Same sector a few months later. I know if you're going to continue to be the expert, you know, that's how... like, you know, there's probably not—we're not even going to the interview yet, but our conversation. But how do you keep your mind active as the ever-evolving venture capital industry grows?
You don't have an alternative. Unless you're hanging out on your own thinking about how the world is going to look like, you definitely keep your mind active because every day you're talking to your partners, to your portfolio company founders, to new prospective founders that you may want to invest in. So if you're just—we won't be paying attention, that you're not like opening 15 different tabs on your computer screen, or if you are just enjoying a good coffee chat with somebody, right? Basically, you have to keep your mind active. Like, our business is to be present at all the meetings that we're participating in and try to understand what the founders are saying, if their version of the future really jives with what you think, and if that's the case, how—what can we do to get into their hearts and minds and win the opportunity, especially in this very competitive market.
Oh yeah, we're not today. We're in a hot market right now. Well, I have a great market. Oh, it's a great—it's great, tons of velocity. And I'll probably wait like another two minutes as people trickle in before we begin. But I have to ask: how many tabs on average do you have open on your desktop at any given point in time?
How many times? I have water in my desktop. Sorry, how many tabs do I have open on your Chrome browser? I don't know. Brave, Firefox, whatever you use. How many tabs do you open as you're researching, or do you keep them active at the end of the day as well?
I don't have that many tabs open unless I'm researching for something or the meeting is really boring, so... [Laughter] I'm like doing work on the side of my work email, my personal email, my calendar, pitch book, some crypto and app store tracking software. Slug. Yeah. I don't have that many tabs open normally. Maybe TechCrunch or Tech Meme as well. Again, depending. I like Tech Meme. I like tech memes. Yeah. And I think you were sometimes some news sources as well, so... Oh wow, I don't know. How many tabs do you guys have open? I'm just curious. Oh, does anybody—does anyone want to contribute in the chat or jump on momentarily and say how many tabs you have currently open?
All right, I have about 20 of them. 20 plus. Whoa.
Is there anybody that basically doesn't close any of the tabs until the computer runs out of memory and they have to reboot? Is this happening?
Yeah, that has happened, but I learned my lesson, I guess.
Yeah. I tried not to reach that stage, but I've heard horror stories from friends where they have—I don't know, I think one of my friends at one point had 120 tabs open, and I was like, I don't even know how I can find things at that point. And she's like, I don't, and I just keep opening a new one each time until eventually something crashes. Like, okay, let's start all over again. Oh my god, over 700? I mean, is this like across many different browsers? How's that possible?
I'm organizing them into sub-tabs.
Do you use a tab organizer? I think there's this plugin called One Tab, I think that's what it's called, and some people use that to organize their tabs. Are you using that, or are you finding a different way to do so?
I do it manually, basically.
Very cool, very cool. All right, I think at this point everyone who is going to trickle in has trickled in so far. Once again, Niko, thank you for joining us. I'll give a little introduction on what Niko is all about. If I miss anything by any chance, Niko, feel free to course correct me, because let's be honest, there's only so many things that are true online, and I don't know if I pulled from Wikipedia or somewhere else, so feel free to correct me. And then we'll dive straight into this. We'll go, give or take, 40 minutes of me asking you questions, and then we'll leave the rest of the 20 minutes for everyone else to come in and share some of their thoughts as well as if they have any questions for you. Terrific, thank you. All right, awesome. So, to give a short introduction of how awesome Niko is: Niko is the Managing Director at General Catalyst, one of the top venture firms in the world, probably one of my favorites as well. Having written early checks into—like, you know, General Catalyst as a whole—having written early checks into Airbnb, Canva, ClassPass, Gusto, HubSpot, just to name a few. Niko himself has been involved in the creation and in the growth of some incredible companies as well, from Snapchat (which is now Snap), Wag, Discord, Audio, Live, GoHealth, and a lot more. He's excited about early-stage consumer products that are, and I quote (I believe I pulled this from the company website), crazy, funny, or even controversial. In the past few years, he's allocated more of his focus into international immigrant founders and is heavily involved in the Greek founder community. He's also been LinkedIn's Top Voice on Venture Capital and Entrepreneurship in both 2017 and 2018, where he created a series called #VCLogic, which was actually my number one tool to get closer to investors and founders at VC Happy Hour back in the day. So thank you for that. Niko also has a Master's in Management Science and Philosophy from Stanford and Cambridge, respectively. So Niko, thanks for joining us and honestly giving me the perfect excuse to learn more from you.
Oh, I really appreciate it. Wow, you did a great job. I should have taken down more notes. I'm glad you recorded it, so thank you.
Well, the pleasure is all mine, and I'm sure for all of our fellows and our Decode community members, it's just a great opportunity too. So as we begin this conversation, I'm sure you've asked and answered this question a million and one times, but for those unfamiliar with your background or how you got into venture capital, could you just shed a little bit of light on what excited you about the world of venture capital when you first jumped in?
I mean, honestly, I didn't know much. That's the truth. It happened to me: the right person at the right time for the right thing. There were a ton of other people coming out of Stanford in 2009, 2010 trying to build a social network. Not a new idea—hundreds of others were doing it at the same time. Clearly, our company didn't go anywhere, but during that time I met a lot of VCs, and one of them really encouraged me to check out the venture capital industry and gave me the chance to join the industry and become a founding team member of GC in our Palo Alto office, because we didn't have a presence till then. We were just focused on the East Coast for the first 10 years of our existence. So I joined the industry and the firm because I really loved the people who I met at the time, and they gave me a chance. I joined as an associate. At the time, the industry was much smaller than what it is today. Companies used to go out to raise a $750,000 seed round. After three months, they would have raised $490,000 and they would be like, 'You know what, it's enough. We can make enough progress for a year.' I don't know how many companies that haven't been able to raise a full seed round, especially when they have a lead two, three times over. And then, secondly, back then, Series Bs were getting done at $40, $50, $60, $80 billion valuation if they were really good companies, for like a $10 to $15 million check. And now these are the prices of the—we're not so sure how hot the Series A rounds are. It's a lot has changed since then. Firms became much bigger with a lot more capital. Growth investing became widespread. We didn't have solo VCs back then. We didn't have so many micro VCs as we did today. We didn't have as many crossover funds or they became also themselves early-stage investors. It was a very different time. And, you know, in the venture capital industry, you have a few ways to come in: either because you're a notable founder or operator and you join a VC firm or you start one because you want to be the dream board member that you never had. The other option is to come in, join as an investment team member, and maybe you get lucky and you grind it out and you can climb through the ranks. So I ended up on the second route.
That's incredible. And I can't imagine what it was like—I don't know, I think this is like that point, this point a decade ago or so ago. But actually, out of curiosity, General Catalyst, I mean to this day, is like probably one of the most recognizable brands in Silicon Valley, if not the world of venture investing. And I think it's Ashmeet Sidana from Engineering Capital who has this saying: 'A company's success makes a VC's reputation; a VC's success does not make a company's reputation.' And you know, to this day, I think General Catalyst has some of the best deal flow any venture firm can hope for. You get first dibs, I imagine, on some of the best deals out there. I think recently you put your dollars into Saturn, which is really exciting there as well. And in some of the best founders as well. And many people say that, you know, a reputation and brand happen to be a self-fulfilling prophecy. And having achieved the level of public recognition that General Catalyst has gotten today, do you think General Catalyst's future success is cyclical, a self-fulfilling prophecy? Like at this point, how do you feel about growing the brand and GC's success in the future compared to the past?
Yeah, look, your brand is what other people are saying about you. And in the world of venture capital, you gotta continue to evolve your brand as well as invest in unbelievable founders who will be the category-defining company CEOs of the future. And GC—when we at GC when we got started in California, nobody knew us because we had spent 10 years out of Boston. And also, the best companies we had at the time—Kayak.com, Demandware, HubSpot, Brideco, Vitru—people thought of them as Silicon Valley companies because Accel, Sequoia, others had invested in them after us. But this changed for the firm when we invested in Stripe, when we invested in Airbnb, when we invested in all the YC companies that were going through the incubator for a few years, and then added a bunch of the other awesome companies that you mentioned, as well as a lot more. So VC firms don't have a product. They don't have any unique IP. We don't have any revenue. What we have is our brand, the decision-making processes, and the talent that we employ at any given moment in time. And every single day, the talented VC firm employees walk in and out of the office, or in today's world, log on and log off their Zoom account. So you gotta earn people's hearts and minds every single day as you go through your day. And what you say online, what you're saying in person or Zoom meetings, can make a difference. But what's even more important is the people that you work with, what they say about you. And that's something we always keep in mind. So the firm has evolved, and our brand has evolved. So we're now about the stage-agnostic firm—we're not that before. We have global ambition—we're not that before. We invest a lot in many sectors, including healthcare, for example, that we didn't have a presence before. So like every year, we try to do a couple of new things and do them really well, and that's how the brand evolves.
I am so curious. You mentioned this a couple of times: that winning the hearts and minds of founders is really important in growing your brand. What are some of the strategies you employ to win the hearts and minds of founders?
I mean, the most important one, honestly, is knowing where your own superpowers lie and quickly figuring out if you can do it. Otherwise, move very quickly to your next set of partners who may be the ones that have a much stronger personality fit with that particular set of founders. The thing that we always have to be cognizant of is that sometimes the CEO is not the decision maker—not the sole decision maker—but the other founders may actually be the real decision maker or key participants in the decision-making of which firms they want to work with. Like, always know how to read the Zoom or the room in the old world, and find the best people on our side that can get it done. Sometimes it could be individuals working for the firm; sometimes it could be our portfolio founders or executives at portfolio companies who really can tell our story and our strengths in a few instances better than us or more convincingly than us.
Gotcha. And success brings more success, so the more tools you have like that, the more notable investor partners you have, the more skilled partners you have, the more fantastic founders who are really successful you have, you tend to be more convincing in this industry. It doesn't always work, and if you are lazy and you think you got it, it's not going to happen, man, especially in the very competitive situations that we're all living in every single day.
And I love how you talk about how competitive the market is today. And oftentimes, I've heard many LPs actually mention that speed is a competitive advantage in today's market, especially when startups are fundraising for larger and larger checks. And who knows, you have a highly competitive A that could be like $50, $60 million range that you might not have had like a decade ago, per se, right? As a notable firm like General Catalyst, how do you balance speed and diligence in an increasingly competitive market of venture?
I would say, right now, unless you want to catalyze around... you can't have really any real competitive advantage. So we try to preempt the stuff we really care about. And that's what basically translates in us being prepared, having front-loaded a lot of the diligence for the companies and the opportunities we care about, have a more educated conversation with the founders, and then be the first ones to get to a term sheet than anybody else. So that's something we do a lot more often than what, let's say, we were doing a few years ago. The other thing is we've leaned into seed, which is definitely now the new Series A. It was not a few years ago when we started going harder, but now definitely it is the new Series A. And if you, in particular, invest in storyteller founders, or like founders who are really good at storytelling, then there are people on the back of the same pitch deck they raised two, three rounds back to back. So you better collect as many of those as you can sooner rather than later, because every time you meet them, the price of the investment opportunity goes up.
That makes sense. As you go on in valuation and rounds, you take far less risk, but they're more expensive to be on the cap table again. In today's environment, you don't always take less risk. Like, you take the same risk because there's so many firms and folks who want to deploy capital, and there are a few founders who really have a knack for fundraising and they happen to be in the hot market, or both. So this is the day.
Interesting. And you mentioned that you take risk up and down the funnel here, and especially since GC has been more involved in the seed stage companies these days. A lot of people would argue that while it could be that the 2015 Series A is still very risky to have conviction in some of these early startups. And part of your own thesis has been around, as you mentioned at the top of the conversation, investing in crazy, funny, sometimes even controversial startups. How do you have that conviction at such an early stage, at the seed stage? Is it purely on storytelling, or are there other things you look for?
Yeah, it's not just my decision. It's a team sport. At least at GC, we believe in radical collaboration, and each one of us picks on different traits that the founders have. In the beginning, if it's just the founders and the idea, we only evaluate these two, and we lean in particular on the founder traits. So we want to invest in some people who are learning really quickly, or very ambitious, can recruit complete teams, have very strong storytelling capabilities which could help with recruiting, fundraising, future customer acquisition, as well as individuals who are authentic, like doing something that doesn't sound like they're mercenary, but it's like the founder narrative is very, very strong. So we pick on different traits. I just mentioned a few of the important ones. We like people who are really product obsessed, and this shows in the quality of their product roadmap or even the product itself if they have a prototype or they've launched it. Now, as the company goes on in their lifetime, they have a launched product, they have customers or users or revenue, and the more data you have, the better it is because you can see that indeed they have product-market fit. You can definitely see that they figured out how to scale the customer acquisition, and then you can see all these curves and how they compare with everybody else in their market. If it's like faster than anything else you've seen before, you can take more risk and price an A, B, C, D round. So it's different stages or different filters we apply. And also within our firm, there are other partners who specialize. So I don't do much in growth, for example. I have other amazing partners who do most of our growth work, and they care a lot more about how big is the market opportunity, is this company growing faster than any of their peers. They care more about numbers, in other words. I care more about the founders. Is the timing really great for what they're doing? And in the case of like early A's or B's, early evidence of product-market fit.
I want to double-click on two things that you just mentioned. One is you mentioned radical collaboration. The second you mentioned the quality of the founders being product obsessed via the quality of the product roadmap. But I just wanted to take it step by step. First one here: you mentioned radical collaboration and that venture capital, at least at GC, is a team-based sport. Could you give us a little behind-the-scenes of what it looks like in GC partnership meetings? Like, how does radical collaboration happen?
Yeah, so let's say I meet you today. I really like what you're doing. Immediately, I will send a text or an email or Slack message to a few of my relevant partners who I'll mention that I met you, I'm very excited about what you're doing. I'll ask them if they've seen anything else in the space. And with GC having a global pretty much footprint, very quickly we'll identify the other companies like in a few hours, if not minutes. And then we'll very quickly be like, okay, this is indeed the best opportunity in front of us right now. Let's try to understand it within a few days, if not the next day. We'll get on a Zoom or an in-person meeting with you, and we'll try to unpack what you're saying and have a couple of key questions. And if we can dream all together about how big the outcome could be assuming you're right, then within a few days, the whole partnership will be calling you to share their excitement and try to make a deal with you. Now, the other aspect of it is, at GC, because we decide our economics in the beginning of a fund, I'm not personally incentivized to only invest in companies that I come across. Like, I'll make the same amount of money if I invest in a company I met the founder on my own or somebody else sources it for me, right? And that's important so we don't suffer from that 'not invented here' kind of syndrome.
Gotcha. That makes a lot of sense. And how fast does this decision-making process look today as compared to how it looked, let's say, pre-COVID or maybe a decade ago?
The timelines have compressed now. And the volume of opportunities has gone up significantly. Zoom and the crazy heated market we're in makes both sides—meaning the founders and the investor side—to be a lot more efficient than they were. For example, for a lot of the out-of-geo investments that we've made the last year and a half, we haven't visited the companies. And historically, we would have had to do that. Most often, if you're really interested in the founder, you would do a couple of dinners with them before you got to a decision so that both sides would know each other. In the Zoom universe, only recently we started happening again. Just give you a few examples. And now that we're in the zoomification of everything, how—I mean, I talked to a couple of VCs earlier in the pandemic, and they're like, 'Oh my god, investing without ever meeting the founders in person is quite a learning curve, and that required some more diligence, that required a few more conversations.' What does that look like for you or for GC? Do you have more conversations, or are you doing more diligence, and what does that typically look like?
As I mentioned to you before, we try to front-load a lot of that stuff and only go after opportunities that we really want to chase and catalyze around ourselves. And this is about 50% of the stuff that we do. The other 50% is either companies that we've seen and founders we've known for a long time and we've been tracking them along the way, and now it's a momentum kind of fundraise, and you know, we're one of the five firms that are pitching.
That makes a lot of sense. I didn't—every year we also start a few companies too, right? I think you have this incubation, like executives in residence at GC as well. Where—yeah, it's not the—the execs are more like operating partners or another one starting the companies. But like every year, we do incubate like three or four companies in-house. Not so much in consumer, but like in healthcare and fintech, like more deterministic places. If I were to know how the next YouTube or Discord is gonna look like, probably I would leave DC, you know, and do it. But I don't have this imagination, unfortunately. Not as gifted. I mean, consumer is one of those plays, as you know yourself, it's a hit-driven business. Either you hit it out of the park, or the vast majority don't hit it at all. As we learn every single day, it's hopes and dreams that sometimes they say hopes and dreams, you know, or evolve to hopes and tears.
I'm so curious because you have the advent of a lot of venture funds incubating companies now as well, like your comp—like GC, like Founder's Fund. What does it look like under the hood of you guys incubating a company versus going out and sourcing and finding a company to invest in?
I mean, honestly, the lazy option is to go and find other people to invest in their ideas. Like, incubating a company is a lot of work. You're doing it because you can't find somebody on the outside and you're obsessed with the idea, and you try to problem-solve for a specific market gap. You got to go out and recruit the founders. And the way it looks like is basically we identify the problems based and identify a couple of founders. Ideally, you know, they can work together. They spend some time with us. If indeed it looks like the space is promising and they're really excited about the idea, we'll fund it with a seed investment. Then, assuming they make some more progress, we'll fund it with a Series A investment. So after like the seed, we'll own like 30, 35% of it. But it is much harder to do that. Like, you can do maybe one, max two of these, and it's like pretty much a full-time job. You wouldn't do any outside investing, right, as a partner. Whereas, you know, I can do like one investment every week in this market.
That is completely true. And like, just the velocity of—like, I sent a couple of newsletters, and before I'd see, I don't know, like 30, maybe 20, 30 investments on a given week. And I have—but then now I'm seeing way more, and you're seeing these highlights. And I think the TechCrunch folks, they're way too busy to go through all the pitches. They must be really overwhelmed over there, or like they must be hiring a lot more staff members to cover everything that's going on. Right? So I think in today's market, it'd be a good time to go into tech journalism. I wouldn't go as far as maybe not. Okay, you probably have a better sight on that than I do.
Yeah, look, there's some very good places that have opportunity and pay really well. But historically, as you know, media doesn't pay really well, and there are a ton of ups and downs in the headcount when the ad rates are plummeting or distribution... to build their own pipeline, their own content, to own their own content and audience. Yeah, that's definitely a trend, and it's on the right side of history. Some people can do it, but it's a grind, right? Like, if you are a bit older, you have family, you have student loans, you can't do it unless you have...
Yeah.
Distribution that makes sense. I did promise to circle back on a product-obsessed founder, and you said something that discerns a good product-obsessed founder versus an okay one is the quality of the product roadmap. What are you typically looking for in a founder's product roadmap? Are you looking 12 months out, 18 months out? I imagine beyond two years doesn't happen or it's too far in advance. But what are the typical traits of a good product roadmap?
Honestly, I just have some 'why' questions: why did you do this, why do you think this is going to work? That gauges the quality of thinking, how detail-oriented they are, how deeply they understand the customer they're building for, and the quality of their instinct. If you ask someone ten times the 'why' question about the features they introduced or the ones they killed—which is often harder to do—and what's on the roadmap, you'll understand if they're a product person or someone who wants to hack it together. Business people don't do that; they hire someone to do it.
Gotcha. Is there more science to that in a 30-minute first meeting?
I don't think there's much more science. In the first 30-minute pitch meeting, it's important to gain someone's product thinking, especially in consumer.
Right. How in 30 minutes—let's be honest, this conversation is longer—but how do you ask the right questions? We've already done two deals this week; I'm sorry, I'm going to be selfish and take more of your time.
Sounds good. Our CFO will be thankful.
I want to get more granular. You recently wrote an announcement about investing in Saturn, where you met the founders when they just graduated high school. For those unfamiliar, what is Saturn, and what stood out about them?