Y Combinator Startup Podcast - Aaron Levie: Why Startups Win In The AI Era

Episode Date: September 16, 2025

For nearly two decades, Box co-founder and CEO Aaron Levie has been at the frontlines of how technology reshapes work—guiding the company through the rise of mobile, the cloud, and now the age of AI....In his fireside with YC General Partner David Lieb at AI Startup School, Aaron reflects on what it means to adapt a company over the long term, the hard lessons of staying relevant across multiple technology waves, and why he believes AI represents the most transformative shift yet.

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Starting point is 00:00:00 You'll read a lot of press that basically says AI is coming for our jobs, is most of the press is not inside of big companies, seeing how much time we spend on useless activities that are necessary but not strategic. There's a very, very long list of things that software never did before, that AI agents are perfectly primed to go do now. And that's basically the opportunity set. Now is the moment this window will end in this window between a year ago and three years or So plus or minus from now, this is when the next hundreds of great companies will get started.
Starting point is 00:00:40 So Aaron and I go way back. I don't know if you remember this. I went and searched my old bump. So bump was my startup. I searched my old bump email for Aaron at box.net. And I found very old emails where we would coordinate in Mountain View times to meet up with three founders. Yes. You, me and this guy named Sam Altman.
Starting point is 00:00:59 And we would coordinate to try to like do brunch or lunch or whatever. And then I saw emails between us saying, like, oh, yeah, well, Sam's going to probably, like, not show up again. And so that's how we got to know. Did he show up? No, he would always just not show up. I don't know if you remember this. You started Box probably before many of the people in the audience were alive. Okay. Who's, let me just show of hands.
Starting point is 00:01:21 Who's, like, below 20 years old? Wow. Okay, great. Yes, then accurate. Very, very accurate. So maybe to start. Yes. Like, we're going to talk about AI a lot.
Starting point is 00:01:31 But to start, you went through another. major transformation, which, see I use the word transformation. Yes, thank you. Digital transformation. Yes. Around cloud, going to cloud. Maybe just walk us through like what that looked like at a very high level. And maybe what is different or similar about the transition to AI now?
Starting point is 00:01:48 We started the company in 2005. And this was a time where you have to kind of, you know, literally go back 20 years and think about a world where the internet was much slower. Browsers were way worse. We didn't have the iPhone. We didn't have Android. Chrome didn't exist. Everything was just way worse on every dimension.
Starting point is 00:02:07 We basically had an initial kind of idea that as the internet got faster, as you worked on more mobile devices, you'd want to be able to access your data from anywhere. And that was the original idea of Box, where we said you'd go between different computers, you'd access your files, you'd share them, you'd collaborate. So we launched the company. It was initially focused on the consumer market,
Starting point is 00:02:29 or consumers slash just kind of prosumer. anybody that wanted to sign up. We started to get a little bit of traction. And by, you know, a little bit, like, we're talking, like, 10 people signed up, like, you know, in the first week or something. So it was just very, very slow, very slow and steady growth. And what happened was we got a, we got a little bit more growth. We got some early funding from Mark Cuban and some angel investors. We then dropped out of college. We got, you know, sort of more of an upswing. We had a freemium business model, so we let people sign up for free and start to use the product. And then one day, we kind of ran into this fork in the road, which was, do we stay the consumer,
Starting point is 00:03:11 go down the consumer path, or do we pivot to the enterprise? And the calculus was, we felt like it was going to be way too hard to compete with all of the consumer technology platforms that would give away storage for free. They'd sort of embed it into their operating system or their social network or whatnot, it would be way too hard to go in and monetize this. So we decided to pivot to the enterprise where we could be cheaper, faster, easier than a lot of the big incumbents at the time. So we pivot to the enterprise. And we got extremely lucky on the timing because we rode this growth wave of mobile and cloud that we're sort of working in tandem to effectively create a new IT architecture within enterprises. And so for us, we got to
Starting point is 00:03:55 ride this wave where once we had better security, you know, more, more functionality than a lot of the incumbent services, as companies moved to the cloud, they needed a way to share their data, access their information. And so we became an increasingly obvious choice. So that was the cloud wave. And that kind of propelled us to where we're at today. And there's a lot of similarities to the early days of cloud and the early days of AI with maybe one big difference, which is the early days of cloud, we were having to go convince people that the cloud was going to be this big deal. We had to go tell everybody that the future is going to be cloud computing. It's totally safe to trust this with your data.
Starting point is 00:04:31 A lot of people didn't believe us. And so that meant we just couldn't win deals in entire segments of customers. So conversely, with AI, you're no longer really having to convince people that AI is the future. Everybody tends to be bought in in the enterprise segment. There's a lot of still slowness in adoption in large enterprises. But it's not because people aren't convinced that AI is the future. it's just because there's lots of natural sort of pace of change that an enterprise has to go through. Why are they convinced?
Starting point is 00:04:59 Is it just that they themselves personally have used chat chibi-T? Yeah. Is that the main driver? Because I'm not aware of a lot of AI solutions that are deployed to enterprises that have like really made a difference. Yeah, I think it's maybe unlike cloud. Like cloud didn't didn't have like decades and decades of sort of societal level conversation about cloud. It just like emerge one day. and it was like, this is like, it seems kind of cool and efficient, but if you're in an IT department, the cloud was actually very scary
Starting point is 00:05:28 because you're taking your servers that you manage, you can see them, you manage all the software for, and you're relying on AWS or Microsoft or Google to manage that infrastructure. And so there was a real big shift on IT, and the CEO or the head of marketing, the head of sales, they didn't really care how the infrastructure was delivered. So you didn't have anybody kind of pushing on the IT or, saying we have to go to the cloud. Like, nobody really cared. AI, totally different situation.
Starting point is 00:05:57 We've had, you know, science fiction for, you know, probably 100 years. That has basically said you're going to have robots. You're going to have artificial intelligence. Or that's, you know, 20, 30 years. It's been in the zeitgeist self-driving cars, watching, you know, Watson on Jeopardy, using, you know, early products like Siri and Alexa. So it's sort of been pervasive that, okay, at some point,
Starting point is 00:06:18 AI is going to get good enough that it's going to be this helpful aid for us. And now that you have the chat chabit moment where the head of marketing can go and play with chat chabit and be like, wow, this seems to write marketing copy, maybe better than even my own marketing people. You don't need to sell them anymore that AI is like clearly the future. Now it's actually just about like how can you go implement something that's going to be safe, reliable, works with your data, you can trust it, which is now the new set of changes that all these companies have to go through. Got it. Cool. So Box started as basically like a folder in the cloud effectively. And then you added a bunch more stuff to that, but that is still kind of
Starting point is 00:06:55 the core of it. AI seems to be able to completely change what you can do. Yeah. Maybe just help us understand what are those cool things that you can now do for big companies? Yeah. So for us, the exciting thing is that AI agents basically thrive on unstructured data. So if you think about it, there's basically two data types that really matter in the world. There's structured data. This is what goes into a database. You know, if you launch an app tomorrow, you're going to start with the database and the stuff that's going to go in the database are like customer names and IDs and user IDs and all that. If you go to a big company, the stuff that goes into a database is all of the invoice numbers and the client record numbers and the amount of revenue they generate and their
Starting point is 00:07:34 distribution partner names. That's what's in their database. Then they have a lot of unstructured data and that's all of their documents. It's their contracts. It's their invoices. It's their marketing assets. It's their presentations. All of that data. The vast majority of data in the enterprise is that content. It's all of this unstructured data. And it's called unstructured because basically it can be totally freeform text. There's no inherent kind of computer structure to it. And so the problem is all of the data that goes into something like Box. Historically, you've never been able to really automate anything about it.
Starting point is 00:08:05 You know, if you just think about two years ago, you can't go to your sort of all of your files and ask them a question. You can ask a question in your database. You can, you know, say, please find me all of the records above the, you know, following value. You can't do that in your files because the computer doesn't know how to read all those documents and understand what's in them. AI agents basically changes this. So all of a sudden, all the data that's inside those folders becomes immensely valuable to companies because now they can ask all that data questions. You can begin to automate workflows around that data. Our whole vision is basically what if you turned all of this information into this new kind of corporate asset or set of knowledge that companies can operate off of.
Starting point is 00:08:44 And that's where, you know, I think there's going to be immense start. opportunity is a world of how do you have AI agents for almost every task or job function in the enterprise. Let's talk about that then. Let's say this world emerges and we have AI agents that do a bunch of jobs. I think a lot of people are worried like, oh, that means that we don't need the humans to do those jobs anymore. And I know you have like a strong perspective that like, no, actually it will go the exact other way. Yeah. Tell us why you believe that. I think basically if you go to most companies and you sort of say, tell us everything that you do all day long across the company. And you sort of assess how valuable is all that work that's getting done?
Starting point is 00:09:27 How valuable is every email you send and all of the time you spend going and finding information or all the manual work it takes to read data, kind of, you know, look at that document, extract information from it versus the time that really is the high impact stuff. You're with a customer. You're coming up with a product. breakthrough. You're supporting a customer to use more of your product. And you kind of did a ratio of that time. The vast majority of time inside of a company is on the stuff that really is not strategic. It's sort of necessary work, but it's not strategic to get done. So when you think about that ratio, if you could free up a company to work on the stuff that's strategic and not
Starting point is 00:10:05 the basically unstrategic stuff that doesn't differentiate them, most companies actually have a large set of things they would go do with their time. They would spend more time on breakthrough innovation. They would spend more time with customers. They would launch more marketing campaigns. They would proactively support their customers instead of just being reactive. The reason why I think the press gets this wrong, and you'll read a lot of press that basically says AI is coming for our jobs, is most of the press is not inside of big companies, seeing how much time we spend on useless activities that are necessary but not strategic. And so when I go talk to companies and I say, what if you had AI agents do all this kind of?
Starting point is 00:10:44 of work, they instantly, their eyes light up because they realize, well, now I can actually free up my time and my employee's time to go do much more interesting things. Or they start to have this list of all of this work that would be much more strategic if it got done if AI agents could go and do it, as opposed to the work that never gets done. Right. Because it's too unaffordable and it's just economically not viable to go and do. Yeah, this is like the backlog of stuff in your company that you're like, oh, if I had more people, I could go do those things. Exactly. But I can't. And basically, there's an entire category of work where if you just did like pure microeconomics
Starting point is 00:11:17 I could pay for the labor to do that work if I knew that it would produce enough value to pay for that labor. But the threshold of starting that work is too high. I can never even try and see if it's useful. So I would argue that literally if we go 10 years into the future, the vast majority of work that gets done
Starting point is 00:11:39 in 10 years from now will be work that today is in that category. It's the work that like right now, we can't even attack because we're like, I'm not going to hire somebody. Pay them $120,000 a year to just see if that thing produces value. So I'm never going to get around to it. And then in 10 years from now, when you just deploy AI agents everywhere to go do those things, we will be doing so much more as a company. When we, you know, launch an ad campaign internally, we translated into like three to five languages.
Starting point is 00:12:10 Our top markets, that's about all we have time. for because it's just too expensive it you know it sort of just hurts your brain to think about doing it across every segment of the market in every region when an AI agent just takes an ad copy translates it into a hundred languages our company will just grow more we will we will just be in more markets we will serve more customers and agents will be the reason that we were able to do that where previously we were bound by people time and we would never been able to justify getting that work done previously makes a lot sense and yet today Amazon
Starting point is 00:12:41 announces that you should expect that they have fewer headcount over the next few years because of AI. I totally agree with everything you just said, but then the press sees these announcements. Yes. What are they to make of that? To be fair, I only saw that snippet literally one hour ago. So I didn't see the full memo. I'm sure Annie, Jassy had some other thoughtful points. This is why startups are in such an incredible position. You know, I think if you're at the point where, you know, I don't know the corporate head count of Amazon, but let's say the total HUD count is in the hundreds of thousands to low millions just across all like every possible,
Starting point is 00:13:15 you know, every delivery function, et cetera. I could totally see the scenario where for them, they're like, okay, given the markets that we're in, given the things we do, you know, if we can't get this done with hundreds of thousands of people and AI agents don't just augment that, like we're probably running the company wrong. I'm just picturing that's the internal kind of corporate meeting. But now imagine the 50 person company where all of a sudden they can act like a 500 person company. Then you just have to ask yourself, if the 50 person company can act like a 500
Starting point is 00:13:46 person company because of AI, will that company become a hundred person company more quickly than pre-AI? And then that basically tells you, does this thing create jobs or not? And my argument would be that the 50-person company that is in more markets serving their customers better, doing better research on their customers, they're more armed with the next feature they should build. They can build that feature faster because of, you know, cursor, windsurf, et cetera, Replet. Will that company grow more quickly in a post-AI world on the human side? I would argue yes, because they need to get themselves into more markets.
Starting point is 00:14:19 They get more done. So I think it's more of a case of you're going to read headlines about the biggest companies, Amazon, et cetera. And I think there's a case being made where AI is an efficiency gain for them. But now the hundreds of thousands of startups and small businesses or millions of startups and small as businesses, I think it becomes an economy where they can get so much more leverage than ever before. Talking about startups, like I think maybe a lot of folks in this room look at the like B2B SaaS companies or the enterprise SaaS companies and just think like, oh, every problem
Starting point is 00:14:51 has been solved. Yeah. Like there is a big company incumbent, like you are one of those big company incumbents. Yeah. How should they think about like starting a company that could one day take down a company like yours? Not your specifically like the other guys. I'm not going to give you any advice on taking me down. But I'll give you advice on everybody else. So interestingly, it's a very fascinating proposition in question. So starting with consumer for a second, three years ago, I was having these kind of like, not like existential questions, but like deeply like deep philosophical questions. What year did you join YC? Um, 2020. Okay. Actually, so great timing. So, so around 2022, I, I kind of made this list of like now.
Starting point is 00:15:34 and verbs of just as like a just a fun kind of mental thought experiment of like think about all the nouns and verbs of like what we do in our life okay we eat we sleep we travel we watch something we are entertained or whatever and i went through that list and you know the list is not a thousand words right it's like 50 or something and basically down that entire list i tried to plug has that problem been solved relative to like 15 years ago, just choosing an arbitrary point in time. If we had this conversation in 2008 and we said, you know, music, travel, entertainment, hospitality, food, all of these things, we would basically sit around and be like, all of these things kind of suck. It's just like, it kind of sucks to get food. It kind of sucks to get, you know, listen to music.
Starting point is 00:16:25 Like you had to download illegal music. Everything was painful. Fast forward to 2022, we've solved a lot of problems. Like when I want food, it comes in 20 minutes from DoorDash. When I want to listen to music, it's on Spotify. When I want to watch a movie, I got Netflix or YouTube or whatever. So it was a tough environment for startups. Because you're kind of like, wow, now we're really only able to do derivative things because the core nouns and verbs like have been solved.
Starting point is 00:16:52 And, you know, coincidentally, YC basically created like half of them and or more. And so basically we had this period of like 2008 to like 2014 where like every noun, every verb just got solved. The same was largely true in the enterprise. So now do that nouns and verbs in the enterprise. Payroll, CRM, email, calendar, you just go through all of those things. And basically every problem had some kind of incumbent or like at scale startup, which is very bad for startups. because you basically had this era of companies that knew how to build a modern technology, and they were solving these problems.
Starting point is 00:17:33 Like, you don't really want to compete with gusto, because Gusto is still a modern, really good payroll system. There's not like a lot of vectors into competing with Gusto. So that was three years ago. Today, it's the first period in probably about a decade where I'm extremely confident that there's now a new set of nouns and verbs, where startups are in the right position to go and create the next set of solutions for
Starting point is 00:17:58 because AI has created enough of a change in the landscape to create those opportunities. They're not going to be always the most obvious things that you start out with. It won't just be like, oh, it's CRM but with AI because Mark Benioff and Salesforce is going to do CRM with AI. Like he's going to figure out a way to do that. They're very good at executing.
Starting point is 00:18:19 Like, that will happen. But there's a very, very long list. of things that software never did before that AI agents are perfectly primed to go do now. And that's basically the opportunity set, which is what categories of professional services or work is there no incumbent technology for that AI agents are basically finally able to go and solve? And there will be 100 startups that get created between last year and in three years from now that all become five, 10, $20 billion companies.
Starting point is 00:18:52 because they're able to find the next set of nouns and verbs or a mixture of nouns and verbs that are like, okay, it is legal work for this thing. And there's an agent, and for first time in history, you can go and deliver that by a software as opposed to it used to only be able to be delivered by people. And that's the opportunity that I think everybody has. Very cool.
Starting point is 00:19:15 YC's next batch is now taking applications. Got a startup in you. Apply at Ycombinator.com slash apply. It's never too early and filling out the app will level up your idea. Okay, back to the video. When you create one of these new nouns or verbs, a lot of them don't look like software in the sense that we think about software today where you like sell a company access to some number of seats of the software and the humans click the buttons and type the keys.
Starting point is 00:19:44 How will business models need to change or will they change? How will companies charge for these things? Yeah. So if you were building a SaaS company, again, prior to literally this year or last year, your only real monetization strategy was how many humans are there that need licenses to my software? And in the SaaS world, you know, we call those seats and basically how many people need a seat of that software? And you were maxed out based on the demographic size of that particular category. So if I sold
Starting point is 00:20:16 software for lawyers and I go to a company, I can only sell the amount of like, licenses as that company has lawyers, which is like a huge, you know, limiter to the addressable market size of your company. And so agents basically completely blows that up because all of a sudden you can have AI agents that effectively contain the labor of that job function in the software itself. So you can go to a company and you can say, I know you only have three lawyers, but my agents could do the amount of work of basically unlimited lawyers, which means you're obviously no longer going to sell based on the number of, you know, humans in that company related to legal work. You're going to sell based on some approximation of the amount of volume of work that has to get done related to legal work. And that's the new monetization strategy that I think we all have, which is, let's make the example of you're doing some kind of, you know, legal review of some, you know, set of contracts.
Starting point is 00:21:17 And you basically say, okay, previously a human would cost, five or $10 per contract to review based on, you know, human time. AI agents, you don't tell them this, but AI agents, let's say, can do this for 10 cents. So then you charge that customer $2. And all of a sudden, they're like, wow, this is incredible. You've just saved me 80%. And, you know, you're now extracting obviously a very meaningful profit from that. And there's no particular limiter to how much they're going to pay you.
Starting point is 00:21:44 It's just going to be how many contracts do they have to go through the system. And so, you know, every company, I think every space is going to have a slow. different version of that business model. But the new business model is some form of consumption. The only concern that you have to have of overly veering on consumption is the recurring nature of the revenue. You generally want to be in a position where you have some kind of subscription fee for your software as opposed to only being paid the moment that it happens because then you run into this problem where the customer plows through your system and then next year they don't show up because they use they use their done. They've reviewed all the
Starting point is 00:22:21 their contract. So you have to figure out how you basically keep some kind of ongoing recurring revenue stream. But besides that, you're going to see more of a consumption orientation with AI. And I guess what you're saying is you think the prices these AI companies will be able to charge per unit of work, let's call it, or outcome, will be a fraction of the human cost, as opposed to what we would maybe consider more of like a software cost, right? Because if it costs 10 cents to do the job, are people really going to be willing to pay $2 for a thing that they know cost 10 cents? Well, the question is based. basically how much software do you have to build on top of the AI tokens?
Starting point is 00:22:58 And, and, you know, it's like very obvious. Like, imagine a continuum where there's like almost like no software. You will get price compressed down to 2x max of the token cost. Versus a world where there's like a tremendous amount of software. You could probably support 80 or 90% gross margins, which means a 5x plus, you know, maybe, you know, an eight or nine, 10x plus increase over the tokens. I'm not going to tell you guys the number because it's proprietary. But if I told you the amount that we spend at Box on storage of storing files,
Starting point is 00:23:37 you would be surprised. Because you would say, well, I thought you were in the storage business. But the reality is what customers are paying for is all of the software above the storage. So eventually we're going to get to a point where, customers are no longer going to just be paying for the intelligence tokens, they're going to be paying for the workflow software that goes on top of the tokens themselves. They're going to be paying for your ability to build AI agents that have a unique set of context and connections and capabilities and access to data that can command a meaningful premium on the underlying AI token.
Starting point is 00:24:14 Totally. Yeah, I mean, I saw this at Google Photos, right? And when we propose that we should build Google Photos, a lot of people at Google were like, why would you do that? You can never make money. It's a commoditized market. It's just storage. Like there's Amazon, you can just store your photos there. And it turns out it's like a 90 plus percent margin. Yes. It's really great. And this is what's amazing about, we are all incredibly lucky to be in effectively, I'm sure there's other industries, but let's just say one of the top slash the top industry that has deflationary economics on the supply side. The reason why that matters is because it means that over time, your raw materials will get cheaper.
Starting point is 00:24:53 You know, you don't have to basically raise your prices in perpetuity like many other industries. You can actually just get more efficiency gains over time. And so, you know, I don't know the latest price on Google Photos, but let's say it's 10 or 20 bucks a month, right? If you told anybody, we'll just store all of your photos ever created for $10 or $20 a month or whatever the number is. Like, you'd be like, yeah, that's fine. That customer doesn't need to show up and say, no, I'm only going to do it for $8.
Starting point is 00:25:19 because I know your costs are going down. They're like fine to pay $10 for all their photos to be stored. Yet every year, you know your underlying costs are going down. That's what's going to happen in AI. As long as you can find how to not be so greedy that your pricing is sort of like, is kind of like offensive. You know, look at like, again, Winserve, Replit, Cursor, et cetera, like we're at like non-offensive levels of pricing.
Starting point is 00:25:42 It's $20 bucks a month. It's $50 bucks a month. But we know that in 10 years from now, they'll probably be able to drive down their rocket. materials lower, but we won't be able to command lower prices for those things, because it's just within a reasonable amount of spend. Yeah. And so you always want to be in a technology category where that is happening, and probably by
Starting point is 00:26:01 being here today, you've effectively chosen to be in that kind of category. Yeah. And I think that's true so long as there's not infinite competition driving prices down. Okay, but here's what's amazing. So let's just take, we haven't been in this war directly for a long time. We pivoted from consumer to enterprise. But, you know, let's just say Google Photos for a second. Everybody knows Dropbox.
Starting point is 00:26:26 Would you agree that Dropbox has been in an infinitely competitive war for 10 years? Yeah. Okay. And the company generates somewhere on the order of a billion or so in cash a year. No economist in history would be able to understand this. They would be able to say, wait a second, like, storage is getting commoditized. how is it that people still pay $10 a month for something that has switching that has basically limited switching costs and other choices in the market and it you know people build familiarity
Starting point is 00:26:58 there actually are switching costs because there's some data network effects sure there's user experience things you get used to so even even in a world where of hyper competitive thing as long as again you're not getting too greedy on your pricing then then you can usually sort of you know land in a spot where people will stay with you as long as you're innovating makes a less sense. Okay, one of the topics I've heard from folks in the audience throughout the last couple days is if you believe that AI is going to really keep growing over the next five years, which I think most of us do, are we not going to be in a world where companies just build all of their own software internally? Instead of hiring Box to do a job for me, won't I just
Starting point is 00:27:38 command my AI agents to go write the software that emulates what Box would have done? What's your take on it? The reason why I'm not afraid of it is there's a lot. a concept that I think Jeffrey Moore, if you read, I'll leave it with a couple of books that you should definitely read. This book called Crossing the Casm is probably one of the top five business books ever, and you should definitely read it. And right after you read it, read something called Innovators Dilemma, which is basically the number one business book of all time. But in this book, not this book, but the author Jeffrey Moore came up with this idea of core versus context. And the premise of core versus context is every company has to decide what is core
Starting point is 00:28:16 of their business with context to their business. If you are Disney, core to your business is like designing amazing IP and characters. Context to your business is your HR system. So what does Disney need to do? They need to get really, really good at technology to make Pixar insanely powerful. They don't need to get really, really good at technology
Starting point is 00:28:39 to run their HR department. The Disney value proposition doesn't relate to, you know, did they pay their people on time or not? not. They just need to pay their people on time. They don't need to, you know, they don't need to innovate on that. Every company has a choice of what time they're spending on innovation versus, again, like, I just want that to be an autopilot. And so this is more where just because you can do something, the vast majority of the world doesn't end up doing something. And coding your own custom software for every single bespoke need in your business
Starting point is 00:29:12 tends to be in that category because most people basically say, you know what, cool, I can build an HR system and I can go negotiate with workday or whatever to lower my pricing. But here's the problem.
Starting point is 00:29:23 Three years from now, there's going to be a bug. That bug is going to like pay people the wrong amount of money. I don't want to have to go and call my IT team in the middle of the night to be like, shit,
Starting point is 00:29:34 you have to go fix this bug that paid everybody the wrong amount of money. I want to be able to go to a company that I know that I can sue if they fuck up. Or switch to a competitor. Right. Or switch to a competitor because I can't sue my internal IT team, and I certainly can't sue
Starting point is 00:29:47 Anthropic. So you don't want to be having that liability for things that are context. It's not, you don't get the upside of getting really, really good at that. And that's how most companies work and operate. And so, you know, I read these things from Klarna and others where they built their own systems. And I think it's, like, fun to read about. I think it's very novel. I'm glad that they're doing it because it lets us have this conversation.
Starting point is 00:30:11 I think it's going to be basically useless. And other than for being cool fireside fodder, most companies won't do it. Now, I'm still very bullish on custom software because there are lots of things inside businesses that are custom software for the core where actually the company can't get around to building custom software for the core parts of their business.
Starting point is 00:30:36 And so having things like Replit or Cursor or WinSurf or whatever is actually very useful because now they can go and work on software for those things. And that actually, I think, ends up being very powerful. Makes a little sense. Okay, we're going to open it up to audience Q&A, but before we do that, while you guys queue up, my last question is just,
Starting point is 00:30:53 this is an audience of, you know, college students, grad students, recent grads, a lot of them want to do a startup one day. What's your advice? What should they do in this new world? Read Innovators Dilemma, read Crossing the Chasm, read Blue Ocean Strategy. Those are the three books you have to read. If you do what's in those books and you are going after the B2B market,
Starting point is 00:31:15 I guarantee you you will be 10 times better off than any other startup that is just starting from scratch. You will have a way to think about markets, disruption, what incumbents are vulnerable, which ones aren't. If you really deeply internalize them, you will be so much better off. That's the first thing. Second thing is have an incredible founding team. I mean, I know solo founders, that will happen for sure, but just try and grab one friend. They could be like the least, like, technical friend of all time. Just be in the grind with somebody.
Starting point is 00:31:47 Just because you're going to have more fun, you're going to see through more difficult times together. So have a team that you really are excited to work with to kind of get through anything. Do not underestimate the need for tailwinds in your market. So make sure that you're going after a market where I'm just going to assume everything at this event is AI, obviously, but like if your market is not truly transformed by AI,
Starting point is 00:32:14 don't touch it. It's not, it's just not worth it because you're going to be fighting against a headwind that is just unnecessary to fight against. Like go after markets where AI, like fundamentally changes like the very economics or, or, you know,
Starting point is 00:32:29 actual process of that thing. So you always want to ride a tailwind. So ride a tailwind, have a great team, build a big vision, now is the moment. This window will end. it'll be over in two or three years from now.
Starting point is 00:32:44 You're in the window right now where maybe it won't be your first attempt, maybe it won't be your second attempt, maybe it won't be your third attempt. But in this window, between a year ago and three years or so, plus or minus from now, this is when the next hundreds of great companies
Starting point is 00:32:59 will get started. So be ambitious because these windows don't come, you know, but for more than every, you know, 10 to 20 years. So I would exploit. that take advantage for that. In five years from now, you can be less ambitious. But for the next four years, you've got to go big because these are these windows that give you that opportunity.
Starting point is 00:33:21 Love it. All right. Let's start over here. So I have two questions which probably have the same answer. Oh, cool. Very efficient. Like this guy. But yeah, so I want to know, like in the core of your business, that is storage, like only in the core. Do you see a space for AI to manage anything? or help with anything? And the second is in the storage space, are there any new age startups that perhaps use some emergent technology that can better storage? Or is it a solved problem?
Starting point is 00:33:56 Yeah, I think if you're, if I take your question very literally at like the, do you mean like the literal hard drives of storing the data? Anything like software. Yeah. Level behind sharing, storing. Yeah. I think it's, and I invite anybody to try. and come up with a new thing.
Starting point is 00:34:13 I think the storing of the data is a pretty solved problem. The thing that I think AI could augment is like, just to get so boring, is things like life cycle management of the data. In our business, Google Photos, you tend to have this curve, which is the most active data needs to be, you know, in basically the part of your servers and in the regions that are most sort of fast, you know, fast throughput and fast access versus the stuff. that nobody ever sees, you can kind of store in some archive.
Starting point is 00:34:44 AI will probably help with that because it can kind of predict what data people want to access. But higher up on the stack, that's where the transformation will be. What do people do with their data now, not just the storage of it, but how do you turn that data into something that's much more valuable than just a document? How do you turn that document into a new type of intellectual property or value for that company? My name's Charlie. I'm a game designer here in the city working at a startup. I graduated from USC last year in computer science and game design, which is the best major ever. And my question for you is, what is the meaning of life?
Starting point is 00:35:20 Wait, for reals? Yeah. Oh, man. And you're 24, right? Yes. Yeah, I think you won't fully understand it, but you're in a period right now where you're just in grind mode, and I would just recommend just do the grind thing. This is not a period where you have got to do meaning of life stuff. Over time, I think you start to better have a sense of, okay, like you're on earth for some amount of years, you know, like, you obviously want to try and have as much of an impact as possible on something. So can you help society in some way? Like, that's the, that's one part of fulfillment. And then, and then you have another set of more personal things, you know, kids, family, that, that side that has to be fulfilled.
Starting point is 00:36:04 And, but, but again, like, you're in your 20. So like, like, I was just heads down grinding, not overly worried about the meaning of life. So I'd say, like, put a pin in that. Be nice to everybody. Be nice. Help the world as much as possible. Check back in in about five years. Like, now is your window for just being super commercial.
Starting point is 00:36:23 Okay. Thanks so much for being here today, Aaron. My name is Gary. And my question is about, like, enterprise products and their relationship with design. So earlier this afternoon, like Dylan Field joined. It was on stage talking about the growing value of designers, especially as AI makes the development process faster.
Starting point is 00:36:40 Yes. And how that might imply how craft and great design becomes a bigger differentiator for SaaS companies. But when I think about like enterprise products and their motivations to just like plainly deliver value, at least for some of these companies, how do you think about like craft and great product design when building enterprise products? And how does that maybe changed as Box has developed? I mean, enterprise software for sure historically has not had.
Starting point is 00:37:07 good design because the people purchasing the software tend to not really care about the design of it. They just need to solve a particular kind of utilitarian, you know, task. So it's actually been more voluntary that the companies decide to have really good design. So over the years, you know, companies like Slack, Figma certainly others have sort of said, you know, we're going to prioritize great design. Even if, I mean, Figma had to because of its demographic, but we're going to prioritize great design because we should just have better software that people can use. So I think this has been a trend over time. I would highly recommend building just great looking, feeling, experience
Starting point is 00:37:47 enterprise software. Even if the customer doesn't incrementally value that from you, it just makes it much more fun to build software. And so absolutely raise the bar and try and build amazing software. And some customers will care, some won't, but you'll feel a lot better, you know, about what you're producing. Thank you. Yeah. Cool. We have time for maybe one or two more.
Starting point is 00:38:08 Okay. Hi, Aaron. My name's Orion. And I have actually built a unicorn startup in China for the past 10 years. Wow. And planning to come to the U.S. and start something new here. I know number one staff is to join Vice C for sure. But I want to know your answer.
Starting point is 00:38:24 I know you touched on this a bit in the previous question that, say, if we do things in HR and AI, How should I answer the question about competition from Workday in the future? Since it has a massive amount of user data, about what the user like, about the candidates, about the performance, all that, since you are sort of incumbent in the data storage space. And I know Workday launches a lot of agents recently. I don't know if it's mostly PR or it's actually product, but I want to know your perspective on that. And I guess a second question is, what's your view of? on knowledge management.
Starting point is 00:39:03 I think it's always good to overestimate your competitors' capabilities and then figure out your strategy in a world where they have those capabilities. So what I would do is I would assume all of Workday's agents are amazing. And then figure out what strategy would be competitive with them. So a couple examples. One, you can go after parts of the market that they're just not selling into. Workday only has somewhere on the order of, let's say, 10,000 customers. Well, there's like, you know, 10 million businesses globally that would be relevant for
Starting point is 00:39:40 HR-related agents. So at a minimum, go sell to everybody else. That's not a Workday customer. Then, you know, there's certainly going to be use cases where they're not the natural sort of, you know, provider of an HR agent. And that will also be then the right opportunity for a set of startups. But this is why I'm very bullish on startups right now because I think incumbents are only going to be
Starting point is 00:40:05 the agent providers for their existing install base, which means that there's going to be tons of opportunity for so many more agents that those incumbents aren't already selling into. On Glean, I think I like them, but I think there's going to still be lots of different approaches to enterprise knowledge management. All right, I think we're out of time. Awesome.
Starting point is 00:40:24 Everybody give it up for Aaron. Thank you.

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