In short
Podcast Summary: The Twenty Minute VC (20VC) Episode with Laela Sturdy
Episode Overview Episode Title: 20VC: Capital G's Laela Sturdy on Company Building and Investing Host: Harry Stebbings Guest: Laela Sturdy, Managing Partner at CapitalG (Alphabet's $7 billion independent growth fund) Key Investments by Laela: Stripe, Duolingo, Gusto, UiPath, Webflow, Whatnot
Key Themes Discussed
- Lessons from a Decade in Investing
- Learning from Experience: Laela shares insights she's gained over her 10 years in venture capital, emphasizing the importance of recognizing the potential for second and third acts in a company's lifecycle.
- Biggest Miss: Reflects on significant misses and how they have shaped her investment mindset.
- Advice for New Investors: Stresses the importance of understanding company fundamentals rather than relying on optimism for growth potential.
- Building a $100 Billion Company
- Market Timing and Risk: Laela discusses her reluctance to invest in companies based solely on potential future expansions (the "second act") without current evidence of a strong market position.
- Market Sizing Approach: Emphasizes the importance of accurate market sizing and understanding potential market expansion.
- The Deal: Pricing and Valuation
- Investment Pricing Strategies: Insights on when Laela is willing to pay a premium for a company versus when she would hold back.
- Lessons from Past Investments: Examples of both good and bad investment decisions based on perceived value at the time.
- The VC Value Add: Myths and Realities
- Need for Help: Discusses whether top founders truly need help from VCs and highlights the importance of strong board relationships.
- Misalignment Between VCs and Founders: Identifies common areas where VCs and founders may not see eye-to-eye.
Key Takeaways
- Pattern Recognition vs. Open Mind: Laela emphasizes the balance of leveraging past insights while remaining open to new ideas and approaches in investment.
- Focus on Core Business: As companies scale, it’s important to excel in core business before diversifying into new products or markets.
- Investment Philosophy: Laela strongly believes in underwriting based on current evidence rather than optimistic future projections ("base case vs upside case").
- Market Landscape: The current economic environment presents both challenges and opportunities, particularly in AI and growth investment.
Challenges in Growth Stage Investing
- Market Conditions: Describes the difficulties faced by companies growing at 15-30% and how they might struggle to maintain independence.
- Navigating Public Markets: Discusses the challenges of transitioning from private to public markets, especially for companies lacking predictability in growth.
Personal Insights
- Leadership Qualities: Laela shares her views on what makes effective leaders, suggesting that exceptional leadership often comes with unique characteristics that inspire followership.
- Reflections on Personal Growth: Acknowledges the need for humility, hard work, and continuous learning in both personal and professional realms.
Conclusion Laela’s insights provide a deep understanding of growth-stage investing and the evolving landscape of venture capital. Her experiences highlight the nuanced balance between market evaluation, investor strategy, and the intrinsic qualities of successful leaders in the tech industry.
For further insights, listeners are encouraged to check out the full episode on [YouTube](https://www.youtube.com/user/HarryStebbings) or visit [20VC](http://www.20vc.com) for more resources.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:00One of the early lessons I got in pattern recognition in investing was believing more in the second and third act than I think really would transpire for most companies. So I would let invest in a non -founder -led company. You point out Satya, I know dozens of incredible CEOs that were not founders and have that have same but different mix of special sauce that makes them the right person to lead that company. and often to lead the company through different stages. This is 20VC with me Harry Steppings. Now, Stays guest is the managing partner of a $7 billion growth fund, where she has led investments in check this out.
0:41Stripe, Duelingo, Gusto, UI Path, Webflow and whatnot. And in 2023, she was promoted to managing partner, making her one of few women to be in the sole leadership role of a multi -billion dollar venture firm. If you haven't guessed it already, I'm very, very excited to welcome Leyla Sturdy, managing part and add capital G. But before we dive in today, all of you listening use tons of software every day. Sometimes it fills us with rage. You can't figure something out. The chatbot in the bottom right is useless. You keep getting bombarded with these useless popups. And for those of you who build products, no one wants their product to feel like this.
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3:44You have now arrived at your destination. Layla, I am so excited for this. I can't actually remember the last time we did this, but it was like years and years ago. So first, thank you so much for putting up with me for a second time. Harry, I'm so happy to be back. It has been too long, but it is great to see you. Venture has always categorized as this pattern recognition business. And to some extent, I agree, and to some extent, I wildly disagree. How do you think about whether this is a pattern recognition business versus when it should be disregarded and we should see the Daniel Dines and go, you're a slight anomaly.
4:19How do you think about that? I think insights will always be important, but if you rely entirely on insights, rely entirely on the past predicting the future, you'll never be a great investor. I think it's the combination of insights with an open mind. So the first time that I invested in Stripe back in 2017, it was that same insight around understanding SNB scale, as stripes early customers were, inception customers, they were startups getting off the ground. And the new learning had to be, how do you think about S &B channel expanding into enterprise sales? And what will be different about a developer led, sales motion compared to a decision maker led, sales motion?
5:01What would look differently? The AI example that you bring up today, I think we're looking at the same things, which is enterprise AI customers, You're still going to have, you're still in the existing world. You have companies that are going to buy software or buy AI, but you may have to think differently about their pace of adoption or the risk to their core business. Everyone thinks that time is different. This is faster. This is going to break sooner. This is a bigger trend, which I think to some extent is true. But the core in taking the important insights from the past, taking the important insights It's across industries and then be willing to see something new to me.
5:40It's that combination that makes a great investment decision. When did you rely on the past and you did rely on it and it damaged you in doing so? One of the early lessons I got in pattern recognition and investing was believing more in the second and third act than I think really would transpire for most companies. I'll give you an example, Again, when first did the Stripe investment or the credit karma investment, both of those are examples of companies that have really, really strong core businesses in totally different areas. But they also have compelling stories for all of the additional software and additional products that can come along with it.
6:22And those are examples of companies where their core businesses were so strong that you didn't even need to see the second and third acts early on in the evolution because, I mean, A first lesson is fantastic markets are always way bigger than you expect. We had many other companies where the core investment, the markets, were not as big and you really did need to see the Second or Third Act transpire in order to make it a great investment. I really learned that that is much harder than it seems to do. It takes much longer the chance of success once you've seen a large number of growth stage companies you realize is relatively low.
6:59So the example I can think of is now when I look at an investment, almost always my base case is, I'm only going to underwrite what exists today. I can get excited about the possibility of the future and that's built into the upside case. But if there's not evidence of the launch of that product or any sort of insight around consumer buying real data driven, then I will not put it in the underwriting base case. And I've missed a few great investments for that. There are a few teams that really can launch products at a speed that is just the velocity is unmatched in the market. They have the right intuition and they really can create multiple product lines and multiple business lines.
7:41They are the exception, but using that, as an example, as a pattern recognition, I can lose my base case on price on the rigidity of that underwriting framework. Let's dig into that. I can lose my base case on price. And so you need to see the one core at being the dominant thing. It's great that we have all these other things, but we need the goal. Great. And so you're not willing to pay up as much as other people are who see the ancillary products as an eventual outcome. Yep. That's exactly right. At times, and there's been times that, you know, I have broken that rule. And there are times that great companies show you the evidence of that right away.
8:18I'll give you a good example of that. So what not, which is an investment that I led a couple of years ago. I'm still on the board there. They're in the live commerce space. And we had been tracking that space for a long time. We really believe that there was a huge opportunity in live shopping to not only build a live shopping business in the US, but globally, but to use live shopping as a wedge to to display some of these older network effect businesses in categories like collectibles where it's really hard to dislodge the networks in those spaces. So I've been tracking a bunch of early stage companies in that space and really believe that the right approach was a multi -category approach.
8:59Met with most of the founders and understandably a network effect business, it makes a lot of sense to start in one category and build up the network and it's hard to go multi -category at once. Met with several founders who their plan was to go multi -category, met with a what -not team, and I met with them within four or five months of their series A. They were already live in five categories. So you saw evidence, even if it wasn't, you know, to liquidity at, or you know, didn't have the dimensions of a full launch, you saw evidence that they were executing a multi -category strategy. So whenever I'm underwriting a case that involves expansion beyond the core and what you're seeing, I look for any evidence and I'm creative, it doesn't have to be working yet, but you want to see something that's a little bit of an outlier that shows you this team is different, this team can execute multiple things at once or multiple things faster than the average because the reality that you see in most startups around this second act is that they talk about in board meetings, have it on their plan for a long time, hey, we're going to go international, it's pushed out of it.
10:15We're going to launch this product, it's pushed out of it. Because it's so hard, there's so many things you're doing to focus on the core. And there's so many things just to, you know, to have the opportunity in front of you. But that is an example of a bet that more often is wrong, believing that that companies can achieve that sort of second act or that expansion. And so I look for any evidence to show that there's an outlier and at times we'll make the bet without it or times try to creatively convince myself through data that there's evidence that this company has a chance to do it more than others do.
10:49In general, the companies wait too long and do it too late or do they do it too early and lose focus? So I'm a growth stage investor, so I would say in the growth stage more often they wait too long, particularly as they're ramping up in the couple of years prior to IPO, because it's almost always needed for a strong public company to have some sort of diversification and again, some sort of evidence that you're going to have durable growth over time and that usually requires expanding your market in some way or deepening your relationship through additional product offerings with your core customer.
11:24And more often than not, all those founders believe there are a couple years behind where they would like to be in proving to themselves that this story is true and that this is the right investment and then proving to public market investors that these really are going to be durable revenue streams. Do you find early stage investors helping that messaging to founders in terms of the advice they give them? I'm on the board today and most of my advice honestly would be Contra. What we said there is like focus, make sure we have customers that love us. And only then do we expand when we have significance and we have reliability, repeatability and at scale.
12:02And always your core market is so much bigger than you often think. I think HubSpot is a great example of that. Do you think early stage board members make that case more challenging for you preventing multi -product expansion? No, I think it's really a timing issue. I trust that that is the right advice for early stage companies. I think the best companies we've invested in have followed that advice and they have stayed extraordinarily focused. They've nailed it in their core market. This is more really advice for the growth stage companies where you get to a certain scale. You're at 100, 200 million in revenue, a private company.
12:37By that point, you're investing a significant amount of capital in operating expenses and R &D and sales and marketing across the board. So you're starting to, and you typically have a large team, you have hundreds of people, sometimes more than that. By that point, you're operating with a complexity where you do have the ability to execute against multiple priorities. If you don't, you're probably gonna have more trouble in the longer term. So I think the same advice holds, you stay focused on your core business, you make sure you optimize and some have more opportunity for scaled and others.
13:09Like again, we talked about the examples of stripes of the world, they can, their core business is so, so large that, I mean, so, so complex that there's going to be a significant amount of investment in that core business for a long period of time. But you also get to the stage where you have the opportunity to invest in adjacent areas and expansion opportunities. And the mistake I typically see companies doing at that stage, the growth stage is too much not making concentrated enough bets in the second third act and they're not significant enough, they're not focused enough, they're not large enough to really to make a meaningful impact on the core business and to make a meaningful investment to again be large future revenue streams.
13:55So I think the actual same advice, like holds, you need innovation at that stage, you need focus, you need prioritization, but you have to be able to do it within your core as well as the second and third act. Common challenge in growth stage companies. What was the most pressing failed second act to you? What did you learn from it? I think the common errors are having a ton of success in your core business, which is hard enough. You get to this point at the start -up and a start -up founder. You're like, wow, we've done the impossible, right? We were this scrappy little company and now we're a big meaningful share gainer in this important market.
14:33They almost make the same mistakes that the incumbents that they beat in their first act are making. Don't fully appreciate how hard it is to win share in that adjacent market. They don't think hard enough about like right to win. The easy cases are written right to win are around sort of you already have the distribution and it's a logical extension. But I think some companies overestimate that. I've seen lots of companies sort of launch second acts in markets where again, their product isn't competitive and they can't, they can't get the share that they expect and that they got in their first core market.
15:10So I think a lot of it is just about the same thing that incumbents tend to do under estimation, really thinking hard about the right to win and why their product is differentiated, and then focus on resources. So not being focused or resourcing the effort well enough to truly win. Can't blame me for trying. You're like a pro at this these days. I see you know how to get the squeak in there and get all the questions for the answers that you want. But you mentioned about 100 million in revenue there. I have Bill Gully and Brad Gerson saying, Oh, people should go public at 100 million in revenue and they can.
15:48And then everyone else says, no, you can't really, it's more like four to five hundred million. How do you feel about, can you go public at a hundred million in revenue, or is it actually much more? I think that the sort of biggest challenge I see in a lot of companies making the transition from private to public is really around predictability. Typically, especially in the environment we've been in for the last decade as private tech companies, the rewards have gone to founders that have been ambitious, think big, try to grow as quickly as possible. Obviously, we've seen a correction and a move towards profitability along with growth the last two years.
16:25But there's a premium for just like dream big, execute well and get approximately there. That's different in the public markets. The public markets, you really need to say what you're going to do and then do it. And the companies that that are rewarded in the public markets are able to tell their story well about why this is an important market, why they're a big and impressive company, how they're going to continue to grow, how they're going to deliver profitability and returns to shareholders, and they need to do what they say they're going to do. And that's a different discipline. And I believe if you do that, if you tell your story well and you execute how you tell investors and the public markets on how you're going to invest, you actually have high degrees of freedom to invest in the things you want to invest in.
17:18I think there's a bit of a myth that once you go public, you can't make the investments that you want, I don't believe that's true. I think you can make the investments you want, but you are accountable to delivering those results. And when you don't deliver those results, you go into the penalty box. And the penalty box can be a more constraining place to operate. That's where some of, in my view, the fear and the myths and the realities of the public market stories stem from. But I don't actually think it's necessarily a scale thing. I've seen a hundred million revenue companies that are operating with that level of precision, have their story tight, have their execution plan really tight and would be a good candidate it to go public and could reap a lot of the advantages of that access to capital and some of the other things we talked about.
18:08And then I've seen other companies that are above 500 million in revenue and are operating without that level of discipline or where it would be quite a hard transition, I think, to get into that sort of quarterly reporting cadence and they need to make investments in order to do so. I'm going to make you feel incredibly uncomfortable here, but why not? I just fuck it. So like, you know, Stripe, yeah, like the end of this private capital market means that they didn't need to go public. I didn't know you didn't need to comment. I'll put a strong bet on that they won't for many years. I don't think John Alpash would want to go public.
18:40And I don't blame them for not wanting to go public. My question to you is this business has an inflow, an outflow, and the outflow has been turned off. Where does it sell the Google? Again, you're not commenting, obviously. But it's like, of course it would get blocked. So of course they say no. But then do you want to wait for an IPO? Like 18 months, you lock up, get shit from public markets investors. How do we solve the problem of liquidity data? So first of all, I think that the IPO markets will open back up. When? When? Gosh, like who knows that, but I think they will open back up. And when they open back up, I think you're going to see a ton of great companies go public.
19:23And I think, you know, you ask a question about M &A. I think a capital G at least, what we're focused on when we make growth age investments is we really believe in founders and companies being able to control their own destinies. So we look at opportunities and say, could this be a standalone public company? And we would never underwrite something dependent on M &A. Although as you say, like M &A historically, attack has been a wonderful exit for a lot of investors and a great place to land for companies and founders. multiple paths are always great when you're leading any organization to consider them but we're always looking for for the stand -alone control your own destiny and in almost all cases that means being a public company at some time and you know that's what we look for.
20:07You know we had Dallion on the show and he said about the best companies were always found to like companies. Very serious and I said, you know, Sachin a dollar and I push back in that way and the great leadership the Marks have had on the Sacha. I'm intrigued. Would you invest in every non -founder -led company, given the founder -led focus, is early stage really that different to growth stage? So I would invest in a non -founder -led company. You point out Satya, I know dozens of incredible CEOs that were not founders and have that have same but different mix of special sauce that makes them the right person to lead that company and often to lead the company through different stages.
20:48some founders only want to do the early stage nature of the companies and they're in their genius really is in the more entrepreneurial pursuits and they want to bring in a partner that has more strengths in scaling or large company building. When they don't scale, why don't they scale? You have to really love and want to be doing what you're doing to be the best in your field. Sometimes it's just a match for personal passions and some people just like to build zero to one more than they want to build one to 100. They like more dislike. The people management and the team complexity side of things.
21:26Then I think there are just some attributes around running a larger scaled company that are important. Some operational skills. It's a better match to bring someone else in. But I think typically, and almost always we've seen in our portfolio, that even when a founder doesn't have those skills, Here she has extraordinary talent again that and passion and drive that got them to that point and they can hire in the right executive team to build out the team Needs those skills no one person ever needs a particular experience set or particular skills That's why company building the team sport. It's not an individual sport Do you think so because we had on Mark Clifford from EF on the show He's that on sprinter first the second largest.
22:08I think you paid compared to why culminator And he said that for founding teams, what matters most from 10 years of people evaluation is actually the spikier scale of one founder, not the balance of the team. That is the single biggest determinant. I would say there's a difference for the zero to one versus the scaling a company on that particular insight. I could see how that is stronger when you really just need to get to product market fit. there's something and I do think outsized genius in that area and I'm a big believer in spikiness. I mean that's one of my core investment these is always look for outlier metrics and look for outlier personality traits in a founder.
22:50I believe that outlier data is really important to pay attention to and that will end up having outsize impact and returns. So there's a large part of that I agree with. But I think as you scale to a larger company, customer base, complexity of products, complexity of size of organizations, it absolutely is a team sport. You can no longer just rely on one. That one outlier or that extreme outlier advantages or skills or gifts that that founder has, sure, those continue to contribute in an outsized way to the company's success. but it will never be enough alone to compete on a field where you're playing against other teams.
23:34You're not playing again. You're not playing a one -on -one game. That is just a transition that companies have to make as they go from success, early product market fit to real significance and large scale impact. What happens to the generation of companies now that is between 30 and 100 million in revenue? But they're growing like 15 to 30%, maybe 40%. What happens to them? I think that's going to be a very interesting investment opportunity and a good question. I mean, I do think that there are that group of companies. We probably are operating in smaller markets than maybe everyone anticipated when they started the company.
24:14And as they've grown, if you see companies growing at that rate at that scale, it's usually either signal that the market size is not going to be big enough to build a $500 million dollar business or there could be some element of their growth. They could be a vertical marketplace or a vertical software company where it's a slower growth but as you add the R &D capabilities you can you know increase share of wallet and ad product modules so you can see some companies that when they reach 100 million in scale, they continue to compound 15 or 20 percent. But most of the time, you see a DK curve.
24:58So most of the time, if you're growing 15, 20 percent, you'll see that DK, the single digits. And I do think that those companies, it's going to be hard to remain independent. Many of them, and I think that many of them that I see in the market are trying to first figure out how to be sustainable. So figure out at that scale, can they reach profitability, single digits profitability, but that's obviously going to be a tough public market case, a tough case to sort of return invested capital. So I think there's a lot of creative conversations happening about that set of companies. Can they be combined into a bigger entity and try and figure out scale?
25:34Is there a model where they could be much more profitable? Because if you're a hundred million, but you can get to, you know, 20, 30 % EBITDA margins, then, you know, that's a whole different financial profile. That's going to be a really important question and there are dozens and dozens of companies in that category that are have been well -funded Some of them still have a significant amount of capital and their balance sheets So they're trying to figure out if they can invest to try to re -accelerate growth And I think you'll see a range of outcomes and there'll be some good investment opportunities in that Do you have the financial freedom to do roll -up plays like a you structured in a way where you could actually kind of cross P as well Everyone is doing their roll -ups today, especially if you are in beauty spars or that services, by the way, that's the hottest.
26:16Is that something that you could do in the structure? So in the context of working with a private equity partner, if they were to do a roll -up or invest in more traditional profitable assets that either trade from the public markets to the private or have been private the entire time, then we're very open to partnering with those companies and we'll write a, we typically write a hundred, hundred and fifty million dollar check into a larger buyout that those firms are doing and and we have had a lot of success with those partnerships. So we do it in that capacity. We wouldn't we haven't I should say we never say never but we haven't done a roll up on our own accord so far in our history.
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26:55You're like Jesus Harry, I remember years ago these were softball interviews. What the fuck happened to your show. I'm good, Harry. I like it. I told you it's age. I had someone from Gradov and he was like, you know, series B and C. These ventages won't make money. And you're seeing Pat Grady move earlier, do Harvey at seed. Looks like a pretty pressing investment, to be honest. How do you think about that when you hear series B and C entry prices being where they are often 400 to a billion. It's going to be a tough time. I've never found generalizations to be to be great and we have always found great companies to back during every single point of all of the cycles.
27:42Some points it's been harder or easier but there are always great companies to be bought and invested in at fair prices. You don't always know they're fair at the time, but when you look back, if you made the call right, they're very fair. Rich pros, when you paid out most unfair, but now looks most fair. I mean, the way that you think of fair and growth, I mean, it's a funny word, so all to find it a bit is, you know, you look at the valuation multiples and you take a set of comps and you have obviously public market comps and then you have all the private market comps. There are stages of the market that the multiples that you're paying are extraordinarily high and they don't make sense from Historical averages and they don't make sense, you know sometimes compared to the public markets depending on the cycle So it's all that that's probably the most objective way to define fairs is how does the multiple Very you know based on comps But the part of the equation that's hard to figure out is what do you believe the future growth prospects of this company are and if you're more bullish that it can grow faster or better or different than other companies in the Comp Set than you are in fact paying a fair price.
28:54We can pick the big winners, like I'll go with Stripe 2017 when we invested in them. I would say lots of people didn't believe that they could compound and continue to grow at such a strong rate that actually the valuation multiple that we were paying into was more than fair because they would compound in such a large market and expand into other adjacent markets and could be a much, much bigger company than perhaps you imagined at that time. So that's the part that is the judgment part of this. And of course, the risky thing in venture is that it's easy to assume that all of these companies are special flowers that will compound at extraordinarily high rates deep into the future and of course most of them don't.
29:42Those in retrospect end up looking like less good valuations if you paid up for future growth. But there will always be the outliers that you couldn't imagine that they would grow as robustly and as well as they've done. And our job is trying to pick those. And then our other job that I would say is it's been interesting to me seeing how different parts of the industry go risk on and risk off. But I would say, you know, 2023 for us was as an example was a great year. We did a, I think, a lot of really great investments and when a lot of the market was pulled back, you're starting to see people lean in more now, but I think there are a lot of great investments.
30:21Across all the stages, we've gone earlier as well, especially in industries like AI, but we're seeing opportunities across the board. Are people really leaning in more now? It feels like seed never adjusted. Seat pricing never adjusted, volume, maybe adjusted a little bit, but pricing definitely didn't adjust. But everyone is unison that growth is dead, which is a bit of a morbid statement, obviously. Do you disagree and do you say that growth isn't data tool? Yeah, I mean, volume and activity is definitely down from the peak 2020 -21, for sure. If you exclude the AI deals that, if you add in the volume and dollar amount actually, looks quite high.
31:01Definitely volume is down, but that is different from being dead. I think there are still, you know, I started investing in 2014, 2015, like you see, there are activity levels where there are great companies that are growing quickly and opportunities to invest. And then there's the later stage, and that's early growth, the later stage of sort of pre -IPO companies where I think you're starting to see some interesting rounds where they're not going public because of, you know, the macro reasons we've talked about, but they want to raise a little bit of primary capital and some early stage investors want to sell some secondary capital.
31:37And those companies are being priced in line with public comps. So there are some, I think, good investment opportunities in what we believe are going to be, you know, franchise type companies in large markets. So you maybe have to work a little harder than some of the hay days of when we're at peak market opportunity. but I think that there are many great investments to be made. People that operate counter to the generally accepted views in the market are probably going to be the ones that have the most outsides for germs. I remember Pete one of my portfolio companies doing half a million in aero and one of the best firms in the world did 700 million post.
32:19I called up the founder and I was like, wow, like 1200X aero. Welcome to a new record club, baby. That's impressive. That was bad. What happens to all those companies that got a shitload of cash? I'm not like, nah. Yeah, they're trying to figure it out. I think the hardest first reality check is to figure out if those companies can recruit a team and retain a team that still believes in the dream, are they able to execute and are they able to grow? Obviously, there are valuations. Many of them are going to be way off. What the valuations would be if they were marked in this current cycle and those that have the ability to grow into the valuation and are continuing to execute both from a financial performance and then you can feel it and when you talk to employees and when you talk to the leadership team and you can really in my opinion feel whether the belief is still there and the excitement is still there and the momentum is still there to build something big and they're eager and many of them already have caught up to their valuations at peak amounts, and then you see the other set of companies where they raise way above maybe what arguably you could say the company should have been valued at.
33:31And when they lose momentum and are not executing, it can be a double whammy in terms of recruiting and retention. And I think those companies are either going to have to again figure out what an opportunity is to combine with other businesses or how else they're going a restart refresh whether it is a down -round to get the right equity investments, mostly again for their employees. You need people around the table that believe. Building startups is so hard. It takes so much longer and so much more emotional and other energy than I think anybody expects when they're starting a company and certainly even when you expect just being a board member, a partner, a advisor to a CEO.
34:14It's really enough for the long haul. always having that belief is critical. Were your best deals obvious, Laila? They never felt obvious. I tell this to my young, the younger members and I team starting out, I'm like, if you feel nervous and like you're advocating for something so hard and others are telling you no to the point that it almost makes you doubt it yourself, you're exactly where you should be. You're exactly where you should be. But like a striped feels obvious. The best camp table, very clearly generational defining founders. That feels obvious at the D. Well, let me tell you when I did that deal.
34:49I remember talking to lots of other investors and the pushback would be it's in a commodity market. It's value too high. There's not real differentiation. So it's always easy to look and I of course believe the opposite and talk to dozens of customers. More, it's been a ton of time with the team really understood the cohorts and why this was a differentiated go -to -market strategy that they have. So I believe something very differently, but I won't call out names of many smart investors that that sort of believe the obvious or believe the opposite Uipath when you know made that investment in the series B the numbers were extraordinary But the pushback was this company's been around for 10 years based in Romania Why is it all of a sudden exploding now and all the risks that people feel around category creation?
35:40Like, really, is RPA going to be that big of a market? Or are they going to put her out? Any good investment has the counterpoint and the part that is less obvious. The job of us, especially as growth stage investors, it's not just to get conviction in the thesis, but it's to get conviction in the thesis at that price, which does require for the best companies because the more obvious it is, the higher the price you're paying. You have to find deep conviction regardless. Leda, what do you need to underwrite? In terms of what do we underwrite to a capital G, three to five X returns, money on money returns, and depending on the stage.
36:17So if it's early, it will be 10 X, but the core of what we do in growth is three to five X money on money returns. You have one LP, do you give a shit how long it takes? Yeah, we do, of course. But you don't have the liquidity pressures of having 30 different institutions going with my money. And that's a huge advantage for us because it means that we can invest and hold over the long term, why we're so obsessed with finding generational companies that will compound over the long term, because that creates incredible money on money and incredible IRR returns without having a false reason to have to sell companies that we really want to own.
36:56I hold all my companies that go public because I have asymmetric information and I should hold those positions, not my LPs. Do you agree with that statement or do you disagree that actually just because you're a private investor, you have asymmetric information and you should hold the public store? I mean, I think that LPs have a lot of different incentives that they're managing and they have full -time investment professionals, many of them managing their public positions and public investors tend to have different access to data and insights and decision making that that help them decide when is the right time to hold and sell in the broad or context of their portfolio.
37:37So I could see the case why that could be more important than an early stage investor who has information from when the company was private that they think is going to inform the right decision to buy or hold when a lot of other things are going on in the public markets. So I have been surprised by some not you, Harry, because you're particularly talented, but there's a lot of private, private early -stage investors that don't understand a lot of the dynamics of public markets and valuations and pricing and how portfolio management at that scale. So it's not just about understanding the ins and outs of the company.
38:16It's understanding a lot more, you know, I have a lot more context into that decision -making. I think we gross the overestimate our own knowledge of companies and the conditions matter a lot. You have short sellers, you have activist hedge funds, you have a huge amount of variables that are not present in private markets. And it's like saying I'm a great tennis player on clay. Gray, yeah. But actually, if you play on a grass caught in the rain, it's a different fucking deal. Totally agree. So, yeah. Okay, so the footage he does matter, but you can hold for a long time. So what have been your biggest lessons on one to sell?
38:51You're very kind, he said it was very talented. No, Leila, I fuck up. Yeah. Yeah, that's a mega man on not selling companies that I should have sold. So that's a fun part about our job areas. We got mistakes on the entry, mistakes on the exit, which keeps it interesting and wins on both sides, right? So I think it's humbling to know when to sell, right? Because you have, as you said, your own conviction on the, which translates by the time it's company is public, your conviction should show up in the financials that you're willing to underwrite. So again, we're gross stage investors. We're investing 50 to 200 million dollars in these companies.
39:28So we put a, these are big bets where we have a significant amount of resources on our team to really understand the customers, the company performance, the financial model that we're willing to underwrite. So it first starts with what are you willing to underwrite and how much conviction do you have in that? And then the decision to sell is also, So of course, impacted by, I mean, I saw a chart last week that was showing sort of exits in the last five to seven years and showing just how much of it came from multiple expansion. Right. So meaning just how much of the returns in the private equity landscape came from exits, companies trading at multiples higher than historical averages, which of course we all know for anyone that exited in 2021 as an example.
40:15If you exited there at all, it wasn't just company performance. You are exiting for almost every company trading at significantly higher than historical averages. So there's an element of timing as well that you're underwriting the financial performance and then you have to be prudent when you're managing positions to think about the macro environment and to de -risk in some cases or lean into the risk of your overall portfolio. And if you're talking to an LP whether it's one or multiple and you had a large portfolio and you didn't deliver any DPI during sort of 2021, you might have some questions.
40:54So I think it's always a balance of how you do it, but we look at holding positions as continuing to buy into the thesis. We love continuing to buy into the thesis of our very best companies. What's the largest position you have? We're not going to go into specifics on any positions, but we're managing 7 billion AUM. You said about mistakes on entry and exit. My biggest mistake on entry was thinking emerging markets was a good idea and investing in Pakistan. What was your biggest mistake on entry? What did you learn? We had some global markets you bring up a very important point. We started a capital G from the beginning as a global firm, global investment mandate.
41:35But I would say we've also made mistakes in entering markets where we didn't have a robust set of history or local resources on the ground, particularly those that were serving more local markets, where there were more surprises, and that has been certainly some hard -learn lessons along the way. What did we get wrong that there weren't people on the ground? In a lot of places that the way companies scale are quite different, so I'll use India as an example. You looked at the typical size, the number of employees of an Indian tech company, and it was significantly higher than a lot of the U .S.
42:09counterparts, parts, just the operational complexity of running those types of markets. Really understand, or those types of businesses, really understanding the consumer landscape, you know, GDP per capita, all those purchase behaviors and getting market timing right, getting the overall business models right, I think have been, they're just harder bets and require sort of a different understanding of the risks you're getting into. and I would argue in some of those markets during the peaky bubble points in the global tech markets that that risk wasn't necessarily priced in on the valuations.
42:46So I think you found in some of the cases, at least on a deal -by -deal basis that we made, I think there were more mistakes there than areas where we really understood the industry, the locale, the market. The risk was definitely not priced in. Okay, but you mentioned that feed on the ground and it just This makes me think, what bench have I got? But Brian Singham and Founders Fund very clearly have the thesis that the best founders do not need your help. Do you agree that the best founders don't need the VC's help? The best people in the world can always benefit from having help. I think that the best founders will only be better if they have a really strong board as an example, or they'll only be better if they have a strong set of advisors, friends, colleagues that they can go to to help answer questions quickly to provide additional resources to be a sound newborn.
43:38And we are here to support MB as great as a partner as we can. Here's the best bullman me sit on a bull with. I've sit with lots of great board members. I love Rich Wong at Excel. Why is Rich so good? I think he's incredibly supportive to the founders. He has really great relationships with the executive team. He asks the hard questions. He does the work. and is really insightful and good person. I'm gonna do a quick five. So I say a short statement. You give me your immediate thoughts. Does that sound okay? Great. As if the last hour wasn't a quick five. Don't worry, you will get a chance to breathe.
44:09No problem. What do you believe that most around you disbelieve? That things that irritate you and others are probably things that you have in yourself. What irritates you? What irritates me entitlement? So I guess I need to look at that area. Do you think many are entitled today? You're quick fires changed. I think we're all entitled in different ways. I think we have a generation of incredibly entitled people. Yes. It amazes me that I've been able to get so far with such low IQ and just hard work. That is incredible. That is a statement, Harry. But I would plus one on how far you can get being humble and scrappy and hardworking.
44:54I'm 100 % agree with you there. Which venture investor do you most respect and learn from outside capital G? Can't be rich one. Let's just set it. I think what Eli Gil has done in the AI space has been really extraordinary. I always enjoy chatting with him and respect him a lot. Can you do AI growth today and make money? It is a place where corporates invest and they are irrational financial investors. In video, Amazon, you name it. they do not have the same objectives that us investors do. So it's a different game. Can you make money doing growth AI? We believe that over the last 18 months, the best opportunities have been going earlier in these AI companies, and that is what we've done.
45:38That being said, the market changes rapidly. So I think there are really exciting set of, I was just looking at our pipeline actually yesterday afternoon of growth stage AI investments, and they are scaling at extraordinary rates. There's really interesting technical differentiation, founding teams. I am excited about the look forward of investable opportunities in AI and things change rapidly. So who knows what the strategic so other capital sources will do. So we're always focused on building relationships and tracking the very best companies and confident that when the valuation is right, we will get in there.
46:17But I do agree with you that the previous 18 months that the A -Market has been robust and not always easy to understand the financial return. I'm sorry for the base question. Google Vansh's does series B and so does Capital G. Do you compete? We're primarily focused on growth. There are times we go earlier. There are times that they go a bit later. When that happens, we will collaborate. We'll work together, which we've done in many great companies, but most of the time we're focused in different areas. Is it like parents coming and say, play nice kids? We are the parents and we're playing nice, Harry.
46:56So there's a great team and we love working with them. Yeah, I love Tom. Tom is one of the nicest guys in venture. Tom is fantastic. Tom is incredible first -founding meeting you've had later. And when we like, that one I'll tell the kids about. Oh my goodness. I will bring up Daniel again because when you say tell the kids about Daniel I flew to New York within weeks of coming back from attorney Leave with my third child of three kids and chased him down to New York this time and I remember that first meeting not only because I was fresh off Maternity leaves I had a lot going on leaving through little kids at home But I also remember that the majority of the first meeting we talked about our upbringing our families literature and very little about automation.
47:44So that was the first of a very deep relationship, you know, business and personal on getting to know each other. And I think that is certainly important to me and I think important to a lot of the founders that that I work with that there is there's trust and there is a relationship that you know is based on really liking each other's people and believing in a common dream and then trying to help support each other to get there. Would you ever invest in someone you don't like? I try not to, Harry. It's an interesting one though, isn't it? It's like some people you know they're good, but you're like, I just don't like you.
48:19It's important for me to get to know people and really invest in relationships I'm going to work with over the long haul. What have you changed your mind on in the last 12 months? How to win a presidential election? Which VC would you swap portfolios with most? I'm not trading Harry. I like our chance at a championship. I really wouldn't trade our portfolio Can't Brady swap his for someone? Well, I hope they enjoy the trade. Okay. What concerns you most today? I mean what concerns me roast is is Misinformation, autocratic regimes, threats to democracy. What do you know now that you wish you'd known when you joined capital G?
48:54I wish I knew just how important getting the really big things right would be. Venture is a business of 80 -20 outsize returns. So you have to make a few big big decisions, bold bets, right? And I wish I knew to really focus all of the small activities because you have to do a lot of work and a lot of small activities sort of along the way that build into those big bets that you step up to at the right time. But I wish I really knew the power law and how strongly it existed and And so sort of stay focused on that and stay focused and prioritize my time accordingly. How many truly important, important decisions do you make a year?
49:38Six to eight. That's interesting. You know a lot of small ones along the way. That's more than most people say. Like most are like ones too. I don't know if it's like a venturism, most I ever do. What do they do on their time, Mary? I see that doing two investments a year and so they're just thinking of like net new. The final one for you, Laila. What question you've done in shows before you've been on other shows? What question are you not asked that you should be asked? I think venture is a lot more of a people business than maybe others do. Insights you have about about leaders. What's different about them?
50:14What's unique about them? What would make people want to follow them? Do you not think they're relatively common across all? They may show themselves in different ways. But a good answer is one way you can take the alternative side. And so if I ask you that question, you say, an incredible ambition, incredible vision, I can't take the opposite side of any of these. I would argue that it is more... Actually, the outlier point that we talked about earlier, I think most of the exceptional leaders that I have worked with, they don't all have the same characteristics, but they have something that is incredibly important to followership that allow followership to happen.
50:53And so, followership is the consistent outcome, but what and how they get exceptional people to follow them differs wildly across leaders. To what extent is followership tied to success? Success hides all ills. Bluntly, I have so many friends at certain companies now. And the companies are just fricking flying. And every three months is like, I'm so much richer than I was before. I'm so much richer because there's new rounds, new rounds, new rounds. Is it a follow -up of leader or alignment to success, which is addictive? Well, I think if you do have the very best companies, you do need both. But I would argue that sustained durable growth, if you can't recruit world -class talent, is very, very hard to sustain that.
51:39I guess the entry one is, who can have a really ship period in town follow -up? And that is where not all leaders have that. I think some leaders have a follow -up that their outlier characteristics require success as an and and some have the attributes as a leader that people will stick with them through the hard times as well. And those tend to be, you'll look at those companies have really strong culture, there's maybe there's a vision that is even more ambitious that's harder to achieve and there's an expectation among those following that there will be hard and dark periods. And then I think others, you see fleaship as soon as things start getting hard because they were following a leader for a certain attribute that if they don't see it translating into success, they're out.
52:25Layla, listen, I'm sorry for my prying questions, but thank you so much for joining me today. Harry, it's always a pleasure to talk to you and I love your questions and look forward to catching up over a non -recorded and recorded session again soon to dig in even more. It was so special to have Layla back on the show that I'm warden incredible portfolio she has built with capital G. If you want to watch the full interview in full you can find it on YouTube by searching for 20 VC that's 2 -0 VC and we always love to see you there. But before we leave you today, all of you listening use tons of software every day.
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55:40As always, I so appreciate all your support and stay tuned for an incredible episode this coming Monday with Aiden, founder and CEO at Co here.
From the publisher
Laela Sturdy is Managing Partner of CapitalG, Alphabet’s $7 billion independent growth fund, where she has invested in Stripe, Duolingo (DUOL), Gusto, UiPath (PATH), Webflow and Whatnot. Laela joined CapitalG shortly after its inception in 2013 and was promoted to Managing Partner in 2023, making her one of few women to be promoted into the sole leadership role within an established multibillion-dollar venture firm. Before joining CapitalG, Laela served as Managing Director of emerging businesses at Google and held leadership roles on the YouTube and Google Search teams.
In Today's Episode with Laela Sturdy We Discuss:
1. Lessons from 10 Years Investing:
- What does Laela know now that she wishes she had known when she entered VC?
- What is the biggest miss for Laela? How did it change her mindset and approach?
- What are Laela's biggest takeaways from Stripe and UiPath? How did they change what she looks for in companies today?
- What is Laela's biggest advice to all new entrants to venture today?
2. How to Build a $100BN Company: Market Timing, Sizing and Staging:
- What does Laela mean when she says she will never take a risk on a company being able to complete a "second act"?
- How does Laela approach market sizing? How does Laela think about the notion that the best companies will always expand their markets?
- Is Laela willing to take market timing risk? What have been her biggest lessons on timing?
- Does Laela prefer founders who are new to a market and have optimistic naivety? Or prefer an expert in a market who knows every element of it?
3. The Deal: Pricing, Sizing and Upside:
- How does Laela think about price today? When is she willing to pay up vs not?
- What price did Laela pay that at the time seemed super high but turned out to be super cheap?
- What price did Laela pay that seemed super cheap but turned out to be super high?
- What upside is Laela underwriting towards? What does she need to see in base and best case?
4. VC Value Add: Is it all BS:
- Does Laela believe that the best founders really need help from their VC?
- Who is the best board member Laela works with? Why are they so good?
- What are the core areas where the VC and the founder are misaligned?
- What would Laela most like to change about the relationship that founders and VCs have?




