No Figma. No Jira. No docs. How Gusto built a new product line with Claude Code | Eddie Kim (CTO)

29 Jun 2026 · 52 min · 25 chapters

Ask about this episode

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

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

In short

How Gusto’s CTO Eddie Kim and a tiny team built “Gusto co-founder,” a new agentic product line, in 10 weeks without traditional product artifacts (no Figma, no Jira boards, no tech specs, minimal documentation).

Guest backgrounds

Eddie Kim is CTO and co-founder at Gusto. He describes himself as an engineer and heavy user of Cloud Code. The core team included 3 engineers plus Eddie (counted as an engineer) and one designer, Katie Kavalchen, who shipped production code and is top-tier in PR throughput.

Key claims

Agents are “not scary” when built with an agent SDK (Cloudflare Workers + Vercel AI SDK). Code is cheap to write, so teams can “trashcan” PRs and even rebuild from scratch. Leaders should be hands-on merging reviewed production code.

Notable examples

A perma-zoom + a single whiteboard drove the build. They shipped a fake UI to production behind a feature flag, then gradually connected real agent logic. Gusto co-founder can approve time-off via SMS/Slack and automate payroll for a NYC massage spa by reading a MindBody export spreadsheet, applying bonus/commission/tip rules, and submitting payroll.

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

Chapters

Tap a time to open that second in VO

The No-Meeting Approach to Product Development

0:00 to 1:12

Learn how Gusto developed a product line without traditional project management tools.

“We had no JIRA board where we tracked stories or tracked work.”

The No-Meeting Approach to Product Development

1:38 to 2:40

Learn how Gusto developed a product line without traditional project management tools.

“Today's engineers use cursor and cloud code to shift features in hours that used to take weeks.”

The Origin of Gusto Co-Founder

2:40 to 4:32

Eddie shares the backstory of how Gusto Co-Founder was conceived during a layover.

“I'm so excited you reached out to chat because one of my favorite themes that I'm seeing right now is CEOs, CTOs, founders, executives, getting back to building product.”

Building Fast: The Creative Process

4:32 to 7:56

Explore the unique process and team dynamics that led to rapid product development.

“I spent the past couple of years pre-AI spending so much of my time like prioritizing and planning out quarters and saying, can this come in Q1 or is this going to be a next fiscal year thing?”

The Role of Engineers as Product Managers

7:56 to 12:47

Discover how engineers took on the product management role in the absence of a PM.

“Like now after going through this experience, I mean, I kind of want to take more vacation, honestly, because like I actually I actually went to my wife.”

The Trash Can Method of Software Engineering

12:47 to 14:00

Learn about the 'trash can method' and how it facilitates agile software development.

“So I have to ask you a couple of tactical questions about how you pulled this off, because that's what people listening are going to want to know.”

The Trash Can Method of Coding

14:00 to 14:59

Learn about the low-cost approach to software development where code can be easily discarded.

Building from Prototypes to Production

15:00 to 18:00

Discover how starting from scratch can lead to better product outcomes.

“My assumption was that we're going to continue to build on my prototype.”

Simplifying Tech Stacks with Cloudflare

18:01 to 19:10

Explore the simplicity of using Cloudflare Workers and Vercel SDK for building agentic products.

“for memory or planning or things like that.”

Iterative Development in Production

19:11 to 21:52

Learn about iterative development by shipping prototypes and refining them in production.

“And so you've almost compressed that loop.”
Show all 25 chapters

Empowering Designers to Code

21:53 to 24:20

Understand the impact of mentoring designers in coding to improve product outcomes.

“So if you look at it at any given time, there was always something wrong with it, like in production.”

Cultural Impact on Engineering Teams

24:21 to 24:56

Hear about the importance of valuing code contributions from non-engineers.

“I've run very large engineering organizations.”

Empowering Designers to Code

27:10 to 27:39

Understand the impact of mentoring designers in coding to improve product outcomes.

“And when a decision is made, you can hand it off straight to Jira so a developer or even an agent can pick it up and start building.”

Passion in Product Development

27:40 to 28:05

Explore how passion in the workplace drives creativity and productivity.

“It did feel a lot like the like startups.”

Passion and Team Dynamics in Product Development

28:05 to 29:30

Learn how team passion and dynamics contribute to successful product delivery.

“And honestly, they were having a lot of fun.”

Introduction to Gusto's Product

29:30 to 31:28

Explore how Gusto's product offers a multi-channel experience for users.

“And for the folks on audio, I'll try to walk through what's on my screen.”

Streamlining Payroll with Gusto Co-Founder

31:28 to 34:38

Discover how Gusto Co-Founder simplifies payroll processes using AI and integrations.

“It's just a very interesting product design problem.”

The Importance of Rapid Execution in Product Development

34:38 to 36:13

Understand the benefits of executing ambitious ideas quickly in product development.

“So, and all this came out of a vibe coded prototype because you had a layover.”

Building with User Feedback

36:13 to 39:48

See how leveraging user feedback can guide coding and product development.

“not a big investment across a company of a thousand in R &D.”

Creating a Flexible and Fast Development Culture

39:48 to 42:04

Learn how to foster a culture of flexibility and speed in development teams.

“prototype an idea to get internal buy-in that we should get excited about something new.”

Radical Approaches to Team Dynamics

42:04 to 43:19

Explore unconventional team practices that promote innovative coding.

“This reminds me of what my friend Chintin at Coinbase did is he actually, he does these extreme experiments with his engineering team.”

The Case Against Traditional Documentation

43:20 to 44:24

Discuss why documentation may be unnecessary for certain projects.

“think is the most important thing any of us could be doing.”

Leadership in a Hands-On Culture

44:25 to 47:22

Understand the importance of leaders being involved in technical work.

“question is about this like co-founder, executive leader role in building teams.”

Personal Experience with AI Tools

47:23 to 48:38

Learn how firsthand experience with AI tools shapes product development.

“And two, I think it's very hard to build great AI products if you are not spending all your time using AI products right now.”

Effective AI Prompting Strategies

48:39 to 50:51

Discover techniques for effectively interacting with AI models.

“I kind of like, you know, ask it nicely.”
Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:00We had no meetings. We had no tech specs. We had no figmas. We had no JIRA board where we tracked stories or tracked work. We had nothing. We used Cloudflare worker for the actual agent loop and Vercel AI SDK. That's it.

0:14Eddie Kim:People get really intimidated by the idea of building an agent. And I'm like, literally, it's an agent SDK running somewhere in the cloud. And if you use AI SDK, you get to switch your model. That's it. It can look up files. It can have tools. It's really not that scary and complicated. Co-founder was primarily built by five folks over the course of 10 weeks from initial idea, zero code to a tier one launch at Gusto. How did you all make those precious decisions that only genius product managers can make about in or out of scope? Will this matter? We would build features and we just have a discussion.

0:50Like, does this make sense to have or not? If it is, then it would get code reviewed right then and there. And if not, we would just delete it.

0:56Eddie Kim:I call this the trashcan method of software engineering right now, where you can actually trash all the code, start like a slash V2 branch and rebuild it from scratch. And it's totally reasonable to do because the cost of the code is so low. Welcome back to How I AI. I'm Claire Vo, product leader and AI obsessive here on a mission to help you build better with these new tools. Today, I have Eddie Kim, CTO and co-founder of Gusto, and he's going to show us how he, three engineers and one designer completely rebuilt their app in just 10 weeks. This is not a small company and yet they're shipping like they're a startup.

1:34Eddie Kim:Let's get to it. This episode is brought to you by Magic Patterns. Today's engineers use cursor and cloud code to shift features in hours that used to take weeks. If you're a designer or PM, you've probably felt a shift too. The pressure to move faster, validate sooner, and keep up with a team that's operating at a completely different speed. You've already tried AI prototyping tools to close that gap, but if your prototypes don't look like your actual product, it doesn't matter how fast you can build. You still end up redrawing it by hand. Magic Patterns takes your product team from idea to production and works from your real design system.

2:12Eddie Kim:When you build a prototype, what you get back actually looks like your product. You'll validate faster, get alignment sooner, and when it's time to build, engineers can connect your prototype to cursor or cloud code with the Magic Patterns MCP to pick up where you left off. Your eng team has their AI advantage. Make Magic Patterns yours. Try it today at magicpatterns.com slash howiai. Eddie, thank you for joining How I AI. I'm so excited you reached out to chat because one of my favorite themes that I'm seeing right now is CEOs, CTOs, founders, executives, getting back to building product. And you're here to tell us how you built some product with the team, both very fast and in a completely different way.

3:03Yes, thanks for having me. And great to connect again.

3:05Eddie Kim:Yeah. So tell us the story of co-founder and why you think this is, you know, given all your experience, you know, running this company, being a leader, being a builder, why this is so different than what you've seen before? So first of all, the product is really different from anything that we've built before. But what I'm actually really excited is kind of more of how we built this and how we can take the learnings that we had in building co-founders, the quality and the speed in which we built this and apply this to, you know, the rest of our R &D organization here at Gustav, which, you know, we have over a thousand people.

3:41And so I think we're just, you know, I feel like I just discovered on something like really incredible. And I just want to like kind of figure out how do we spread the word to not just our company, but to any kind of engineering design or product management discipline person.

3:57Eddie Kim:And so you say you have about a thousand people in your R &D organization, but remind me, how many people did it take to build this product? Gusto co-founder was primarily built by five folks, myself, three engineers, I count myself as an engineer, so four engineers and one designer. So we had one designer and four engineers and we built it over the course of 10 weeks from initial idea, zero code, to 10 weeks shipping it to a tier one launch at Gusto. It's got to feel so much, so fun. I don't know if you're like me. I spent the past couple of years pre-AI spending so much of my time like prioritizing and planning out quarters and saying, can this come in Q1 or is this going to be a next fiscal year thing?

4:47Eddie Kim:And now where you can take, you know, peel off less than half a dozen folks and ship a real product line completely net new in less than a quarter. It's pretty amazing. It is incredible. And the origin of this was not on it wasn't on any roadmap. It was not anything that we really thought about. It kind of just came about because I was actually on vacation in February and I was flying back from Madrid. my flight had a layover in London and my the mid the flight from Madrid to London was delayed and I just barely missed my flight from London to San Francisco and I had this like five hour layover now because I missed the flight and they had to book me on the next flight and I was kind of pissed about it because I was so close and so I was like okay now I have like five hours to like waste i'm gonna get home super late in san francisco what do i do and i had been like kind of playing around with cloud code i was probably one of those like tech leaders that you sometimes hear about that like vibe code something over a weekend and then comes to their engineering team is like look i built this whole thing why can't you do it yourself you know like and then just kind of like pisses people off because you know first of all that was like completely vibe coded.

6:09It's not production ready. But that was my start into it. I started using cloud code a lot more first to prototype things and just kind of like, you know, materialize random ideas that I would have. And so in this like five hour layover, I just took out my computer and started cloud coding this idea that had been percolating in the back of my mind and just seeing how far I can get with it. And by the time I had actually landed in San Francisco, I had this like prototype of what but ultimately became Gusto co-founder. And I just took it to a few engineers that I talked to regularly, our senior engineers.

6:47And I talked to Katie Kavalchen, our designer. And we just started like riffing on the idea a little bit. The ultimate materialization of Gusto co-founder is a little bit different from that prototype that I had made. But that was really the origin of this all. And 10 weeks after that, we shipped this thing.

7:06Eddie Kim:So what I love about this story, I'm going to take a little detour because I've heard this over and over again from friends is, you know what I think companies need to give just a little bit more time off parental leave and like long flights. That is where I have heard the vibe coding magic happens over and over again. Like I was on vacation, but I clawed something awesome. Or I was on parental leave and I've got like a baby in one arm and like codex in the other. And I've shipped something. I just think it's going to trickle down into like maker schedules a little bit more where if you can give people just a block of time where they're not in meetings, we can move product forward a lot more meaningfully.

7:50Eddie Kim:So that's a little a little hypothesis that I have about how some of our work might need to shift. I totally agree. Like now after going through this experience, I mean, I kind of want to take more vacation, honestly, because like I actually I actually went to my wife. We should take another vacation because like this huge thing came out of the last vacation that that that we took. And so maybe like another thing will come out of it. So let's go. Like, let's figure out where to go. And then, you know, if I have a five hour layover, I'm actually going to be really, really happy about that. Okay, this is how every CEO or executive can land the AI adoption pitch.

8:26Eddie Kim:It's like, look, if you go on vacation and Vibecode something awesome, we're happy to give you more. Well, let's go back to how you built this. So you were on a layover. You had this idea. It was kind of like percolating in the back of your mind. You built a prototype. You brought it back to this like council. I call them a council of elders, like this council of product builders or engineers just saying like, what would it take? Like, tell me, though, how you how those 10 weeks actually happened and maybe show us some of the process and some of the artifacts along the way that were a little bit different.

8:58Yeah, I mean, there was no like official council. It was like just senior engineers that I regularly like I see that I regularly talk to. And, you know, I recorded a loom of this thing and I just started sharing it around. And these are the folks that kind of like engaged a little bit more in the conversation. Like, what about that? What about that? That's pretty cool. And then so we have at our company this thing called Anchor Week, which happens quarterly. We all kind of the senior leaders and senior ICs across the company, they meet in one of our offices. This particular one was in March in Denver, Colorado, in our office up there.

9:32And so we just reserved a room that Thursday. I think it was like March 20th or something like that. And we just started whiteboarding with this group of five that had expressed some interest in this. We just whiteboarded what this would potentially look like. And it was just literally a page of the Gustav Co-Founder app. And we just got to building. The crazy thing is this was more defined. Our build process was more defined by what we didn't do versus what we did. we actually just zeroed everything out we had no meetings we had no tech specs we had no figmas we had no jira board where we track stories or tracked work we had no stand-ups no retros we had nothing the only thing we decided to keep was a 24 7 perma zoom which is basically a zoom room that we just keep because everybody's remote on in this particular group and we just had this zoom room that's going 24 7 and some people like like to honestly stay in there all day and just like do their work they just kind of like sit there quietly um and some people will like kind of pop in and out when they need something that was the only structured thing that we had was this zoom it was like literally just zoom a lot of cloud code tokens and some like really passionate people about turning this thing into reality.

11:03And that whiteboard, which I took a photo of, was like literally the only documentation that we ever produced in this whole 10-week process. And I can't tell you how many times I loved, as people like caught wind of this thing getting built, they were like, oh, can you send some documentation on how this works? And I love just saying, we don't have any documentation.

11:21Eddie Kim:Okay, so this is the whiteboard. And just for folks that are not listening, it's a Scribble wireframe that says chat. It's a chart. It's a thing that says task name. And then like a couple of components on the side that are not very well specced out. And what you're telling me as CTO is we built the entire product basically off this cloud code in a permazume. Yeah, totally. And if you look at, obviously things have evolved a bit, but if you look at sort of the core primitives and core functionality of Gusto Co-Founder, it's largely the same. They kind of like change the names of things, but one of the main things in Gusto Co-Founder is what we call now an automation.

12:07And it's basically you just create these automations that like run these workflows for you. That's what you see here on this whiteboard called tasks, right? So it's like tasks have task runs. Um, and that, that's exactly what we have in co-founder today. Um, we have assets. So, so tasks runs can produce these, um, charts or documents or markdown files. We call those in this whiteboard here assets, but eventually those got, got, got renamed to artifacts. Um, and then you obviously have chats, you have like suggested tasks. So like, basically this, like, if you look at co-founder today, it is like the, the actual like materialization of what you have on this whiteboard.

12:46Looking back on it, I'm actually kind of surprised right now how close we stuck to this.

12:51Eddie Kim:So I have to ask you a couple of tactical questions about how you pulled this off, because that's what people listening are going to want to know. So my first observation is you said you had four engineers and a designer. I don't hear a product manager in there. So how did you all make, you know, those precious decisions that only genius product managers can make about in or out of scope? Will this matter? I mean, this sort of feels like the thing where you just had conviction and knew you needed to build it. But, you know, in this world where there was no actual titled product manager on the team, how did you approach product decisions across this team of five?

13:28Yeah, I would say everybody was kind of a product manager. We would build features and we would go in that perma zoom and sort of share it with each other. and we just have a discussion. Like, does this make sense to have or not? If it is, then like it would get code reviewed right then and there. And if not, like we would just delete it. And normally that would be really, really hard to do because like it takes so long to build something. But these days with Cloud Code, we literally like write a feature. We submit, we open a pull request and this is not a draft pull request. This is actually a pull request that is ready for a human code review and we discuss it we discuss if that's the thing that we want to have a functionality that we want to have um and we're okay with deleting that pull request if if the answer is no right you have a perfectly good pull request that was written that's like ready for human review it's not slot you actually like spend time to like you know make sure this code works and is written really well and then you just close it sometimes that was like the that was like how we figured out what decided what goes in and what doesn't go into this feature like the cost to write code is now so low that you can actually uh build uh products in in this way and whereas i think you couldn't

14:48Eddie Kim:do that you know six months ago yeah i call this the trash can method of software engineering right now where you build code and you're like actually literally okay with throwing it in the trash and I see two models of this one is exactly what you say like a PR and maybe a preview branch to even validate is this the thing we want to build and if the answer is no you just close the PR the other version of this that I do quite frequently is let's say we ship this v1 in 10 weeks customers start to use it and then we actually have a sense of what the product shape and architecture should be like it's very cheap to just build again from zero you don't even have to build on top of what you've built you can actually trash all the code start like a slash v2 branch and rebuild it from scratch and it's totally reasonable to do because of the cost the cost of the code just is is so low yeah i have a funny story about that because um this prototype that i brought to the team um i was you know i was pretty pretty happy with it like and when we decided in that whiteboarding session to actually go ahead and build this.

15:58My assumption was that we're going to continue to build on my prototype. And so one of the engineers brought up, hey, what do you think about building this in TypeScript and using a Cloudflare worker and kind of like making the actual agent sort of a stateless thing that sits in its own repo? And I was like, I really didn't want to do it. I felt like this is my code, like it was good code. and here they were suggesting to start from scratch and ultimately like i i you know i trusted them so i we agreed to it we deleted my code and then we started from from scratch on that day um in hindsight that was like absolutely the best decision and now but i think back then i had a lot of discomfort with that because like i had invested you know um that was my code i like i don't like you don't like to delete perfectly good code like throwing something some good food in the trash uh but now like i'm totally used to it right it's it's there's no like sense of loss

16:51Eddie Kim:when that happens anymore it's it's totally it is just totally wild to me how how frequently i find myself writing lines and lines of code that ultimately are are great and never make it either because they don't hit my product bar or they just aren't technically how we want to implement. And then how often I'm just like taught like major red diffs all the time to just re-architect stuff. I do want to ask you a quick question about architecture. Tell us a little bit about CoFounder and kind of some of the primitives behind the scene. I heard you say Cloudflare workers. People are actually pretty interested in how to technically build agentic products.

17:33Eddie Kim:And so I'm curious kind of what stack you all landed on and why and how you how you chose that architecture? Our stack is surprisingly simple. We build on, we use Cloudflare Worker for the actual agent loop and Vercel AI SDK. That's it. We don't have any other harness on top of that. Everything else was built in-house. You know, in the past, I would have thought about how to use, you know, some third-party tool for memory or planning or things like that. And it's really just, you know, memory to us is a tool that writes to a database column called memory. And that's simple, right? Everything is just like all the harnesses and things that we used to build like to as complex like AI agent loop stack, I think is no longer needed.

18:26It was literally just Cloudflare worker and Vercel.

18:32Eddie Kim:I love it. That's very similar to my stack at ChatPurity. So it's good to hear that, you know, people get really intimidated by the idea of building an agent. And I'm like, literally, it's an agent SDK running somewhere in the cloud. And if you use AI SDK, you switch your model. That's it. Like, it can look up files. It can have tools. It's really not that scary and complicated. Yeah. I was like blown away because it was my first time using it that there's not even a loop. There's not a while loop somewhere, right? It's just like it's called stream. And it takes care of the loop for you. It's crazy.

19:10Eddie Kim:Yeah. Well, I have another question technically on how you ran this because PR as like the PRD is almost what I'm hearing, which is PR is the proposal of what to build, how it gets built, the solution. You look at it in code. And so you've almost compressed that loop. were you merging those into your production app and putting them behind a feature flag and just is that how you were technically managing this development process yeah exactly so i mean that that is one of the benefits of like kind of a zero to one type thing you may not be able to do that in all instances but we had essentially a hidden page in our web app and we would land stuff into that hidden page it would be on production and then we would sort of like chip away at it like I think the analogy we use a lot was like we started with a block of marble and we're just slowly kind of like chipping at this thing and forming it into like a piece of art over time.

20:05And we're doing that in production in place. So one of the really cool things that we did, which I would highly recommend, is Katie, our designer, she actually started shipping to production like a faked experience, essentially. So it had like the UI, the thing that we whiteboarded. But if you go in and like, you know, put in some text into the text field and hit submit, it would just give you the same response like every single time. Right. It's not actually going to any kind of agent loop. It's not hitting any kind of database. The pure front end. It's kind of like what you would maybe build as a first pass on lovable or something like that.

20:40And that actually got shipped to production behind this feature flag. And then in parallel, the engineers would start to build up the data models. uh they build the agent loop and they would start to connect this to the faked front end experience and the front end would stay the same but the canned like responses would get slowly and in place not even better like they would actually be like real right and so you would see this thing kind of like morph from like um a literal prototype that you wouldn't normally have thrown away because like it's just for demonstration purpose but it would actually turn we would like like literally breathe life into this thing over time and that's kind of how we how we built this at the same time we would have engineers like build features and they would you know have to do some front end stuff they would they would ship the design for this right and the functionality on the back end would work really well but then you know the front end probably could use some improvement there and we would ship that too right and then and then katie the designer would then go in and sort of like, you know, make the experience a lot better on the front end.

21:48And so that was another example of like just shipping something into production and then like continuing to chip away at it to make it better over time. So if you look at it at any given time, there was always something wrong with it, like in production. But then over time, like it turned into like this really nice thing.

22:04Eddie Kim:And tell me a little bit more about Katie. We might have her on the podcast. But Katie, the designer, is shipping stuff into production. Her code is the skeleton on which a lot of this functionality is being built. Tell me how, you know, was she technical? Is she technical? Was she a software engineer? How did she come to shipping code? Like what blew your mind about her role in this team? What blew my mind was that she turned into this incredible engineer. And I was just looking at our PR stats, which we use a tool called DX for it. she across our entire R &D org, she is in the 94th percentile of true throughput, which is a measure of like how many PRs you're landing into production.

22:54And that includes every single engineer, like classically trained software engineer in the company, right? She's out of 20, she's a top, right? Which is kind of insane. And it's really good code. Like I asked her, like how, how, what is special about you and how do we get more of this, like across, you know, design and product management? And her answer was basically twofold. One is that she, she's not an engineer. She's not a software developer, but she feels like she was a little bit more like technically curious than, than most designers. So just kind of has a little bit of that more technical bent.

23:28And then most importantly is that she had a team of like three or four engineers, particularly on this team that was willing to actually you know review her code like give her feedback um sure like how to prompt Claude a little bit better and like also how to judge um that taste of like what is actually good code that is producing and what is not we took the time to kind of like you know uh pair pair with her right whereas I think a lot of engineers what I hear them say is like well it just slows us down and like designers should just focus on uh producing Figma so that we can like really focus on turning that into real products.

24:05And yeah, that's true in the short term. But like now I think once you make that investment, you have a support event, a software developer around her or any designer. I think dividends pay off really, really quickly.

24:17Eddie Kim:This makes my heart grow 10 sizes. As someone who folks don't know, I did not get a software engineering degree. And yet I believe I can cook. And I've been coding for over 20 years. I've run very large engineering organizations. And a lot of that was early in my career. Folks, shout out to like Dave and Yeland and Jeremy, like were willing to sit with me and pair with me and answer questions and tolerate where my ambition outstripped my technical ability. Now, you know, even with these AI tools, you sort of have that very patient pair programmer next to you. But I do think culturally, it's very, very important for software engineering teams to extend that mentorship and guidance and feedback loop to their non-engineering partners.

25:09Eddie Kim:And this is a stress test I give to a lot of teams because I hear a lot of teams being really overwhelmed by code review and being really overwhelmed by like what maybe they'll call like slot PRs from non-technical folks. and I just say like on average is your engineering team's PRs getting faster review than your non-engineering team's PRs and like across the board people are like yeah of course they are I'm like that is an anti-pattern you need to prioritize reviewing these non-engineering PRs just as high as you do your engineering ones because you can get feedback you can create systems that improve code quality a lot of those PRs are actually really good ideas and so I do think there's this cultural aspect to it that I'm really pleased to hear you've unhooked because I think it's going to pay dividends over the long term.

Read the full transcript

25:59Yeah 100 % I agree and our priority has always been PR reviews. I think we did an analysis and I think our median PR review time was nine minutes.

26:11Eddie Kim:On this team? On this team yeah definitely not in the R &D org but definitely on their team. And the reason why is like there would always be someone on this permazoom. And so like you just show up in this permazoom and say, I have this PR ready. Can we talk about it? And then someone, sometimes in a group setting, sometimes you just go in a breakout room with someone. You just kind of talk through it together and review it together. This episode is brought to you by Jira Product Discovery. AI has made individual PMs incredibly productive. But multiplayer mode is where it still breaks, getting everyone aligned on what should actually get built.

26:50Eddie Kim:Decisions live in a markdown file from last week. The roadmap's a spreadsheet no one's looking at. Jira Product Discovery is where teams actually decide what to build, capture ideas, prioritize them as a team, and share a living roadmap everyone works from. It's powered by Atlassian's Teamwork Graph, so it can pull in customer feedback, what your team shipped plus your goals, and suggest what to build next. And when a decision is made, you can hand it off straight to Jira so a developer or even an agent can pick it up and start building. Teams at Canva, Deliveroo, and Toast already use Jira Product Discovery.

27:28Eddie Kim:Join more than 25 ,000 teams at atlassian.com slash howiai. Start building the right things together. Does this bring you back to like early founder days? It did feel a lot like the like startups. Actually when we started, also everybody coded back then. Like we hired designers that like, you know, I mean, it's different type of code. They wrote a lot of like HTML and CSS and maybe some light JavaScript, but they coded, right? They actually opened pull requests and merged it. Over time, I think that kind of went away. we said oh like everybody's got to go into these like traditional swim lanes um and this was like kind of almost a throwback to when we just started right uh we just had maybe like a few whiteboards we kind of like discussed in real time what we're gonna build and we built it and um yeah and honestly i mean it was a lot of work i i will say that to ship something like this in 10 weeks did take a lot of like nights and and weekend time um but i didn't ask anybody to do it they just did it because people were so passionate about what we were doing.

28:40And honestly, they were having a lot of fun. It was so much fun. It was intense, but so much fun.

28:44Eddie Kim:That's what I hear from so many people. We've done so many of these interviews and almost everybody says, I'm working harder than I ever have. And I am so much happier. I'm having so much more fun. Work is just better because the work that I'm doing is more creative. It feels like it's closer to impact. Okay, you've painted this vision. People are going to walk away and unfortunately their teams are going to be like, you can ship this huge product in 10 weeks. It'll only take five people. I want nine minute PR review time. So you're setting the bar high. But let's prove it. I mean, show us what you built and then maybe we'd love to see how you personally use CloudCode or used CloudCode to contribute to this product.

29:30Yeah, sounds great. Let me just share my screen here. And for the folks on audio, I'll try to walk through what's on my screen. This is Gusto. This is the Gusto that everybody knows, right? This is kind of, ironically, we call it classic now when you're a co-founder. We would never use it. But if you're in the co-founder group, you get to call the traditional Gusto, Gusto classic. This is Gusto, co-founder here. It does the things, you know, basic stuff. I don't think any of this stuff is particularly interesting. It's kind of like the normal agent loop that's connected to the tools. I would say the really interesting thing about this from a user perspective is that it comes out of the box with all the things that Gusto is already doing for you.

30:12And it has all the information that Gusto already has about your business, like your employees, your payrolls, your schedules, your time off requests, and things like that. And one of the things that was really important to us was just being able to communicate with it, not just through the web, but actually we want people to primarily talk to it through SMS or Slack, actually. So here I'm going to say something like, do I have any time off requests that I need to approve? And it would be the same exact thing as if I were to ask this in the web application. It's calling the same tools and it's going to respond to me through the same channels.

30:53By the way, for those listening in, I'm showing a screen of my phone, basically, my messaging app on my Android phone. And I just typed in, do I have any time off requests that I need to approve?

31:04Eddie Kim:What I'd imagine is this sort of like multi-channel experience is really important for kind of like small business owners in particular who are probably like running around, doing stuff, always operating on. on their phone. And so I do think it's interesting as somebody who has like built B2B web apps for so long to think now my surface area is texting. It's just a very interesting product design problem. And then technical problem with, you know, how do you, how do you show streaming or latency or make sure people understand that you are working, you're working on it. So I think this whole surface area is very interesting yeah exactly so we have right now today slack and sms but um you know i kind of want to add like whatsapp and telegram i think that's kind of one of the things i learned from using open claw of like the power of like these uh messaging channels okay so it responded um actually looked up that there is someone named todd uh who has a time off request and I could just say yes and it'll actually approve that time off request.

32:14So I don't have to do that in the web app anymore. So I'll just let that run so we can come back to it to see that it actually approved it. But I wanted to show something that's a little bit more interesting and more complex. So this actually came from a real customer and this particular customer that we have is a massage spa in New York City. And what they do is they use MindBody to track all of their work of their massage therapist. And they basically have, you know, how many 60-minute massages they do, how many 90-minute massages. They also get paid like a bonus if they do certain upsells like Hotstone or CBD oil.

32:52And they have like a rate for that. They also like decide how they split. They decided to split their tips, like as like they group their tips together and they split it. So what this owner has to do every week is they actually, you know, they export something from MindBody. they put it into a google spreadsheet like this then they actually run these calculations of like how much to pay them in terms of bonus and commission and tips and then and only then they actually go into gusto and you know they they go to the run payroll page and then they um um they actually input all that all that in right that part is really fast of course but it's all this like what i call the work before the work that a business that is not using ai has to do to run their payroll every single week and they do this like week in and week out right and so in gusto co-founder i have a set of connectors where i can gusto co-founder can actually access third-party systems like quickbooks google sheets notion and things like that and what i can do is actually just literally say my process here so i wrote here like hey gusto co-founder i need you to run my payroll.

34:00Look at this spreadsheet that's called export from MindBody. And here's how I calculate it. You know, for every hot stone upsell, add$15 a bonus for that therapist. For every CBD oil, add$20 bonus for that therapist. We pull tips. So just take the group tips amount and divide it by how many therapists we have. And it just goes. And it's kind of like cloud code where it's going to that spreadsheet. It's pulling in the data. It's running those calculations. it's updating the payroll as you see here and then it's actually going to get to a point where it'll stop and say here are the amounts do you want me to actually submit this payroll and I'll say yes and it'll actually submit and and run that payroll so basically you can see here that it's calculated all my payrolls the hours the bonuses the total payroll amounts and I'll just type in, I'd like to submit my payroll and it'll actually submit the payroll.

34:57Eddie Kim:Amazing. So, and all this came out of a vibe coded prototype because you had a layover. And this is real business data. And so, you know, when I'm talking to leaders at companies, they tell me, oh my gosh, Claire, I am so excited about our December AI launch. And I'm like, December? It is June. Like, what are you talking about? You need to do this today. And so I think, you know, one of the meta stories of this is like bring forward your ambitious ideas and just executing on them quickly is really possible with not that much investment. You know, the other thing that I think about is five people for 10 weeks in an R &D organization of a thousand.

35:41Eddie Kim:Let's say at the end of the day, you ship something, you're like, I just customers don't want it. It is actually not that expensive of an outlay. Like it feels like a lot maybe, but it's, it's a very small fraction of your overall R &D investment and the payoff can be very huge. And so part of the advice I give people that I think you're encapsulating is you can be a lot more ambitious and you can, you can afford a lot more risk in your product development process. A hundred percent. Yeah. Just imagine if you had maybe 10 of those going, which even if you multiply this by 10, that's not, even that's not a big investment across a company of a thousand in R &D.

36:21You know, you're going to have

36:22Eddie Kim:like two or three of those, I think, meaningfully change the trajectory of the business. Yeah, I love it. Well, OK, and then let's prove you said at the very beginning, well, I consider myself an engineer on the team. So tell me a little bit about how you're using CloudCode or maybe show show a little bit of your setup that you find useful. It's funny. I was looking at some user feedback this morning and I had a feature that I wanted to build. And so I thought maybe we could just build it together right now. Yeah, let's do it. Just give a little bit of a view of how I write code, how I cloud code.

36:55All right. So this came out of some user feedback. We've been talking to customers since we've launched. And I actually wrote this in a GitHub issue where we have this issue where if Gusto co-founder says how to do something in Gusto Classic, it says, oh, go click on this link and that link and that doesn't make any sense based on the page that the user is on because they're not in gusto classic right so we need to basically tell them go to gusto classic first um so i basically like copied a example um uh user conversation that happened here where it caused some confusion so it feels cheating almost is um i'm gonna start cloud code here on my terminal

37:36Eddie Kim:always uh obviously dangerous landscaping permissions and i'm gonna just say uh by the way i use whisper flow a lot i barely type these days so i'm gonna just say there's a customer issue that is outlined in this github issue and i'm gonna paste in actually just a link to that can you please read this issue and come up with a fix for the problem that's outlined here I'd love for you to first write an eval that fails to show that you can reproduce this issue. Then come up with a solution and then prove that the solution works by showing that the eval now passes. And that's it. It's going to actually just read the whole issue.

38:21It's going to look at the conversation where this problem surfaced. It's going to write an eval that fails and then get that eval to pass. It's interesting. i was never actually a true like test-driven developer like i never was like could really get behind like writing a failing unit test first and then writing the code and getting the pass but when it comes to like eval stuff like ai stuff like it's basically kind of the only way we work now when we're trying to fix a conversation right so always write a eval failing eval first then write the code to fix it prove that it works by seeing that the eval passes and then seeing how the rest of the evals in your suite pass and then open up a pr so like at this point like i like go grab a cup of coffee or maybe i'll start a second or third uh work item in a separate cloud uh code terminal and and then just wait for it to finish uh when it's finished and this is honestly the part that is the most important is actually like reviewing the code that it wrote the eval in this case it's probably going to make a prompt change somewhere uh making sure that it's concise um there's like judgment on like what the prompts should look like and and then and only then asking it to open up a pull request then i go to the zoom perma zoom and and you know uh get someone to

39:38Eddie Kim:review this i i love it so i just want to recap for everybody because there's so many good nuggets on how to build something in this in this new world and so the first thing is it's okay to prototype an idea to get internal buy-in that we should get excited about something new. And, you know, you did that. I think you have a lot of permission as co-founder and leader in this organization, but I think you would extend that permission to anybody on your team, right? If you have a good idea, let's prototype it and look at it. It seems like you gathered a team around who was most excited to build on this.

40:15Eddie Kim:That's something that I sort of heard is you're like, people were leaning in and it's almost like the gravity of who was interested formed some of of the team which i think is is quite quite fascinating um right i heard kept the team small yep very small no no nothing no docs um yeah i mean there were people that wanted they like they really like what was going on and they wanted to like contribute but we kind of like intentionally kept it as small as possible because um we just were able to move really really fast with a team of five now that's not going to stay like that forever we're starting to add more people uh to the team and more people are starting to help out um but i think it was critical to keep it small in the beginning no no one likes when i say this but i say the my secret trick to getting things to move fast is kicking people out of projects so i can't go fine it is an effective tactic it is harsh but true um yeah and i i do like i think so i think there's one important um difference here that like applies to this particular project that may not apply to others right and it's i think it is honestly the fact that i as one of the company's co-founder was was part of this right so i had like kind of the permission to you know break all the rules that we created at gusto right if any other like team said we're gonna skip tech specs and figmas they actually might get a slap on the on the wrist about it um and so how do how do i've been thinking a lot about how do you scale this to other teams and i think um unlike me where the permission is sort of implied like i think you actually have to go to these teams and say we we are we want you to work in this way like where you don't do any docs no figmas no tech specs we just want you to have a perma zoom and like we're giving you permission to do it in that way and in fact i would go even further and say uh we're not giving you permission to do it in any other way like if you actually produce a doc or figma like you will get a slap on the wrist because we explicitly don't want you to do that right that's one important difference i i think when you don't have like a co-founder on this team like you actually have to be more explicit because i have talked to teams that want to do it in this way, but they just don't feel like they're allowed to.

42:36Eddie Kim:Yeah. This reminds me of what my friend Chintin at Coinbase did is he actually, he does these extreme experiments with his engineering team. One that's my favorite to reference is he's like, delete your IDE. Like you are not allowed to have an IDE. Delete it. Yeah. Write code. And his other one that he does is he's like, you don't touch the outputs of agent code you only get to touch the inputs you only get to reprompt you don't get to rewrite the code it's like a very interesting just um tech what do they call it techno psychological experiment on on your team to give people experience yeah people are permission to to work in a really radically different way um you know that that brings me to lightning round we'll do lightning round we're almost out of time i want to get you back to cloud coding which i think is the most important thing any of us could be doing.

43:26Eddie Kim:So my first question is, you know, coming off this conversation, do you really think docs are dead? Like, is this the way? I think for a subset of projects, like kind of more zero to one, I think docs are absolutely dead. You know what? People don't know this about chat PRD, but my actual intention with chat PRD is to be the one in the product management world that legitimately kills PRDs. And so I am like the anti-PRD PRD maker. So I am all about this. I think this is truly the model. And, you know, even in my experience working with breaking news, working with the new Fable model, is there are docs written now that are none of my business.

44:06Eddie Kim:That's what that's my new my new frame of mind is agents can write docs, and they are absolutely none of my business, and I will never be reading them. And that's a very interesting, interesting model where maybe docs exist, but they're for the agents, not for the humans. Yeah, that's awesome. My second question is about this like co-founder, executive leader role in building teams. I hear so much where I see on LinkedIn, like, oh my God, my CEO was like sending over Claude Slop or, you know, all of a sudden my CTO thinks that he can commit PRs to Maine. And there's actually a lot of, I think a combination of like anxiety about the shifting more hands-on role of leadership and then sort of an uneasiness when leaders who have maybe in the past, depending on your culture, been like at a little bit more at arm's length with hands-on product development.

45:06Eddie Kim:Now we're sitting with a team and, you know, most teams that have really healthy cultures don't actually grapple with this. And so it seems like you all have a healthy culture and it creates not so much anxiety. But for orgs where you can imagine that anxiety exists, what perspective or advice would you give from the leadership side of that equation that can make teams more excited to build with their co-founders, their CEOs, their CTOs, their VPs? I think my advice to leaders is actually get hands-on in building production code. I think it It is an important first step to build a prototype and come to your team and be like, look, like this is actually feasible and possible.

45:50Right. And then like, you know. Like that, that's still that still has value. Right. But I do think that and I've made this mistake before in the company where I've like literally done just that. It can lead to a little bit of like under appreciation of like the like the actual nuances of the work, like how much more work it takes to actually get something into into real live production quality like stuff right and so i think my advice is like don't just stop there if you're a leader right actually um be hands-on in like merging real reviewed like high quality code um and in my case i kind of took it to an extreme where i like went into almost icy mode for the past 10 weeks and I was like literally building I'm like 95th percentile on DDX for the past three months uh and just part of that was I wanted to prove that like I'm not here to just show you like prototypes and and and like tell you that you could move faster right I'm gonna prove it

46:52Eddie Kim:by actually going and taking it all the way through I just I could not agree more this is just the moment where everybody has to be hands-on and I tell a lot of executives like sorry bud it's time for the hard skill to show up again, not leadership, inspiration, alignment. It's like, get your hands in a document, get your hands on the code, write a campaign, build something. I think for two reasons. One, you have to be in it with your team to really understand how your team should be working. And two, I think it's very hard to build great AI products if you are not spending all your time using AI products right now.

47:32Eddie Kim:It's just like, it's very hard to understand the primitives, the user experience, where it can solve problems, where it can't. And so a leader trying to come up with an AI product strategy without spending all their time practically using AI products, I think is really hamstrung. Yeah, I think so. One thing like that I'll disclose is that the original, original idea for Gusto Co-Founder came from me actually just setting up OpenClaw myself, right? I had heard about it. And I was like, yeah, cool. That sounds like really neat that you can like run an agent personal agent on on your own computer um but it really took me setting it up myself and not actually texting with it over telegram to one like understand like the power of that like viscerally experience it and then also like you know learn what's wrong with it right it's incredibly hard to set up um you have to buy a mac mini which you can't even get today and that was like one of the the hypotheses of co-founder right like we want it to be safe um you can it runs on the cloud but then also that's how we made like sms and slack a first class um communication channel with it right and that i don't i don't think i would have gotten that insight if i didn't actually like set up an open claw at my home myself i i love it i mean i think every leader needs to feel feel the claw um for for that exact reason i when i started using open claw i remember i turned to my husband i'm like oh my god i'm having a chat gpt moment in terms of it just changed my mental model of what product could be in a way that i just hadn't felt or experienced prior to like even since um chat gpt first came out even claude code didn't like change my world in the same way that that open cloth really did and you probably heard of other people talking about that like how it's like such a crazy like innovation right but then you don't really you that's a problem like there's so much press out there and like so much hyperbole that like you kind of become numb to it so yeah you do kind of have to experience it yourself i think yep completely agree okay last question and then we will get you out of here you know when when claude is not writing a great eval when it's not listening when you know you're about to have to trash a pr what is your prompting strategy to get it back on track i'm naturally a very polite person uh non-confrontational but i and so i i'm I'm pretty nice to my cloud.

49:53I kind of like, you know, ask it nicely. Why did it do this way? Or like, could you please consider this? And actually I, I, for me, I, I don't know if this is true, but I think there's a actual like practical benefit of it. I find that AI is so deferential and it just kind of like defaults to doing what you want to do, but I actually want mine to challenge me. Right. And like give me different ways of doing things that might be better ways of building things that might be better. um so i some for some reason i just feel like kind of being polite leaving it open-ended uh if you think this is a good idea could you try this like because i kind of wanted to a little bit more of

50:30Eddie Kim:like push back yep yep love it i you know most people are are very polite i am i'm often very polite unless it's gone real off the track and then what i use is a 15-0 no i don't i'm wasting tokens, you know, cost a drop of water, but I do it anyway. All right. Well, Eddie, this has been so fun. Where can we find you and how can we be helpful to you and the team? Yeah, you could find Gusto Co-Founder at gusto.com slash co-founder. We have a waitlist. So if you're interested in it, please sign up for it and we'll give you access probably within a few days and check it out. Give us feedback. Great.

51:08Eddie Kim:I'm a very happy Gusto customer. So I'm going to ask you to feature flag me into the beta and I will send you all the feedback and hopefully some PRs will come out of it. I would love it. Great. Well, thanks for joining, Eddie. Thanks, Claire. Thanks so much for watching. If you enjoyed the 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. You can see all our episodes and learn more about the show at howiaipod.com.

51:48Eddie Kim:See you next time.

From the publisher

Eddie Kim is the co-founder and CTO of the payroll and HR platform Gusto, which just crossed $1 billion in revenue and serves more than 500,000 small businesses. Recently he did something most CTOs don’t: he went back to writing code. With three other engineers and one designer, Eddie built Gusto Cofounder, a net-new AI product, from zero code to a tier-one launch in 10 weeks. He walks through how that team actually worked, why they threw out nearly every process, and how anyone can copy the approach.


What you’ll learn:

  1. The trash-can method: how to write, review, and delete a full PR as a product decision instead of a planning doc
  2. The two-tool agent stack behind Gusto Cofounder
  3. The exact “perma-Zoom” setup that replaced standups, retros, and Slack threads for 10 weeks
  4. How a designer with no engineering background hit the 94th percentile for shipping code
  5. The eval-first workflow Eddie uses to fix real customer bugs with Claude Code
  6. How a non-technical leader can prototype an idea to win buy-in, then carry it all the way to production-quality code

—

Brought to you by:

Magic Patterns—Prototypes that look like your product

Jira Product Discovery—Prioritize with insights, build with confidence

—

In this episode, we cover:

(00:00) Intro: five people, 10 weeks

(02:38) The origins of Cofounder

(08:32) Inside the 10-week build process

(12:50) Building with no PMs

(14:38) The “trash can” method

(17:15) The stack architecture

(19:10) Shipping to production from day one

(22:03) How a designer became a top engineer

(29:05) Demo: Cofounder over text and Slack

(31:45) Demo: running a real payroll

(36:26) Live coding with evals in Claude Code

(39:39) Recap: prototype, small team, permission

(43:17) Lightning round

(48:44) Where to find Eddie and Cofounder

—

Tools referenced:

• Gusto Cofounder (early access/waitlist): https://gusto.com/cofounder

• Claude Code (Anthropic): https://claude.ai/code

• Cloudflare Workers: https://workers.cloudflare.com/

• Vercel AI SDK: https://sdk.vercel.ai/

• DX (engineering analytics): https://getdx.com/

• Wispr Flow (voice-to-text): https://wisprflow.ai

• OpenClaw: https://openclaw.ai/

—

Other references:

• Gusto (the main product, “Gusto Classic”): https://gusto.com

• Mindbody (referenced as customer data source): https://www.mindbodyonline.com/

—

Where to find Eddie Kim:

LinkedIn: https://www.linkedin.com/in/edawerd/

—

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

—

Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email jordan@penname.co.

More from How I AI

All 103 episodes
No Figma. No Jira. No docs. How Gusto built a new product line with Claude CodeHow I AI · 52 min
Listen in VO