How a VC and tech founder used AI to launch a brick-and-mortar business in their spare time | Andrew Mason (CEO of Descript) & Nabeel Hyatt (Partner at Spark Capital)

Andrew Mason (founder of Groupon, now CEO of Descript) and Nabeel Hyatt (General Partner at Spark Capital) teamed up to open a physical board-game social club in Berkeley, with AI as their business partner. In this episode, they break down how they used Claude to generate a full business plan, model financials, plan the space layout, navigate Berkeley permitting, categorize hundreds of games using a custom Dewey Decimal–style system, and build an AI concierge that matches players with games via text. They also share how working on this side project helped rewire how they use AI in their day jobs—and why more people should use AI to build real-world things. What you’ll learn: 1. How to use Claude Projects as your business copilot to create comprehensive business plans, financial projections, and space layouts 2. A workflow for categorizing hundreds of board games using an AI-generated “Dewey Decimal System” that makes game discovery intuitive 3. How they built an AI concierge service that matches players with games and coordinates group play sessions via text message 4. Why AI enables side projects that would otherwise be impossible due to time constraints and specialized knowledge requirements 5. A simple system for creating customer personas that inform your business model and event programming 6. How to use model context protocols (MCPs) to connect AI assistants to business tools like Airtable without complex coding — Brought to you by: Lovable https://lovable.dev/—Build apps by simply chatting with AI Persona https://withpersona.com/lp/howiai—Trusted identity verification for any use case — Where to find Andrew Mason: LinkedIn: https://www.linkedin.com/in/andrewmason/ X: https://x.com/andrewmason https://x.com/andrewmason?lang=en — Where to find Nabeel Hyatt: LinkedIn: https://www.linkedin.com/in/nabeelhyatt/ X: https://x.com/nabeel — 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) Introduction to the board-game social club concept (02:44) How AI made a challenging side project possible (06:14) Using Claude as a business copilot for planning (12:53) Developing customer personas with AI (15:45) Using AI to determine business viability (21:02) Navigating Berkeley real estate and permitting (25:18) Building an AI concierge for game matchmaking (28:10) Database design with Airtable for non-technical founders (32:04) Creating a custom board-game categorization system (36:20) Demo of the text-based AI concierge service (40:38) Enabling experiences that wouldn’t exist without AI (43:42) Lightning round and final thoughts — Tools referenced: • Claude: https://claude.ai/ • Airtable: https://airtable.com/ • n8n: https://n8n.io/ • Twilio: https://www.twilio.com/ • Cursor: https://cursor.sh/ • Windsurf: https://www.windsurf.io/ • Python: https://www.python.org/ — Other references: • Model context protocol (MCP): https://www.anthropic.com/news/model-context-protocol • Tabletop Library: https://tabletoplibrary.com/ • Descript: https://www.descript.com/ — Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email [email protected].

Speaker names marked ? are inferred from speaking time and the show’s known hosts — they are not voice-verified.

• 0:00Speaker 00

  There's this kind of renaissance going on with board games that I've just gotten clued into in the last couple of years. Both of us had independently thought, wouldn't it be cool if there was like a membership-based social club, like a physical space that you could go to and just show up and play board games, either bringing your own friends, like you might do at a board game cafe, if you've ever seen one of those, but also you could play with other members.

• 0:23Speaker 01

  If you're starting your board game navigation, and maybe if you've ever been inside of a board game cafe, you had this feeling, you walk in and you've maybe played Catan and maybe your friends had you play Winkspan, and now there's just like a wall of games and you have absolutely no idea where to start. Well, this has been solved. In libraries, you have a card catalog library system where all of the French history books are next to each other and so on and so forth. This is a kind of thing that would be like literally impossible without AI, but we basically have a bunch of design prompts in Claude back in those projects that help to categorize into a kind of a Dewey Decimal System of board games.

• 0:55Claire Vo?

  I've seen how AI can help you code at an extremely proficient level. You can PM, but you are showing me how you can take your slightly nerdy, little bit niche hobby to an extreme level and even turn it into a business.

• 1:10Speaker 00

  It's truly the most ridiculous idea. If he had proposed this and we didn't have AI, I would have gone to the mat. Like, this is such a crazy thing that nobody's going to want and is going to be such a waste of time. But because we do, we can indulge in this kind of stuff and it's really fun. And maybe for every five of these, one of them will be the best thing ever.

• 1:33Claire Vo?

  Welcome back to How I AI. I'm Clairvo, product leader and AI obsessive here on a mission to help you build better with these new tools. Today I have Andrew Mason, CEO of Descript, and Nabeel Hyatt, VC at Spark Capital. Sure, they're a founder and a VC by day, but by night, they used AI to take their hobby and turn it into an in-person business. Let's get to it. This episode is brought to you by Lovable. If you've ever had an idea for an app but didn't know where to start, Lovable is for you. Lovable lets you build working apps and websites by simply chatting with AI. Then you can customize it, add automations and deploy it to a live domain. It's perfect for marketers spinning up tools, product managers prototyping new ideas,

• 2:17Claire Vo?

  or founders launching their next business. Unlike no-code tools, Lovable isn't about static pages. It builds full apps with real functionality, and it's fast. What used to take weeks, months, or even years, you can now do over the weekend. So if you've been sitting on an idea, now's the time to bring it to life. Get started for free at lovable.dev. That's lovable.dev. Nabeel and Andrew, thank you for being here. What I love about what we're going to talk about is I've seen how AI can help you code at an extremely proficient level.

• 2:56Claire Vo?

  You can PM like 10 PMs, but you are showing me how you can take your slightly nerdy, little bit niche hobby to an extreme level and even turn it into a business. So Andrew, could you tell us a little bit about what you built with AI?

• 3:14Speaker 00

  Nabeel and I, the way we got to know each other is I'm the founder of an AI video startup called Descript. Nabeel is a partner at the venture firm Spark. He invested in Descript, and it turns out that we actually live a couple of blocks from each other. And it turns out that both of us have gotten into board games over the last couple of years. Do you know anything about board games?

• 3:39Claire Vo?

  I have a six and eight-year-old, and we're just entering board game era in our

• 3:44Speaker 00

  There's a long road ahead.

• 3:45Claire Vo?

  Yeah.

• 3:46Speaker 00

  Yeah, but when you say that, do you mean like Monopoly and stuff like that?

• 3:50Claire Vo?

  We run the gamut. We do, we just got Scrabble because we're spelling now, so that's good. We got like the dungeons, well Dungeon Mayhem. You know, we're playing like a lot of Dungeon Mayhem. So we're stepping into like the D and D world. And then, no, we have not gotten into these complex board games, although my friends are trying to get me into this like bird call game, like this birding board game.

• 4:10Speaker 00

  Wingspan, probably? It's definitely wingspan.

• 4:12Claire Vo?

  There's a, there's a small cohort of parents in fertile heights into wingspan.

• 4:17Speaker 00

  Yeah, so that's a good example. There's this kind of like Renaissance going on with board games that I've just gotten clued into in the last couple of years. I kind of always wrote it off as this incredibly nerdy thing, as you put it. But it's actually a really fun, social way to come together, excuse to get off your screens and do something. And Nabeel and I started getting together to have like game nights and play together and just found it like hard to pull off with everything that was going on. And one day we were sitting around just like talking about this and it turned out that both of

• 4:57Speaker 00

  us had independently thought, wouldn't it be cool if there was like a membership-based social club, like a physical space that you could go to and just show up and play board games, either bringing your own friends, like you might do at a board game cafe, if you've ever seen one of those, but also it could, you could play with other members. And you could offer a kind of service to help people organize games with other members. So you could just be like, I want to show up and play this kind of a game on Friday. Can you, can you see if other members are interested in doing it? So we were like, oh, this would be so cool. And the next time a retail space opens up in the little shopping area in between us and Berkeley, we're going to have to rent it, even though it's totally

• 5:42Speaker 00

  irresponsible and neither of us have any time for something like this. And sure enough, that's what happened. So we rented this space. When, Nabeel?

• 5:51Speaker 01

  This was probably four months ago, five months ago, something like that.

• 5:54Speaker 00

  Yeah.

• 5:55Speaker 01

  And, and we'd been on a crazy adventure, trying to figure out how to be small business owners on top of two well over full-time jobs that we're also managing and families and the rest of that stuff.

• 6:04Claire Vo?

  See, I don't think the, the listeners or the watchers were prepared for this episode to be what I built with AI. Retail location, physical board gaming cafe. So let's get into what, because this is a very in-person, service-oriented, human, physical business that you're building. Very different, Andrew, than I think your business, your AI business that you run now. How did you use AI in the mix of standing up this new opportunity?

• 6:35Speaker 01

  I think the first thing, and the reason I think we feel good talking about it here is that like, there's just no way this business would have existed without AI at about 100 different levels, which will become very obvious very quickly. So first of all, is just neither of us are small business owners. Neither of us have ever run retail locations. This is like one of the millions of things that millions of people just like randomly say over dinner or talking amongst their spouses or whatever. We're just like, wouldn't it be great if? And AI, and in particular in this case Claude, is very good at being like, that would be great. Sure, you can do that. And then, you know, this is ostensibly an exercise of like, you know, pulling a thread until the like duvet covers all over that, you know, room

• 7:20Speaker 01

  and you end up with a retail location. And so the first bit is just, we use Claude to ask simple questions like, I want to open up a place to play board games with my friends in Berkeley. These are my goals. And instead of being prescriptive, you're trying to just say what you want. And then it giving us lots of information. So this is a couple of weeks into the project. This is now months ago, an example of just, it's giving us how to lay out the space properly, what the budget should be, you know, how to think about pricing, financial projections, the like myriad of 15,000 different things that you'll need to do in order to get this thing open.

• 7:57Claire Vo?

  And you said this very simply. You just said sort of, what's the business plan for this? Or was this a complex prompt? Like, How did you get to this level of detail on your business plan?

• 8:07Speaker 01

  I'd say there were three things that we at Core used AI for throughout this project. The first one is sensibly AI as a co-pilot business partner. It's making the business plan. The second one was AI as kind of like a manual worker, which we'll get to, which is just there's an unbelievable amount of just like grunt work in getting this open, not least of which is something like trying to categorize hundreds of board games through a unique Dewey Decimal System we invented and then trying to individually label them, which we'll get to in a minute. And then lastly is trying to use AI to make new kinds of experiences. We built this AI concierge service where you can actually just like text a number and say, I feel like playing a certain type of game with these kinds of people on a Friday afternoon. Can you find them and figure it out?

• 8:51Speaker 01

  And all those coordination problems that end up being kind of impossible to articulate until you have an AI kind of making sense of them back end. So in this first phase, yeah, we don't know what we're doing. So a lot of the process, I'd say, was a cycle of more simple prompts. These are not massive PRDs. We don't even know what it is we want yet. So I would say the cycle was much more like we make a document. And if I had to time like externalize it now, I'd say the pattern was instead of it being a chat, we're talking to the AI, it talks back to you, you talk back. A lot of it was document generation. And then that document generation would become context for the next set of conversations. And so you're slowly working through like a little bit of a mission statement and a

• 9:35Speaker 01

  little bit of a business plan and so on and so forth. And then you slowly move that back in until each time you're talking back into a Claude project or whatever we happen to be using, it's gaining context more and more and more as you are moving through the project.

• 9:47Claire Vo?

  Can we look at that that business plan again? Because I want to go through a couple of the specific use cases. And what I think is interesting about them is you both are busy people. And so I can imagine all of these problems, your big brains, they're all solvable problems in some sense, or some of them are solvable problems. But I bet the speed at which you could solve them was Kind of like tremendously helpful to you in your time constrained world. And so I'd love to talk through like a couple. I think there's some like space layout use cases. Maybe we can start with that just as an example.

• 10:20Speaker 01

  Well, the thing that won't come through here, because this is a single document is, is if I were to back up into Claude. So this is just literally one document, maybe a month in. If I back up into Claude now, like what you'll see is this is part of a project that has gotten to a somewhat insane level of types of questions. So you mentioned one thing, which is how do we think about the space? But you know, if I just scroll loosely through here, you can start to get a sense at the number of different things that come up in just trying to open up a small business. For instance, we were reclaiming redwood from a forest. How, how much redwood should we need?

• 11:02Speaker 01

  We were trying to write a letter of intent to a landlord. I have no idea. I have never written a letter of intent to a landlord to lease a space. How do we do that? Right? I could, I could keep going through these, but inside of here are things like timelines and to do lists. Berkeley permitting, that's a fun thing to try and figure out. Right? A draft of a PowerPoint deck that we wanted to send to the landlord to look like we're a legit business. Again, something we could have done. We've obviously both built a lot of PowerPoint decks in our life. But this is for landlord, like I can pitch for a VC or a founder or like, you know, or, or trying to get a project done. I don't know what a landlord wants to see in Berkeley. Anyway, so, so a lot of it was, was this. And then the important thing, of course, is that as these contexts, these docs are building up, we're just dropping them in.

• 11:47Speaker 01

  And you can start to see over here on the right hand side, things like this is the board game cafe overview. I showed you a second ago, a competitive analysis of what the market looks like, pricing, figuring out pricing. And then we started to get into things like player personas. So like, okay, what kind of people are going to come to this, to this place? And, and that of course leads into revenue calculations and all the rest of that stuff, which I can show you in a second.

• 12:14Claire Vo?

  Yeah. So that look, so it looks like your general workflow was use Claude project, set up a project for the entire business. Just this is where everything goes and you have, I don't know, a hundred plus chats in, in here. And then those chats were creating these documents.

• 12:29Speaker 01

  That's right.

• 12:29Claire Vo?

  And these sort of artifacts, and then you were loading those artifacts into the project as context for future. Future chats and it seems like you're solving a variety of problems. One is like real estate in Berkeley SOS. Then it's, you know, just calculations, whether those are physical area calculations, financial calculations and then communications, presentations, content sort of, sort of generation. I wonder if you would show us one of the chats. And again, I'm like really attracted to this floor plan one because you and you know, you, Andrew and I.

• 13:03Speaker 01

  You should pick a different one.

• 13:03Claire Vo?

  We operate in the metaverse.

• 13:04Speaker 01

  Because it was bad.

• 13:05Claire Vo?

  You know?

• 13:06Speaker 01

  It was really bad at floor plan. I mean.

• 13:08Claire Vo?

  Okay, well, maybe we want to see how bad it was at floor plan. That could, that could be helpful. Or was there something that it was good at that, you know, you felt like would have taken you a really long time to figure out as a novice in this kind of business?

• 13:20Speaker 01

  Yeah, you're right. You're right, Andrew, the floor plan is, it's good to talk about what's good and bad. So as we tested Claude and in general lots of models, which we bounced them back and forth between here and windsurfing cursor and every single AI product we could possibly use to make this thing, I would say you get, start to get good at, you know, finding the edges of it. So obviously LLMs have no spatial memory. So a lot of the floor plan things it did were pretty poor. But a lot of like the persona work, what kind of people would come to a place like this? How often would they come? It was really good at a lot of business plan things it was very good at ostensibly the kinds of things you can imagine people have written about on the internet and it can do research on. And so it's inside of its context window.

• 14:02Speaker 01

  So this is an example of a persona identification system that we worked on with Claude over the course of a couple of weeks. And to explain it very quickly, like this is the, the top access X to Y is basically how gregarious you are about games. Are you devoted to playing only one game? I just want to play chess every single day. And on the far right is like, I want to try games all of the time. I want the new game every week and so on and so forth. And then down the Y axis is ostensibly how introverted versus extroverted you are. Right? So the top, the top right is somebody who literally just wants to play chess with their friends. Like, I don't want to play any other games. I don't want to do anything else.

• 14:43Speaker 01

  And in the bottom left is somebody who is, wants to really uses to meet new people. And so we ended up with this kind of, you know, three by three matrix of all the different types of personas. And then Claude did a really good job of kind of dividing up and then saying, well, in general, what percentage of those people come to a business? Like, come to a business like this? And then importantly, what kind of events would you build? That would handle the myriad of people that are going there? Because part of our experience when we go to board game shops or card shops is that we kind of feel like they're mostly tuned for a very specific kind of individual, which is like they're going to have, if you like playing chess or you like playing Magic the Gathering,

• 15:26Speaker 01

  then you come to Magic the Gathering night and you play with other Magic the Gathering people. And it's very, and that's, I've done that. I've played Pokemon with my kids for years. Like, it's wonderful. But it wasn't the kind of full panopathy of people we felt were now playing board games in this world where it started to become much more mainstream and much more of like a broad social activity. And so we were trying to cover for that.

• 15:46Claire Vo?

  So the other thing that I see here, which I think is, there's two things that I see are really useful. One is just coming up with a way to categorize your users or your customers by some axi on which you can prioritize some part of your product and your product is these events or ways to attract people in. You know, the other thing that I think is really interesting is if I were to come to a business like this that I was unfamiliar with, having lived in the warm waters of enterprise software, I would say like, I know you need a building and I know I'm going to put games in it, but how do I turn this into a business? And what I see here is it's giving you frameworks for, well, you're going to need events and you're going to need private parties or you need open hours, you need closed hours.

• 16:28Claire Vo?

  And how much of, how much did you brainstorm the actual business model and shape of the business using AI? Or did you all have a pretty strong point of view of how it would look?

• 16:39Speaker 00

  Even before we signed the lease, we used AI quite a bit to figure out if this was even a business that could be made viable. Like, I don't know if you can tell, we're not trying to turn this into a multi-billion dollar unicorn. But we are hoping that it's just not a money pit. And, and we didn't know where to start in answering. Those questions. So I think what was useful about the floor planning exercise that we did was like, how many people can we fit in here? And I would say that the way that this has gone for us, it's less that there's like particular, like specific tactics or tips or tricks. It's more of like having developed this mindset.

• 17:23Speaker 00

  Like, I remember when Amazon was transitioning from being a bookseller to an everything store.

• 17:30Claire Vo?

  Yep.

• 17:30Speaker 00

  And you could buy like paper towels on Amazon. And for years after they started selling paper towels on Amazon, I would still go to Costco to get my paper towels. So it's like, I thought that was really cool, but I hadn't rewired my brain yet, right? And I think that's where a lot of us are with AI, where we're like, this is cool. I'm a convert, but I'm not rewired. And there's something that needs to happen where you remember that AI exists as you are contemplating a problem in front of you and you remember to engage it. And that's actually like the biggest thing. And as soon as you get there, a lot of this just takes care of itself.

• 18:10Speaker 00

  This like, right now, we're getting ready to do a vibe coding hackathon at Descript. And I've gotten pretty good at vibe coding the Descript app. And someone on my team was asking me like, do you, what are the tips and tricks? Can you like record something where you share something? And I couldn't think of anything. It's, it's, it's not really that there's specific ways of whispering to the, to the agents or whatever, as much as it is just remembering that this stuff exists and having it in front of mind.

• 18:42Claire Vo?

  Yeah, I, I agree with you. I think so much of AI adoption is about changing muscle memory, about where you go to solve problems. And it seems like from the beginning of establishing this business, you said, the place that we go to build this business is this Claude project. So the tool number one I'm going to reach for is this AI partner that we have. And I think that pays off dividends as you put more and more. It's going to be really interesting in two years or three years when you have all this context of not only the beginning of the business, but how it's performed over time, what, what challenges you've had.

• 19:19Claire Vo?

  You know, that's the institutional memory of, of your business that can only make it better, I think, as a partner moving forward.

• 19:26Speaker 01

  Yeah, I think a lot of the early part of this project was really just getting in the habit of almost like reminding each other as we just ask some dumb question like, have you asked Claude yet? Like, and it's, you know, we both live in AI every day in our day jobs, and yet you'd still find that you needed to get reminded. Like, it was, it was amazing to me how quickly you had to, you know, I would go to look up information very obviously thinking about it as Google and saying like, oh, how, you know, what are some local board game shops? That's an easy thing that we have this Google kind of search mentality, but, but treating it as a, as a muse instead of as an oracle was kind of the, the shift. The like, every time I'm going to go think about the thing,

• 20:10Speaker 01

  I should go drop into this area and use this as the partner to think about this thing. That was the big shift.

• 20:15Speaker 00

  I'll just say I'm conscious as I hear Nabil and I talk about this, that it might sound like we're just like outsourcing thought to this AI and generating like the retail equivalent of slop. But it's, it really like couldn't be further from the case. We were just talking about this the other day, that it feels like that energy, that creative flow that you get in the best parts of creating something new, it's like you're just mainlining that because your feedback cycle is so fast. You can have this thing go out and do a bunch of grunt work and then we're sitting around in kind of creative ideation, analyzing what

• 20:59Speaker 00

  it's come back with and building off of it. It's really fun.

• 21:02Claire Vo?

  Speaking of grunt work, for, for folks that are watching that are not in the Bay Area, the thing that I think is most brave about this is you all went into Bay Area real, commercial real estate, which is a place that totally terrifies me. And I'm curious if you could just give us a few minutes on how you navigated this real estate transaction with confidence, and I would call it a complicated real estate market, and how you got to confidence you were getting the legal, the regulatory, the local advice that was accurate, you know, using, using some of these tools.

• 21:39Speaker 01

  Well, let's keep in mind that there were still lawyers involved.

• 21:42Claire Vo?

  They're always still lawyers involved.

• 21:44Speaker 01

  At some point, you know, there's, there's, there's, there's real estate agents, there's lawyers. But what was really helpful, obviously, is you now hear all these anecdotes of people who, for instance, are still going to a doctor but are taking their health diagnosis and dropping it into LLMs to get a second opinion. I would say the cycle felt a lot like that. I think it was about building a level of confidence that felt like you could lean into the experience because you weren't going to get fleeced. And so we still relied on experts all the way through. We still, but, but I would just sit at night and say like, I don't even know, we're trying to describe a concept for an experience of this membership club with retail in the front and we're going to do special events in the back. And what is the permit for this in Berkeley that won't take like two years for me to get

• 22:29Speaker 01

  done? And, and that's where you get a little bit of confidence as you're navigating through things. Andrew would come back and he'd be looking through Berkeley weird like local ordinance websites and copying the pages and dropping them in Claude and getting feedback on them and things like that. And so it really wasn't, it wasn't again, like, like AI was doing all the work. It was just that AI, in that instance, I would say AI was giving us the confidence. Whereas maybe five years ago, would you have been like, like you would have had the, I would have had the fatal expression you had, which is just like, this seems scary. It seems Byzantine, like the inertia can't even get started. And so I'm just going to go do the other thing. And this will still just be a thing I complain about. And when I fast forward that, it's just, the thing that makes me excited is not just

• 23:14Speaker 01

  that this exists, it's just like, literally, this wouldn't have existed without AI. Two, as Andrew mentioned, there's so much grunt work in getting something like this open that, again, it couldn't have happened as a side gig. It just couldn't have. It would have had to have been a full-time job. And then there'll be this new, interesting, hopefully break even place that people actually like in the local community. And, and if you fast forward that, like, obviously, we are in AI and we Have some coding backgrounds and we're very highly technical. We're dropping into things like Cursor and Windsurf, which is not what the average local business person is doing today. But if you fast forward three or four years, you can imagine the multiplicative effect as these tools get broader and broader and broader.

• 23:56Claire Vo?

  And for communities, that means you get interesting businesses and places to go and new people to meet and ways to connect that could not otherwise exist. So I'm very much an optimist that the more we can build, the more amazing things we're all going to get to, to experience. This episode is brought to you by Persona, the B2B identity platform helping product, fraud, and trust and safety teams protect what they're building in an AI-first world. In 2024, bot traffic officially surpassed human activity online. And with AI agents projected to drive nearly 90% of all traffic by the end of the decade, it's clear that most of the internet won't be human for much longer. That's why trust and safety matters more than ever.

• 24:40Claire Vo?

  Whether you're building a next-gen AI product or launching a new digital platform, Persona helps ensure it's real humans, not bots or bad actors, accessing your tools. With Persona's building blocks, you can verify users, fight fraud, and meet compliance requirements, all through identity flows tailored to your product and risk needs. You may have already seen Persona in action if you've verified your LinkedIn profile or signed up for an Etsy account. It powers identity for the internet's most trusted platforms, and now it can power yours too. Visit withpersona.com/HowIAI to learn more. You know, you mentioned Cursor. I just can't get out of a How I AI podcast without somebody talking about vibe coding.

• 25:25Claire Vo?

  So Andrew, I'm going to kick it to you to talk about how you actually built an AI concierge for this gaming place. And what is it called? I forget. We didn't mention it.

• 25:39Speaker 00

  Tabletop Library.

• 25:40Claire Vo?

  Tabletop Library.

• 25:41Speaker 00

  In Berkeley.

• 25:42Claire Vo?

  We forgot to promote it at the top of the show. But how did you build this AI concierge so people could actually access this and have a great experience?

• 25:53Speaker 00

  Yeah, so one of the ideas that I was quite excited about with this was something that could help organize on-demand game sessions with other cool people that took away a lot of like the Social weirdness of setting these things up and the social risk in the way that, you know, nerds in Silicon Valley are prone to worry about. And so the mechanism was going to be that you would have, you would have this way of saying, I want to play a game at some specific time, see if you can find a group of people,

• 26:34Speaker 00

  form a quorum, and then if you can form that quorum, you can reveal us to each other. And we'll book it, otherwise, nothing actually happens. And we started out by thinking at the very beginning, like, okay, we'll just find a SaaS software package that gets as close to this as we possibly can. Let's look at like table management stuff or other brick and mortar reservation systems. Then we started looking at like coworking space management systems. This is to, so there was like the just standard book a table, straightforward with your friends. And so, so the idea was that you would be able to use the software to either just book

• 27:18Speaker 00

  a table with your friends or try to do what we're calling a LFG, looking for gamers mechanism, where you could say like, go out and find this group for me and then book a table. And we were playing with all this SaaS software and it's like it often is where nothing's quite right, like you want something so much more custom. And then at some point, we realized like, all we're talking about building here is a relatively simple set of tables, a relatively simple database. And then you could just have like a chatbot living on top of that. Why don't we just build it that way? It wasn't, getting back to that mindset thing, it wasn't at all obvious to us when we started

• 28:01Speaker 00

  this. We spent a month going down this. In retrospect, it's, I'll show it to you. It seems like. A no brainer, but it wasn't obvious to us at the time. So I'm going to give you a quick demo of what we built and then I'm going to show you a little bit of how it works. Cause the one thing about it is we're still building it and it's kind of slow. So let's say I want to organize a game this weekend and I can go like, hey, can you set up a game for me? Anytime this weekend, maybe a deck building game. So now that goes off to the agent and I'll show you how we built all that now because it takes a second. And then we'll come back and, and see its actual reply. There's two parts to this system.

• 28:46Speaker 00

  One is the database itself, which we built in Airtable. And the other is this workflow from a company called N8N. And let me start by walking you through the basic things of the database. So there's a table where we have all of our users. What's really interesting here is things like availability. So right, it's going to eventually go and try to recruit other members. Normally in a database, you would store that as a bunch of related tables, right? But here you can just have free text, free text. This is where you put your gaming preferences in. So it's just like a free text, uh, list of, of the games that, um, the agent will update as stuff goes.

• 29:29Speaker 00

  So structuring these databases becomes so much simpler. Then we have like the tables that are available in the, um, in the, in, in the shop. We have games that we stock. And then we have actually the reservations once they get made.

• 29:47Claire Vo?

  I would like to pause here and just call out you're using Airtable instead of another kind of, I'm sure there's lots of databases that you could have done on the backend if you wanted to. Could you just tell us why Airtable and why you chose to, to do something like this for this particular project?

• 30:03Speaker 00

  Yeah. So what do you think should have been in the consideration set before I answer that?

• 30:08Claire Vo?

  Oh, I was just wondering, I mean, I would have just spun up a Postgres database and you know, you know, if you have Cursor, I would have just gotten straight to just an empty database and a schema. And that's where my developer mind went. So I'm curious why you started with, with a tool like Airtable.

• 30:23Speaker 00

  I would not have gone there. I would have been more like, should we be using Notion or some other kind of, um, something with a heavy GUI? Because the nice thing about something like this is we can also build. Human interfaces for interacting with this directly. So if we have somebody that wants to call up and book a table or something like that, we can build an interface for somebody to just go directly into it or manage events or something. So it just makes it much easier and it means that people who are going to be, you don't have to be an engineer or build a, build a front end for every command that you want to do.

• 31:01Speaker 01

  It's a good, it's a good prompting though, Claire, because it's, this is again, this was probably four months ago. It's very possible that four months from now, the right answer is you can one-shot a web interface to all of this and then there's no, no, no, that it looks exactly the way you want it to look like. In, in this world, Airtable, one, I don't have that confidence in Windsurf, certainly not four months ago, as we're getting to Claude 4 and beyond, maybe so. And second of all, this just has all of the sorting mechanisms and like filtering mechanisms and a million other things that come along with the human use of typing in 100 games or doing other work with, in those workflows, it's just helpful.

• 31:34Claire Vo?

  Well, and one call out for folks out there thinking about building something like this is in past lives, I would have thought, oh my God, I never, I don't want to work with the Airtable API, I don't want, but so many of these things come pre-integrated now with these workflow builders. So much of what you use with these AI tools can figure out the integration points for you. So you can pick the thing that's easiest for you to use. And when you need to integrate it, I think it's very accessible. So it makes, it makes sense to me for, for a business like this. I was just curious if that was yours.

• 32:05Speaker 01

  I mean, a ridiculous amount of these cells, to be clear, came from that Claude project we talked about earlier and then were MCP connected into Airtable and it was just injecting data directly in.

• 32:15Claire Vo?

  Can you talk about that flow really quickly? So you told us how you sort of set up these, these tables for how many physical tables you have, what games you have, who is interested in what kinds of games? How did you actually populate, populate this data through MCP? I'm really curious about that.

• 32:30Speaker 00

  Yeah, let me give you an example of that one. So like this is a, we have a small retail section in the front and we had this idea of like, what if instead of just putting things in alphabetical order or by like a traditional category, we merchandised and curated these, these categories. You can see some of them here, like Brainburners, Silent Strategists.

• 32:53Speaker 01

  Almost like the way your favorite like independent bookstore merchandises their books in the front, right?

• 32:59Speaker 00

  Yeah. And, but there's this like puzzle of how do you, how do you pick the games? And how do you make them mutually exclusive so that you're not merchandising the same game in multiple categories? And that is the kind of thing that probably people have the idea for all the time when they're opening something, but it just ends up on the cutting room floor because of the amount of time it would take to do it. Or you do it at the beginning and then you're like, it's just not worth it and you cut it. And it just makes it trivially easier to do it. So it's like games about cats, for example, you can do something like that. You just give a brief description of what your category is and then it'll go off and come up with the games automatically. So it's nice in Airtable that

• 33:44Speaker 00

  they have these like built in AI fields and, and stuff like that.

• 33:50Claire Vo?

  Got it. So you're using built in AI categorization by Airtable to take, to create a category and pull in relevant, it looks like records or games that might fit.

• 34:00Speaker 00

  Right. So that's a way that we use the existing tools. Nabeel, what were some of the things that you populated with MCP? Is there something, a tab I should switch to here?

• 34:10Speaker 01

  Well, probably the easiest one and the most wonderfully nerdy is if you hit games on that tab and then go click to in library. So one of the things we wanted to do, given this is called tabletop library, is to think about this place. If you're starting your board game navigation and maybe if you've ever been inside of a board game cafe, you've had this feeling, you walk in and you've maybe played Catan and maybe your friends had you play Winkspan and now there's just like a wall of games and you have absolutely no idea where to start. Well, this has been solved. In libraries, you have a Card catalog library system where all of the French history books are next to each other and so on and so forth. And so this is a kind of thing that would be like literally impossible without AI. But we basically have a bunch of design prompts in Claude back in those projects that help

• 34:54Speaker 01

  to categorize into a kind of a Dewey Decimal System of board games, all of the games in existence, and then looks at each game and applies them. So if you look at here, this is a list of games that are in there. And if you look at the bottom, you'll see the TLCS code, like 420.5 on this game Nemesis Lockdown, right? And that means it is a category name in cooperative. That's the 400 section is cooperative. The 20 section, 420, is adventure co-op games in adventure. And then the .5 is the weight of the game, one being the lightest weight and five being the heaviest weight, as in complexity of the game. And so now you can imagine, if you're interested in playing an adventure co-op game with your

• 35:36Speaker 01

  friends, you walk over to the 420 section and they're all nicely grouped together. And then those colors, those yellows and reds are how hard that game is to play and so on and so forth. Impossible, literally impossible without AI.

• 35:50Claire Vo?

  We are really taking people on an adventure here.

• 35:54Speaker 00

  It's truly the most ridiculous idea that if he had proposed this and we didn't have AI, like I would have gone to the mat, like, this is such a crazy thing that nobody's going to want and is going to be such a waste of time. But because we do, we can indulge in this kind of stuff and it's really fun. And maybe, you know, for every, there's five of these, one of them will be the best thing ever. And maybe this is it.

• 36:21Claire Vo?

  Okay, so you've shown us your air table. It's hooked up to this workflow, kind of like a Gentic system on the backend. What does that expose to end users?

• 36:32Speaker 00

  So let me show you this now, right? So it looks like it already set this up when I tried this demo earlier and it found that. So it's already set up a game for me this weekend with Slay the Spire, a great dick building game. I've scheduled it for this weekend and created a request. And so now what's happened is it's gone out on its own and it's messaging other people who like these kinds of games and it's trying to build enough people to schedule a game. And this whole flow, we're using N8N4. So basically what happens is you send a text to this phone number, we hooked up Twilio.

• 37:10Speaker 00

  It comes in and just does a little bit of basic formatting. Then it it looks up my phone number in the Airtable Members table here. And it finds out who I am. And it figures out if I'm a user or not. If I'm not a user, it has a whole flow. And this is the agent. You can see there's these these long prompts that basically do all of the routing that we've learned. That says what to do if it's not a user. I'm not going to focus on that one. I'll focus on the if they are a user. So if they are a user, we have this like central agent. And these are all the tools that it has access to. So these are all Airtable MCP tools.

• 37:50Speaker 00

  So you have something that can just like get a list of records, something that can create a new record. And the instructions for how and when to use that are all in this big prompt that we've put together, which you see gets quite long. And it's just been like iterated on over time. And it's crazy because like you'll see there's parts in here where it's just saying, you know, use the use the create record tool to to do X, Y, or Z. And you just reference it in plain text and it knows how to go and find that.

• 38:31Speaker 01

  Yeah, you're not calling a function or anything like that. You're just just literally writing down what you think it should go do. And then it'll figure out how to find the function and use it.

• 38:39Claire Vo?

  And so this this agent available to your customers via text. So super simple interface, but is routing to your source of truth data for your business. And then it's engaging with other customers saying, I got somebody who wants to play this this game this weekend for an hour, an hour and a half. If you're in, let us know and and schedule it. And it brings those people together. And as somebody who has put together children's birthday parties, just even that seems very, very useful.

• 39:12Speaker 00

  Seen a deal? We've got to turn this into a startup.

• 39:15Claire Vo?

  Third startup, that's when you've joined my club is when you're doing three. But what I imagine as a business owner, though, like it's cool as a customer. That's nice. It's a nice experience. It's fun as a builder. But as a business owner, you are probably then getting much closer to, you know, your gentle break even goal of higher utilization, more bookings, more people with lower sort of person to person kind of grunt work that has to happen to make that happen.

• 39:47Speaker 00

  I'll just say like, I guess so. We'd never thought of it that way, although maybe we should have. But it's just the nature of this enterprise that that's not the calculus that's typically going through things.

• 39:59Speaker 00

  I will say though, that it's not about replacing a human job. There's no like, a human couldn't do this type of work at this level where you're going out and like contacting three members to see if they can play the game. And when one of them says no, you contact another. It's like, maybe you could do something like that, but for organizing a board game night, it just doesn't make sense. It would be too slow.

• 40:30Speaker 00

  So this is just like Nabeel was saying earlier, an example of the kind of experience that just like couldn't otherwise exist.

• 40:39Speaker 01

  Yeah, I would say a lot of our experiences started with a situation where if you had a, in that first group of things, it's, you know, the business advisor, the co-pilot, which you're right, if we had people that had done this work before and you surrounded yourselves with a bunch of advisors, those are human tasks that get you a couple of business plans. And we had built up Python capacity planning tool and a bunch of other stuff that like way outside of even the scope of what we can talk about here that we just built. The second phase of this is it's just enabling experiences that you just never would have done with humans, period. It's not replacing anything. It's we just wouldn't have offered these services. You would not have categorized by hand 200 plus, 300 plus board games into a category system.

• 41:21Speaker 01

  You would not have set up a bespoke way that I can. Natural language, say, a board game category, not even a game, over text and say like, "I want to play an adventure game this weekend. Who likes adventure games that can play between 6 and 8 o'clock?" And then have that just like manifest itself into a space and then a table get booked. Very, very unlikely any of these products would even exist. And frankly, the whole project wouldn't have existed without AI in the loop.

• 41:48Claire Vo?

  And then before we wrap on this section, I just have to call out, looking at everything you've shown, it doesn't seem like you wrote much code to make this happen either. It seems like you wrote a lot of prompts and you hooked a lot of tools together, but I'm not seeing you pop open cursor in a repo. This all looks like kind of no-code stuff that that folks could use in their in their day to day, even if you're not a software engineer.

• 42:11Speaker 00

  There's a little bit of code in the N8N stuff. So I think with N8N, you still need to be a little bit technical with the way that things exist now. But that's just like, you know, a matter of time before this becomes more and more something that anyone can do. We all, we have repos for like, the website that we built and Nibiel built a whole like, ratings system for members to rate their games and get recommendations and stuff like that. So there's that, too. It's just, we figured that was a little more boring.

• 42:46Speaker 01

  Yeah, we also have a Python application where we took those personas that we talked about earlier. We fed them with an event programming and then a pricing plan. And then that goes into a Python application that uses Pulp and CBC to basically like, build out a like, integer linear programming application to figure out our capacity planning, to basically figure out whether we can break even, you know, dynamic revenue business model planning. So we can set up plans, map it to personas, and then it just says like, "Oh, if this is the utilization rate of this place, it'll max at 250 members." And then we can loop that back in. So there is a, there is some heavy programming that goes on in some portions of this. But Claire, the vast

• 43:29Speaker 01

  majority of it starts from from prompts and artifacts and projects and then document creation and that loop back and forth between producing a new document, adding it into the context window of like, "This is a new canonical truth of this project," and then iterating and brainstorming from there.

• 43:45Claire Vo?

  Okay, let's wrap. This has been so fun with lightning questions. One, no AI and one AI question. So the non-AI question is, What's your favorite game at Tabletop Library?

• 43:58Speaker 01

  The next one is my answer. Like, part of what I love here, and I know that's not a real answer, Claire, but part of what I love here is I actually really love exploring games. I think of it like a movie opening. And we have a culture at one point where you really care about the movie opening and you think about it. You think about the director releasing their next thing. And that's kind of where I've gotten to with games, and hopefully others can get that excited, too.

• 44:19Claire Vo?

  Andrew, do you have a favorite?

• 44:21Speaker 00

  Nabeel is such a big shot in the game world that he couldn't actually name one. He just like alienate too many, too many stakeholders. I like this game called Sky Team. It's a two-player game where you play as the co-pilots landing a plane. And it's really fun to play with my wife or my kids. So that's both a recommendation and an answer to your question.

• 44:48Claire Vo?

  Okay, and I saw a little of this in your prompt. So Andrew, I'm gonna ask you my rap question first, which is when AI is not listening, how do you get it to listen? And I will say, I saw a lot of like, all caps, "caution!" Exclamation, exclamation, in your prompt. So do you have any tricks that you fall back on when you want AI to really listen to you?

• 45:09Speaker 00

  I saw a really good video that I think Y Combinator put out recently. And they were like, when you get, one, one change that I did as a result of that is when you start getting stuck in a rat hole and you can't get it to do the thing that you wanted, instead of just like, keep on hammering at it, just revert back and try something different.

• 45:27Claire Vo?

  Nabeel, do you have a trick? You have a fallback?

• 45:29Speaker 01

  I think I've certainly gone through all of the stages of grief and anger and all caps to try and get the model to do what I, what I want. My more recent one is to just try and add context. I like, I think my most common thing now is to try and throw tokens at the problem. So a lot of times, what I will do is copy the problem I have, throw it into another model, and then talk back and forth for 30 seconds to try and stretch out and elucidate the problem and add a lot more detail, and then copy that prompt back, either as a, it might be at that point as big as a PRD or something really detailed or so and so forth. But just basically like, it's confused and I need to give it a lot more direction. And so let me then partner with a different AI to figure out how to tell what it's really supposed to be doing.

• 46:12Claire Vo?

  Okay, this has been such an adventure. I can't wait to bring my kids over and see what other Cooler games we should get into. Nabeel, where can we find you and who should reach out to you?

• 46:24Speaker 01

  Any founder building a wonderful AI product should reach out. That's where I spend all my time nowadays. You can reach me, Nabeel, N-A-B-E-E-L, on Twitter, wherever it's called nowadays, or my first name at sparkcapital.com.

• 46:37Claire Vo?

  Okay, Andrew, and what about you? Where can we find you and how can we help you?

• 46:40Speaker 00

  First of all, if you happen to live in Berkeley or North Oakland, you should sign up for this thing or check it out. Go to tabletoplibrary.com and sign up for-

• 46:53Speaker 01

  Thanks for doing the business job, Andrew. That's very much appreciated, sir.

• 46:57Speaker 00

  But also, I have to say, yeah, I'm the CEO of Descript. And the way this whole thing started was my head of marketing was savvily like, "Oh, there's this great new AI show. You should go on it." And I, sabotaging my press normally, like I normally do, was just like, "I'll go on it, but I want to talk about this other thing that I'm doing that I think will be more interesting." But Descript is doing a lot of cool AI stuff, too. We just launched the first video editing agent, so like cursor for video. And I'll say, here's my founder tip. This thing, this whole side project, has been the best thing in the world

• 47:39Speaker 00

  for rewiring my brain around AI. When you have your ongoing gig, you're kind of stuck in your existing patterns and people you have to rely on. Starting something from scratch that you actually care about, where you couldn't do it without AI, it's the best.

• 47:58Claire Vo?

  I completely agree. I have done the exact same thing. It has been transformative in how I lead in a bigger company. And I will do your marketing person a favor, and no, this was not paid, but we happily use Descript to edit this podcast. So we have been happy, and it's how we get the great quality that you're seeing today. So, Andrew Nabeel, this has been so fun. Thank you for sharing all your tips. Good luck with the many businesses, and have a great day.

• 48:24Speaker 00

  Thank you.

• 48:24Speaker 01

  Thanks so much.

• 48:26Claire Vo?

  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. You can see all our episodes and learn more about the show at howiaipod.com. See you next time.