20VC: Why Great Companies are Defined by How Many Things They Say No To, Why Being First Does Not Matter & Why Market Over Traction or Team is the Most Important Thing with Guillermo Rauch, Founder & CEO @ Vercel

6 Oct 2023 · 59 min

Ask about this episode

Ask anything about it. ChatGPT or Claude reads this page and answers with the times it was said.

Connect VO and ask about every podcast you hear, including the moments you saved. Add to ChatGPT · Add to Claude

In short

Podcast Episode Summary: The Twenty Minute VC (20VC) - Episode with Guillermo Rauch

Episode Overview In this episode of The Twenty Minute VC, host Harry Stebbings interviews Guillermo Rauch, the Founder and CEO of Vercel. The conversation covers Guillermo's journey from Argentina to Silicon Valley, his insights on market selection, the future of AI, and lessons learned from angel investing.

Key Topics Discussed

  1. From Argentina to SF: The Boy Making Money Online
  2. Early Development: Guillermo began developing websites at age 10, learning HTML to share his passions.
  3. Education Choices: He dropped out of high school to pursue opportunities in tech, feeling compelled to aid his family's finances amid Argentina's economic instability.
  4. Immigrant Experience: He shares how immigrant founders have a unique appreciation for the environments they enter, which can lead to greater motivation and success.
  1. Timing, Markets, and Narrative Violations
  2. Market Selection Over Being First: Guillermo emphasizes that being right in market selection is more important than being the first to market.
  3. Narrative Violations: Founders must break existing narratives to create successful companies; they should reject attractive ideas that don't align with their core mission.
  1. The Future of AI
  2. Open vs. Closed Models: The podcast explores whether open or closed systems will dominate AI development in the next decade.
  3. Value Creation: Discussion on how the SaaS business model will evolve with AI integration, focusing on providing more comprehensive platforms rather than just point solutions.
  1. Lessons from Angel Investing
  2. Personal Experiences: Guillermo shares insights from his angel investing journey, noting the importance of focusing on market needs rather than just impressive resumes.
  3. Evaluating Talent: He stresses looking for candidates who not only have strong credentials but can also demonstrate their impact through tangible projects.

Key Takeaways

  • Saying No: Great companies are defined by how many things they say no to. Successful founders prioritize rejecting ideas that do not serve their vision.
  • Importance of Market: The willingness of people to buy a product is pivotal; companies should focus on market readiness rather than just traction or team strength.
  • AI and Product Development: The rise of AI will transform SaaS models, prompting businesses to rethink their offerings from simple tools to comprehensive platforms.
  • Hiring Philosophy: Look for candidates who can demonstrate practical skills and impactful contributions rather than just relying on brand names from their past experiences.

Conclusion Guillermo Rauch's insights showcase the importance of market dynamics, the evolving landscape of AI, and the philosophies that guide successful entrepreneurship and investing. His journey from Argentina to leading a prominent tech company underscores the power of adaptability and vision in the fast-paced world of technology.

For further information and resources, listeners are encouraged to visit [20VC's website](http://www.20vc.com).

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:00You don't always have to be first, you have to be right. What makes a company good is how much they reject over time. How many things they say no to? How many seemingly attractive on the surface ideas they rule out? Ultimately, it's all about the market. It's all about people's willingness to buy a certain thing that they turf his wares and losers. I mean, wow, there are so many bangers in this episode. This is such a great show and I wanted to do this one for a long time, having co -invested with Guillermo before and he's being one of the most successful but under the radar angel investors in the valley.

0:33And so with that, I'm thrilled to welcome Guillermo Roche, founder and CEO at Vicell. To date, Guillermo has raised $312 million for Vicell from the likes of Excel, Bedrock, Green Oaks, GV and more, and pride of founding Vicell. Guillermo co -founded Learn Boosting Cloud Up, where he served the company as CTO through its acquisition by Automatic in 2013. But before we dive into the show's date, we have to talk about Canva. But Canva is on a mission to empower the world to design. That is why they've introduced Magic Studio. Magic Studio brings together the best AI -powered tools for you and your team to help you redefine the way you design.

1:11Magic design creates custom designs for you in seconds. Just provide a text prompt or upload your media and Magic Design cross professional social posts, presentations and even videos. And something that I am particularly really love is Magic Edit. It lets you add to replace or edit your images with a single text prompt. It's incredible. Simply select where you want to see the change, write your prompt and watch as your image transforms. With Canva, you can realise your ideas with ease. Start in -spired with over 500 ,000 free templates and a rich content library to help you and your team achieve their goals.

1:48a explore magic studio at Canva .com, forward slash magic, and tech startups as someone the fastest growing and scalable companies. But even the greatest startups can hit hard times, and that's why I want to tell you about a rising venture. If you're looking for a second chance for your tech business, you'll want to hear about this. A rising venture is a holding company that acquires tech startups for the facing setbacks, whether it's because of cap table issues, outsize preference stacks, unanticipated market dynamics, the team behind arising ventures they're not made up of bankers, they're tech founders who've built and sold companies, so they know what other founders care about, and they have the flexibility to structure accordingly.

2:28They're really awesome people plenty, and since the rising ventures is a holding company and not a fund, their team has total flexibility to do what is best for each individual business without the pressures of return timelines. They even have a team of operators ready to go for businesses that need a quick landing. A rising venture helps get tech businesses back on track to reach their true potential, let them do the same for yours. Visit a risingvanshers .com forward slash 20vc to learn more and connect with the team. That's a risingvanshers .com slash 20vc and finally travel in the expense and never associated with cost savings.

3:05But now you can reduce costs up to 30 % and actually reward your employees. How? Now, will the van rewards your employees with personal travel credit every time they save their company money when booking business travel under company policy? Does that sound too good to be true? Will the van is so confident you'll move to their game -changing all -in -one travel corporate card and expends super app that they'll give you $250 in personal travel credit just for taking a quick demo. Check them out now at navan .com -4 -2 -0 -VC. You have now arrived at your destination. Gianma, I'm so excited for this.

3:42As we said, I wanted to make this happen for quite a while. So first, thank you so much for joining me today. Great to be here. Thank you so much. Not at all, but I would love to start. You started developing at 10. Can you just walk me through? How did you first get into computers? And what were you building at 10? Yeah. The first thing I ever did was creating websites for my passions and my interests when I was a kid. At the time, I think it was like Dragon Ball Z. And I was learning just in HTML to be able to put up a website online. I would use the tool called Front Page. And you can say that my passion has always drawn me towards the web.

4:19You then dropped out of high school. I moved to SF Super Young. That's got to be a defining process for you as a person. Yeah, that's a funny story because I would have never imagined that I would drop out of the high school that I spent so much blood, sweat, and tears getting into. So basically I could stay up all night during my early high school days. Like I had these two lives. I was trying to be the good student and I was trying to also be the entrepreneur, freelance developer, open source contributor at night. And these things get more and more into conflict as it years went by. And it had less and less time in my work.

4:56My side hustles of open source and work were doing better as well. and I was also starting to help my parents financially with I would like work online, get bounties for solving different problems in like existing open source or private projects. So by the time I was almost ready to finish high school, one of the open source projects that I was developing on the time called MuTools. So I had to make a very tough choice at the time. I'm in Argentina, I'm 17. This company from Switzerland invited me to do a kickoff for a project on -site in Los Angeles or land. I had two subjects in high school that I needed to complete.

5:31My path took me to actually lean more towards work. I flew to Switzerland, then that company opened an office here in SF. And once they got to know the startup world here in San Francisco, it was just one way street I left everything behind, moved here, and here I am now. Can I ask, will you nervous to issue traditional education in favor of Blondley and much more entrepreneurial, but less secure life in many ways. It's really interesting, yes and no. So the very first time I've made my different internet, I was 12 years old. The eBay of Latin America, America the Libre, had kicked off a revenue -sharing program.

6:11I remember that time I made like a hundred pesos. So that was the very first time I showed my mom that my skills could be monetized in some fashion. And over the years, the evidence accumulated that on the internet you could do amazing things. I think it was like 13 or 14. I was already contributing to my family's finances because the Argentinian economy has always been in shambles and there's been this huge discrepancy between the purchasing power of the US dollar and the Argentinian peso that is subject to hyperinflation. People in Argentinian have always succumbed to hyperinflation. I would bring in, I don't know, even like $20 from solving like CSS bugs and a freelancing website, and that would mean the world to my parents to make a bill or make ends meet here and there.

6:58I helped them out more and more. So by the time I was 17, me saying, oh, by the way, you need to sign this paper or it's like, and leave the country for this one trip. Like, it wasn't that strange. So on one hand, it was difficult to like, abandon that really curated yellow brick road to traditional education. But on the other hand, over the years, like everything was like, showing us that this path of software engineering and the internet could change our lives. So at the end of the day, even for my parents, it was easy. Did you feel the weight of responsibility? It's a lot to be contributing financially at 13 or 14 and happy, really meaningful.

7:34Did you feel that way? Yeah, yeah, 100%. It's like the mo, mo, mo problems. I think the one time that it showed up the most was my revenue stream was strong but unreliable. What it created was a certain sense of like, we really can depend on this, but it's really nice when it's there. So it did come with some drawbacks, and it was also so much fun. There is this intersection between what you love and what you can make money with. So, overall, even though it came with its own stressors over the years, I think it was an amazing choice. I'd love to know your thoughts on immigrant founders, and why we have a disproportionate number that is successful, and why you believe immigrant founders are more likely to be successful than not?

8:17Yeah, that's excellent because I truly believe that only immigrants can have a very in -depth appreciation for the unique qualities of the plays that they immigrate into. And I do think that appreciation for what's unique, different, special, awesome about a place or even a company is something that really empowers the individual. When I think about who would I recruit to be a part of this journey of building a startup, I really think that the people that appreciate what you're building and the mission even before they join the company Art of ones that are most motivated and driven I also believe this to be true of people that come into Let's think of a country as a super company in fact folks like to call the US an experiment because it's so young It's still as a system, right?

9:07So it's like this massive startup that draws people in There's still a high bar to even get in. First of all, it was really hard for me to even immigrate. So you'd really have to have this appreciation for what's already here and what that can set you up to do. So you call it infrastructure. What you can do in your lifetime will be a function of the underlying infrastructure that you're given. And if you're not given that infrastructure, the best thing you can do is move to where you can find that. Do you believe you have that in the US today with all the political changes? I think so, and I think that despite the turmoil, there's something very compelling about having the right framework that sort of governs, keeps the system in balance over long periods of time.

9:50So really what I'm betting on is not the present state of a local micro -measurement that you could make about the system. I'm a bigger believer in the rules, checks, and balances of the overarching system. Something that a lot of folks will point out about Argentina that's broken is the justice system. And I noticed that even though things can be in the short term unjust, I think the system coalesces into fairness and justice much more frequently here than where I come from. So I think really you're not betting on what you read on the news or on the front page of a newspaper on a given day. You're betting on how does the system evolve over time?

10:28in which system seems to be more likely to honor its foundations and its checks and balances. Those are the things that I look for when evaluating let alone engineering systems, but also countries. If like immigrant founders have this higher -prancy to be successful, I spoke to some of your team and they said that across the board the talent within the company and Jeff said this too. But the talent within the company is just consistently exceptionally high and they asked in particular, what are some uncommon or unexpected signals that you see in the talent that you hire, given that you may hire people who traditional tech companies may overlook from the standards or the Harvard or the MIT's?

11:07I think a lot about our mission as working backwards from what outstanding products look like and work like. You come to Vercel because you want to build a great product and you want our infrastructure and our tools to enable that. So I'm constantly thinking, okay, what does incredible look like and work backwards into the implementation? And that's why actually we've posted to the market that front end is so important. Even though it was overlooked for years and years and years, it goes back to like when haven't started. My dad was like, why are you wasting time with like JavaScript? You should be learning hardcore back end languages and things like that.

11:44But in reality, to me, that's so upside down and so inverted because the thing that matters the most is the look and feel and the capability of the application that the bias and then how you make that happen. I couldn't care less as an end user, right? So let's bring that back to how I evaluate folks that when I'm joined the company or companies that we acquire or folks that we reach out to is that what are they putting out into the world that is tangible? What can I use? What hyperlinks have you shared with the world about your creations? This is a beautiful thing about the internet, right? Like you could be anywhere in the world and hyperlink travels to me within a hundred milliseconds.

12:23So it really ends up being that you're communicating your capability through your creations. I wanna see more of that in the world. It also solves a big problem of attribution, which is like when they're publishing personal projects, attribution is quite clear. Then when you're like, I was five years at Brown Name Company and you're like, well, what did you do? That's what I said, it's not so. Although, you know, there's something even about like, you're writing. Your writing could be that frontend to your mind. So the ability for you to convey your thoughts, the discipline to actually follow through with your writing.

12:56What is the quality with which you present yourself and your experience? I mean, your frontend could even be the way that you talk and the stories that you tell. I actually encourage a lot of folks to with the attribution problem in particular, right? Like, I was at Apple for 25 years. I can't even say what I worked on. But there's still a narrative of where did you move the needle? Is it measurable? How are you able to relate and express the business impact that a certain contribution you made to even maybe some internal of a distributed system or compiler? Like how did that actually permeate?

13:31And if you can connect the thoughts all the way to how you made someone's experience better? Because I think this is the other thing. At the end of this rainbow, there's either you're making some end user experience better, whether it's a visitor or a user of your app, or some internal process, like I made the life of a developer better. So you have to be able to connect with the arts from technology to sentiment and even the way you talk about it. But the trouble that I have, and I'm loving this conversation, but where I fuck up is on the front end, when they're so good at selling and articulating that, and they can sail the brilliant words and stories.

14:06Yes. And I'm taking in, and it turns out that the founder is much better at articulating the story than actually doing the work. There's no depth. That's a great pushback. What I do sometimes is, I mean, this is probably an advantage that we have at aversal, right? Like, you want to talk details? Let's get into the details, right? Like, let's go into the specific, down to the syscall of how you implement it and solve the certain problem. Let's talk about what cloud infrastructure you use. Let's talk about what options you wait on the table. Let's hear your awareness about what vendors and what alternatives exist it.

14:40I think being able to dive into like the absolute depth of the problem is something that everyone should be able to do. That doesn't mean that you have the complete texture. I think really what you need is the conceptual understanding. You might not know exactly how like writing a custom module for the Linux kernel works, but you should be able to understand how the parts fit together if you're evaluating a systems engineer that's joining your company. That texture is what allows you to discern better whether someone is just telling you a good story or it's actually depth to the story. What's been your biggest mistakes on talent identification?

15:18I have an easy one because I have betrayed that rule in the past. Sometimes I've placed more weight than I should have on this stellar linked list of awesome brands that you work at. I did X at the, it's just name random companies for the sake of it. Apple, Google, Amazon, and you look at that and you're like, well, four companies in a row couldn't have been wrong about this candidate, right? Again, I think you do have to have a curiosity about what that candidate can bring to the table and when I've over -weighted brands on the resume, and I think this, for other folks, this could happen with universities, I think.

15:56That's one way where looking back, I think I could have done better with a few candidates, but I think at the end of the day, it comes back to, can you evaluate the opportunity in its more objective and measurable merits than the approximations of merit? I totally agree with you. I fucked up in that way too. I think it is the biggest mistake that first time and young founders make where they place more weight on external credentials because they view that as kind of validatory source of, you know, what they maybe don't know. So my question to you is, I as a result, favor second time or serial entrepreneurs, because I believe that there are so many things that you fuck up the first time that you will not do the second and third.

16:40And I then won't like that for those learnings. So I basically only like second and third time founders. Am I right or wrong? No, I think you're right. I think the only risk there is that the pool could be constrained. But you don't have to get every single opportunity right. You just have to get a few great ones And I think as a way of Constraing the state space the search space. I think that's a very good technique I would add to that from my own personal experience like someone that had an experience being an early Member of a startup and was able to learn a lot about like I had seen Decisions A B and C get made where I would have chosen the exact opposite and I was like okay I want to start something because this non -obvious decisions that I would have taken in different path, I can now take the right path.

17:30And I felt like that was almost like an unfair advantage in the marketplace. It really is all about finding whatever alpha you can across a number of dimensions, right? And to me, I was like, okay, like, I want to do hiring very differently. I want to do product development very differently. I want to just move faster, period. I felt that even without even getting into the weeds of the technology, I would set up different foundations for success for what I would start. To your point, I had my first startup, which had a moderately successful exit. And my second startup, built on the learnings of the first startup.

18:04So it is a good curiosity. You said there are product development done differently. I have this question always, which is like, it's simple always better in product. It feels like we always just aim for the least number of clicks, the least number of buttons. Simple always bad again. No, and it's for the same reason I said, I think the approach to describe this good because you won't get you 100 % of the great companies, but that's not your job. Your job is to even just find a few of the greatest companies, right? And I think that's also true for product development. The inspiration for me is like Google search where like there's nothing to do except for an input and like everything is so simple and like The magic is in the implementation and there is all this unfair advantages of access to data that gets constantly refined and all that But I do think that if your job is okay I want to find a feel of the greatest products that will be producing this generation I do think that a lot of those will be this Deceptively simple things where the interface of the user is just magical the company took on the burden So one of my earliest investments was off zero.

19:13It was one of those things where I was incredibly skeptical. And yet I was like, I'll do it. Like this is all about asymmetric upside, right? But I remember the thing that I rooted myself in was a simple API call that hides a tremendous amount of complexity behind. So I never want to deal with like master card and visa and like all this payment gateways and all this nonsense, retries and workflows and latency and on the other side you have like this awesome simplicity of like here's the API call. Here's the curl command that you can run to get started. So you do think that a lot of companies will follow that.

19:52Now where it gets more complicated is the famous like what got you here, what gets you there? What got you to serious A or what got you to serious B is not necessarily what gets you from serious B2 IPO. We in the entire tech industry, we can become so formulaic to our own detriment. I think in the early stages, a company started finding it's wetch into the universe. I actually remember a fascinating conversation that I had with the original CEO of Snowflake whose point of view was that open source was overrated. And by the way, I'm super open source, filled next to yes, even before next year, as I They build soccer and IO.

20:31I contribute a lot of Node .js. It's like 0 .1, Mongo's the most popular all -around for MongoDB. So I'm like, drinking the coolate of open source and drunk on it. And I have this guy saying, well, you know what? Like to me, open source solves a concrete problem, which is market positioning and developing market awareness. It solves this zero to one problem. But open source is an easy solve that one to one million problem, right? And if you look around, this is certainly true for every successful open source company, right? Like the reason that GitLab, Mongo, Hashie, a lot of these companies are successful, it's not just because they did only open source.

21:08So I think it's really important to understand that we are operating in a sequencing. And in the beginning of my career, I tended to look at like serious seed A, B, C, D, S, so silly, like so arbitrary. But I do think we have to think more in terms of sequencing. And there's a long journey ahead and you have to be very adapted in each step of the sequence. What do you mean by sequencing? Sequencing by funding around, sequencing by stage of product market fit. Yeah, I think the product development strategy that gets you to the, and again, the reason I like this ABC and these things, they are arbitrary, but they help us anchor and they help give us a common language to evaluate and pressure test different frameworks.

21:50The simplicity of your product from zero to one might not be the simplicity of your product from one to two and two to three, or let's call it series seed to A to B to C to D. This is very clear in that companies become multi -products over time. And it's really easy to look at AWS and say, whoa, what a cluster F they have going there with like they have all this products and like they have all this complexity. Yeah, but like that's where they are at now. And certainly if you're trying to compete with them, you're not going to replicate their approach, you're going to try to bring a simplification to the market.

22:25But over time, you have to reevaluate your priors because the challenge, the market, the growth, things are changing over time. So you asked me the question of, is what I should be looking for only really simple products? And to me, as the answer is very much stage dependent, very much market dependent. And there is no universal truth through the question. Is that not the biggest challenge? Which is like bluntly everyone struggles to retain simplicity with product over time and feature creep is so real and now we we also serve enterprise as well as SMB and so we need this and this and now we serve this and suddenly the product looks like you know what day?

23:07Yes my answer to that is we don't need to fight everybody. The job of a good VC will be to find two or per font, right? A handful of the best companies in the world. My job will be to create a few of the best products that I can bring to my category. I don't need to solve every single problem my customer has. I can partner, I can push solutions to user space, I cannot enter every market, I can wait and hold, meaning whenever there is a temptation to solve a problem with urgency. See, sometimes you're better off waiting, right? Like this is something that Apple does remarkably well because they don't react to every trend that emerges.

23:51They pick their battles and markets, yes, sometimes there is an opportunity that you have to catalyze at a given moment. But sometimes you're better off letting the truth emerge from all of the experiments that are constantly being run and then you pick your solution. And this actually matters more as the company becomes more mature. Because again, you don't always have to be first. You have to be right. And that's what I think companies over time Optimize more around. How do you pick your battles? So number one Culturally there's an expectation adversely. We will go deeper into What do we consider to be complete or ready for a product?

24:31Then I think most people are willing to go We spent a lot of time on what we would call the the internal testing of a product before we feel is ready to get the market. Setting up a really, really high bar for what gets to the customer's hands. This is really tricky because I think some people might confuse having a high bar with being slow. And I really think this is the crux of the problem. I actually had an entrepreneur reach out the other day and he was saying like, the number one problem that I have is I want to move really fast, but my customers are telling me that I'm breaking their stuff too frequently.

25:07So my advice was you can find the ways of reducing the blast radius of your experimentation such that when it's the time that you bring the product to everybody, you've accumulated enough evidence of success that you have an overwhelming amount of confidence in what you're bringing to the market. So it's easy to dismiss when like this keynote's happened and say like this is the best phone we've ever made and like you can dismiss some of those statements as just an effective product marketing team or you can actually earn that confidence yourself. And when you've done all of that pressure testing, sometimes I talk about this awesome video that I come back to on YouTube, I send it a lot of people of Boeing bending the wings of the airplane inside the factory.

25:54Beyond the point that is actually realistically possible that a turbulence event will bend the wings. They will bend them so much that it looks like the plane has molded it into like a cylinder. But that gives them the confidence that you know you can do millions of flights a year and tolerate any storm, tolerate any weather event. And yet that wings will bend, but you've gone above and beyond to certify and sign off, this is the plane that I want people to fly and feel safe inside. Can I ask you a bit of a weird one, but I've been thinking more and more kind of about the inspirational kind of the relationship between front and an AI?

Read the full transcript

26:31I think more and more, UI will matter less and less with the increasing prominence of AI. Creating this kind of chasm between consumer and UI. Doesn't remove the forms of UX, but UI for sure. Do you agree? I think UI will change if we can go to a chatbot. In that chatbot is acting as a simplification of what used to be a very complex dashboard of lots of menus and sub menus and like you're like where did they go to find this and that. But at the end of the day, the information has to be surfaced to you. So I think it might just be that I'll give you an example. I just saw this incredible approach to surfacing data that you just interface with this in with natural language.

27:18And then the system is basically guiding you to where the data is, right? Like it's surfacing what otherwise would have been maybe like 20, 30 different and clicks. Now, the AI is just like serving on the man. With some of our products, we're basically going in that direction, right? Like, what used to be dragging and dropping and like spending like hours or going into a text editor and like going through like all these autocompletions and like errors and now it's just you going to UI that expects that you type in English. But our point of view is that now people will be creating a lot more of those UIs is a new tool in your toolbox.

27:55Do you worry about the commoditization of UI? When you guys, you said that I have the explosion on the supply side of new user interfaces created, which means that you lose the creativity, you create a discovery problem of sorts, and actually the explosion of supply means a reduction in price to speak. I think it will be the opposite because my hypothesis of how I look at the entire AI space right now is very simple. There are a lot of jobs to be done that people will have to perform no matter what. Decisions that need to be made, there is data that needs to get visualized, there is communication that needs to be made, like I need to send you an email, I need to make a phone call, like a lot of those things won't go away, but how we do them is going to be profoundly transformed.

28:39Let's say that I want to create a new email client. Basically what superhuman did, I want to do again. What's really fascinating about what's happening today is that when we were creating software over the past 10 years, part of our input into the design space, meaning part of what I thought was possible when conceiving a piece of software didn't involve AI in the past, didn't involve the fact that we can have this reasoning machines that we can invoke on the man, call them the large language models or the AI as a service. Now that I have those, how profoundly different will my design be. So if I have to create the next notion, the next superhuman.

29:19My bad is that it's going to look completely different because before I would reach for what I would call like software 1 .0 solutions. And over what makes someone really good at product design, frankly, is that they looked a lot of designs over the lifetime. They looked at a lot of data. They have a good instinct. It's almost like a good go player. What made Lisa Dull a formidable Aversaire to AlphaGo is that there was this instant, this pattern matching. But now it's almost like the board has shifted. What made you a good software 1 .0 designer? It needs to be actualized. It's not that you're not going to be good at a software 2 .0 design.

29:56But you need to say, okay, now when I sit down with my conceptually empty canvas, now I have this other set of tools that I can use to solve the problem. And it's exciting because startups don't have any priors. because they don't have any legacy software in which they have to retrofit AI onto. It's a great opportunity for incumbents, potentially, because they can now say, I added AI, ship it, and they can increase their tam, they can say, I'm AI ready, but it's also a really scary situation to be in when someone can come in and produce a completely different design if that makes sense. Can I push back on you and say, I think that's like a transitory phase.

30:36It's like, Miles Grimshaw said it on the show from Brent Martreau, well, he said, copilot's an incumbent strategy. The things that you think we will need to do, but that new marketing copy, that new accounts, that phone call that needs to be made, actually won't need to be made. You'll say, I want this cat to LTV across Facebook, Instagram and Twitter, his $1 ,000 go do it. And there will be no divisions on where it's been, which micro influencer, and it'll just do it. and actually selling the work and not the tools is what the true transition will be. And incumbents will win in the intermediary.

31:15I think I agree over a long enough timeline, but that doesn't actually result in practical advice for what to do over the next three quarters or even a couple years. I think the most successful innovations tend to meet the world where the world is. So when I think about the iPhone, famously there were two concurrent experiments for what would become the operating system of the iPhone. iPodOS evolves and it was a fresh new code base. It was already on mobile devices in the sense of like, it was already being deployed to like smaller, miniaturized hardware that was portable. And concurrently was the strategy of let's retrofit macOS to fit it into the iPhone.

31:54And obviously, macOS being forked into iOS is a strategy that won. And it meant the world where it was. The first killer app was being able to downsize websites and put them into a smaller screen and then find new Evolutions within that which became responsive design and so on and so forth and then new native things happened within the Contest of that platform namely new applications that weren't possible by just retrofitting new applications that took advantage of the medium and New capabilities that were unique to the medium but even fast -ordered today like 20 years later We're still in that world of there is this hybrid of the DNA of what already existed with all of this new DNA of what's now possible because you're in a mobile device and they continue to Co evolve.

32:38I think this will be the co evolution of AI and traditional software as well. But again going to like what makes practical advice possible. I think a lot of those chat type interfaces will have to meet the customer or they are. If you say to the AI, please help me make an advertising that's going to be deployed onto X in meta or Facebook and Instagram, it'll have to give you some UIS feedback of what's proposing back to you. And then you'll have to interface with the system further. So I think it's still all UIs all the way down. Now the key magical part of this is that they're UIs that are unique to the AI problem space.

33:16And those UIs will definitely be different. How do we think about great UI in AI first world versus not in AI first world? It sells the work, it completes the project and it's really bad to you. Is that a world of visual first, chart first, aesthetic beauty by data and data relay versus simplicity and beauty? Does it change the way we think about great UI? One of my high -baths is that we actually in some ways have to give people more UI. Let's actually look at what's succeeding in the AI world today. We have mid -journey. Mid -journey gives you this text interface, but as a result of your text prompt, gives you four choices of what you could possibly like.

34:00That's what I mean by it's actually giving you more UI, not less. It's uncertain about what it is that you actually want, so it needs to give you more choices. This is very different from Software 1 .0, which is the world of determinism, the world of rule following, the world of predictable algorithms. If you give me a form and I put A, B, and C, I give you a result D, 100 % of the time. And if it's not D, someone gets paged because we monitor it, right? Now, software 1 .2 .0 AI, I don't know if I'm, what's keeping you, you're actually going to like, I don't even know if it's offensive. Because like, there is all this like craziness that happens when like, you give this AI that is like not supervised and you gave it a lot of data and you can't even comprehend the amount of data that it has.

34:49So you actually have to create UIs that tame the craziness of the machine. You have to create UIs and give the creator feedback. So another easy to dismiss thing about the brilliance of some of those products is that because they're giving you choices, they're now feeding data back into the system to make it better in the next iteration. by once again relying on new kind of capabilities that are more in this realm of probability rather than certainty. So I think that's a very important departure is that now we're entering the realm of I can assist you in the creative process. And again, that means that you have to think about software differently.

35:27I love the power of the choice. I believe that too many options make an enemy of us all. How do we think about actually simple and telling users what they need? versus this kind of explosion of options that any consumer can choose between one of eight. Is that really a better user experience? It depends on what stage of the problem solving workflow you're in. If it's in a very creative side of the process, I do think having more options is better. They like to give the rich rubin' reference of like his contribution to the world is telling the artists if they like something or not. He says in that interview, like, I'm not an expert in the specific music techniques.

36:07I don't know how to play an instrument. The feedback that I give to the artist is what's valuable. What I like and what I don't like is what's valuable. So if the tool is very much in the creative stage, I do think having options to go through is really good because I was mentioning in my experience what's made a designer of a certain piece of software or UI really good is just how much they've rejected over time. What makes a company good is how much they reject over time. how many things they say no to, how many seemingly attractive on the surface ideas, they rule out before they decide, yes, that's the one that goes to market.

36:45Yes, that's the one that earns the position being in our product lineup. So it's really going through lots of iterations of yes and no, that it gets you to the point where you can say confidently, this is what I like. So I do think that accelerating the iteration loop and turning down things could be really healthy, provided that the trajectory is good. What really matters in these AI systems is that the system is learning when you're turning things down. Because to your point, I like the pushback because the best assistant in the world will have rich context about what you already like and will over time propose better variations of the solution that tailored to your preferences and tailored to the cons that you're in.

37:26But we can't be too absolutist in that process because otherwise we're just going to give you garbage. And notice that a lot of the successful AI systems so far have been in the realm of being suggestive rather an authoritative. Copilot suggests a completion to your text. Gmail Smart Compose suggested what to reply to the email. Notion AI is saying I can go ahead and like complete or give you ideas or finish the bullet points for you. When it gets into the realm of authoritative agents, like I'm just going to let an agent go into the world and act on my behalf without supervision. We haven't seen a lot of products that are successful in that space.

38:07What do you think it takes to make that transition to agent and do you think we will? I think we absolutely will, but it requires the close feedback loop with the person that that agent is acting on behalf of. It requires the person is still in charge. The metaphor that I like to use is being the editor in the newsroom. You're having the agents bring you the ideas. And you're saying, nope, go back to your drawing board. This is a feedback. Nope, this doesn't make the cut. And you're the one that's also setting the creative direction. This week, we have to go after AI safety. That's a hot topic that people are interested in.

38:44Next week, we have to go into this. We have to go into that. So you're still in charge, and this is why, ultimately, this is the healthiest version of an AI future after all, because we don't want an AI feature that inverts us and puts us in the AI. We are the agent. The AI is calling shots. That's what people actually get scared about. So I very much like this idea of AI in the assistance of the creative process and AI just making process more efficient. I don't. I don't because it plays into incumbents I feel. You have the distribution, you have the existing products week, and can serve as that incredibly well.

39:19and as a venture investor looking for value creation, it may start up with limited pools, limited mose, fucking impossible to fund. That has my problem. I'll give you a good example. I like incumbents are in a very problematic position when, as I mentioned earlier, the new AI alternative, it's just really disruptive to their historical approach to solving the problem. The best example would be Microsoft Word, The infamous bad designer, a word shipped with a really thick tool bar and exposed every option that used to be nested within menus. They made it visual. 30 % of the screen real estate was tools.

39:59I remember a lot of the reactions that I was like, holy crap, like I even know you had all these options word. The way that a company like that was looking at the problem of making the best puzzle word processor was very additive. It was a more, it's more approach to the world. What does this mean that adding more utilities gets supermoted adding another way of changing the color of the text or even adding more colors now Look at notion for example It doesn't actually even give you every color on the spectrum the designers of notion said there is eight or sixteen colors that Mostly work well for the purpose of writing this weeky style documents and whatnot So they actually said we're gonna do less We're gonna have a lot fewer text editing and text formatting options And that's going to give people agility.

40:43That's going to make them more focused. Now, there's an extreme version of this, which is that can I actually not implement any of that? Because AI exists now. And my software 1 .0 simplification strategy, which was creating fewer options or creating options that are more general, pales in comparison to an AI that can actually just do exactly what you want, even without having the options. I actually didn't software engineer any of those utilities and icons and blogs and whatever. The entry players can win because they do a lot less and because it's so disruptive than the incumbent has to say, holy crap, we have to delete everything.

41:23Like, I feel so invested. I crafted every icon, I crafted every menu, I crafted every piece of documentation for how to use this. I recorded all the videos that taught you how to use those. So I think that's the generational disruption that happens in software that is extremely problematic for incumbents. I agree normally, but I feel this set of incumbents are better than ever, stronger than ever, and faster than ever, and we look at your, I think, notion would be considered an incumbent now, let's put them in that category. But your notions of the world, that your adobies of the world have moved faster than ever on integrating AI very well.

41:55And actually, disregard it a lot of, I'm sure, existing product strategy, I'm sure, existing roadmap in favor of moving fast, getting shit done, and have killed a generation of companies in between. I'm like, shit, we don't, we don't, everyone's like, comparing to mobile. Well, we had Apple, BlackBerry, which was an accidental page of the word, and Nokia, which is the sale division of the Swedish Scandinavian company and a division in corporate. This is fucking fang, right? They're going to come and kill you. Well, I do think that a lot of these companies can be underestimated. One thing I'll give some kudos to Microsoft for is that they told the company they had to work and focus and have a look toward AI much earlier than a lot of other people.

42:35So they have years of strategically thinking in the direction of AI. Now, a lot of these companies have the right strategy, the right foresight, the right internal talking points, the right investments, and they still get disrupted because the new way of doing things is so radically different that initially they don't even look at the alternatives as a competitor. The best example would be potentially majority to Photoshop or to something like that. Like, I'm actually very impressed with Adobe's incremental addition of AI. It was swift, it seems high quality, well considered, it gets it job done, like it's strictly in a measurable basis, like better, but there's a chance at like, again, there's such a platform shift towards now the interface is going to mid -journey, where all of the other tools just don't exist.

43:23They literally don't exist, like all of the dragon drop and magic wand and selection tool and color switcher, so people just go and spend their time elsewhere. I think this is how desktop software sort of became less important than mobile apps when that transition happened. It's not that the right tactical determination was stop improving the desktop software. Delete the desktop software. And this is what meta ended up doing well. It was that the user minutes and the attention and the growth was going to go to a different way of expressing their mission. In the case of Maddo, which was like connect the world, they needed to go and almost to start over.

44:03You need to go to mobile and start over because everything that you've built for desktop, again, it still exists to this day, very much like AM and FM radio still exist, but the growth is elsewhere. The growth isn't this new approach. So you can have an incumbent that does that really well, but historically, most don't, which is when the platform shifts and they need to do things very, very differently. I think you're about needing to do things very, very differently. And then we will move into a quick fact because I could talk to you all day. But business models have not changed at all in many, many years largely on a per seat basis.

44:36Does AI like to solidify the shift away from per seat pricing and entirely change the business model of software? I think it's an acceleration of what was already happening with cloud. If you look at Versel, Versel offers you two very powerful things for your organization. Number one, the most obvious and the most visceral to a lot of developers, which is that you give us your front end project and we host it, we give you infrastructure to scale it autonomously. And that's traditionally a consumption you pay for what you use business model, like snowflake. But what Versel also gives you is the iteration of velocity and agility, very much like what Google Docs or Figma give you, which is like now I can collaborate really fast with hyperlinks and it can share around my entire organization what everybody's working on.

45:23It's almost like a Gira. My narrative violation is that businesses that only do one half of the equation are going to become less and less popular over time because when I buy software, I expect to buy a comprehensive platform that solves business problems. And solving business problems is never about just procuring a very specific material at Cog. I want this to do more for I wanted to be like an operating system for my organization, especially as you hit scale. You're like, oh, I'm using Versel for this little thing here to like host this, but I'm using Azure here and Google here and give me the foundation to level up my product development organization.

46:00That's what most of my customers actually want. So the way that we've built against that is that we've done a combination of like SaaS that is by seat and purchasing platform capabilities with infrastructure that grows when your visitors use a software. I think AI from the outset is doing this because AI is about getting some workflow or some tool, but it's also spending GPU cycles on very expensive outsourced intelligence, so to speak. And the more I use it, the more it costs. If I use a lot of GPD4, it doesn't matter that you're charging me like 20, 30 bucks a month, you have to somehow model piggybacking on your infrastructure for intelligence a lot.

46:42So I think we're going to see a lot more of these hybrid models where you give me a baseline of utility, but it can also burst to utilize more of what you can automate for me if that makes sense. Dude, you said about open that and you're the master of open source. You have been for years and years and years. The question is, if you just say they're about buying that platform, that kind of validated product set. Who wins in the next 10 years in terms of AI development? Is it open or closed systems? Because closed systems are the ones that can deliver that packaged Microsoft tick bundle with a ribbon and closed and opens like, it's great in many ways, but we both know it's not the package product that Microsoft is.

47:24Who wins? Right now, Lama is not as good as GPT -4, not even close, but with the ecosystem saying, This is what we're going to bet on. This is what we're going to throw all of our AI researchers. This is what we're going to throw all our hardware, AI chip accelerator budgets. This is what we're going to throw in all our software acceleration budgets. This is what we're going to throw all our documentation. This is what we're going to throw all the user space frameworks like Lama index and Lenschen and this and that. Like, now I have this entire community that's saying we're going to bet on this thing becoming better.

47:56The counter thesis to that is that famous Jeff Bezos quote and why AWS got so far ahead of the competition. Even though the competition knew full well that cloud was a strategic place to go, is that even a two -year advantage in technology can be lethal. Two years in tech is very hard to overcome. Five years in tech, it's just exponential. Ten years, good luck catching up to that company. If for whatever reason you ignore their advantage for 10 years, this has certainly been into our space when we were betting on dynamic front end rendering technology a lot of folks were betting on static and I feel like a lot of folks have now said like oh like Vercel you're growing so fast you did this and that Like they think like it's some magic but going back Which is we're willing to like bet on what was a little less popular especially among VCs in the valley at a few crucial points So yeah, I can tell you like Lama will win or GPT for will win because I have evidence in the in favor of both but I can tell you that every day we're getting more data and it's one of the most fascinating open questions to me right now.

49:00I totally agree. I also love that in terms of going against the popular narrative. I always ask companies like you know with the problem that you're solving, what do you believe that no one else believes? Correct, most important thing. Listen, I want to move into a quick fire out. So I say a short statement and you give me your immediate thoughts. Does that sound okay? Okay, fun. So is 99 % of the cash going into AI companies today going to go to zero? False. My prediction is just like what happened with Web 2 .0 where because of the platform shift toward mobile and social You have countless successful IPOs from that generation.

49:31You have the uverse. You have the Airbnb's you have the Facebook's We're gonna see the exact same thing happening with AI now I can tell you exactly like what the ratio would be but I would be willing to bet that 20 % of investments will be productive ones Now productive means companies that then get merged and acquired like we might buy an AI company that doesn't mean 20 % will be unicorns, but I think we will be see a lot of positive ROI. What's your biggest lessons from angel investing? You'll see currently one of the most successful angel investors at England and the Valley. What's your biggest lessons from doing so?

50:03People underestimate just how much their own time goes into thinking about important problems that need to be solved, but you just don't have the bandwidth to solve them. What do I mean by this? If I look back on some of the most interesting investments that I've ever made, There are things that I would have loved to do myself. I just didn't have the time and it was in the right place. Maybe I was working on another project, maybe I was working on a different company to actually execute on those. Just to give you some examples, I invested in this company called ScalaeI. I really badly wanted to work on a product like ScalaeI.

50:36I don't know if I would have been the person to build it and I think I got really lucky by I chose the right horse in that particular space. But I do think your own experiences are very validating, especially I think this was making a lot of founder CEOs successful in angel investing is that the things that you see, the things that you perceive and this is also why I'm so bullish on AI as well like there's so many AI products I want are company to buy. There's so many AI products that I want the world to benefit from. There's so many inefficiencies. There's so much repetition that's happening.

51:08There's this mismatch between supply and demand and that's how a lot of great investments happen. So I worry when I think I could do that. Like, you know, I saw a company the other day and I was like, I'm better positioned to do this than the founder is. Do you not feel that it's a requirement when investing in a company that the founder's uniquely positioned to understand that no one else is? I think the founder needs to be uniquely positioned in a number of dimensions, uniquely willing to go through the grind. That's a very important side of it, uniquely positioned to either have the background or learn really fast what it takes to solve the problem.

51:45That's one that's kind of messed up about angel investing. Like you can lose a lot of deals if you just look for expertise. Sometimes, and this is also true for my higher end philosophy, it's about the slope, it's about how fast people can learn. Here's a universal truth. Ultimately, it's all about the market. It's all about people's willingness to buy a certain thing that they turf his wares and losers. That's why I wouldn't underestimate your own ability to judge what it is that you want to buy, what it is that you ultimately need. Now, you might be actually really bad at judging the solution.

52:18So you have to be extremely open -minded. I made a quick comment earlier that the thing where I got lucky with Otsero is that I just didn't feel like 100 % confident about their solution, frankly. And if the founders were listening, they're gonna hate me. Like, I felt at the time, holy shit, outsourcing off to a startup. How does that make sense from a chicken and egg point of view? How does it make sense that your homes and your companies door and they lock you outsource to the lowest bidder? Like a startup that has three people. So I was like, okay, it's kind of crazy that you want to turn off into a micro service.

52:54At the same time, I do know that implementing on it's freaking hell. So this is the other advice I would give people is that there are a lot of things that people overestimate their own capacity to solve in an excellent way. What do I mean by this? Every company would advise and restart it. I would start. I used to set up a chat server in IRC I would set up an IRC server so that people could collaborate. I knew of the right problem to be sold I knew that in order for software engineers to be more productive and collaborate with the rest of the company They needed a chat medium to collaborate with others.

53:26I had the wrong solution. The solution was not a set up an IRC server Very few people know this, but when Slack was coming up, a few competitors to Slack were actually giving you IRC as a service with some UI. So the market knew that there was a great opportunity around collaboration with Chad for organizations. But the special of solutions was incredibly bizarre. Some involved IRC hosting, some involved the hybrid of Slack with IRC. Slack even for a minute had an IRC proxy to help people move from the old world to the new world and then they discontinue that. It's the solution that becomes kind of like the tricky thing to where do you place your bet.

54:06I remember when Matt from WordPress, I saw my company to WordPress, said we have to install Slack and deprecate IRC and at the time I was like, whoa, are we really going to trust this company with all of our communication? Same visceral reaction that I had with my own investment. Are we going to trust this company with all of our X? So you can almost see pattern there. When you know that the problem is so painful but your only hesitation is whether you can offload it to somebody, there might be a huge opportunity there. I love mullinwike. Listen, final on Giema, why are we in ten years time? The way we talk about this is we still live in a world where there are a lot of bad products, there are a lot of bad experiences that you have on it on a given day.

54:48Our dream and our vision is that Versel has raised the bar of every experience that people have with software, with applications, with products. It has to permeate all the way down to the average person, doesn't have applications they hate, processes that bog them down. Why? Because we empowered every creator, every developer to fulfill their creative dreams and we gave them the tools to turn those dreams into the best products that they can. And I think I will play a I think part of what we're doing now is creating a bigger funnel, bringing this acknowledged into more and more people and putting the creative process in charge.

55:28Yeah, listen, I've loved it. The breadth of this conversation from you know, infrastructure and Argentina to the future business model of artificial intelligence. I've credit to both of us on this one. This was real breadth. I've loved it. Thank you so much for joining me and you've been fantastic. It was fun. Thank you so much. I mean, what an incredible discussion. If you want to see more from behind the scenes, you can check us out on YouTube by searching for 20VC, that's 2 -0 VC, but before we leave you today, we have to talk about Canva. Canva is on a mission to empower the world to design.

56:01That is why they've introduced Magic Studio. Magic Studio brings together the best AI powered tools for you and your team to help you redefine the way you design. Magic Design creates custom designs for you in seconds. Just provide a text prompt or upload your media and magic design cross professional social posts, presentations and even videos. And something that I am particularly love is magic edit. It lets you add to replace or edit your images with a single text prompt. It's incredible. Simply select where you want to see the change, write your prompt and watch as your image transforms. With Canva, you can realize your ideas with ease, Start inspired with over 500 ,000 free templates and a rich content library to help you and your team achieve their goals, explore Magic Studio at Canva .com, forward slash magic, and tech startups are someone the fastest growing and scalable companies.

56:57But even the greatest startups can hit hard times, and that's why I want to tell you about a rising ventures. If you're looking for a second chance for your tech business, you'll want to hear about this. A rising ventures is a holding company that acquires tech startups for the facing setbacks, whether it's because of cap table issues, outsized preference stacks, unanticipated market dynamics, the team behind a rising ventures they're not made up of bankers, they're tech founders who've built and sold companies, so they know what other founders care about, and they have the flexibility to structure accordingly.

57:28They're really awesome people, and since a rising ventures is a holding company in a fund, their team has total flexibility to do what is best for each individual business without the pressures of return timelines. They even have a team of operators ready to go for businesses that need a quick landing. A rising vansher helps get tech businesses back on track to reach their true potential, let them do the same for yours. Visit a risingvansher .com forward slash 20vc to learn more and connect with the team. That's a risingvansher .com slash 20vc and finally travel and expense are never associated with cost savings.

58:05But now you can reduce costs up to 30 % and actually reward your employees. How? Well, the van rewards your employees with personal travel credit every time they save their company money when booking business travel under company policy. Does that sound too good to be true? Well, the van is so confident you'll move to their game changing all in one travel corporate card and expense super app that they'll give you $250 in personal travel credit just for taking a quick demo. Check them out now at navan .com forward slash 20VC. As always I surpeciated all your support and we have an incredible episode with Scott co -founder of Lassien coming out on Monday.

From the publisher

Guillermo Rauch is the Founder and CEO @ Vercel, giving developers the frameworks, workflows, and infrastructure to build a faster, more personalized Web. To date, Guillermo has raised $312M from Accel, Bedrock, Greenoaks, GV and more. Prior to founding Vercel, Guillermo co-founded LearnBoost and Cloudup where he served the company as CTO through its acquisition by Automattic in 2013.

In Today's Episode with Guillermo Rauch We Discuss:

1. From Argentina to SF: The Boy Making Money Online:

  • How did Guillermo first get into computers and start making money online?
  • Does Guillermo still believe the US and SF offers the same opportunities it did when he came?
  • Did Guillermo feel the weight of responsibility of providing for his family at a young age?

2. Timing, Markets and Narrative Violations:

  • Why does Guillermo believe it does not matter being first but being right?
  • Why does Guillermo believe the most important thing for a company is market selection?
  • Why does Guillermo believe it is crucial that founders and companies have "narrative violations"?

3. The Future of AI:

  • What model will win in the future; open or closed?
  • Where does the value accrue; startups or incumbents?
  • How will the SaaS business model change in a world of AI?

4. Silicon Valley's Most Successful Angel You Did Not Know:

  • What are some of Guillermo's biggest lessons from angel investing?
  • What is his single biggest miss? How has it changed how he thinks?
  • What have been his biggest hits? How did they impact how he thinks about what it takes to win?

More from The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

All 520 episodes
20VC: Why Great Companies are Defined by How Many Things They Say No To, Why Being First Does Not Matter & Why Market Over Traction or Team is the Most Important Thing with Guillermo Rauch, Founder & CEO @ VercelThe Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch · 59 min
Listen in VO