How I AI - Gumroad CEO's playbook to 40x his team's productivity with v0, Cursor, and Devin | Sahil Lavingia

Episode Date: April 22, 2025

Sahil Lavingia is the founder and CEO of Gumroad, where AI agents are already writing 41% of all code commits, and he’s targeting 80% by year’s end. Sahil demonstrates how this approach allows him... to transform what would typically be two-week projects into two-hour implementations—a 40x productivity increase.What you’ll learn:The exact AI workflow Sahil uses to build features 40x faster—from prototyping in v0 to implementation with DevinHow Gumroad incentivizes AI adoption across the organization with $33,000 bounties for engineers who outperform the CEOHow to use component libraries like shadcn/ui for effective AI developmentHow AI is shifting engineering roles toward architecture and tech-debt removal while enabling designers and PMs to ship features directlyWhy spending more time on UX iteration becomes possible (and necessary) when implementation costs drop dramaticallyWhich organizational functions will be transformed by AI next—Brought to you by:Enterpret—Customer SuperIntelligence Platform for Product and CX teamsVanta—Automate compliance and simplify security with Vanta—Where to find Sahil Lavingia:Gumroad: https://gumroad.com/Website: https://sahillavingia.com/LinkedIn: https://www.linkedin.com/in/sahillavingiaX: https://x.com/shl—Where to find Claire Vo:ChatPRD: https://www.chatprd.ai/Website: https://clairevo.com/LinkedIn: https://www.linkedin.com/in/clairevo/X: https://x.com/clairevo—In this episode, we cover:(⁠00:00⁠) Sahil’s background(⁠02:31⁠) How soon will AI do most engineering?(⁠04:08⁠) Live demo: redesigning with v0, Devin, and Cursor(⁠09:30⁠) Using the right tools(⁠11:03⁠) Prototyping and iteration with AI(⁠19:45⁠) Incentivizing AI adoption in teams(⁠24:50⁠) “Magical” date-picker component development(⁠31:47⁠) AI’s impact on marketing, sales, and support(⁠36:50⁠) Deciding what to build when AI builds everything(⁠40:02⁠) Conclusion and final thoughts—Referenced:• Devin: https://devin.ai/• Cursor: https://www.cursor.so/• v0: https://v0.dev/• Tobi Lütke’s tweet on how AI usage is now a baseline expectation at Shopify: https://x.com/tobi/status/1909231499448401946• Flexile: https://app.flexile.com/• shadcn: https://github.com/shadcn/ui• Gusto: https://gusto.com/• GitHub: https://github.com/• Figma: https://www.figma.com/• Slack: https://slack.com/• Vercel: https://vercel.com/• Next.js: https://nextjs.org/—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email jordan@penname.co.

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Starting point is 00:00:00 Can you do something that used to take two weeks in two hours? And that's like a 40 times speed increase. So that's kind of like the number that I have in my head generally. Like what's the most optimistic case? If you kind of remove all the bottlenecks, something that would take 40 hours, would take one hour. If you're suggesting to us that AI is going to raise the bar on what's possible to do, you are certainly setting the standard. The majority of human engineering will be removing tech debt such that AI engineers can actually ship features.
Starting point is 00:00:27 It's also scary, I think, which is why I think, many people shy away from this stuff. It's like there is this part of why change is uncomfortable is that change can kill you. There's like a fear of change. It's like job security, right? But at the end of the day, I think it's sort of also job insecurity. Hey everyone. Welcome to How IAI, a podcast on how AI is transforming how we get things done. I'm Claire, product leader and AI obsessive here on a mission to help you build better with these new tools. Today I have an absolute powerhouse guest, Sahil Lavinia, CEO and founder of Gummerone. If you have a lot of If you don't know Gumroad, it's the platform that has helped creators sell over a billion dollars of products directly to their audiences.
Starting point is 00:01:11 Seahill's been at the bleeding edge using AI to transform how companies build products and write code, doing everything from open sourcing the entire Gumroad repo to paying his employees thousands of dollars if they can write more AI powered code than he does. Today he's going to show us exactly how he does it. Let's dive in. This episode is brought to you by Enterpret. Interpret is a customer intelligence platform used by leading CX and product orgs like Canva, Notion, Strava, Hinge, and Linear to leverage the voice of the customer and build best-in-class products.
Starting point is 00:01:44 Enterprete unifies all customer conversations in real time, from gong recordings to Zendes tickets to Twitter threads, and makes it available for your team for analysis. What makes Interpret unique is its ability to build and update a customer-specific knowledge graph that provides the most granular and accurate categorization of all customer feedback and connects that feedback to critical metrics like revenue and CSAT. If modernizing your voice of the customer program to a generational upgrade is a 2025 priority like customer-centric industry leaders Canva, Notion, and Linear, reach out to the team at interpret.com slash how I A-A-A-O. That's E-N-T-E-R-P-R-E-T dot com slash how-I-A-I.
Starting point is 00:02:32 Hey, so I'm super excited to have you here. And before we dive into the demos, I wanted to call out something that you said a couple days ago, which is Devin, the AI engineering agent, who I also love, is writing 41% of your PRs right now, and you expect it to go to 80% by the, end of the year. So do you think that's the baseline that we should all be shooting for? Do you think you're way ahead of the curve? Where should we all be compared to that benchmark that you just said?
Starting point is 00:03:03 I feel like I tell the team constantly, like we have a lead, you know, but the lead is getting shorter and shorter every day, every week. There's a new model coming out. So I would say like by the end of next year, I would suspect that like every and hearing team in any company is, you know, using cursor and Devon and V0 and all these tools to ship, you know, a multiple times faster. And the question is mostly like how an organization adapt such that those people can do so, right? Like the model necks are show up in other places like Togi just tweeted about, you know, his Samplify AI stuff today. And I think that becomes the question is like how fast can you actually change your organization, your culture, especially when you're remote. It's harder to make these big changes across the org to get people to learn your stuff.
Starting point is 00:03:51 to try and fail and cross-share learnings, you know, all that, all that kind of stuff. Okay, so we're going to do it one at a time, which is you're going to show us how you actually redesign or build something using these tools. So we'll get your screen up and you can walk us through how you think about things. Awesome. Yeah, I mean, so I think the coolest thing about all this AI stuff is that you get to spend more time doing what you really enjoy, which to me and I think you as well like like solving customer problems and with this product that we build is called flexile and it's uh you know you can think of it like a like a gustor deal but built specifically for the way that we run the business which is like hiring a bunch of people a lot of
Starting point is 00:04:34 project based a lot of hourly based monthly retainers all sorts of different types of people remote in person full time let them choose their equity split manage your cap table all of that stuff in like the same product. And one of the reasons I love AI is that I can basically just use the product and instead of running into some issue and being like, hey, engineer, can you go solve this? And then spending all this time, like writing up a spec, you know, then putting that into, you know, sending that to a designer. That designer will then do like tomorrow or the next day will then do a mock.
Starting point is 00:05:07 There'll be some back and forth. And then it will go to like next week on Monday. It'll go to an engineer. They may have some questions that goes back to the designer. By the time it shifts, you know, it makes it to production, even for something like relatively trivial, you know, it's been two weeks or something, right? And so like, can you do something that used to take two weeks in two hours? And that's like a 40 times speed increase. So that's kind of like the number that I have in my head generally, like what's like the most optimistic case? If you kind
Starting point is 00:05:34 of remove all the bottlenecks, something that would take 40 hours would take one hour. And that's pretty awesome. So even in this form, like pretty simple. And I built the software. I'm like, You know, I'm not like saying, oh, it's so terrible, but there's always room to improve. And even on this one screen, which is the contractor invitation age, there's like already a couple things that I noticed that like aren't big enough to like really ask someone to do. Everyone's busy. They have their own stuff that they're working on. But there are like a few things that I notice. Like, for example, the date picker is kind of terrible.
Starting point is 00:06:08 Yeah. Like it just uses like the, you know, the native date picker. It's not humanized. You know, you can't type in like next Monday or this Monday or have like a nice date picker. You know, if you go to like Shat CN and this is the beauty of open sources, you know, and the why AI is so good is there's a lot of open source. You get like a nice date picker like this, right? It's like nicely humanized and you can do all sorts of cool stuff.
Starting point is 00:06:28 So that's like one thing I noticed that I think is like a really good candidate. For this, I would go straight to deb and I would, you know, it doesn't really really need that much scoping. It's kind of just like replaced date widget, you know, date picker in contractor invitation screen. With ShadC's the date picker, we might as well. I mean, the cool thing with Devin is you can do that while you do other stuff. So there's no risk, really. So I can select the Flexile repo and, you know, say for this specific page, like update the date picker from the browser native, you know, input to Shads.
Starting point is 00:07:04 Yeah, import. If required, I've never actually used this button. But again, this is a good example. like even someone who's using this stuff, like, you have to constantly like up your game to learn more. You know, basically I think this should be really like a rich text like this. Like you can just type into it and you could type in like next Monday. I think resend at a cool demo like this where they have more like a natural language, something like this.
Starting point is 00:07:32 And you could type in in one hour tomorrow at 9 a.m. These sorts of things. Or Slack actually has something similar where if you go. going to a canvas, you know, this is our roadmap if you type in like Thursday, right? This is kind of like what I think would be really cool. So I think this is also like I'm going to have Devon do multiple versions and then we can take a look at how far gone on them. But this is kind of how I would generally work is I would just take these forms and say like, you know, build this form. So you're you're putting into V0, you know, use this form using the very
Starting point is 00:08:11 descriptive great requirements. Magical. And then you're going to use V0 to get a prototype? Yeah. So generally my flow is V0 Devin cursor is probably how
Starting point is 00:08:27 I would say it. Like generally V0 is my prototyping tool of choice. And once I have like a really good prototype that I'm happy with, then I go to Devin and if Devin sort of fails, to completely finish. Then I open it up in cursor. Though I think last week, Devin launched this
Starting point is 00:08:47 pairing mode where you can actually like jump in. And so I haven't really experimented with them yet. But that's presumably I would use something like that going forward where I could actually just jump in and fix the changes. The nice thing is Devin actually runs. One of the most annoying things about being a developer is just getting set up. You know, just getting your admin, your developer environment set up, your end variables, local host. One of the tips I have for engineering organizations that are large, which is if you can make your environment easy to set up for AI, it's probably a lot easier to set up for new hires. So it pays off to sort of use that as a testing ground for how easy it is for any new engineer to get started, whether or not AI. So you have V0 in theory going. There it goes.
Starting point is 00:09:34 Yeah. Okay. So you have V0 going on building you a prototype. I have a question here, which is, you know, you mentioned Shad Sien as your component library. Was that driven by, you know, using these AI tools and, you know, those component libraries being out of the box? Or was that something you were looking at before? Yeah, it was a huge reason to switch and try to adopt a lot of these tools both. And I think it's one reason that I think many people haven't really, it hasn't clicked, I guess, the AI stuff. They're like, oh, I tried it.
Starting point is 00:10:04 It didn't really work. It's not like good. It makes a lot of mistakes. It's basically it's faster for me to do it than to have AI do it. And I find that that's like a lot of it is just like AI is good at certain things. It's really good at front end. It's really good at React. It's really good at J.O. and Shatsy and stuff.
Starting point is 00:10:19 So if you're not using those sorts of tools, you're not going to get the value. Like trying to ship something like this with like rails in the back end and like hotwire or whatnot in the front end. Like it just doesn't exist. Like you would have to spend all your time just getting this to work. you know, some J-Quary calendar thing, you think, you know, that's how Gummer it was for a long time. One of the things I wonder is if, you know, engineering leaders will decide on particular transitions or migrations to make just to power this stuff so that their teams can move a little bit faster because they're just seeing themselves be left so far behind compared to those who are maybe using some of these libraries and technologies natively. I actually think that like the majority of human engineering. engineering will be removing tech debt such that AI engineers can actually shift features.
Starting point is 00:11:13 Basically, like, designers will be shipping features because if you think about it, what are they doing, right? They are thinking about what the features should do. And then engineers are just basically setting up the groundwork, the framework, the defaults, the standards, the linting, the CI pipeline, the infrastructure, the dev setup, such that designers actually are more and more capable over time, like basically taking, you know, their idea. Like, if you were a designer, you, you know, you would like just design this part, you know, you'd design this, but you wouldn't design like all the little interactions in here,
Starting point is 00:11:45 right? Like, you would just design like that because it would just take too, too long or you wouldn't even consider it because you didn't play, you know, you didn't, for example, like often you'll have a designer and they'd like didn't consider it mobile. Okay, so you got this design. Let's take a look at it. It looks pretty good. It has the magical date creation, which is type, there you go, type a magical date and it works. So it's not just the design, it's the functionality. And you said the next step for you from V0 was into Devon. So how does that transition work? What are you doing? You know, normally I would have a few back and forths here. You know, you could spend like three or four prompts, like 10, 20 minutes, like really nailing
Starting point is 00:12:26 like the interaction, right? You may say like, you know, I added at a clear button or, you know, when you had delete, it should actually delete. And this stuff will get only faster and fast for But once you know, once you're happy with what you have, normally I would take like the final prompt and I would just paste that into Devon, you know, and I would basically do similar to what I was doing before. Yep. And I can see Devon doing its thing, having lots of fun. And I can start a new Devon and basically do that. Right. So like on here, on this page.
Starting point is 00:13:04 And you reuse the exact same problem. And then I would go here, build this form. Yeah, it's often, I mean, sometimes if I'm going back and forth and I learn stuff, like, I'm like, for example, this, I may just add here, you know, like all the, these are kind of like learning is where I could. Basically, I'm like, oh, my spec could have been better. Like, these are things that human engineer also would have maybe not done. You know, like, I basically just kind of go back and forth and like build. Basically, I'm like, the V-Zero is kind of clarifying my spec in a way. Do you use any of the code from the zero?
Starting point is 00:13:38 Sometimes I do. Like sometimes I'll take this and just use this command. And if I put this and I went into cursor, if I had cursor open on something, if I'd say I had it open on this, for example, I would just go to terminal and I would just paste this right in and it would put in this component. This is for a different repo,
Starting point is 00:13:58 so it doesn't have shots at the end. But it would basically, like, you know, slot that file in and then I could reference the file And you can also, I believe, just like, you know, you could, you could, uh, share it. And you could literally like just give the URL effectively, right? Like this. And you could just say like, you know, mimic this, right? You know, and you could say more things, you know.
Starting point is 00:14:23 For example, I noticed that like in this thing, like, I probably don't want the date to change in line. Like this parentheses is kind of weird. I'd probably add like a little note, you know. So I'd be like putting the date in parentheses is kind of weird, put it below the input as a note. Yeah. I love putting it. I don't know what this does, but for some reason, if I feel like I'm viving with this person, like they know what I mean when I say note. I mean like slightly smaller font size, like gray, you know, like, note.
Starting point is 00:14:58 Like, I feel like a desire would get it. So, you know, this is kind of like what I would give to Devin. and then it would run off and do its thing. It'll wake up and it'll do all these things. All the stuff that I would basically do, right, open cursor, get the thing, find the files that need to get changes. But I personally, one of the things I think is really, really important is spending more time in V0.
Starting point is 00:15:22 Like I think many people just like, they do a first pass and basically I think MVP's are no longer enough. Like you can actually spend like 10, 20, 30, 40 minutes here. if you know the Devin is going to be able to execute, like sometimes you don't want to spend too much time here because it just creates work for the engineer, right? You're like, oh, now I have to think about this and that and this. And all these, like, little bits that would make the customer feel really good.
Starting point is 00:15:45 The user experience would go up, but the developer experience would go down, right? But if you know an AI is going to be implementing all of that stuff and they're going to do it at a very high level of conscientiousness, you might say, oh, by the way, redesign it to like have this. Or like, you know, different roles, for example, right? Like different roles have different amounts. show a preview in the drop down.
Starting point is 00:16:05 You know, so one may be like 200 an hour, one may be like two pay per project, et cetera. You know, one may be 250K a year. Just for fun, I might say like one may even have multiple pay rates because I've been exploring this idea generally. And I think part of the beauty of not doing it yourself is to happy accidents. Like AI may just take your spec and actually do a better with it than you would have. And so yeah, that's kind of how I use it.
Starting point is 00:16:34 And then I generally, if you're hosted, you know, depending on the projects, our newer projects are all NextJS host to on Versailles. So they'll even give you like a preview branch, right? And I mostly love doing front end stuff with Dev. And actually now they have this pairing thing. I could actually go in and like run Rails console and like check the back end stuff too. But, you know, with preview branches, like I love making changes to antiwork.com. Yep.
Starting point is 00:17:02 Because I can test them almost immediately, right? I can be like, you know, let's say a new person joined the company, you know, I can just say, hey, add this person who joined the company. This is their motto. By the way, pick a fun icon that matches for them. Like, I didn't pick any of these icons. I would not have made myself a king, for example. I just said, like, I basically just asked everyone in Slack, like, tell me if you want it to link anywhere and what you want your, you know, your slogan to be. and then I asked Devin to actually do it and pick an icon for each person.
Starting point is 00:17:36 That brings me to something I was thinking about, which is when you were in V0 and you were asking it to add on features, I was playing the product manager in my brain and I was thinking, oh, in past lives, people would say, no, that's scope creep. We're just focused on the date picker or we're just focused on updating this component. We can't kind of scope creep and add more and more features. And what I think is interesting, I'm curious your point of view, is you can really start to go to the edges of some great user experience. And it's less about how much time will this take or is it too complicated. It's more about what's actually going to work and be useful. Yeah, totally. And like I often like, I mean, maybe this annoys some people at the company.
Starting point is 00:18:21 But like as I'm doing V-Zero stuff, like on other things, I'll be, I'll like go into the issue and be like, let's see if I have one here. and like I wanted to improve the multiple pay rates per role as I mentioned right like this is and I'll you know I'll be like I'll just go in here and be like you know like this one I had I was like doing something with gusto and I kind of liked it you know and I was like it I turn on this and it's just free people can ignore it if they want but it's like free design research you know so all of a sudden they have an example of this this episode is brought to you by Vanta building a business achieving ISO 42 2-001 compliance shows your customers that you're taking the necessary steps to ensure responsible usage and development of AI. But the process can be time-consuming, tedious, and very expensive. With Vanta, achieving compliance can be done in a fraction of the time and at a fraction of the cost. 95% of the required document templates are pre-built for you, accelerating the process,
Starting point is 00:19:22 helping you demonstrate trustworthy AI practices and scale your business. with Vanta's free ISO-4201 checklist, which gives you a breakdown of the compliance process and the road ahead. Download it at Vanta.com slash how I-A-I-A-I-I-I for the free compliance for AI checklist. You know, I see you as an individual being able to add this and fix that and update, you know, the home page and all those things and use Devin sort of asynchronously. I'm curious how you've made this work at the team level. Like, what are the actual operational pieces that have to be in place for this to not degrade into chaos? And then what about just culture makes this work for you all?
Starting point is 00:20:11 Yeah, I mean, first off, it's not easy. Change is uncomfortable, right? It requires work and energy. And biologically, I feel like we're starting to save our energy all the time. So you have to, you know, you have to motivate people. You have to make it exciting. You know, there's a reason, like, colleges and classes are in person, right? Like, there's a, it's, like, fun to train together.
Starting point is 00:20:34 You know, it's easier to go to the gym in a gym than, like, at home in your bedroom, right? Part of it is doing it myself, too, you know, like, if your manager, your annoying boss is telling you to do something, it's different than, like, leading from the front a little bit. I often do, like, screen shares. Actually, like, I recorded these videos, and I recorded this one with Josh Pigford on YouTube, which is, like, three hours long. And I basically did it because I wanted to, I was like, this isn't, you know, got a lot of views actually. Like I, that's how important I felt it was not just for me, but for everybody, but I was like basically recorded it for the team. I had my team in mind as I was doing it. Like, check out how cool it is. Like, imagine once we switched to tail when like how fast we can, you know, do this kind of thing. And like how, you know, it sort of is part of that bringing the energy. We also financially motivated people. So there's a couple times here. I'll find you example of the Devon competition we did. So we did this.
Starting point is 00:21:24 competition where we did $33,000 split amongst whomever opens and merges more Devon PRs than me over the course of May. So, you know, it's a kind of a fun way to like motivate people to learn. It's time bound. And I actually did pretty well. Let's see the results. So I got I got fourth. I opened 27 PRs with Devon and then three people beat me. So it's, And I do a lot of easy wins, you know, so like it props to all the engineers who, who did it. But yeah, this is all my all my devon PRs. A lot of people, like, there's no way you use Devin. Like you're making it up.
Starting point is 00:22:04 You're just trying to like go viral or whatever. I'm like, not really. Like I'm just trying to like help people be more productive. I didn't know that was so controversial. But, you know, there's like a lot of small things. Like remove this part of the homepage. There's this like recap that we do in Slack that's generated by AI that recaps like everything that shipped last week. And so I said, hey, Devin.
Starting point is 00:22:24 Could you know, like for example, these two things don't really need to be here because there's nothing under them, right? So I just said, hey, at Devon, like, could you like, you know, only show the products that actually have shipments and like hide the other ones? And also, like, some of these aren't really shipments. Like this one is only the back end. The front end hasn't shipped yet. So like make sure, you know, the update the AI prompt that we're using for this, which by the way, I've never seen. Like I have, I just, I just know that there's an AI prompt that's, you know, involved. And, you know, and that's actually what this, what this one is.
Starting point is 00:22:54 Right. So it found the Slack weekly recap and it, it, uh, you know, it made these changes and they created this PR. So we can actually go in and see this PR and we can, uh, confirm my, my suspicion or not, which is, oh, turns out there is a prompt. So it's primarily on shipments, feature improvements and bug fixes, right? Prioritize these categories. And then it also did something here, uh, which is if we looked, it did this. It added a filter. So, you know, basically only the projects that have more than one. The thing that I would critique about myself is that ideally we would have a test. And maybe there is a test that I don't know about. So this is when the human would come in. I don't normally just hit merge on these things. You know, I would normally send this to somebody else and be like, hey, I did my best shot at this.
Starting point is 00:23:44 And you could see here for the Slack Recap, don't include product names. And then I pasted this, the link to the update. You know, I would normally like say, hey, And you make sure this looks good to you. And if there are any tests that need updating. And personally, I think this is way better that like someone has done most of the work for you. And basically I think humans will start the process. I think of it like flying a plane.
Starting point is 00:24:12 Like humans will take off, decide where to go and land typically, you know, do QA in this context. But, you know, not actually build, write all this code, right? I'd like look up, like, for example, you know, like dot filter versus dot trim or dot clean or, you know, like every language is different, right? But overall, I know rough amount of software architecture that like this is, you know, this is the right solution, right, to this problem. You're just adding a simple filter that removed things. And ideally there would be a test, so I would have even higher confidence that this, that this has done what it should, you know? One thing I was going to call out on the code you just showed was I find that these AI engineering tools are pretty good engineering citizens and that their code is well commented. They call out, you know, there's a little bit document doc strings and things like that that make it easier to parse some of those, those changes.
Starting point is 00:25:09 Okay, so this is what we kicked off with. It's the native date picker replaced with the shad CN one. Yeah. So the core problem I have here, which I guess is I need to make sure it works. Okay. So you're showing the time lapse of Devin here, which is basically a screen recording of every single step along the way. Right now you're in the terminal and the IDE. So you can actually replay step by step how Devin got all this code done.
Starting point is 00:25:43 It looks like it has in here, you know, reasoning and thought. planning exactly and then the part that i'm looking for and hopefully it did it is that it would run it would run the app locally and it often does this but sometimes if you have a complex app and we just open source this so that it may have like broken uh but it would actually run the browser in its little local box and then it would test it so let me ask it to do that run the browser and it's awake so it should pretty quickly start doing doing that and it's this is devon right here Devon Box, Mr. Devon. And also, we can watch it on this one, right?
Starting point is 00:26:23 It's doing its little thing. So because I had used magical in quotes, it presumed that I wanted to call it magical. And you can see, we actually open source it recently, so it's always working on an old repo, which is my guess of why it's not working exactly, right? So now there are two things. I decided to replace this input, the standard input, with the type date with this new component, that's definitely correct.
Starting point is 00:26:51 And then it created this component where it goes through and it, it, it, it, uh, replaces it. So the thing that looks wrong here is it doesn't, it doesn't look like there's any AI magic. So something sort of making, which maybe it doesn't need to. Maybe it's smart enough to know if I just type in today, tomorrow or yesterday, but, you know, it, this probably wouldn't work if I said like three Sundays from now,
Starting point is 00:27:15 but maybe that's fine. Maybe that's not. actually what anyone would really do. This maybe even is a good example of something that to your point, like I think AI has really good hygiene, engineer hygiene, where it is on a micro level, it's a better engineer than human engineer would be. So you have to spend more time on like the architecture and like the planning aspect of it, making sure your execution is correct.
Starting point is 00:27:39 Like calling it magical date picker, maybe it's not the correct approach. I would probably call it natural language date picker or something like that because magical doesn't really give you any insight into what's magical about it. But besides that, my guess is like this code, this parse natural language is actually like probably really, really robust, really good. Even this magical look, like check out the math on this guy. You know, like, whoa, pretty simple, but like how long would it, you know, how many times would you have to tweak it to like, oh, I, you know, like, I got it wrong.
Starting point is 00:28:13 This like fancy ad days function. Like, it's pretty clever how it's doing, how it's doing that. Find index. It's getting all, you know, it's basically figuring out, like, when you type next Monday, it's like three days and you're adding the days to get to the right, right day in the calendar, and it's parsing the day based on. And it's like, that's like, this would be like a, you know, two years ago. This would be like so impressive for, like, that would be almost like an engineering challenge, you know?
Starting point is 00:28:41 Like, I would hire an engineer based on this, which is now they would just go to chat, GPT, and be like, and it would work. So what you could do is to go back to the V0, if you really wanted to enhance this, you could just sort of take this component, and they're actually working on a way to like embed it, bring a component back into V0, and then you could iterate on it.
Starting point is 00:29:00 And the UX, like a designer could even do that with V0, and then you could then pull it back in to the code base. So you could kind of like do a lot of this like customer focus iteration, you know, on the, in a whizzywig way, basically, like Dreamweaver, you know, versus like in code. I mean, like this, you have to think so hard to understand like what, how do you improve the user experience looking at this, right? The amount of like brain power and it just hurts my head.
Starting point is 00:29:32 What I think about is imagine that an engineer took this and went a week away and came back and said, here, I built your magical natural language, you know, date picker. and you said, no, that's not really what I want. It feels like such an expensive iteration to throw out that code and do something new, whereas you can iterate that on that, you know, in a couple minutes or a couple hours over and over and not feel like you're wasting, you know, time and expense. And honestly, people's, like, motivation and energy, I think about that a lot as well. Yeah, if you spend two weeks on something and you're, you know, your annoying CEO is like, nope,
Starting point is 00:30:11 that's not what I meant. It's like, you know, and then you got to spend, you got to go for a long walk and a coffee bag before you're back to work. Right. So it's so much better to like really spend time, you know, here before. Yeah, I just leaned in. So we got a redesign from V0 on this new employee onboarding. And not only did it get new features, but you got a beautiful update on the date picker with some suggested common time. frames in there.
Starting point is 00:30:44 Yeah, this is super smart. And all I did, by the way, I just said build a really dope natural language day picker for an HR product onboarding form. So probably the critical piece is like HR, right? So it's like building it in the context of the problem you're trying to solve, which is, you know, if you're, if you're building like a party planning tool, you'd probably have like Christmas or, you know, like whatever, you know. But in this case, yeah, next Monday in two weeks, you know, probably it's going to be next Monday.
Starting point is 00:31:16 That's my guess is that is the most common, you know. But you could say actually we're, you know, we're based in a, you know, a country in which like we work week start on Sundays or Tuesdays and boom, you know, and you could do all sorts of interesting things. Or we're in a, you know, a place in which our date, you know, we put the day before the month or whatever. And so, yeah, it just, it just, yeah, just a great opportunity. you need to really push the envelope and just like really spend more time. Even I love this. I put the first name and last name next to each other. So you can read it out nicely.
Starting point is 00:31:49 So we just watched you ship in a new component, build a magical and now dope date picker for your employee onboarding tool. You've shown us how to get this done across your org and you prove that you're at least in the top five people shipping PRs would be. of or with Devin at the company. Oh, by the way, this is merged. We got it merged. So it looks like a, looks like it made no mistakes. So yeah, next week it'll be better. Like, think about that, would have been like, you know, at least 24 hours.
Starting point is 00:32:26 So that's like a nice 10x speed increase. This is a lot about engineering at Gumroad. And you said, you know, 41% of your peers are being written by Devin. You're writing code. What org is AI coming for next? where the 80% of the work you think is going to be started by agents? I mean, I think you could see, you know, if you think about what are the orgs that exist? You know, it's like design, product, engineering, customer support, sales, marketing.
Starting point is 00:32:54 And I really, I don't know, I actually was probably more optimistic on like full automation. I don't think we're going to really get there for a long time. There's just always like a higher level abstraction that you get to operate at. So, you know, there will be, for example, like I think there's a lot more marketing automation that could happen in terms of like, suggested tweets like you know it could just watch what's happening in github it could like suggest hey this thing we you know we have a content framework we should post about this feature right right now i noticed myself having to like you know say hey this thing shipped in github by the way only half of it shipped only the back end there's still all this nuance that i think you know marketing could get
Starting point is 00:33:29 like a lot more efficient sales too i think like for example there are all these people who sign up you know they show up in our database basically right uh and they're just email you go to Flexile, you sign up, but there's, I think, a lot more automation. You know, if someone signs up to Flexile with like Sawhill and Yourtimes.com, you know, you could sort of queue up an email to them. There's so much focus on customer support.
Starting point is 00:33:52 We even built our own customer support product with AI, which is great. You know, you can talk to AI and it'll help you out. But this is all like reactive, you know. Well, what if I'm just browsing the page? And, you know, it knows that I, I'm in New York for my IP, you know, and you could wave at me and, you know, it could be like, hey, what's up?
Starting point is 00:34:14 I was in New York. It's kind of cold out there. It's kind of rainy. No. And you'd be like, oh, yeah, it is. It is rainy in New York. Why do you care? And you can have a conversation.
Starting point is 00:34:23 And, you know, you're like, well, you know, it's kind of nice to be able to, like, talk about the problems customers are facing. So, yeah, I mean, there's, there's, I think sales, like making it more, making support more about sales, making it more proactive. I think making design more about product, making end. engineering more about architecture, you know, I think there's always going to be more and more stuff to do. Maybe even like like prioritization. I think I spent a lot of my time. Like, you know, for example, like going through GitHub and saying, okay, we have all these tasks. We have like 27 things. Like,
Starting point is 00:34:55 what do we build first? And right now it's like in my head. Basically, I've seen all these things go live or maybe even a better example more people would relate to would be Gumroad. You know, we have this big roadmap. And, you know, I, I think I'm pretty good at this, but the reason I'm good at this is because I've seen every single thing ship. And so I can very quickly sort of be like, okay, this is this is, you know, gonna generate like, you know, maybe $100 to $200,000 in value for creators, creator earnings.
Starting point is 00:35:25 This will probably generate like 300, 400K. But then I have to also put on my engineering hat and say, okay, this is gonna take like 40 hours of an engineer's time. This is gonna take 300 hours of an, you know, and like do all this math, which you can go to business school, learn about bite and like all these things. And I could totally imagine like, you know, a button here that's like a magical rank, right? And then it just like sort of goes through and maybe you should actually know that like, because you missed out this fact, it's actually much harder to ship or we don't yet use Shatsy Ann.
Starting point is 00:35:56 So actually you're underestimating this and it could like reprioritize it, right? And you could do all sorts of interesting things. That's like a huge. I mean, think about how many people at these large companies, especially like they're spending so much of their time on strategy. and quote, which is really just prioritization, right? And what we do is we just email all creators and we just put together a list of things. And I just, we just sent this Google Doc to like our top 200 creators in 2024. And we kind of like ranked this based on what they wanted from us because it turns out like they're the ones paying our bills.
Starting point is 00:36:31 And we started shipping it and imagine AI could take all it in all that data. I mean, all their sales volume, we have access. to, right, in our database, and you could somehow kind of like get a good, good sense of like, okay, what feedback should we be listening to? And, you know, you can imagine like you just hit a button that says like, you know, assigned to Devin, you know, and then boom, it's done. I mean, that's another weird thing, though, right? It's like, well, if AI gets so good, why do you need to, we just do everything. Why, what's the point in prioritization? Partization is a function of like limited resources. So that's a whole thing. It's like, I really, I'm a really, I'm a
Starting point is 00:37:08 I would love to be in a place where I come to the office and I have no idea what's going to happen. Like I have no idea what we should even be building. And we spend time as a team like thinking about like what should we build. Like we go like there's no issues in get in. Weird. Yep. Like because every issue is solved. So, you know, it's cleared.
Starting point is 00:37:26 We're in box zero. And so it's like, okay, well, what do we do? And then we sit around and talk and pontificade and eat lunch. And, you know, we really have to think hard about like, oh. We should do something totally radical, like open source the whole thing, you know, like things that, like an AI probably wouldn't suggest that. It wouldn't be in the in the next token prediction or even in the reasoning models. We're like, okay, we should do really advanced content customization options. Okay, like what is that?
Starting point is 00:37:54 Okay, let's go design and V0 watch of that and do a lot of research. You know, I think research is obviously going to get a lot better with AI, but still humans have to go talk to people, ask them questions, user research, design research, market research. research, I think sales will always be important. I think marketing, like, I think marketing will be one of those things where, like, the average marketing, like, AI will get so good at marketing that, like, the level of what's interesting to a human, like, kind of like the, you know that meme of the Saratoga Springs guy drinking the water and whatever, obviously, like putting banana on his face? Like, to me, that's like a sign of how good AI is that, like, that level of content production
Starting point is 00:38:33 is now necessary to go viral. Like, it's insane. I can't imagine, like, how. you know it took to make it just it's so funny like it's so thoughtful and so many funny different little like easter eggs and you know and i think that like that's kind of what will need to happen it's just like you have to like up the game more and more and more like you know right now artists can post like a painting on instagram and people will be like oh amazing painting but like in five years it's going to be like you need to like post the freaking movie it's like that's just what
Starting point is 00:39:02 people will expect like hey we just want to see your like 30 minute sci-fi movie that you did and that's like for free sorry that's that's what that's what our dova you know that's what's what's happening to our our dopamine system or we can spend like a whole day talking about like how do we get better at recommending products on gum road is there a totally different kind of you know recommendation experience that's like much more AI driven and much more natural language than just like a marketplace of you know feed of products where you can it can remember things about your your tastes your preferences you know it can learn from you you were launching a community feature,
Starting point is 00:39:34 pretty excited about this next, later this week, which is pretty big, but we, you know, there's just tons of, yeah, I mean,
Starting point is 00:39:40 who knows? I mean, it's exciting. It's also scary, I think, which is why I think so many people shy away from this stuff. It's like there is this like part of,
Starting point is 00:39:47 part of why change is uncomfortable is that like, change can kill you, you know? Like, there's like a fear of change. Like, you know, it's like job security,
Starting point is 00:39:55 right? But at the end of the day, I think it's sort of also job insecurity. Like, we don't know if like what we do will continue. will continue to be valuable. I can say for sure if you're if you're suggesting to us that AI is going to raise the bar on what's possible to do you are certainly setting the standard. I think you're showing an entirely new way for teams to build. You're showing an entire way for a leader to show up and
Starting point is 00:40:19 actually contribute to the work product of the company, which I think is really inspirational. And then I think you're also showing look, you just have to go learn these things and try things. And, you know, you're going to get in a loop. But over time, you can actually become one of these leaders that's that's on the leading edge as opposed to the lagging edge. So I think it's great. And I think you're setting the standard for how EPD orgs are going to operate in the future, if not, if not companies. So we're going to wrap up with a quick lightning round. Two questions.
Starting point is 00:40:50 If you can encourage people to learn just one of all your toys here you just showed, just one that you think is the highest impact, which one would it be? V0, honestly. I mean, it's a bias, I think, because I spent so much time in product. I think of our more of an engineer. I think Cursors agent mode is pretty crazy. I think if you're like a CEO of a company, I think Devin is like the most impressive, like the fact that you can just be in Slack and just talk to it and it will do this is crazy. So I think a lot of it depends on like your role in what you value and what you think is the most important.
Starting point is 00:41:26 But V-Zero, I think it's just like the lowest hanging fruit. I think everyone is kind of familiar with Figma. And I think a lot of people think that. like you know okay now people no one questions that they i can code even though a year ago people were like say oh he can't code or whatever but now people are like oh he can't design it doesn't have taste you know and so it's just like really you know like design a really nice onboarding wizard for a bank you know and like watch it do a better in ui for a bank than any bank has you know so i think that this is like something it's just anyone can do like a kid could like have fun
Starting point is 00:41:59 with this. So I would say, may I probably dominate V0? And then, you know, the cool thing about V0 is it shows you what's possible. And so then if you want to execute on it, then you have to like learn all the other, all the other tools. The other nice thing about V0 is that it comes with a URL. So you could build like a Tic-Tac-Tow and send it to your friend and play Tic-Tac-To, which is a kind of a nice, you know, a rep later bolt on you or lovable like they, there's just so many. We've talked a lot about how you are setting up incentives like bounties to get people to use AI or learn AI. But how do you get AI to do what you want? So I found that everybody has their own tactic.
Starting point is 00:42:38 Like they're mean. They offer money. What is your strategy for getting AI to listen to you when it's in a little bit of a loop? I mean, honestly, capital letters, not in like a mean way, hopefully. Hopefully it doesn't take it the wrong way. but I just think it's like it is you know kind of like it's kind of old school I guess you know you have like literally like lowercase and uppercase and like it's just a really easy way of saying like this part is really important like please do not ignore this specific part there's another hack that I love called etc so if you want a list of things you you can name like two of them and then just say etc and it will often like riff it's really fun to just like be like, it's kind of like a test, you know, it's like you've come up with two or three, but you need 10. It's kind of a nice way of letting it, letting it like be more, more creative. Well, this has been
Starting point is 00:43:35 incredible and we have to wrap by showing you have not only redesigned your own product, but you've taken on the baking industry by generating a onboarding for a neobank apparently here in V0. I really appreciate you giving us a real look at how you're building with AI, both as an individual, as a team. I think you're definitely going to inspire tons of people to rethink how they show up at work. And I think if you folks are going to be looking over their shoulder thinking that you're about to lap them once or twice on some of on some of this building. So thank you so much for the time. Where can people find you and how can they be helpful to you? Yeah, you can find me on on Twitter slash X. My handle is at S-H-L and helpful. I don't know. Just anytime you see something I've said that you disagree with or think of my thoughts could be improved upon, just reply, let me know, DM me.
Starting point is 00:44:32 I'm always looking to get feedback and improve my thinking. So I just appreciate everyone tuning in and I excited to see what everyone builds. Thank you so much. Thank you. Thanks so much for watching. If you enjoyed this show, please like and subscribe here on YouTube or even better, leave us a comment with your thoughts. You can also find this podcast on Apple Podcasts, Spotify, or your favorite podcast app. Please consider leaving us a rating and review, which will help others find the show.
Starting point is 00:45:04 You can see all our episodes and learn more about the show at how IAIIPod.com. See you next time.

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