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Dan Shipper
You are the co founder and CEO of Granola, one of the first new AI apps where people were like, holy shit, this actually works.
Chris Pedregal
Meeting notes are not the end all, be all value that everyone's running after. There's something much bigger. And I think we are in the very, very early steps of a computing revolution. What has come thus far will pale in comparison to what will come soon. Startups are like knife fights. And I thought startups were just really hard when they weren't working. Turns out they're really hard even when they're working as well.
Dan Shipper
Every is the only subscription you need to stay at the edge of AI if you care about being on top of the latest models and using the latest tools. You have to subscribe to every. We'll help you separate the signal from the noise. Go to Every to subscribe today. And now back to the episode. Chris, welcome to the show.
Chris Pedregal
Hey, Dan, great to see you.
Dan Shipper
Good to see you too. It's been a while. So for people who don't know, you are the co founder and CEO of Granola, one of my favorite AI apps. One of the apps that I think really kicked off the wave in the last. In, like, you know, I guess two, two or three years ago, it was one of the first, like, new AI apps where people were like, holy shit, this actually works and it's useful. And since then, you've gone on to. I think the team is about 55. You've raised at like, a $1.5 billion valuation. You're just killing it. And we had a really good conversation in December 2024, so almost two and a half years ago about putting soul into your product and making products that are delightful. And I'm just super curious to hear what's on your mind, how things are going, and to sort of share out both of our journeys over the last couple years and think about the.
Chris Pedregal
Couldn't be more excited to chat. I. I can. I've been following all the different things you've been doing, you know, from a distance, and I'd love to hear. I'd love to hear the latest from the inside on how that's going. Just to react on one thing you said. You said we're killing it, right? And we're very. We're very lucky. Like, things are going well. What. Something I was unprepared for. So I did a previous startup and startups are. They're like. They're knife fights, right? They're like, really, you know, like, they're really, I don't know, maybe. Maybe Life's EAS for you, but for me it's like, it's really hard. And I thought startups were just really hard when they weren't working. Turns out they're really hard when they're working as well. It's just, it's a knife fight when things are going well or not going well. And I was a bit unprepared for that. So it just, I had a professor in journalism school who, he was basically like the last thing the world needs is another profile that puts someone up. You know, it's like, oh, this person's so great. And it's like, no, no, everything's hard. Today, fight, day in, day out. Like that's, that's my mentality. So just wanted to share that.
Dan Shipper
I feel you, man. I definitely feel the same way. Where I've been doing companies for a long time and every is the first one that's like really growing and just really working in this way that feels like it's a real company. We have 30 people now, you know, and. Thank you. And when it is working, like a good example, Claude tag dropped yesterday. We've been working on a Slack agent. Claude tag dropped yesterday. And so then everyone's looking at you like, what do we do? And I'm like, we've, we've, we're prepared for this. We've been thinking, we know that, we knew this was going to happen. And especially in AI, I feel like the ground shifts so quickly and I assume for you, like one of the things you're talking to and talking about, and I'm actually really curious, is you were the first one to do really great AI meeting notes and meeting transcriptions. And then immediately everyone just like put meeting notes into their product. We actually, we have this product called Monologue that has a meeting notes button, you know.
Chris Pedregal
Oh, cool. I didn't know that.
Dan Shipper
So we're like, welcome to the fray. Yeah, I don't, I don't really, really think of it as being an exact one to one replacement. I actually have both on my computer. But, but still, that's probably what you're referring to when you say knife, knife fight. So tell me about, tell me about that. What is that? Like, how is that? Has that actually affected your business at all?
Chris Pedregal
That's actually not what I was referring to as a knife. I mean, that's part of it, you know, I think it's just, I guess what I was referring to is
Podcast Host/Announcer
I
Chris Pedregal
think by definition a startup is you're either fighting for survival, you're always fighting for survival. And it's like if things are going well, you're fighting. It's like this big wave and you're on the surfboard and you're trying desperately not to fall off that surfboard. And so you're kind of always just beyond the edge of your abilities. And it's almost like by definition, and therefore I'm always doing. You always hear this. It's like, oh, it's like as a founder, you're always doing stuff you don't know how to do. It's like, oh, yeah, actually, at least that's been my experience. It's like I'm always just in the space where it's stuff I've never done before or it's just more than we've ever bit off in the past. Yeah, the competition, here's my view and I feel like I've said this. Let me think about it. So I think when I think about this is going to sound like one of those bullshit answers around competition, right? Because there's always the interview where it's like, hey, Microsoft just copied your product. How do you feel about it? And the founder has to come up with some answer. The way I view it is I think we are in the very, very early steps of computing revolution and that what has come thus far will pale in comparison to what will come soon. And I think that it doesn't like, meeting notes are not the end all, be all value that everyone's running after. There's something much bigger and I think it's what interface we use for work and how we work and what does that look like in the AI native world. And so when I think about competition, I'm just kind of like, what people are fighting for today doesn't matter. There's this incredible opportunity ahead and I think we have a shot at it and a few other companies have a shot at it. Right? But that's really what matters. So in the same way where people are like, oh, granola's doing really well, it's like, well, in my mind it's like easy come, easy go in a way, right? Like, meeting notes are useful, but a lot of things are going to change in the future. And just because people use us today doesn't mean they're going to use us for that in the future. If we're not the best at that next thing. That's my zoomed out view. And the other thing to say is we were not the first meeting note taker. AI notetakers have been around for ages. We were let's say heavily inspired by a lot of things that came before. So I can't be like, oh, how dare you be inspired by what we did. It's just in an ecosystem, it has affected the company a lot less than I thought it would. Like, I think within, like, notion copied or whatever. Let's say we're launching, I think heavily Inspired by granola. OpenAI did. Zoom did recently. So it's like, in some ways it's like, I didn't have to sit with the, like, nightmare submit scenario of, like, what would it be like the day that launches? It's like that kind of came and came and happened and we're still here.
Dan Shipper
Yeah, yeah.
Chris Pedregal
We're still like, it hasn't changed anything from our growth rate or whatnot. But again, we're still a drop in the bucket compared to what we'd like to be in terms of how people use us and how many people use us. So I think it's just very early days is my view.
Dan Shipper
That makes sense. I just got to say, I love getting to talk to you because I feel like you're just so honest about what you're dealing with. It's the best. It's so fun. It's very different. It's very different from a lot of people. And I think this is going to be a very fun conversation. But what I want to go back to is. And I'm happy to share, to go back to is you said you're balancing on the surfboard and you're trying not to fall off. And, you know, normally in startups, you're like, you're on the surfboard and you're just like, paddling and you're like, waiting for the wave. And then I think for both of us, for you more so than me, but for both of us, you're like, I'm on the big one now. Like, let's try not to get. Let's try not to fall off and just get pounded, you know? And so what was. What are some of those things recently where you've felt like you've been at the edge of your ability and you're like, I gotta figure this. I gotta figure this out. This is. This is. It's a. Maybe it's a good thing. But generally it's like, holy shit, this is very different.
Chris Pedregal
So a lot of it's kind of my limitations or lack of experience as a founder. So, like, my last startup, Socratic, we were 12 people. So just going from like, 12 to we're actually over. We're somewhere Between, I don't know, 60 and 70 now. And so, you know, that's very different. And I've never done that before. Right. So like organizing humans, that's one something that's challenging and I wish I had like a really succinct, beautiful answer. Like we have it all figured out. But it's in an era where you, like, you're talking about product having soul
Podcast Host/Announcer
and
Chris Pedregal
product feeling consistent and coherent and tasteful. And how do you scale that when you have more people working on that? How can you both get the upside of having lots of people working on these hard problems, but also having this consistent feel like that's a really hard problem. And I think actually there's so many different interesting topics for us to dive into, but one is like the traditional roles of PM and design and engineering and how you group those people together and what are their responsibilities. Like, I, it doesn't, it feels like what has worked in the past may not make sense exactly one to one in the world of the future, but I don't actually know how to, how to define roles and split work. You know, there's something really valuable if you're like, oh, you're, you're the designer and the engineer, or vice versa of like, okay, now we know where we collaborate, like where the interface line is. Do you guys have a philosophy on that at every.
Dan Shipper
Or, I don't know, like we've done different things and it sort of depends on the situation in the product. My one mental model that I have that seems to work especially for early products is there are two roles that matter. One is called the pirate and one's called the architect. And the pirate's job is to just build as fast as possible to find something valuable. And it can be vibe coded. You don't have to really think about the architecture, all that kind of stuff. And the architect's job is to pair with the pirate and think about as the pirate finds something that's valuable, how do we make this into a system that is sustainable, that we understand, that can scale? And what's interesting is I think you need one pirate per product, but you can have one architect work on multiple products. You can have them bounce around because the tools now are so good that someone who's a really good programmer, really good architect, can just drop into a code base and be like, I'm going to learn this code base in an hour because I just have Claude or Codex or whatever map it for me and then I'll identify the structural pillars, the invariants that need to be true in this product for it to work well. And then I'll just send off codecs to do a 24 hour rewrite and then I'll go do something else. And I think that that's really interesting. So that's, that's one divide and in particular the, the pirate is this. It's this mix of technical product design, like all, all of those altogether. And the architect is like really mostly focused on the technical side of things. And then.
Chris Pedregal
But you don't have standalone designers then, right? You only have.
Dan Shipper
We do. We do have standalone designers. Oh, you do. Like once, once it gets to be like a real product that we're going to support, then yeah, we have a standalone design. We have a design team that parachutes into each product and helps make it better. But then on the tech side, for example, we have this slack agent we've been building called plus one. And that's just a bunch of engineers that are all working and are to some degree full stack thinkers. But it's very engineering focused. There's no one answer. I haven't quite figured it out yet. I do think the pirated architect configuration for new things is really helpful, but what do you guys do?
Chris Pedregal
We have something similar, but it's not actually on the role for any kind of new feature. We have this idea of stages. So the first stage is shaping and we're influenced by the. What's the shape up? Yeah. Thank you.
Dan Shipper
Yeah. By Ryan Finger. Yeah.
Chris Pedregal
Is it? Yeah, I think so. Yeah. Like the basecamp guys. Yeah, Basecamp. Yeah. It's like loosely inspired by that. I went back and read it, or at least the first half that was about it. And it's funny, it felt very dated and a lot more dated from the features that they use as examples, for example, that they're talking about building. But some of the ideas I think are really sound. So we have this idea of like there's like a shaping phase where what you want. There is. You want to. You want to explore as many potential solutions as possible. So you start with like a job to be done. Like here's a user need, here's the job that. Here's a job we would like the user to hire us to do, right? And it's like, okay, this is the job. What are possible shapes of that solution? And you go and you explore those shapes as quickly as possible and then you kind of look at those and you have to be very honest with yourself and say, if we spent time on this, do we think we could actually. Would People actually hire us to do this or not. And then we have a next phase which is kind of validate. It's like, okay, we think we can prove it for a small number of people. Just prove that you can be useful and that they choose to use you. And then it's like, if you can prove that, then it's like, okay, let's actually make this good and reliable and scalable and all that. It still doesn't answer the question of who the. What are the roles of the people who work on it? You know, and. Yeah, but. So it's just one of those open questions.
Dan Shipper
I mean, you have, you know, 60, 70 people, so you have had to answer that, at least provisionally. So what is the structure that you've come to provisionally?
Chris Pedregal
We're still. We're still messing around with it. Like, we still have, like, we still have titles, and I don't know if we should have them. Like, we have. You know, you're a designer, you're a pm. You're an engineer. Right. And I always. I. I'm always flirting with the idea of killing those. How many do you have? 4. 3. Depend. Depends if you count me.
Podcast Host/Announcer
Yeah.
Dan Shipper
Yeah. I wouldn't count you. Yeah.
Chris Pedregal
Yeah. Okay. Yeah.
Dan Shipper
Interesting.
Chris Pedregal
Yeah. And like, yeah, I've always flirted with the idea of, like, killing because it's like, what you really want is on this project right now, someone needs to do certain types of things. Like, someone needs to own, like, the aesthetic or the user experience, and someone needs to own, like, the building. And that could be the same person, or those could be two different people. Right. And someone needs to own, like, what are we trying to do here and what's the strategy? And, like, what are the next few things that we need to hit in order to hit that? And. But then it's just, like, a lot of communication overhead if you don't have roles. Right. It's kind of like, okay, what exactly are you going to do versus what am I going to do? Maybe it'll all be agents one day. Who knows? We'll keep experimenting.
Dan Shipper
Interesting. Well, one of the things that you said when we were just about to start recording is you spend most of your time in granola. And so one of the things you're curious about for me is if I'm playing around and experimenting, what am I finding? So I want to. Let's talk about that. I think there's a lot of meat there. First of all, tell me about that. I spend most of my time in granola. I think that's a. It makes perfect sense, but also as a CEO, as a strategic way of being. Tell me about that decision.
Chris Pedregal
So I mentioned before that I think the big opportunity here is to kind of invent how we're going to work and collaborate with AI, to think and do things. Right. That's kind of in some shape or form. I think that's what we're all chasing right now in Silicon Valley. Right. And to that end, I think there's a lot of. That's the kind of thing you can think about abstractly, but then you have to be playing with to kind of get a feel for. And it's hard for me to have the brain space of playing with every new thing that comes up. Right. And in Granola, we have a lot of, A lot of context and a lot of internal tooling so that I can play around with different ideas, but they're oftentimes like in, in my little universe, as opposed to, like, I don't go and set up very complicated workflows in, in cloud, for example. Like, I do it, I play around with it to get a feel, but I don't, I don't. Those aren't load bearing for me because I. I'm trying to see what makes sense or doesn't make sense to do inside of granola. As we paint that future picture, it seems like you are at the forefront of experimenting, trying new things, building different workflows for yourself. So maybe just start off by being like, what's the current state of Dan's tooling stack? And then we can go from there.
Dan Shipper
I spend all my time in Codex.
Chris Pedregal
Okay, almost. And how long has that been? Is that a recent thing?
Dan Shipper
Is that like two months, maybe three months? Yeah. And I do use the Claude desktop app sometimes. Like when Fable was a thing, I track all my usage. And when Fable was the thing, you can see me go on Claude usage. And then when it left, it went down. So I assume when it's back, because I think Fable is just a different beast. And I test all the new stuff and I have access to stuff before it comes out. And Fable is just different. But I think of. So my overall view is that
Podcast Host/Announcer
work
Dan Shipper
is bifurcating into two surfaces. One is async delegation work that happens in Slack. That's collaborative multiplayer, sometimes proactive. And that happens with Slack bots. Like we have one called plus one, there's one called Victor, there's the Claude's tag, and that's very much like, okay, every morning it posts in a channel and says, hey, here's all the bugs that got solved, here's all the bugs that got reported, here's all the PRs we pushed and then you can add it and say, can you kick off PR for XYZ bug? And it just does it. Or we're trying to name this new product. Can you read all the stuff we've said about what we want the product to be and then propose some names and then the team can be like going back and forth with it in the same channel to talk through names. So you can hand off stuff with it like it's a coworker. And importantly, because most AI right now is single player, you can do it, you do it in public. And I think that's really interesting in a whole set of things. However, however, for serious work, you can't. You're always going to get more out of it if you have a better collaboration service between you and the agent. And Slack is not good for that. And so the other Surface is something like a codecs or a Claude desktop app where you and the agent are sitting in the same place on the same app together. And in particular in Codex for me, it's like I use almost all of my software in the in app browser of codecs, so I'm bringing codecs into my email or into, you know, whatever it is in the same way that.
Chris Pedregal
What do you mean by that? Can you describe that? How do you do that?
Dan Shipper
Yeah, I'll explain. So you know when you're building something in codecs or cloud code and it opens it in app browser and it lets you see the local host version of the thing and you're iterating on it, basically all of the patterns. A good mental model for how AI works for me is all the patterns that started with developers or builders eventually make their way into all of knowledge work. Because what we found is that building a good enough agent to build any kind of software, once it can build any kind of software, it's actually really good for doing any kind of knowledge work that you want. And that's why Claude Code went to Claude cowork. That's why Codex is now all of knowledge work, all that kind of stuff. So one of those patterns is when you're building something like an app, what you really want is the agent to be in the loop with you. So as it builds something, it opens an in app browser, you can see it and you can kind of go back and forth, you can annotate it, you can whatever and you and the agent are seeing it together. That pattern also works for any kind of software, so any kind of website you might visit. So really simple example, last night I moved apartments recently and I needed to change my Internet. And I just told Codex, go figure that out. And it knows the address of my old one and my new one, which is actually the same building. I'm just moving floors. It just opened up the Verizon website in its in app browser and it logged in. I gave it the password, it logged in, I gave it the password. And then it opened up a chat with a customer service agent who was also probably using AI and it just like chatted with them until it switched my Internet. And it also like. And all these little things come up where it's like, okay, when do you want to move in and out? And Codex knows because I've been talking to it about when I moved and when I wanted to switch. And then it's like, your old plan doesn't work. Here's the new plan. And Codex knows to be like, I don't want any hidden fees. It knows how to do the math on is this a good deal or not? And to be able to research it and then to push them to give me the thing that it thinks I should get. And I don't have to do any of that. I'm just like sitting there and is
Chris Pedregal
that something that you somehow communicated to Codex or is that just like an out of the box? Like, obviously any human would want this when talking to an Internet provider.
Dan Shipper
It's both. It's easy because it's easy for knows pretty well when it can make assumptions and when it shouldn't. And so I can be in the loop on it. And I also can just go to another thread and be doing something else. So I'm kind of like flipping back and forth with. But I think that's something. But there's a more general thing there where this is how I do my email. It is in the loop with me in Quora, which is our email app. And also I have this open source thing I experiment, I built called Tend. But basically it's like my emails are now cards that I read in Codex in the in app browser. And then each card it says, here's what the email said, here's what I think the draft should be. Do you want to send it? And I just talk to it.
Chris Pedregal
I see. But this is basically. You've Vibe Coded your own email client basically, right?
Dan Shipper
I Vibe coded an experimental email client that does this. And then we will have a version of Quora which is our full email client that just has this out of the box. But you can think of the apps that are structured this way as being, I've been calling them Codex native apps, but they're basically apps that are responsible for saving the state and rendering the UI and you bring your agent to it. And I think that that is a much. It's a very powerful paradigm because think about, I mean think about all the work that you have to do for Granola to like make an agent that is good and it's really hard. And you're also competing with the clods and the codexes of the world who are also building the same kind of agent with the same kind of functionality. And to some degree I also think that in some cases that's very worthwhile because I do think two agents is better than one. But ultimately I really want to be able to, for example bring and I think you're probably seeing this with a lot of Granola users. I really want to bring my agent to Granola. You already know how AI is changing, how everyday work gets done, how much ground you can cover and how fast a team can scale. To stay ahead, you need tools that give you a competitive advantage. Built for this new era. Addeo is the CRM for the agent native world. It meets you where you work, compounds every customer signal into context and then acts on it across your pipeline to let you move at unmatched speed and scale with agents and automations for every job. Addio orchestrates your work around the clock. We use it internally at every and we love it. It's built to handle the scale of your workloads, it's extensible with an API and MCP access and is built with infrastructure to keep up with your most ambitious agents. It's loved by high growth startups like Granola, Modal, WhisperFlow and Every. Addyio runs the work behind EveryWin. That's the Agentix CRM. Go to addieo.com Every and get 15% off your first year. That's adeo.com Every and now back to the episode, what do you think?
Chris Pedregal
Like yeah, you keep saying that and I'm really excited about that idea. I wonder how does that work in practice? Like if. Forget Granola. But like, you know, it's like, let's say you, I don't know, can you do this with Quora right now? Or like how, like how do you build an. How could we build an app that would allow you to bring your own agent that's not, you know, mcp because it feels a little bit different.
Podcast Host/Announcer
Right?
Chris Pedregal
Because it's like you still want to have the ui. That's the difference. It's like you and the agent are both looking at the same UI and manipulating the same thing.
Dan Shipper
MCP is part of it. But yes, I think MCP is. Historically you're thinking about it as the agent is going to interact with the app and I'm not going to interact with the app. I think what this paradigm says is actually you want your agent and the user to be interacting with the app at the same time and be able to trade off. And so the way that you do that is one. Yeah, you give the agent access to an MCP or a CLI and then you give the user access to a web interface and the user is using the web interface inside of an in app browser of a codecs or of a CLAUDE code. And then the agent can decide do I want to help the user or collaborate with the user via using the browser use or via using the cli, which I think CLI is somewhat better. But the trick is the CLI has to then modify the state of the ui.
Chris Pedregal
Right? Exactly. That's the thing. It's like, that's the thing that needs to be. So it's almost like if you had, hypothetically let's say you could have an mcp, right, that actually had a stateful, like the MCP could modify the state, like real time state of like a UI that was rendered for a user and ideally there was like at least a one to one mapping of anything you can do in the UI could also be done through the mcp. So you have like, like an agent and a human interface because like computer use or like it's like the web browser use feels like a, it's unnecessarily slow potential. Right. It's like a, it's a hack and not, not.
Podcast Host/Announcer
Yeah.
Chris Pedregal
Okay, that's really interesting. Yeah, there's, there's something about the presence of the agent. Like this is, this is, I mean this is a fascinating topic. I haven't, I haven't thought about it very much, but it's. The embodiment of the agent is also maybe interesting. You know, it's like, you know when you're in figma, you can see other people's like locations on the, on the canvas and there's, there's something there that you would maybe would lose if there was just like an MCP and the human like maybe, maybe not. I don't know how you, how do you feel like Is it. Do you. Is the. Does the agent just feel like it's just the computer and you know that's all the same, or does it feel like it's an entity that you're like, you know, you're both looking. You're both looking at the same thing together?
Dan Shipper
That's.
Chris Pedregal
That.
Dan Shipper
It's more that it's. It's in the same way that with the Google Docs, like, we have this markdown editor called Proof that we built. And like, in that one, you can see Codex has entered the document and you can see where it is.
Chris Pedregal
Oh, that's cool. How do you do that? How does Codex enter the document?
Dan Shipper
It's just the same kind of CLI MCP type situation, but it has a command that's like, okay, set presence, set location in the document, that kind of thing. And agents are very good at knowing how to do that. But there's so many interesting then UI challenges to figure out, because an agent can do a thousand different actions at once. And so how do you show that to a user?
Chris Pedregal
It's interesting. That's actually not where my brain went, because you're right. Yeah. It's like, if you want to see what the agent's doing, that's one problem. I was just thinking. And then an email, it'd be nice for it to know where your mouse is. It'd be nice to be able to be like, this part of the email is not great. And just have that be either you highlight the text or whatnot. That's not really possible today unless you explicitly, like, how would you have to do that? It would have to be like looking at pixels on your screen. Right. There's no native way to do that unless you build it into a UI and you're like, passing that information to the agent.
Podcast Host/Announcer
Right.
Dan Shipper
More or less. I think the way that I do it is so each piece of information that I want to do, want to take care of is represented in a card. And then I can talk to the card. I can say like, yeah, it doesn't necessarily know where my mouse is, but it knows that I'm talking to this part of the ui. And then it just knows because you
Chris Pedregal
say that when you're talking to it, or because that is the main thing that's foregrounded in the app.
Dan Shipper
Whatever I'm looking at is currently focused, and I know that it's focused. And then when I'm talking to it just knows to put that context next to that thing that I'm looking at.
Chris Pedregal
Okay, that makes sense. And you're actually speaking, Right. This is like you're using monologue or whisper.
Dan Shipper
Yeah.
Chris Pedregal
Or something like that, right? Yeah.
Dan Shipper
That's sort of my view of work and how things are going. And we've been talking about, okay, the prize is there's a new way of working. How does that fit into or differ from how you've been thinking about it and your strategy for granola?
Chris Pedregal
I don't know. I took this class once and they were talking about the difference between complex and complicated problems. Have you heard this? And it's complicated. It doesn't mean it can be super hard, but it's kind of knowable. You know, it's like versus complex problems. It's unknowable. You have to like probe the system and kind of see how it reacts and go from there. I think we're very much in a complex problem space here. So I don't have an overarching theory of where this is all going. I think I could make one up that would sound plausible or as plausible as the next person's. But I'm more in the mode of what are insights or nuggets. And I'm like, okay, now this is a thing that I've learned and now I believe to be true and I'm going to carry that with me. And so I have a few of those. One is, seems like one fundamental design challenge in this agentic world is the time traveling problem. Basically, agents take time to do things. And therefore when you, you were talking about Slack as an interface for this, which is like the async delegation problem, I think you said before, which is basically like the moment in which you kick off a task and the moment in which you're reviewing the task are disjoint. And then you need to get all that context into your, into your head. And I think that'll be one of the. I think you'll see a lot of the interfaces that evolve to be highly optimized for that. And I haven't seen anything that's great, to be honest. Like, I don't know, like the conductor. It's like, oh, I've got all these different like chat threads and I'm jumping between them. When it's kind of ready, like it feels like there'll be, I don't know what they look like there'll be evolutions beyond that that are coming. Another one that's been, that's interesting. Like another way to get around this. Like it takes a while for an agent to do thing problem is pre process a Bunch of stuff like if, like so in like granola, like one thing that we figured out is like if I ask granola to do something and I have to wait 20 seconds, basically humans will rarely wait for 20 seconds if they're in the like back to back meetings, chaotic crazy workday. Which is kind of the user that we're thinking about. But if granola kind of thinks about something you might want and then pre generates it and then at some point might be like, oh, here in case you want this, it's already here and all you have to do is click on it. That's like a. Feels completely different. And so we have some examples there. Like we launched this thing recently where granola will try to generate a brief for you before a meeting. Where it's basically here's this person you're meeting with, here's the context of like who the person is, if it's a first meeting or what you guys talked about last time. If it's another meeting and this one, you essentially have to regenerate it because it's useful when you're running two minutes late to a meeting and you're like, wait, who the heck is this person I'm talking to again? And that's the critical moment. So you really only have a 15 second window where it needs to be there or it's kind of useless. So we actually pre generate millions of. We pre generate a silly amount of these for a small percentage of them actually being opened in the belief that when you do open it though, you really, really appreciate it because it's like, right, it's exactly what you need in the moment of need. It's like an interesting, it's an interesting process or trade off there, especially from a cost perspective because it's like hours and I don't know, hundreds of thousands of hours of agents reasoning about things that may or may not ever see the light of day.
Dan Shipper
And how are you measuring that? Whether that's worth it or not?
Chris Pedregal
It's an open question. I don't know how to measure it just yet. What I'm trying to figure out is we don't have a good metric between there's use. If something's not used at all, it's obviously not good. But then there's like if something is used a little bit or a decent amount, but it's really load bearing when it's used and that's still very valuable. I'm trying to figure out how to measure what that is. I was at a founders conference the other day and Four founders came up to me and talked about this pre meeting brief feature, which surprised me because it's not used as much as like proportionally. That's not what I would have expected, you know. So yeah, we have this with this analogy metaphor. I always forget which, which of those two it is inside a granola of like how we want the granola product to feel. And it's, it's like a handrail. So if you imagine like stairs, like all stairs have handrails. Right? And yeah, it's like, basically it's like you never notice a handrail, it's like invisible. But that moment you trip, your hand shoots out and it needs to be right there and it needs to be load bearing and it makes stairs way safer. And that's how we think about granola. We kind of want to get out of the way until you really need us. But yeah, we probably need better metrics or frameworks to measure. One thing we thought is if we just take it away, if we take it away from a number of users, how much do they shout or what kind of, what's the impact of us doing that? But even that has, it's not, it's not the best way.
Dan Shipper
Or maybe making like seeing if they will click to like generate. Click to generate as opposed to here it is. And it's already generated. But you know, would you take the proactive action to do it of doing
Chris Pedregal
it and then it's. And then it's there.
Dan Shipper
Yeah, yeah.
Chris Pedregal
But then once. And then it's like, okay, they do then are we always going to make them click? I don't know. It's like, like we could do it as a test. I guess it's, it's. Yeah, it's a tricky one. That is tricky.
Dan Shipper
Then how do you think about also what is granola's role versus the codexes and the coworks of the world? And what do you see as being places where you want to integrate and make yourself available to what they do versus places where you're like, I want to own this. This is like something that we can uniquely do well.
Chris Pedregal
Yeah. So my view here is that it's like a new, again, it's like this, this new era of computing where for the first time computers can make sense of our context and you can do amazing things with that. Right. And to that end, having the right context is really critical and you being able to, to get value out of AI. So my belief is that the context you have in granola, we should, it's like we should make that as available to as like however you want to use it. So if you want to use it in Codex, if you want to use it in your personal agent, if you want to use like, whatever, you can do that. If it can make your life better to use Granola context, you should, and we should make that really easy. And there's a lot, our API or MCP is going to get a lot better over the next couple months because that's a first class goal of ours. I think there are a number of jobs to be done, pain points, use cases that we should just be 5x better than anybody else in the world at. And the obvious ones are all related to meetings. And it's just one of those things. Maybe you feel differently, maybe you're more AI pilled than I am. I think the models are going to keep getting better. But I think that if granola just cares about a few things way more than anybody else and we optimize the hell out of those things, they'll just be a better experience, especially if they're tied to a UI that you have to use in vivo, like during a meeting, for example. And so that's like our current strategy is basically be best in the world in anything that's like meeting adjacent and then make like the be the best way to capture context to power any agents you have. And that sounds, I can give you an example. There's like I was talking to, I was talking to a user and they were doing something really clever. She was, she worked in sales and they basically used, I think it was Claude to generate a micro site before they would talk to a potential client. And the microsite was, it was really impressive. They had this template of what that microsite would look like and then given a new potential customer, Claude would style that template to look like the customer's website and then they would connect the granola MCP and just pull all the context from Granola and fill out all the data and the fields and the widgets based on that data. And that's just the kind of thing that we would never try to be best of the world at and wouldn't make sense to. Right. But she would also be in her case, she was writing a lot of emails in Granola right after meetings because follow up emails in Granola made a lot of sense for her. And that's the kind of thing where it's like, maybe we don't want to write every email, we don't want to be your email inbox, but there might be A type of email that you want to send right after a meeting that is like, you know, extremely good on certain dimensions that we could be the best in the world at. And like it makes sense to do both. I don't think it's a one or one or other. I was undecided about this two years ago when we started Granola. Now I have strong conviction, but it kind of took me a while to figure that out.
Dan Shipper
That's interesting. Yeah, I think from a user perspective and I may not be your core user and that's actually really interesting to me to like, to like learn that because one of my, one of the thesis that, that we're building every round and one of my convictions is what builders do now. People who want to like figure out these general purpose tools and like build these workflows or whatever regular people are going to do in a few years once they're more built in, once it's built into the handrails of these products. And so what I do is I just like play around with stuff and try to figure out oh this is what I use codecs and slack agents and whatever for. And eventually that will make its way into maybe stuff that we build, but stuff that the labs build or stuff that other people build and we get to see it first.
Chris Pedregal
Can I ask a question about that? Because I think is. Is the theory that. So the stuff that you are trying to automate with AI or the interactions you're trying to build, do you think that other people will also be building their own like, like more like less AI forward people will be building their version of those automations or do you think those will be productized?
Podcast Host/Announcer
Yeah.
Chris Pedregal
Okay, I have the same view. So yeah, you're the guinea pigs, right? Yeah. And we have tons of guinea pigs using granola. Right. So it's like my view is basically we should just look at what are the most common and cutting edge ways in which people are using our API and MCP to do crazy stuff and then figure out which of those do we think we could be the best in the world at. And a lot of users would benefit from and then build a really beautiful seamless product experience that might have taken like I ran into one of the founders of Hugging Face the other day at a conference and he was like man, I had built this super convoluted complicated pre meeting brief workflow in Claude code and I'd been working on it for months and I just turned it off because yours was, was better, you know, and that and like, and to Me, that was like, that's exactly what I want. And I. We can't do this for everything, but that's exactly what I want. Because we're just going to care more than any individual should, should ever care about any one workflow is kind of how I think about it.
Dan Shipper
I think that's exactly right. Okay, so we're, we're definitely aligned there. My current feeling is, in general, when I. And this is, again, this is just for me and this may change, but when I see Granola, like a, like the UI come up, it's usually a mistake.
Chris Pedregal
You don't want to see it, I
Dan Shipper
don't want to see it. I mean, it's fine. The recording thing is fine. But in general, the way that I want to access it is going to be it pushing something into codecs, which is my work surface or codex, pulling something out of it. And I think this focus on meanings is so right. And it's actually such a hard and deep problem to just get that, like the context of that. Right. So, for example, I mean, you know this better than I, but I'm just thinking about when you do a transcript and I say the name Chris, which Chris are we talking about? Right. And so I think of the job of software companies in an AI world. AI is this really super flexible thing, but it's only flexible if it's given the right structure and the right context within which to be flexible. So if we're using the human body as an analogy, AI is like the. The ligaments and the muscles and then the software has to be the bones and the bones sort of set, like give it form and a structure. But then the AI can kind of like work around that to do anything. And there's so much even for example, again, in a meaning transcript, I might say that's a good idea. But the way I say that says a lot about what I actually think that is not captured in just a transcript. And I want Granola to be like, I have this automation that runs, that turns all the slacks and all the meanings that I was not in into cards that I just go through. And I can see things that happen in the company. But the transcripts are A, often wrong and B, they capture none of the nuance of how and why things were said. And I think that if granola did that for me, it would be the most valuable thing in the world and I wouldn't necessarily have to look at the product. And maybe for a more normal user who doesn't want to be in codecs, all the time. Although I do think that that's going to be more and more the case. Like you still want to have the ui, but there's all this background context processing that I would look to you guys to do that I don't really want to do.
Chris Pedregal
Yeah, yeah, no, that makes total sense, I think. I guess the transcript is one way to capture the context from a meeting, right? It is the simplest way. And those LLMs are weirdly good at making sense of garbled transcripts and doing something useful with that, I think. But what's the actual job to be done here? It's actually like what are the insights or what are the decisions or what are the actions I need to take on top of this context? And that there's this layer of intelligence or interpretation which is like the disambiguation, like, which Sam did, I mean is like. Is like a great example. We have this. So we have this. I'll give you. Like, there are challenges. It's such an interesting space. So here's a challenge we have, right? When a user starts using granola, they use granola a lot, right? And therefore we have a lot of context about that user, right? And we can in the background and we have this, but we don't use it yet. And I'll explain why. Generate a pretty high fidelity picture of who you are, what you're working on, what you're trying to achieve, what are your challenges, who you're working with on different things on. And let's just for argument's sake, let's say that's like a two page summary of like who Dan is today, right? The state of Dan today. And it changes every day. And we can generate better notes if we pass that context as part of our note generation pipeline. But now those notes might include information that didn't come from the meeting. So when you said it's like, oh, that's interesting, or what was your example? It's like, oh, I like that idea. And we might be like, Dan doesn't actually like that idea. He thinks that's a terrible idea because we know he hates that general class of idea because he said that five other times in five other meetings. And so then there's this interesting question of who's the audience? And today a lot of people still, they'll use the notes for themselves, but also there's this mixed use, but they'll also share it with other people, right? Whereas the perfect notes for you are actually probably a little bit different. Or the perfect notes are just one. It's just one way to represent that information. You know, there's, like, other ways, and it's like, what level of intelligence or interpretation would you. Do you want granola to do? But, yeah, I totally hear you. This is why I think it's infancy days for us.
Dan Shipper
Or honestly, you seemed really stressed in that meeting. Do you want to talk about. It would be really, really interesting. Like, maybe people would be freaked out by that. But also, one of the things I use granola for a lot is management stuff and being like, how did I do there? Or someone on my team had a difficult conversation with someone on their team, and they're talking to me about it, and I'm like, let's talk to Claude about the meeting transcript so we can decide what to do. All that kind of stuff is in order to do it. Well, I need not just the transcript, but there was a long pause after XYZ said this thing. No one said anything for three minutes. That you don't see that in the transcript. Stuff like that is just. There's so much, like, richness there to be had. That granola, to me, I want granola to do for me.
Chris Pedregal
Yeah, that makes total sense.
Podcast Host/Announcer
Yeah.
Chris Pedregal
I also think I'm curious. What are all the main ways he was like, I don't want to see the granola ui. I want to pull that in codex or whatnot. And I also wonder, okay, what are the main workflows or reasons why people are pulling transcripts or meeting notes into their agents? And which of those, if you were to optimize around, you would do a better job at? And which of those are the long tail of give people power and they'll do a better job? Is also an interesting question for us.
Dan Shipper
What is on your mind for the next six to 12 months? Okay, you saw Fable come out. Does that affect your roadmap? Does that affect how you're hiring or how you're building? Yeah, tell me about that.
Chris Pedregal
The order of operations. The questions that go through my mind is, first, how does this change how we build internally? And how do we structure our teams? That's the first question I think our roadmap is. And this is the kind of thing where it's like, you can have one plan in the abstract, and then you actually play with something. You should adjust it. And I unfortunately, didn't play with Fable enough before it got yanked. But the roadmap is more. It's kind of baked into the roadmap a little bit more, which is like, okay, models will get better. Here's the General strategic direction. And that's more. I think our strategy is more dependent on what people use us for and what are the jobs to be done or use cases around that that, that we can tackle. And model intelligence doesn't affect that directly too much, if that makes sense. Whereas model capabilities do affect how many people do we staff on a pod? How do we define goals there? Should we be approaching things completely differently? So, yeah, that's the thing that's on my mind for sure. The other thing is, I think. So maybe this touches on a little bit. It's the stuff that you're using codecs for. I think there's one or multiple canonical UIs that haven't been invented yet that are like right now. So granola, you have meeting notes, right. And you can use meeting notes or transcripts or context for lots of things. Usually when you're trying to make use of that context, it's not per meeting. It's usually you have a set of contexts. In our case, let's just say it's like all the meetings you had today are all the meetings you had this week. And maybe it's actually all the meetings and all the slack messages and all the emails, but let's just keep it to meetings for a second. At that level of altitude, what is the right UI and interaction, interaction design to manipulate or work with that context? I don't think anyone has figured that out. And maybe you're cooking on something, Dan, or maybe you'll figure it out. But when I look around, I'm like, I've seen very little actually. And coming up with new UI paradigms is very hard and it's very rare for new ones to stick around. I think they're more discovered than invented, if that makes sense. But there's a very clear gap that I see there. Like we have like a chat UI and chats. Chat threads are like super valuable, like actually surprisingly versatile and powerful when you're doing one thing. But when you're actually trying to do multiple things across varied contexts, like, I don't think we have the right. The right metaphor there. So that's something that's very much on my mind because when you talk about the normie user, like, I think you're going to need a simple metaphor that the normal user can just grok and interface with. It's not going to be the kind of hoops that you currently jump through with Codex.
Dan Shipper
Yeah. How do you think about token spend, both on your team and in the product?
Chris Pedregal
I think, okay, I'll do team first, so token spend on team. I think folks on the team should be using AI to augment their abilities as much as possible. I think it's silly to say if you aren't spending this many tokens, then you're doing it wrong. I feel like a weird way to do it. I kind of trust the team to take the spirit of the goal, which is be the most productive you can be and be thoughtful about how you use it. We didn't even track token spend until last week internally, just because it wasn't. It wasn't a priority for me in terms of token spend in the product.
Dan Shipper
Wait, wait, before we get there. But you started last week, so what spurred it? And then what did you come to Fable?
Chris Pedregal
Well, basically what spurred it was like, do we even know how much we're spending? Or like, we should probably know how much we're spending. And it was basically because folks were using Fable and someone's like, I think I spent a couple thousand dollars today. And we're like, okay, maybe. Maybe this is something we should. We should at least be aware of.
Dan Shipper
We had, like, literally the same thing. Fable came out and Kieran, who runs Quora, he was, like, on track to spend, like a million dollars in credits in one year. In a year. In a year. And we were like, okay, we need to figure out.
Chris Pedregal
Maybe we need to think about this a little bit.
Dan Shipper
Yeah, yeah, yeah. It actually could be worth it. And also, we need to think about it, you know?
Chris Pedregal
Exactly. Yeah, yeah. This goes back to, like, you know, things always outside of our ability. It's just one of those, like. It's like, yeah, we should probably at least know how much we're spending. That sounds like a really obvious thing, but it's just like, we're just so busy with so many other things. It's like, now's the time in product. I think, like, I'm still a believer that it's early days and we have so much to gain by figuring out what are the killer kind of AI native experiences that granola can build. And therefore, we're not very cost conscious on the token spend. So like I said before, we pre generate, I don't know, millions of these briefs, Even if only 10% of them get opened, because we want to figure out what's that. Right. Experience for the user. And our belief is both cost will go down over time, and we can optimize cost once we know what the best experiences are. So that's our philosophy. Agentic features are really expensive. And so as we build more and More of them at some point, that'll break the math for us, but for now, that's been the priority.
Dan Shipper
And how much are people using true agentic workflows in granola? I asked that as like a. I'm really curious about Normie users learning how to use power features like those.
Chris Pedregal
It's the word agentic that's tough, right? I think that roughly half is the answer. Right. Like, weekly, every week, about half the granola users use us in an agentic way. And. But I don't know if they would describe it that way, if that makes sense. Right. Like, they have. They. They'll be like, they'll ask a query that is like a kind of a complex query around, you know, like, let's say your. Your coaching or improvement question where that will look at a series of meetings over time and then do several steps like, of analysis over that. Right. Like, that kind of thing is. Is. Is roughly half a week. Yeah.
Dan Shipper
Really interesting. Chris, if people are looking to find you online to use granola, where should they find you?
Chris Pedregal
Oh, I don't know. So Granola's Twitter handle or X handle is Meet Granola. Mine is CJ Pedregal. So cj, My last name. And yeah, I guess those are the best places.
Dan Shipper
Amazing. Always love talking to you, Love what you're building. Thanks for coming on. We got to do this more often.
Chris Pedregal
Yeah, absolutely. Whether it's on the pod or just us chatting, I really enjoyed these conversations.
Dan Shipper
Sounds great.
Podcast Host/Announcer
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Host: Dan Shipper
Guest: Chris Pedregal, Co-Founder and CEO of Granola
Date: July 15, 2026
Dan Shipper welcomes Chris Pedregal, CEO and co-founder of Granola, to discuss the evolving role of AI in work, product design, and organizational strategy. The conversation explores how the market for AI apps has shifted from initial waves (such as simple meeting notes) to deeper, richer, and more context-aware AI experiences, the realities of founding and scaling in a hypercompetitive environment, and visionary takes on how AI-native interfaces and collaboration will redefine knowledge work and company building.
"Turns out they're really hard when they're working as well. It's just, it's a knife fight when things are going well or not going well. And I was a bit unprepared for that." (01:57)
"Meeting notes are not the end all, be all value that everyone's running after. There's something much bigger." (04:33)
"How do you scale [a product’s soul] when you have more people working on it? ... The traditional roles of PM and design and engineering ... what has worked in the past may not make sense exactly one to one in the world of the future." (09:48)
"The pirate's job is to just build as fast as possible to find something valuable... The architect's job is to pair ... and think about ... how do we make this into a system that is sustainable, that we understand, that can scale?" (10:43–12:26)
Two Work Paradigms Emerging:
Dan observes two major surfaces:
"Bring Your Own Agent" Model:
UI/UX for Agentic Workflows:
"One fundamental design challenge in this agentic world is the time traveling problem. Basically, agents take time to do things. ... And you need to get all that context into your head." (31:48)
"Handrail" Design Metaphor:
“You never notice a handrail... But that moment you trip, your hand shoots out and it needs to be right there and it needs to be load bearing.” (36:29)
Granola's Strategic Position:
Examples of Powerful Context Usage:
Insights Are More Than Transcripts:
"There's so much, even for example, again, in a meeting transcript, I might say 'that's a good idea.' But the way I say that says a lot about what I actually think that is not captured in just a transcript." (44:18)
"We didn't even track token spend until last week internally..." (54:24)
"...we pre generate, I don't know, millions of these briefs, Even if only 10% of them get opened, because we want to figure out what's that. Right. Experience for the user." (55:53)
"What builders do now... regular people are going to do in a few years." (41:36)
On Startups:
“Startups are like knife fights... I thought startups were just really hard when they weren’t working. Turns out they’re really hard when they’re working as well.”
— Chris Pedregal (01:57)
On Product Paranoia:
“What people are fighting for today doesn’t matter. There’s this incredible opportunity ahead.”
— Chris Pedregal (04:33)
On the Evolution of AI Workflows:
“All the patterns that started with developers or builders eventually make their way into all of knowledge work.”
— Dan Shipper (21:08)
On the Handrail Metaphor:
“You never notice a handrail... But that moment you trip, your hand shoots out and it needs to be right there and it needs to be load bearing and it makes stairs way safer. And that’s how we think about granola. We kind of want to get out of the way until you really need us.”
— Chris Pedregal (36:29)
On Context Value:
“If granola just cares about a few things way more than anybody else and we optimize the hell out of those things, they’ll just be a better experience.”
— Chris Pedregal (38:11)
On Builders vs. Productization:
“We should just look at what are the most common and cutting edge ways in which people are using our API and MCP to do crazy stuff and then figure out which of those do we think we could be the best in the world at, and a lot of users would benefit from, and then build a really beautiful, seamless product experience.”
— Chris Pedregal (42:47)
This episode provides candid insight into what it takes to scale an AI company through shifting AI waves, focusing on culture, context, and deep rather than shallow product differentiation. Chris and Dan dissect the next frontiers of AI-native product design, agree that today’s power users set the table for the products of tomorrow, and see the biggest opportunities in the subtle orchestration between human, agent, and organizational context.
Find Chris Pedregal online:
(This summary skips advertisements, intros/outros, and focuses on the episode’s richest content, organized with timestamps and key attributions.)