earned a secret about the future, even if it was somewhat serendipitously. And so a lot of the examples that we have, and we call it savoring surprises, but when you think about lean startups and running experiments, one way to think of an experiment is 'I have a hypothesis, I run an experiment, I want to validate my hypothesis.' But there's only one problem with that: if all you do is validate your hypothesis, you didn't really learn anything, you just underscored what you think you already know. And what you'd really like to do in an experiment is get more confidence in the things you should be confident about, but conduct the experiment in a way that you're going to get surprised somehow on the upside.
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Greg LeBlanc20:21
Yeah, I think I'm going to have to modify the way I teach that part of my venture capital class, because I always talk about the CEO as this Chief Experiment Officer testing hypotheses. But I think you're absolutely right. It's not like they start with a hypothesis and then they apply for a grant to do research on the hypothesis. What they're really doing is trying to figure out what those hypotheses are in a way. And I love this concept of the surprise hunter. And it reminded me of Reed Hastings' thing, the 'descent farmer.' It seems like another attribute that you really ought to cultivate, this idea of actually shopping. And you quote Louis Pasteur who said that luck is the prepared mind. So surprises are really only for the noticing mind.
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Peter Zellman21:12
That's right, 100% right. And the place we learned it from was actually Scott Cook. When he was running into it, when people would present to him a new proposal, he would say 'what surprised you?' And if they answered something like 'well, we were surprised at how much upside there is in this' or 'how much customers like it,' he always felt like 'okay, these people aren't truth-seeking, these people are seeking validation, not truth. These people have an agenda that they want me to approve of.' Because how is it possible that you could not be surprised if you were an authentic truth seeker when you talked to all these customers? How is that ever possible to happen? And so that's where a lot of the great breakthroughs come from: being surprised and encountering that surprise for the first time, noticing it for the first time, and then acting on it for the first time.
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Greg LeBlanc22:09
Yeah, I love how you described an ideal interaction between a founder and an early stage investor. You said that typically when the founder comes in and they've checked all the boxes and they've worked through the pitch deck template from Sequoia and they've filled everything out and covered all their bases, this generally isn't as exciting to you as when someone comes in with something that's a little more half-baked, unformed, wild, work in process.
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Peter Zellman22:42
Right, well, not trying to match a pattern because as you said, they've gotten the literally the pitch deck or the framework from Sequoia or some other VC with good intentions saying 'this is how it should work, this is how you should fit in, and you should say here's your monthly run rate, here's your goal, it's up and to the right.' And the entrepreneur, most of them will take that advice and say 'yeah, I need to answer this correctly,' just like they answered it in college and grade school and did the right answer. But we're looking for the entrepreneurs, and we're hoping to coach the entrepreneurs, that are saying 'I'm not looking for the right answer, I'm looking for an answer that no one's ever discovered before.' So how do you do that? You have to start with a different mindset. And so Greg, you can imagine, in fact Mike said it kind of neatly, but it's been a more difficult transition for me. I taught that method 10 years ago to say 'look for a large market, look for the pain in the market.' That's what I taught. And here this guy comes up and talks about this different mindset. And I saw the reaction of our students when we tried out some of these concepts. We did a tutorial, a 390 if you're familiar with it, and the students were saying 'this kind of thinking changed the reality.' When I saw that, I said 'wow, I need to change the way I teach to allow for this different mindset.' And it's not just for students that are trying to build a billion-dollar company. It's if they want to discover something truly new out there that there isn't quote the right answer for. This is, we believe, the precursor that needs to happen now.
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Greg LeBlanc24:31
To be fair, the insights that you offer in this book are not universally applicable to all startups. There are plenty, probably most startups, that are going to follow that template. They're going to look for a pain point, they're going to figure out how they can do something slightly better. I think you have a term for this, like the steady progress, some kind of incremental improvement. And there are plenty of opportunities for those. You're talking about a subset of startups.
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Mike Maples25:06
Yeah, so I think what we're getting at is that if you look at tech startups, which is definitely a particular field, the top startup of the year is usually more valuable than all other startups of the year combined, and the top startup of the decade is usually more valuable than all the startups of the decade combined. So the power law is real. And so if you're going to start a startup, the problem is that if you're average, you fail. If you're even better than average, you fail. If you're in the top 20%, you do only okay. And so what makes the sacrifice and the time worth it is to go after ideas that have breakthrough upside potential. And so what a lot of founders do, and this might resonate with some people listening right now, is they say 'oh, for me to get one of those big outcomes, I need to start with a big market and work backwards to an unserved customer and solve their unserved needs.' But by doing that, the entrepreneur unwittingly buys into a context which is 'I'm going to compete according to the rules already established by the incumbents.' Because if you're trying to find white space in the available market, it's an existing market defined by somebody else. And so what we're saying is, instead of starting with an available market, start with inflections. Start with a new set of powers that allows you to not compete within current markets but to change the subject and create new markets. And the way you create new markets is you have a product that defines the market. And the way you have a product that defines the market is you show up with a radically different value proposition that nobody's ever seen before, that can't be compared with anything that's come before. And in order to do that, it just requires, like Peter said, a completely different mindset. There's no recipe or set of steps you can follow. There's a belief system that you adopt, which is to pursue things that exist in the future that follow inflections, that harness an insight, and that can change the subject rather than be better than what's out there. And we're surely saying that's still hard to do. It doesn't happen often, it's very difficult to do, and when you do take a swing at it, you're likely to fail. You're not going to come up with that insight, the inflection you found is going to be ephemeral or something that is really not changing the world the way you thought it was going to. But having said that, once you do figure this out, we could actually argue—I don't think Mike, we'd say it in the book, so tell me if we're overstepping here—that once you found it, it's actually less risky, in terms of expected value but just risk, less risky overall than following a recipe that 40 of your classmates can follow, coming out with the same company, and you each think you can build a $10 million, $100 million company and sell it for $50 or $300 million, but you've got 40 classmates doing the same thing and you're going to compete yourself into a race to the bottom. And so it could be argued that that actually is the riskier approach. Now Mike, do you think I'm getting into trouble on that?
No, I don't think so. I think another way I've internalized it is that a lot of people confuse risk and uncertainty. So I might have an idea that's in an existing market that there's a clear need for, but it's a bounded upside idea. But I can connect the dots between the idea and customers wanting it and a successful business. I might on the other hand have an idea that's like Justin.tv, which is a reality 24/7 streaming TV show, which is crazy online, but it embodied a lot of inflections and an insight. It was a terrible idea but a great opportunity. And so what we're interested in is not certainty about the future, because if we're going after a non-consensus idea, if we have a real insight, we can't know we're certain yet. All we can know is that we're non-consensus. But just because we don't know how the dots will forward connect doesn't mean they won't forward connect, and it doesn't mean that the expected value of the upside isn't higher. And so that's what we encourage people to say: just because you don't know how the success will happen doesn't mean that it's not way better odds to pursue that path.
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Greg LeBlanc29:41
Yeah, I like how you distinguish between the insight and the idea, and how the insight can be fundamentally correct but the idea could be wrong. So when you're investing, people talk about looking at the rider and not the horse. But in a way, you're also looking at the insight, not the idea. And oftentimes, and I know a lot of my students who have had successful startups, their initial idea was just bonkers. You look at it like 'that's crazy, you're going to do this thing with blockchain?' It's like 'no, that doesn't make any sense.' But then they figured it out without changing their insight, they just changed the implementation. In fact, it was useful to have that implementation of their insight because they probably talked to customers or potential customers and really got a sense of what would work or what wouldn't work, and took those learnings back and did another implementation, and this time it was closer to the bullseye. But what's your role in that as investors? Hopefully stand back and let it all happen? Is it really like that? Because from what I hear when I talk to founders, they say that the biggest value-add that the investors can provide is to help them set their priorities and help them become better learners. Would you attribute your success to selection or treatment? I think most of the book is about identifying the founders who get it, but that can unravel over time. So what's your role in helping them to stay on the track that they need to stay on?
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Mike Maples31:28
Yeah, you know, I think that first of all, selecting the right founder and opportunity contributes to the majority of success if you're an investor. That's like an understatement. And then luck may be the second biggest factor. So then you start to say, 'okay, as an investor, how do you add value if you ever do?' And I think it's in more limited cases than people often realize. So I like to say that 95% of the time, the founder should understand what to do better than I should, or I made the wrong investment, I bet on the wrong founder. There are certain times though where you just have some perspectives. For example, I have a database of every startup I've ever been able to find where you would have made more than 100 times your money on the first check. And so I thought about what are the most successful startups ever that did premium, or that did enterprise, or that did subscriptions, or you know, what were the most successful startups that saved money for customers, what were the most successful that made it more fun for customers, or that gave them social status, or whatever. And so sometimes, because I've thought about all of those companies in great depth, I can offer the founder something they haven't thought of before, because this startup is their only startup, this is a one-time thing for them. Or sometimes I'll know what the issue is, we'll agree on what the issue is, and I will know the best person when it comes to that topic. But it's... I think a lot of it is knowing when you can help, and knowing that if you don't know you can help, usually you're doing the opposite, you're just adding to the noise and the confusion that they experience.
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Greg LeBlanc33:28
Well, you talk in the book, and I think a lot of people are aware of how corporations get stale over time. It's actually one of the big mysteries, I don't think we've completely figured out. You talk about some of the biases, but there are relatively few examples of companies that have figured out this inflection point and acted on it. AWS is a great example, iPhone, but there are few and far between. How do you prevent that from happening to you as an investor? Some of these venture capital firms have been around for decades, and one would think that they too would acquire some routines that acquire all these biases against risk and against disagreeableness and so forth. So how do you stay fresh as an investor and avoid the traps that corporations fall into?
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Peter Zellman34:24
Well, one thing I teach the students when they're looking for venture capital is to not only think about the firm but think about the partner that's involved, because you often find the partner will have a different philosophy certainly than another partner at the firm, but maybe even than the actual firm's what they say on their website. And so I think there is a difference in partners in who you go to. And I include within partners associates as well. There are people that are new and fresh or different and are willing to look at, and in fact may be chosen by that firm because they're different. I know Founders Fund certainly is amazing in this regard. There's at least not that I can discern, there's no pattern there, and the founders that they've brought on all think differently. And they do have a common thesis and follows some rules I'm told, but not too many of them. But that's really my point, Greg, that I think there's a difference between the partner and the firm, and I think that's the answer, at least the way I see it, on how they stay fresh.
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Greg LeBlanc35:42
How come companies can't do that? How come companies can't rotate their management more, bring in these fresh people and have them make internal decisions in ways that venture capitalists do?
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Mike Maples35:55
Well, we kind of get into that. Mike?
Well, it's... I think that what happens ironically is that it's the good companies that fall into the trap, because the good companies are excellent at executing their strategy, and they hire people who are very talented and able, and they advance in the organization because they execute the strategy really well. And it's like you mentioned bias earlier. The bias comes from a bias to executing according to that model, that set of patterns. And so ironically, the better you are at executing your business and the more attractive it is, the more you're likely to be stuck in current patterns, and the more rightfully so you're likely to believe in the current patterns. And so it becomes very difficult to come up with a pattern-breaking, totally radically different strategy. And I think that there are ways around it. I think that Vinod Khosla has an interesting view on this, and I may not be quoting him exactly, but one way to think about it is a company should allocate a certain amount of profits to initiatives that are likely to fail but have massive upside if they succeed. And you just decide what that threshold is. Is it 5% of profits? Is it 10% of profits? Whatever it is. But it's the very act of trying to do something radically new and allowing failure to be okay, and holding the overall organization accountable for success because you take enough bets. But to say, 'look, we're just going to have a philosophy of making, you know, not too big to fail, but small bets that if they work are wildly asymmetric upside.' Make that part of our culture. I think that's really important, because otherwise you become committed to the existing pattern. And the pathological thing that happens is like Blockbuster is a great example of this. What happens if the pattern means most of your profits come from late fees? Well, pretty soon you start to try to encourage your customer to return products. You start to act in ways that are against the interests of the customer and against the interest of compounding value in a real way. And you start to become more concerned about the institutional imperative than in creating abundance and value for people. And we've seen a similar issue when larger companies acquire our companies. Everybody gets excited about the exit, but we tend to know the routine. The CEO will stay on, will have a contract to stay on for three years, but will stay only one or two. And all of a sudden the product is absorbed, and the creativity and the passion and the zeal that they had before is diminished. Even though the parent company is wanting to retain all that, acquisitions I think are particularly problematic as well.
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Greg LeBlanc39:08
Yeah, it makes me wonder. I teach courses in strategy and so forth, and it seems like that type of education is much better suited for teaching people how to work in organizations that are in some kind of steady state. And I always wonder, is it just like I was talking to Ilya Strebulaev, our colleague, about how sometimes the more finance you know, the worse it might hurt you being a venture capitalist. But the same might be true also of strategy. If you're thinking about 'how do I look for my adjacencies, how do I think about building my moats,' a lot of that is useful, but a lot of it can sometimes get in the way. Is there a continuum, or should we think of these as completely different domains? Is there a way that we can incorporate teaching of being a good founder or being a good investor within the traditional business school paradigm?
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Peter Zellman40:10
Well, I think there's a way to look at strategy not just as an extension of the present. I think there's a way to look at strategy as saying 'how can I do something radically different and start out with a different mindset and just erase, take a clean sheet of paper?' I started out working for Texas Instruments, and they did it from a finance standpoint. Back in the day, they were one of the first companies that did zero-based budgeting, and that did kill a lot of projects, I know for a fact, and allowed them to do some really cool new stuff. Now again, I am on shaky ground. I teach entrepreneurship and for early stage companies and venture capital, so this corporate area is definitely where I don't have enough knowledge to credibly teach on it. But if I were to guess, I would think it would be in that strategy side. I don't know, Mike, maybe you have a more learned thought.
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Mike Maples41:11
Well, I don't know. I guess the other observation is that the established company starts out with a different set of assets and liabilities. So yes, they can have a bias, but they also have assets that they can combine with inflections. So if you look at the iPhone, it's a really good example where they used OS X, they used their iTunes software, they used their video playback software. So they had a good suite of software that they combined with this sort of touch interface and the new microelectronics and sensors. But a startup wouldn't have been able to do the iPhone because a startup just wouldn't have had the portfolio of assets. And so I think that the way that the large company plays offense is they say 'I want to use inflections to change the subject, but I need to form a connection between those inflections and something about my franchise that's already there.' And I think that that's the real opportunity. If that's not what they're doing, then I think usually M&A, you know, it's more like Facebook buying Oculus. Facebook's like 'we don't know the first thing about virtual reality, let's just go buy a company that's good at that and start over in that space.'
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Greg LeBlanc42:25
Well, I think you point out that timing is important. You can have an inflection and you can be aware of it, but you could get the speed of adoption wrong. I remember when Amazon first came out, I was one of the early customers and I just immediately went to buying all my books on Amazon, and I just said 'okay, bricks and mortar retail will be dead in like two years.' And 15 years later, it was still less than half of all commerce. So do corporations, if they're biased against the speed, I mean are founders maybe biased too much?
In favor of speed, do they sometimes fail to understand why people are still going to these brick-and-mortar bank branches and so forth? Is there a bias in the other direction?
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Mike Maples43:16
Well, I think so. The reason we thought in terms of inflections is that technology is always improving, and there are these improvement curves—megapixels per dollar in a camera, transistors per dollar in a chip. But an inflection is a turning point, and that's why we use that term. You're highlighting the biggest risk of all: timing. Timing is the hardest thing to figure out. So we started thinking about inflections because they let you answer the 'why now' question. If there's a new GPS chip in the iPhone that enables ride sharing, you can explicitly say that before the iPhone 4S you could have had the idea but couldn't implement it. After the iPhone 4S, the question is whether you're waiting too long. If you wait too long, someone else gets network effects and economic returns. The inflection is a good way to say, 'Hey, iPhones are improving all the time, but is there a specific new thing that provides specific new empowerment in a specific new way for specific new people?' That's important because it lets you stress-test the timing. I don't think you need to hit a bullseye. There are examples of starting too early, and eventually, as Mike said, that turning point happens and you're golden. Or the event happens, and human nature to adopt it is a whole different kettle of fish. Maybe that's more slowly, like with telemedicine, which folks had been pushing for a while but really took off because of the force of COVID. That was the only way we could see doctors, and then they allowed interstate telemedicine, and we realized how amazing it was, particularly when insurance reimbursed it. So I think you hit on something, Greg: human beliefs are a key part of this, and frankly something we should elaborate on in the next book. Timing is important, but we're not pretending you need to hit a bullseye.
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Greg LeBlanc46:09
Well, it's also just hard to know. It's easier to know in hindsight. But the thing we wanted to do is help people assess their odds better. If you can point to a specific form of empowerment that does it in a specific way at a specific time, you're more likely to be correct about your ability to change the future than if you can't. So the goal was to say, 'Is there a mindset you can adopt that increases your odds and makes some opportunities worth pursuing in spite of the uncertainty?' Now, you guys are in the seed stage, getting really early in the investment process, sometimes legally ambiguously too early. Does that require a different set of skills from coming in a bit later? And do you see a trend? It seems like now anybody in their basement can start a company. I've talked to some VCs who said there might be the first one-person billion-dollar company in the next year or two. Are we at a stage where companies can grow so quickly without a huge amount of money that the job of evaluating them is going to be very different?
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Mike Maples47:33
Yeah, it's a tough one. What I think has been happening, if I'm trying to be objective, is that it takes less money than ever to achieve product-market fit. You have lean startups, the LAMP stack, AI, all these things that make it faster and cheaper. But once you achieve product-market fit, the paradox is you usually end up raising an extremely large amount of money because these markets are global and evolve really fast. So the pattern I've seen is that $500,000 was the new $5 million, but once you get product-market fit, you're raising billions because you're trying to capture all the upside of the category as quickly as you can. These categories go global really fast. It's like music: you can get your first fans on TikTok quickly, but if you want to be the next big superstar, you're going to have to sign up with a record company. I haven't seen a lot of evidence to suggest otherwise. I thought maybe it would be different, but it hasn't played out very differently. I don't know if I see the single-person billion-dollar startup. In fact, I think there's a move to have deeper technology and deeper thought into companies, and they're going to need that manpower to be huge. But I'm ready to be proven wrong. If it's a single-person billion-dollar startup, I think it'll look less like what we think of as a startup. Like, is MrBeast going to be a billion-dollar startup? If there was going to be one, it'd be more like that—by virtue of a certain person's unique personality that people gravitate to.
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Greg LeBlanc49:39
You talk about the importance of getting the right customers, calling good customers 'co-conspirators.' To be a successful startup, it seems like anybody who can affect your probability of success has to be on board. You need employees who are super enthusiastic, customers who are crazy about the idea, investors who are nuts about it. What does it really mean to talk about a customer as a co-conspirator, not simply as someone deriving value from what you're offering?
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Mike Maples50:20
I'm glad you brought that up because I think it's counterintuitive to a number of entrepreneurs. They think of it in terms of a sales funnel—find as many potential customers as possible, win them over. We're saying something different: look at those early customers as co-conspirators. They should be in on this subversive act of upsetting the status quo. They should be desperate for your product, saying, 'I've been waiting for you my entire life.' They're excited, they're ahead of you in promoting it to other customers because they're an evangelist and a co-conspirator. If you get that base and keep to it, you'll find it propels your company in a way that the traditional way of pandering to every customer and diluting your message won't. Even if that gets you more sales at the start, it won't have the same velocity as having co-conspirators. That means saying no to certain customers, firing them, and saying no to certain investors.
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Greg LeBlanc51:49
People outside Silicon Valley don't realize the extent to which you guys have to pitch to founders. What should you be looking for when seeking out an investor? What kind of fit do you need? Do you need a shared vision of these inflection points, or is it enough to find some other commonality?
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Mike Maples52:27
We suggest in the book to avoid the comparison trap. When you're talking to investors, if all of them say, 'I love what you're doing,' that's actually a bad signal. It means you have something that's consensus, so close to the consensus that you're going to have a bunch of competitors. To your question, Greg, I talk to students and they say, 'So you're saying I've been rejected by 10 VCs—that's a good thing?' In a way, yes. You still need to find the one or two that are the co-conspirators and believers. But it's saying more than that: you have an idea so radical that some very smart, savvy investors are saying, 'I can't back that. I hear your insight, but I just don't believe it's going to be true.' We're trained not to do that. I taught otherwise—that you try to reach commonality with the investor. 'Oh, you believe in Bitcoin? Here's a Bitcoin aspect of my product.' That dilutes your message. It's important to find out the reason why. If they're rejecting you because someone else is doing the same thing better, that's a different signal. But if they say, 'I don't believe in your insight,' or 'You're too early,' that's actually a good sign. Having said that, you still have to find those co-conspirators, those true believers. Being rejected is part for the course.
One of my favorite recent examples is the Tesla Cybertruck. When I first saw it launch, I thought he was kidding. I thought, 'This can't be what he's really going to do.' Sure enough, they released that product, and I still don't know what I think about it. A lot of people think it's ridiculous. But one thing I know for sure: nobody ever says, 'How does that compare to an F-150?' With the Cybertruck, it's like, 'Be in Elon's future or don't.' It forces a choice, not a comparison. Last week, Rivian was talking about how they were doing, and all these Tesla zealots came out of the woodwork on X and dogged on Rivian fans. Those are co-conspirators. They're not animated by features and benefits; they're animated by belief. They buy for aesthetic reasons, not practical ones. They believe aesthetically in the future Elon is proposing. Great startup products have that quality. Rather than try to appeal to everybody and treat every VC as a sales cycle, they say, 'There's a limited subset of people who truly value my advantage. I need to spend all my time with them.' Same with customers and early employees. Find the people who believe in the stand you took and want to take that stand with you. Any other energy is wasted.
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Greg LeBlanc56:56
Are there major differences between what it takes to be a successful founder and a successful venture capitalist? A good founder might have three or four companies in them over a lifetime, but a good investor can have dozens. Is that a different type of personality or skill? You have to get up to speed quickly and rely on very quick judgments. Can you make that transition? Most VCs were either founders or operators. Are those different skill sets? If you're a good founder, does that make you a good investor?
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Peter Zellman57:47
Well, I think as you said earlier, knowing when to help and when not to help is the lesson I learned. My wife ran her own business, and I learned that clearly. It separates a good VC from others. But to me, the big difference is that as an entrepreneur, you can directly change things. If there's a threat or opportunity, you can get in there and get that joy of literally changing the world. As an investor, you're one step removed. It's exciting when great things happen and you cheer those entrepreneurs on, but it's not the same as being directly involved. That has ramifications on how you handle stress and communicate. There's a lot of VCs who are similarly inclined to be jerks. But to me, it's direct versus indirect.
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Mike Maples59:52
The only other thing I've noticed is that a lot of people think about what type of business person an entrepreneur is. I've come to believe they're more like an artist than an engineer, salesperson, or anything else. Artists notice something other people don't. Most of us see a blank canvas; Picasso paints Guernica. Van Gogh paints Starry Night. Michelangelo sees David in a block of marble. The other thing artists do is convince people to abandon their logic. No rational employee would join a startup, no rational customer would buy from one, no rational investor would invest. The founder has to convince all of us to abandon logic and go on a journey where we're 85% likely to not succeed. When you go to St. Peter's Basilica and see the Pietà, you forget everything you learned in art history because you're transfixed. It moves you past logic to emotions. The best founders have those attributes of the artist—the artistry to notice from their sensitivity and to persuade people of their different future. As an investor, you're more like Peggy Guggenheim, trying to spot the next Van Gogh or Picasso. But just because you know Picasso is good doesn't mean you are Picasso.
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Greg LeBlanc1:02:00
If being a founder is like being an artist, that suggests it's going to be very difficult to apply machine learning tools or generative AI to pick startups. You hear people saying, 'Crank me out a new Rembrandt,' but it's much harder to crank out a new type of art that wows everybody. You see VCs with AI-directed funnels, and maybe there's some goodness there because some things can be automated. But when it comes down to backing that entrepreneur with that crazy idea—like allowing people to ride in a stranger's car when it's not legal—no machine is going to make that decision. It's going to be good fashion carbon-based humans.
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Mike Maples1:03:20
Well, you'll be happy I took a Lyft down here. The other thing is, a lot of these startups don't have many humans who would decide to invest because it seems too crazy.
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Greg LeBlanc1:03:34
It seems like by definition, if you're using a machine learning tool, you're going to be doing the kind of pattern matching you warn against.
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Mike Maples1:03:48
Yeah, it's interesting. The more I think about AI, the more I think it's like the microcomputer made mass computation a commodity, the internet made mass connectivity a commodity, and AI is a sea change in mass cognition. It's commoditizing previously acquired knowledge. So what is the relative value of new knowledge compared to all pre-existing knowledge? I'd argue it's higher. If your profession depended on knowing pre-existing knowledge better than others, that's more threatened by AI than professions where you succeed by exploring the unexplored and seeing something nobody's ever seen before.
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Peter Zellman1:04:50
I think you're exactly right. I think of it as the rise of passive investing. As you see more passive investing, it creates a premium for those who are really good active investors. So if more decisions are made by algorithms, the people who can do the kind of things you do will be at a premium.
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Mike Maples1:05:12
Time will tell. It's interesting: with the microchip, software became more valuable because computing became commoditized. With the internet, attention became valuable. You want to be the system of record, aggregate attention and nodes, have network effects. In a world of mass cognition, previously acquired knowledge becomes commoditized, and knowledge to be acquired in the future becomes relatively more scarce and valuable. Usually there's a shift in power balance between what was scarce and what was abundant. I'm less worried about computers outthinking humans or painting better than Picasso. Maybe that'll happen, but I don't think we're close.
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Peter Zellman1:06:32
I agree with what you said, but I wonder about cross-discipline. Entrepreneurs who have two or three different disciplines under their belt can synthesize new ideas. They apply plant biology to concrete strength, something the average person wouldn't think of. Is there an AI opportunity there? Or AI may accelerate creative people's ability to connect more connections, like holding multiple frameworks simultaneously.
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Mike Maples1:07:42
Yeah. I'll give an example. I have this collection of hundred-bagger startups. The other day I went into Claude and ChatGPT and said, 'What are all the reasons people buy from startups?' They gave a list, and I said, 'Is that list me? Can you make it more me?' I did it in parallel, and they converged on 12 factors. Then I uploaded my document of hundred-bagger startups and said, 'Please rank these 12 value propositions next to each startup.' That's pretty cool. The AI did something for me, but I had to bring creativity to the exercise. I had to be thinking about hundred-bagger startups all the time to connect those dots. That's something you could never do using Excel for ideation. A lot of theories of creativity are based on forming new connections. Inflections are like new dots to connect. If you collect more dots and connect them in new ways, you're more likely to find the new pattern that's the better explanation.
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Greg LeBlanc1:09:12
I want to circle back to where we began. You said at the beginning of the book that you worried you might just be that lucky fool. How do you evaluate or audit your decision-making? In business school, we talk about rewarding people for good decisions, not good outcomes. How do you know if you're making good decisions? You talked about having an anti-portfolio. Can you get a good handle on your false positives and false negatives and figure out if your decision-making criteria are good? How do you engage in auditing and design a program for continuous improvement?
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Peter Zellman1:10:04
We're already seeing an effect with the stress tests in the book. People who thought they had a breakthrough idea are using the stress test to say, 'No, I don't think this is as big an idea, and I don't want to spend three to five years of my life on it.' That's real. Let Mike handle the harder part of whether this will help you find breakthroughs.
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Mike Maples1:10:50
Yeah. The way I like to think about it comes back to decision-making. You mentioned conflating the decision with the outcome. My favorite thinker on this is Annie Duke. She calls it 'resulting.' The famous example is the Seattle Seahawks: Pete Carroll has Marshawn Lynch in the backfield, on the one-yard line, and instead he throws the ball and it's intercepted. Game over. Is Pete Carroll stupid? Annie Duke would say you can't just say that. There's a multiverse of potential outcomes depending on the play. If you throw the pass and it's dropped, you get another play. If you run the play and Marshawn gets tackled for a loss, maybe it's game over. You can't just say based on the outcome whether it was good or bad. So when we make decisions at Floodgate, we don't say, 'Here's why I think this investment will work.' Instead, we say, 'Given that even in 10x funds only 15% of companies move the needle, how big does it have to be to be one of those top 15%?' It's a conditional probability. How big does it have to be in the upside case, given that it's 85% likely to not be the upside? We don't want to be two years from now saying, 'Hey dummy, you said this investment would work and it didn't.' What matters is the magnitude of the upside when it does work. Losing money isn't what causes you to lose money in venture; passing on Airbnb is what causes you to lose.
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Greg LeBlanc1:12:52
And Mike, are you saying they have the potential energy to be huge? That's a term you've used before that works well here.
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Mike Maples1:12:59
Yeah. Some ideas find white space in a market. If it works, you might make 10x your money. But that's still a risky idea with a whole bunch of reasons it could fail. In the rare event you're right, you have to be spectacularly right. That's why I started studying the hundred-bagger. If you want a 10x fund, about 6% of your investments need to be 100x on the first check, and about 9% need to be 20x.
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Greg LeBlanc1:13:33
What I was asking is that venture firms talk about their investment thesis, but it seems like a moving target. You said no to Airbnb. Did that change the way you evaluate startups? As you make your decision-making more explicit by writing a book, does that help you improve over time?
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Mike Maples1:14:08
I think it for sure has. There's Airbnb, but also Figma, Pinterest the first time around, and others we wanted to do but didn't get a chance until it was too late, like GitHub. The main thing I've learned is that it's tempting to do a postmortem on the ones that don't work and understand why it was foolish to write a check. But I think we're better off asking: Are we seeing the ones that did work? When we see them, are we saying yes and winning them? When we're not seeing them, why? When we're not saying yes, why? What can we learn? Even then, it's a humbling game. You study these hundred-bagger startups and try to get a time capsule of what it was like when you had to decide. Zoom we didn't see; it was called Saasbee at the time and was a consumer product. You would have had to find some way to know. So you're always going back in time and asking, 'Given the frameworks we've defined, would we have said yes to this company? Or is there something else we're missing?' We're always saying, 'What if we're falling in love with our frameworks?' Let's look at Zoom: would you have noticed the inflection? Would that have caused you to invest? I think future fit would have been the strongest signal. But by taking tacit knowledge, making it explicit, and publishing it, aren't you open-sourcing your competitive advantage?
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Peter Zellman1:16:08
I love it. I was going to mention that. You're open-sourcing your competitive advantage. He's doing an amazing thing. He enjoys teaching and seeing students succeed. Hopefully they can use this. But this is part of Floodgate's venture strategy, right, Mike?
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Mike Maples1:16:28
I think so. He's willing to share this with the world. I think that's incredible. Is it good for you in the end? Tesla open-sourced its chargers, Facebook open-sourced Llama. They didn't do it as a charitable act. It can help. At the end of the day, there's tacit knowledge and explicit knowledge. Open-source tools are insufficient to turn you into a good venture capitalist.
I've learned that I've had my best luck when all I thought about was what the founders would benefit from. When we started Floodgate as a seed fund, it wasn't about relative VCs. People like Kevin Rose were saying they couldn't raise a million dollars in Silicon Valley. So we needed to come up with a product valuable for those founders because lean startups were starting to happen. We weren't trying to disrupt VC or Sand Hill Road. There was an unmet need in the market. We were listening to the founders, noticing something. Ironically, I was living in the future without knowing it. When I look at this, I believe too many founders pursue ideas that aren't worthy of their time and talent. They deserve to apply their time to the best use of their talent. If we could help them think about their ideas and what to pursue, that would be valuable. The other thing I've seen is that everybody knows how Buffett invests. People I admire in VC, like Mike Speiser, you know exactly what he's going to do. Roger Ehrenberg, you always knew what a Roger Ehrenberg deal would look like. There's value in consistency. Most people go from one framework to the next. A lot of people who succeed in investing just have a temperament advantage. Buffett and Munger were just more interested in studying Fortune 500 companies than the next guy.
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Peter Zellman1:19:12
I think you're modestly understating Floodgate as a thought leader. You guys have been able to put this book forward without redacting portions, showing you're a thought leader. You discovered something new and important that overrode the concern about a competitor. That's the sign of a thought leader. I think you deserve that, whether you'll say it or not.
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Mike Maples1:19:51
I appreciate that. It's a better treatment than I deserve.
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Greg LeBlanc1:19:55
Last question. You guys are both doing some teaching at the GSB. A lot of people say there's only so much you can teach in the classroom. Students come to business school wanting to become founders and VCs. When I was in business school, nobody would say they wanted to be a VC; they wanted to work at Goldman or McKinsey. Now it's a stated ambition. How much value can we really add in the business school setting? When you're recruiting for new associates, does it help to have formal training in investing?
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Peter Zellman1:20:49
I think it does. But this is beyond investing; it's for entrepreneurs and investors. To be a founder, can you take a class on how to be a founder and learn best practices? I believe you really have to be a founder. You can't just learn it. I teach and talk about it, but it's to encourage them to find it for themselves. They need to understand what it means to be a founder. I am a firm believer that you have to be in the game to know the game. Having said that, I believe we are not exposing students to a wide range. They say they want to become an entrepreneur, and we only teach them entrepreneurship. That's why I love my course: I have the privilege of teaching both entrepreneurs and investors. I teach them both sides of the table. That's very effective for the entrepreneur who will never be an investor to understand the other side, or if they decide to change careers later.
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Greg LeBlanc1:22:36
No, it does. I think that's a big part of education now: exposing people to people in the field and helping them see things from different perspectives.
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Mike Maples1:22:47
One thing I'm wondering about these days: business schools got started 100 years ago because companies like Standard Oil, Corning, and Ford needed salaried managers, accounting, corporate strategy, and managerial economics. Those ideas had to be invented as a response to the Industrial Revolution. I think we're at the beginning of infinity of our understanding of entrepreneurship for tech startups. Until recently, most business theory about entrepreneurship rehosted business techniques to entrepreneurship. It's like giving an artist a paint-by-number kit. There's a wide frontier of available understanding about what it takes to do brand-new things like startup capitalism, as opposed to corporate capitalism.
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Peter Zellman1:24:12
The things they need to learn are some of the things you talk about in the book: how to become better noticers, cognitive flexibility, how to stress-test, how to know the difference between comparison and choice, how to take advice disagreeably. Those things are less textbook content and more dispositional, more cognitive. It's about learning how to think in a particular way. That's where we can potentially add the most value in business schools. Stanford has been great about allowing us to talk about new ideas. There's not a research basis for this like in other fields. That's why we wanted to start the conversation on ideation. We know that next year or the year after, someone will figure out something that confirms, expands, or falsifies what we're talking about. Stanford allows us to do that.
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Greg LeBlanc1:25:45
Mike, Peter, thanks much for joining me. The book is called 'Pattern Breakers: Why Some Startups Change the Future.' You could have a subtitle: 'Why Some Investors Change the Future,' or 'Why Some Corporations Change the Future.'
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Mike Maples1:26:01
We had three audiences to be concerned about, but we chose startups on the cover because that's been our belly button. It's worked out pretty well.
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Greg LeBlanc1:26:14
Hope to continue the conversation again soon. Thanks, Greg.
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Peter Zellman1:26:17
Thank you.
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Narrator1:26:20
Greg Unsiloed podcast is produced by UNIV FM, elevating the stories of your institution.