Anthropic’s ‘First Lady’ Cami Clark, OpenAI CRO Exit After 8 Months, Lovable’s $13.3B Valuation

14 Aug 2026 · 54 min · 16 chapters

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In short

Leadership shakeups at OpenAI amid IPO expectations; Lovable’s $400M funding/valuation and “vibe coding”; AI product strategy at Dropbox and Coursera’s AI-driven education bet; profile of Anthropic’s Cammie Clark (“first lady” role around Dario Amodei).

Guests (backgrounds)

  • Jason Dean (SF Bureau Chief, The Information) and Laura Mandaro (Managing Editor, The Information) discuss OpenAI leadership changes.
  • Anton Osika (co-founder/CEO of Lovable) discusses Vibe Coding and enterprise adoption.
  • Ashraf Al-Karmi (co-CEO, soon sole CEO of Dropbox) discusses Dash AI search and growth plan.
  • Greg Hart (CEO of Coursera) discusses $100M investment in LearnVector and AI-native education.
  • Corey Weinberg (senior reporter) and Jemima McAvoy (weekend reporter) discuss their profile of Cammie Clark.

Key claims

  • OpenAI’s CRO Denise Dresser exits after 8 months; replacement Dolly Roddick aligns with rising cybersecurity focus after Anthropic’s Mythos and OpenAI’s hacking/security moves.
  • Lovable: $13.3B valuation; $500M+ ARR; 2/3 of Fortune 500 employees use it; enterprises sign for secure agent workflows; routing across multiple model providers plus open-weight post-training.
  • Dropbox: Dash is embedded into core products; monetization later; growth via deeper workflows and collaboration tools; no model-building, focus on context + governance.
  • Coursera: LearnVector investment supports one-to-one, adaptive learning journeys; AI improves critical thinking and personalization.
  • Cammie Clark: influential, mostly off-stage partner role—emotional/logistical/tactical support and networking.

Notable examples

  • Lovable example: Nursa Study (new nurse education product) and switching 10 internal SaaS apps, saving ~$1M/year.
  • Dropbox: Dash enables actions like edit/share/modify within workflows; collaboration tools like Replay revamp.
  • Coursera: content spanning universities and tech companies; AI expands online learning and skill proof.
  • Cammie Clark: grew up in Reno; studied architecture; worked at Herman Miller; launched women-focused health/spa startup; pitched Jeffrey Epstein (per DOJ email dump); networked via Eric Schmidt to Dario.

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

Chapters

Tap a time to open that second in VO

OpenAI Leadership Shakeup

0:58 to 4:50

Discussing the implications of leadership changes at OpenAI.

“It's going to be a great show, so let's get right on into it.”

The Future of AI and OpenAI's Strategy

4:50 to 12:22

Exploring OpenAI's strategy and product developments amidst leadership changes.

“you know, where they've come in the last, say, eight months since Anthropic really began mounting this challenge and leapfrogging them and where they need to be in terms of the IPO that is probably coming next year.”

Lovable's Growth and Impact

12:22 to 14:00

Interviewing Lovable's co-founder about their rapid growth and company use cases.

“Well, Jason and Laura, I want to thank you for coming on.”

Lovable's Growth and AI Integration

14:00 to 19:31

Explore how Lovable transitions to an AI-driven platform and its impact on enterprise efficiency.

“So he set up the certification, the scheduling, the adding panels and then they were able to launch a new product faster than ever before.”

Dropbox's New Leadership and AI Strategy

19:31 to 23:04

Ashraf Al-Karmi discusses Dropbox's direction under new leadership focusing on AI.

“The company is navigating the AI era with a search tool of its own.”

Unlocking Value through Customer Collaboration

23:04 to 28:00

Understanding how Dropbox plans to enhance customer workflows with AI-driven products.

“and next chapter for us is translate that value into monetization.”

Dropbox's Approach to AI Models

28:00 to 29:19

Explore Dropbox's strategy on AI model usage and customer focus.

“governance and privacy and transparency as well.”

Coursera's Business Landscape

29:20 to 30:29

Learn about Coursera's revenue model and recent acquisition of Udemy.

“Coursera is placing a$100 million bet on the future of AI-driven education through a strategic partnership in a new startup.”

Investment in LearnVector

30:30 to 31:56

Discuss the strategic $100 million investment in LearnVector and its goals.

“And just remind us for those of us who, so Udemy selling to enterprises, what exactly were they selling to enterprises?”

Personalized Learning Through AI

31:57 to 32:54

Understand how Coursera aims to personalize learning experiences using AI.

“The investment in LearnVector is an opportunity to have a real force multiplier on those efforts.”
Show all 16 chapters

AI's Role in Education

32:55 to 36:55

Examine the benefits and challenges of using AI in educational settings.

“why wouldn't he just have built LearnVector inside of Corsair?”

The Future of Creativity with AI

36:56 to 39:23

Explore how AI could enhance creativity and ease startup processes.

“And, you know, we can have a debate whether or not AI is going to make it better or worse for learning hard skills, whether or not AI is going to do the writing and stuff for you.”

Cami Clark's Background and Influence at Anthropic

42:01 to 42:59

Learn about Cami Clark's unique role and background in Anthropic.

“She doesn't get asked about in interviews.”

Cami's Entrepreneurial Journey and Ventures

43:00 to 46:58

Explore the various startups and ventures Cami has been involved with.

“So we know that she is from Reno, Nevada, and she grew up in, you know, kind of a blue-collar environment.”

The Dynamic Duo: Dario and Cami's Partnership

46:59 to 49:58

Understand the complementary personalities and roles of Dario and Cami.

“was right around the dawn of the iphone right around the dawn of social media it was it kind of feels like a whole generation ago compared to where we are with with ai today where she sits near the center of it.”

Ambitions and Future Perspectives of Cami Clark

49:59 to 53:35

Discuss Cami's ambitions and the significance of her role at Anthropic.

“There isn't time to ask about personal life.”
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Transcript

Automatic transcript. May contain errors.

0:13Laura Mandaro:Welcome, everyone, to The Information's TITB. My name is Akash Pasricha. It is Friday, August 14th. On today's show, OpenAI's Chief Revenue Officer, Denise Dresser, is the second executive to exit the company this week. We will break down what that means for the company's future and its widely anticipated IPO. I'm then sitting down with the CEO of Lovable to talk about their funding round and the future of Vibe Coding. I've also got the CEOs of Dropbox and Coursera coming on the show to talk about how AI is transforming their businesses. And we'll wrap with this weekend's big read, a profile of Cammie Clark, Dario Amadei's wife, who has become a key counselor to him amidst the company's surging rise.

0:58Laura Mandaro:It's going to be a great show, so let's get right on into it. There is another leadership shakeup at OpenAI. Chief Revenue Officer Denise Dresser is leaving less than a year after joining the company. This comes just days after Brad Lightcap, a top operations exec, left the company as well. We're breaking all of that down in this week's edition of The Editor's Cut. I want to bring on SF Bureau Chief Jason Dean and Managing Editor Laura Mandaro. Welcome to you both. It's great to have you here. Hi, Tash. Thanks. So, Jason, I will start with you. What do we know about why Denise lasted only eight months in the position?

1:37Well, clearly there was not, let's say, a shared vision about where they are and where they need to be and how to get there. OpenAI is portraying this as a phased thing, that they're at an inflection point in their growth, and that the new chief revenue officer, Dolly Rodjick, is best positioned to take them to the next level. Clearly, this is not something you would plan to just have someone in that position for eight months. And so there's obviously discord over where they're at and what they need to do to get to where they want to be.

2:14Laura Mandaro:And I mean, Denise is not a small name. I mean, she's got a stacked resume herself. She was the CEO of Slack. I mean, OpenAI is trying to push towards enterprises. I mean, she seemed like she would be the person. Laura, I mean, what do you think about the new replacement? Well, I think it's interesting. I was looking at some of the reporting our team did early this year. And if you recall, I mean, it seems like forever ago, but we came out of the winter and the whole clawed code, you know, winter break phenomenon. And everybody was talking about coding and how OpenAI was trying to catch up with coding and all the other kind of enterprise software products that were similar to what the AI enabled or improvement on enterprise software agents.

3:11And I think those things are very important and still the case. But some of the conversation has shifted in the last couple of months to cybersecurity. So, you know, we don't know if they're seeing such a demand or they think there's such an opportunity for cybersecurity that that would necessitate a whole new leadership change. but it wasn't really part of the kind of product conversation in the same way that it has been in the last couple months. And that was in part catalyzed by, or maybe largely catalyzed by Anthropoc's release of Mythos and this kind of, it's so powerful that we can't even release it broadly to the public.

3:53OpenAI then released its own models that it said were very powerful in terms of hacking and then products to prevent these hacks. So the conversation in the last couple of months has turned more towards cybersecurity than it was when Dresser was getting off the ground. And, you know, in some ways you could read this, and Dolly is higher in light of that because that's his expertise and that's where he spent the majority of the last several years. Right. So, I mean, look, Jason, in some ways, Laura is making the case, maybe this even positions them better for an upcoming IPO, you could argue. I think, I mean, I'm sure they hope that that's the case.

4:38And who knows? The jury's out. But clearly you do not want to be changing a person in this critical position at this point in the game. Both in terms of, this point in the game meaning both in terms of, you know, where they've come in the last, say, eight months since Anthropic really began mounting this challenge and leapfrogging them and where they need to be in terms of the IPO that is probably coming next year. So, yes, maybe this will work out, but the lack of stability in the C-suite there can't be an indication of health in leadership. Yeah, Nakash, I would just say, like you know it was already sort of kind of bubbling out yesterday okay is this the end of the big c-suite changes or could something else happen um and um to jason's point you know look it it may be a couple quarters before openag tries to go public it's we don't expect we and others do not expect this to happen this year it could be a first quarter phenomenon but um still um you know, who's meeting with the investors or the potential big investors and will that change?

5:58And, you know, there are obviously several, you know, longstanding lieutenants like the CFO, Sarah Fryer. And, but, you know, I think if they were to have more big changes, that would, you know, that would be very unsettling to potential investors unless, you know, the hire was some kind of really game changer. Laura, what do we know about Greg Brockman and how his purview is changing now? I mean, Fiji is out as well, and so they have that gap to fill. I mean, is Sam Altman taking a bigger role here at all? Who's filling the gaps here internally? Well, they've hired somebody to be the new chief revenue officer.

6:44Yeah, yeah. I just mean, now I'm talking broadly. I mean, I'm talking, I'm pointing to, I mean, Axios had reported that Brockman was taking a bit of a wider role. Yeah, he's been taking a bigger role, I think, since Fiji went on medical leave. And, you know, he has been taking a bigger leadership role and, I think, being more public-facing, which is something that I don't know if he always was as much. but you can hear him on a million podcasts, for instance. He's out there speaking publicly. So I don't know if there's gaps per se because they had been already filling some of this gap with the chief revenue officer position and that's what they've replaced.

7:44So Jason, let me put another idea forth here. And look, I think everyone can agree it's pretty unsettling here that the leadership changes at the rate that it does. At the same time, we sort of live in this moment where the models, you know, the best model is seemingly what people want if they can get it affordably.

8:07Laura Mandaro:You know, do you think there's any truth to the fact that as long as opening eye keeps their models getting better, maybe it doesn't matter that much who's leading the charge. I mean, end of the day, enterprises seem to want the best model they can. Is there any kernel of truth to that? I would say not really. I mean, first of all, like for proof of that theory, no one should know this better than the leadership of OpenAI itself. And they just decided that it does matter who's in that job and that they weren't satisfied with the status quo. But I think, you know, more specifically, one thing that we're seeing here is, yes, the underlying models matter enormously.

8:49But other aspects matter enormously too. Harnesses, how you position the models and adapt them for specific applications. Obviously, Anthropic zoomed ahead because they did that so effectively in coding. To Laura's point earlier, OpenAI may be hoping that they can pull a similar trick with cybersecurity. security, you have lots of other white collar applications that these companies are really trying to expand into. And yes, if you don't have the underlying models, then that's not going to work. But having the underlying models is not enough. You clearly need to figure out strategies for deploying them.

9:32And you really need people who can get with senior executives in other industries and persuade them of the utility of this technology. As much as we hear the hype now, it's not clear where the ROI is. It's not clear to the point of people like Alex Karp and Satya Nadella who are stoking concerns that you using the models and the products from OpenAI or Anthropic, you aren't in some way jeopardizing the future of your own business. So I think it really does matter how you sell these products. Right. And so, Laura, where does that leave us in terms of reporting questions here? What are the big questions that we're trying to find answers to here on the ground?

10:17Yeah, there's a couple. I mean, first of all, you know, under Dresser, the whole sales team grew like threefold, right? And over just eight months. So they brought in a lot of people with, you know, credentials from Salesforce and Google Cloud and the other enterprise software heavyweights, are they positioned to sell whatever, you know, OpenAI thinks is going to be the in-demand enterprise AI product? Whether that's coding, you know, it's not just, or excuse me, coding, cybersecurity, whatever it's coming out next. And then, you know, the other big question I think is OpenAI released some of its enterprise products, a big push earlier this year called Frontiers.

11:10How is that going? Is there uptake? What is it doing that separates OpenAI? This is the deploy code thing? No, it's a little different.

11:24Laura Mandaro:Forgive me, the names are a little tricky here. Yeah. Well, yeah, there's a couple of products, more than a couple, aimed at the enterprise. When we really get a sense of how those products are doing, both customer feedback and top-line growth, OpenAI at the beginning of the year set a goal of having 50 % of its revenue from enterprises, from businesses. And it says it's on track. It started the year at 40%. But, you know, historically companies release or tell their investors actual numbers, right? Revenue numbers, levels, you know. And so when we start to see, you know, and hear about some of those numbers from any of these or sort of maybe the bulk of the enterprise, I think we'll have a better sense of how it's going.

12:21Great. Well, Jason and Laura, I want to thank you for coming on. That is Jason Dean, our San Francisco Bureau Chief, and Laura Mandaro, our Managing Editor, here at The Information.

12:31Laura Mandaro:AI coding company Lovable raised$400 million this week at a$13.3 billion valuation. It is one of the fastest-growing names in the category. I want to bring on co-founder Anton Osika to share more about what this means for his company. Anton, welcome to the show. It's great to have you here.

12:49Anton Osika:Great to be here. It's a pleasure to talk about the future of software development and entrepreneurship with you.

12:56Laura Mandaro:Yeah, I'm excited for the conversation. So look, I mean, you guys crossed$500 million in ARR. I see recently you've been growing faster than a lot of other companies in the name. Tell me, is it mostly consumers or enterprises using your product right now?

13:16Anton Osika:So we're seeing us starting out as just a self-serve platform where anyone can go in and build and deploy a full product or in their entire business. And that self-serve motion is now resulting in a lot of demand, a lot of pull from large companies. We have seen more than two thirds of Fortune 500 companies have employees who've been using lovable. And what it does for large companies, I can give you an example, is business leaders, they spin out completely new product lines built on top of the platform. And Nanad is an example. He works at Nursa as their VP of product. He set out a new product, Nursa study, where they don't just staff nurses, they educate nurses.

14:06Anton Osika:So he set up the certification, the scheduling, the adding panels and then they were able to launch a new product faster than ever before. But what also ended up happening, which is the same as we're seeing in a lot of large companies, is that Nanad, he brought Lovable to the internal teams where they're now, every time they're looking at new software and new tools, they consider, can we just build this at Lovable instead? And so far they've switched out 10 different applications that were previously the SaaS spend and other things and saving a million dollars per year.

14:40Laura Mandaro:So when you say two thirds of employees of Fortune 500 companies, so these are employees that are using it personally, but it's not actually their company that's paying for it. It's them using them in the background themselves. They're paying for it and they're using it to sort of silently make their work easier. Is that right?

14:59Anton Osika:There's a combination of these things happening and in a significant portion and very rapidly growing segment for us are these enterprise companies that sign enterprise contracts where they get access to a lot of the features that enables cios and the security leaders to be very confident about exactly how applications load-bearing applications that are built on our platform have access to the to the right data in a secure way and their own to their own systems Right. So there's something Lovable is this perfect place to just wire up all of your tools and connect applications to each other and have agents being able to talk to the applications you build.

15:41Anton Osika:So that's that admin functionality is one of the big reasons enterprises love transitioning a lot of the work to our platform. Let me ask you a question about some of the news this week. So Gemini released 3.7 Flash yesterday, I saw, and they're really aiming that towards coding companies. We obviously know that Google has been trying to make inroads here with AI products with coding applications.

16:05Laura Mandaro:They've fallen a bit behind. Have you had any initial reviews on 3.7 Flash at all?

16:12Anton Osika:Our team is looking at all the different models and now their most recent Gemini model and comparing in which cases is the best model suited for our customers. And one of the reasons we've been successful is that we're independent across the models. And we actually have our own models this routing, which for this user request for this application, which is the best model to use right now. And that means that it's always a combination of the three biggest commercial providers, where you mentioned Google as one of them, and open weight models that we adapt to be as useful as possible for our customers.

16:51Anton Osika:And there's a mix of using all these different models. And when a new comes out, it's very exciting for us to see the data of how does that one perform according to different success criteria for our customers. But no initial view right now on 3.7 Flash and how good it is? I'm happy to come back to you about some of the...

17:09Laura Mandaro:Please do. I mean, I'm eager to find out how all these models are performing. Speaking of models, I mean, have you guys developed your own model at all with the open weight technology that's out there? Is that something that's on your roadmap?

17:22Anton Osika:Yeah, so we have an agent that lets you both build your applications. And now what we're seeing is that customers are running a large part of their companies on top of Lovable. And our agent has context on a large part of your business, your CRM data and so on. And in that agent, we are using a combination of different models, some that have to be really fast. Google in Germany has actually been a really good choice for us there. but increasingly for many of the tasks that we need intelligence for, that are models that we've adopted as open weight models and we've continued to train them, we post-train those models to serve our customers the best.

18:05So you are post-training your own models and there are lovable proprietary models that are built on open weights?

18:11Anton Osika:Yes, that's correct and in the percentage of tokens that go to our models, that's an increasing number as we speak. Oh, interesting. Last question for you. I know you got to go. So$500 million in ARR. It's one of the fastest growing names in the category. Is the company profitable yet? We are now investing in making our customers as accessible as possible. And this is next chapter, which we're doubling down on. And we've done most of the work is running your business on top of Lovable, helping our customers not just build and operate software, but to grow their business and get other important outcomes for their business.

18:48Anton Osika:So this is very much a growth stage for us. And we're just the capital to accelerate the success of our customers and grow into even more scale. And if you look back into history, there have actually been tiny parts where we have been profitable, but that's not our purpose right now. Right. Well, I'll tell you what, Anto, when you have more time, come back and talk to us more about 3.7 Flash and about the models you're developing. And I also want to hear about the future of Vibe Coding and how you see that position taking shape because you guys have been on the forefront of that conversation as well.

19:23That is Anton Osika, the co-founder and CEO of Lovable here on TI TV. Thank you.

19:31Laura Mandaro:Dropbox got a new CEO this summer. The company is navigating the AI era with a search tool of its own. I want to bring on Ashraf Al-Karmi, co-CEO, to discuss his new role and plans for the company. Ashraf, welcome to the show. It's great to have you here. Hello, hello, and thank you for having me. So you're coming to this role. There's a bit of a transition period here. Drew is going to transition into the exec chairman position. It's going to be only you. You're going to have the reins shortly here. What's the plan for the company? Walk me through it. So first of all, thank you for having me.

20:05I'm beyond excited about what's next for Dropbox. As we look at the future, we see increasingly that AI is where work starts, but we see Dropbox is what makes that work durable. So I'll give you like an actual example. More often than not, you're starting not from scratch. You need context to get cited on your project. And then after you do that, you have specific deliverables. You want to take these deliverables and review them with someone or go back and forth, tweak them, store them, archive them. During that process, you want to have permissions, collaboration, version control, and then ultimately you want to archive and reuse.

20:45All these things that I mentioned do not exist today. We believe Dropbox plays a significant role in making sure that these things happen. It's what customers do every day. And so this is the role we play, which is making work durable using AI. So we'll get to the financials in a second because I think you guys sit in an interesting spot here. But let's go straight to the product then. I mean, you have Dash, which is this search tool you've unveiled. What's the pricing structure around Dash right now?

21:17Laura Mandaro:Is this something that customers have to pay extra for or is it included in their subscriptions? Yeah, maybe I'll give you a little bit of context. So we started with Dash a couple of years ago, and we built a lot of amazing foundation and capability. And that includes making sure that AI is responsible. It has security controls. People can pick their own model when they interact with our AI products. And what we've done is we've learned that customers really value having AI show up in context in the middle of workflows as they kind of complete these workflows. And so the biggest thing we did is we brought in Dash inside our core products as a layer that has capabilities that offers things like I need to edit this thing, I need to spin up this thing, I need to share with this person, can you modify these things?

22:08So we're now able to take not just basic search capabilities, but actually action them and move the project context forward. And so what you see from us is like we have a product that blends both our core products with Dash. And our biggest focus right now is to unlock these customer workflows with AI with the purpose of saving you a lot of time. And so do they have to pay extra for it or is it included in the sub? Right now, our biggest focus is not on monetization. Monetization comes after you unlock the customer value. And our biggest focus is driving deep customer value for workflows that customers already do every day.

22:52And showing that you can take something that takes a day and shrink it down to 10 minutes. And these are actual examples of things that we've been doing. And so these things are our biggest focus now. and next chapter for us is translate that value into monetization. Because I'm sort of assuming that in the long run here, the company is going to end up charging extra for Dash and that's based on, in the earnings call, you talked about having more monetization opportunities for AI. Would that be an incorrect assumption to make in the long run here? It is not incorrect. So as we unlock that value, like I said, our first focus is to make sure that this product specifically is unlocking value for customers.

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23:36And once we do that, we're testing a bunch of different monetization models for it as we speak throughout the next quarter. And we will land on a specific model that basically drives value, but also scales a product responsibly financially at the same time. So then let's talk about then the financials. I mean, the company revenue growth has basically been flat for the last two years. I mean, you drift in and around the flat mark. I think the last quarter you did slip into the positive. But what is the plan to return to growth? Because profitability is not the problem for the company anymore. And we saw the margins slip slightly.

24:17But as you said, you're going to charge for it.

24:19Laura Mandaro:So maybe it takes care of that. But is Dash the thing that is going to carry the company into, I don't know, 5%, 6 % growth in the long run? Yeah, so we see this as a multi-step process. So first one was for us to prove that we can turn the company into growth. And I think one quarter doesn't show sustainability, but we believe everything we've done puts us on a path that shows it is durable. Step two is to constantly do that. And we've been raising guidance and we've been able to show that this growth is durable. And the reason it's durable is because we focus on customer value. We didn't do basic funnel hacks or things that are not valuable to customers.

25:05We did specific changes that unlocked value to customers, which turned the product around, which you see in the results that we announced. Step three is unlock more value. So this is where Dash comes into play, which is enabling more and deeper customer workflows. You'll also see more and more from us enabling additional products that are aimed to give the customers the capabilities that they need to get their job done end-to-end. Like what? What sorts of products should we be expecting? So, for example, we have a lot of customers, our most engaged customers are in the marketing and creative segment.

25:42We have in construction. When you collaborate on a project, you're actually going back and forth with a client. And one of the things that we see that is missing is their ability to go back and forth on a specific file, annotate things, drop in an email and translate that into feedback that ends up changing that file. And so we're building collaboration tools. We have a product called Replay. We're revamping that, launching it again. So these are capabilities that enable what we call deeper workflows to solve customer problems. And these are additional unlocks to enable the company to grow. So we're in a chapter where we're going from stable, durable growth to unlocking additional growth by simply listening to our customers, unlocking deeper value.

26:32And it sounds like you're going back to the collaboration was a key growth driver for you with Dropbox Sign and the Hello Sign play that you guys had. So it sounds like you're not just looking inward. It's still leaning on collaboration in terms of the product roadmap, which is exciting. I want to ask you just a high-level question here. We're in this moment where every company has to decide which models they use, whether or not they build their own models with open weights.

27:01Laura Mandaro:We're in this moment of pushback, I guess figuratively speaking against the big AI labs right now. Where do you stand on that discussion? Do you understand the pushback against them? So ultimately, I believe customers should have a choice. I think having a choice means you may pick something for a specific scenario and you pick another model for a different scenario. And I think that our perspective at Dropbox is, ultimately, customers should have the choice. Our role in enabling that choice is making sure that the choice of models always comes with security, privacy, controls, and always you can carry your context forward.

27:47So we believe that Dropbox can play a huge role because your context stays with Dropbox. You can pick your model, open weight, close weight, and you can use different models for different purposes as long as we are able to provide, which is our priority, security, governance and privacy and transparency as well.

28:08Laura Mandaro:Are you developing your own models using OpenWeights? We're not developing our own models. Our goal is to unlock what the models are able to produce with the customer context that they have. Okay. Why not develop your own models using OpenWeights? Certainly, security is a top priority for you. The one thing that we actually fundamentally believe in is that Dropbox has a role to play to not go in and tweak models and optimize models. Our job is to carry project context forward. And we want to be in a scenario where we are able to give all the choices that exist in the market, again, with the conditions that I mentioned about privacy and control to our customers.

28:55And that the value we can unlock to our customers is not by changing models, it's by enabling options for them to pick. and for them to carry their workflows forward. Great. Well, Ashraf, I want to thank you for coming on and making time for us. That is Ashraf Al-Karmi, the co-CEO, soon to be the only CEO of Dropbox here on TI TV.

29:19Laura Mandaro:Thank you for having me. Coursera is placing a$100 million bet on the future of AI-driven education through a strategic partnership in a new startup. For more on that, I want to bring on Coursera's CEO, Greg Hart. Greg, welcome to the show. It's great to have you here. My pleasure. So I want to get into this investment that you made shortly here. But I mean, look, Coursera has been through many different iterations of the company. You just had the acquisition of Udemy as well. Just tell us a little bit about the shape of the business right now. Where is most of your money coming from? How do you make money?

29:54Laura Mandaro:Let's start there. Well, the combination with Udemy that you just referenced really creates a very balanced business. And so previously, Coursera had been two-thirds consumer, one-third enterprise. Udemy was the inverse of that. They were roughly the same size. So now we have a company that is 50-50 consumer and enterprise in terms of the revenue, a little bit more than$1.5 billion in revenue across the two companies last year. We just reported our Q2 results, had a solid quarter, raised revenue guidance, raised EBITDA guidance. And we believe that the investment and learn vector really builds on top of what we're trying to do as we bring the companies together.

30:31And just remind us for those of us who, so Udemy selling to enterprises, what exactly were they selling to enterprises? Well, both companies are selling, you know, the same thing effectively to enterprise, which is assistance in enterprises upskilling and reskilling their workforce for their business needs, typically around how they better leverage technology, specifically AI today, but around whatever that might be for any given business. Okay. So, I mean, I want to talk about the investment that$100 million into LearnVector. This is a company that was co-founded by Andrew Eng, who, of course, is one of the co-founders of Coursera as well.

31:12Laura Mandaro:Talk to me about the decision here to invest and what you're ultimately going for here. Well, the combination of Coursera and Udemy was about bringing two similar companies together to have more firepower to invest in a platform that can really reinvent learning. The investment in LearnVector builds on that. So Andrew, as you mentioned, one of our co-founders, one of the world's leading experts on AI, also incredibly passionate about education and about how you can use technology and AI specifically to really transform learning from one-to-many to one-to-one. And so we're focused at Coursera on building out an AI native platform that enables exactly that.

31:57The investment in LearnVector is an opportunity to have a real force multiplier on those efforts. What do they actually do, the one-to-one? I mean, what does that mean? It's like personalized chatbots for education? Is that the idea? Not a chatbot. Anybody can talk to a chatbot and get an answer. But no, a learning experience and journey that is much more personalized to where you start, but it's still structured. And so Coursera's founding came out of Stanford. We have content from the best universities in the world, Stanford, Yale, Michigan, Penn, Oxford, Cambridge, etc., and the best technology companies in the world, Google, Microsoft, Amazon, Anthropic.

32:34And what we really want to do is take that journey, which right now is very similar for most learners, and really make it much more personalized and adaptive to the skills that you have and exactly what you need to advance your skills in your given career. The investment in LearnVector is meant to be an accelerant for all of that.

32:53Laura Mandaro:So the thing that I was trying to figure out this morning is, I mean, Andrew, why wouldn't he just have built LearnVector inside of Corsair? I mean, co-founder of both companies, you made the$100 million investment. I mean, why not just build what LearnVector is building in-house yourself? Well, to me, this is really very much an and, not an or. So we're going to be building a number of things that progress the platform and make it more personalized and more adaptive. But we're also highly confident that Andrew is going to come up with ideas that we won't because of his background, because of his experience.

33:31And, you know, your audience may not know this, but Andrew is the only person that both Sam Altman and Dario Amadei have worked for. And so he is one of the world's foremost experts.

33:40Laura Mandaro:Where did they work for him? Back in one of his earlier chapters, not at the same time. Right. Yeah, I didn't know. Yeah, I learned that actually as we were doing this investment. I didn't know about that either. What company were they working at? I don't remember actually the name of the company that they were working for. And I think it was two separate ones actually, not the same one. Got it, got it, got it. Okay. So you're going to – so, yes, back to – I mean, I guess why wouldn't Andrew just have built it inside Coursera? I mean, he's still – I think he's – Well, he's no longer part of Coursera.

34:17He's the chairman, and he's on our board, of course, and he's our co-founder. But he's no longer part of the company itself. And so this was an opportunity for him to create a separate company and an opportunity because, obviously, he is somebody that people really want to work for to attract employees to that startup. And we think that'll help them go faster. Right.

34:36Laura Mandaro:So let's talk a little bit about AI broadly with education here. I mean, as it relates to teaching, teaching students, teaching employees at companies, how to upskill them, stuff like that. What type of learning is AI good for in education and what type of learning is it bad for? Well, I think AI can be a force that can make any educational experience better. Obviously, the thing that you would say is, well, AI is going to be less good at something you have to do, you know, with physical labor or manually, right? But, of course, there are a lot of companies working on robotics. What we believe is that AI can really expand the market for online learning and do a better job of actually delivering that learning by making that experience much more personalized and adaptive and doing a better job of delivering the skills that you need in your profession and proof of those skills.

35:30that you can take out to the workforce and demonstrate your capability? How, though, is my question, because I hear you on the personalized curriculum. I mean, you can certainly mix and match things

35:44Laura Mandaro:depending on students' interests, depending on their level of aptitude in a certain topic, stuff like that. But, you know, then you get into this whole debate of it. Well, if AI is going to do everything for you, then how are you going to learn how to do anything yourself? what's the answer to that? Well, I think if you have the right educational experience, regardless for a second, whether that's online or offline, a few of the characteristics about that experience are probably pretty common. Number one, it is causing you to think critically. So you're not just like going through rote learning, but you're actually gaining the ability to think critically.

36:23We see the desire for that reflected in demand on our platform for skills and communication, critical thinking, leadership. And we believe that AI can really help that. Obviously, the learner has a role to play in that too. They have to bring the right mindset to it. But we believe that AI can be really good in helping create that mindset, creating that environment and really not just nudging, but bringing the learner along through that journey in a way that's suited to their learning style. And so we think that AI can really be a much more effective way to deliver online learning. so i'm thinking back to the teachers that i had uh in middle school high school university you know one of the things that i kept hearing is that oh you kids are so much better at multitasking

37:09Laura Mandaro:than than we were growing up you know and this is not uh this is everything right i mean you've got the devices stuff like that so multitasking is a skill i guess that we've become better at right Right. And, you know, we can have a debate whether or not AI is going to make it better or worse for learning hard skills, whether or not AI is going to do the writing and stuff for you. But I'm wondering, you know, what types of skill, what types of things do you think we will be better at in the AI era? I mean, is it we'll be better at doing research? We'll be better at will we become more or less technical?

37:49Laura Mandaro:What do you think are the structural changes here we're going to see with young people entering the workforce with this technology? Well, I think one of the things, there's a lot that is written about and talked about, about the disruptive impact of AI. And I think that's certainly true, that AI is disrupting a number of industries and obviously potentially having a disruptive impact on individuals' lives. I think that AI over the long run will be an incredibly diffusive force for creativity and for unlocking things that are not possible today. And as one example, if you think about what it takes to create a new startup idea and a new website, it is much easier to do that now than it was 20 years ago.

38:34And so if you roll back the clock 20 years ago, if you wanted to create a startup, you had an idea, you had to go find somebody with the technical skill to create the website for that, create the system for that. Then you had to buy the hardware pre-cloud. You had to go buy the hardware, provision it, manage all of that. It is now far easier to do all that. The cloud stuff is taken care of, obviously, through AWS and Google Cloud and Azure. And then you've got AI, which makes it so that anybody with an idea can create that idea. I think that same type of phenomenon is going to play out over multiple different industries and different domains.

39:13I think that's going to be an incredibly positive impact for humanity. Our role at Coursera is to help prepare people for that, to give them the tools that they need. Great. Well, Greg, I want to thank you for coming on. That is Greg Hart, the CEO of Coursera here on TI TV. Thank you.

39:32Laura Mandaro:Our weekend big read this week is a profile of Kami Clark, Anthropic CEO, Dario Amode's wife. My colleagues, Corey Weinberg, Jemima McAvoy, Stephanie Palazzolo, and our editor-in-chief, Jessica Lesson, did a ton of great reporting for this story. It is a must-read. I want to bring on Jemima and Corey to share more with us about what they found. Welcome back to the show, both of you. It's great to have you here. Hey, Kyle. Okay, Corey, so I'm going to start with you. So why did you decide to profile Cammie Clark? Yeah, Cammie has become kind of a really essential and influential figure in Daria Amadei's circle.

40:12And we knew absolutely nothing about her. And so when you have...

40:17Laura Mandaro:Good reason to write a story about her, I guess. I think that's not like, that's what editors say is like not a tough, tough call in terms of greenlighting. But also, obviously, the other factor here is that Anthropix sort of rise to the stratosphere that it's in now in business and tech, where it's talking about$1 trillion,$2 trillion valuation IPO. That has sort of catapulted in a very short amount of time into sort of the elite of the elite of the elite. And there hasn't been time for us as journalists and reporters to catch up necessarily and figure out who are the players, who are the people around the table.

41:01And so that's what this effort was all about. And so we're going to go through sort of her whole backstory because she has a very interesting journey here. But Corey, I mean, give us the highlight here in terms of why has she become so important to Dario right now?

41:22Laura Mandaro:other than the fact that she's his wife and everyone's just leading up their wife. We all are with our spouses and partners. No, I mean, Cammy has been near Dario's side as he has been going, kind of crisscrossing the globe to the AI Summit with Modi in India earlier this year, to business and investment conferences in Davos and in Sun Valley. She is there. She is just off, like almost always like out of frame. You don't see her on stage. She doesn't get asked about in interviews. And so she is sort of this person off to the side who is omnipresent. She's become her role at Anthropic, essentially.

42:12She has no formal role. But in Dario's life, she's been involved in things like, obviously, emotional support, as he has had a pretty intense year, but also more logistical and tactical support. He's getting involved in his security, his public image. She has like a kind of broad, sprawling influence, I would say, that I think a lot of people around in the topic are trying to figure out. So, Jemima, let's go back a little bit in time here. I mean, tell us a little bit about where Cammie got her start professionally, the different ventures that she worked on, how she ultimately got to the, well, she met Dario at some point, but how did she get to where she is now?

42:55Yeah, so as we describe in the story, it's definitely a long and winding path that has a lot of interesting turns. So we know that she is from Reno, Nevada, and she grew up in, you know, kind of a blue-collar environment. She had her first job working for a local pipe fitters union where a few of her family members worked. She then moved to the Bay Area for college where she studied architecture at a design school here. And she got a job working at Herman Miller and that's a furniture company. And that's really where she had this interesting window into Silicon Valley at the time. And so she has this first interaction with Silicon Valley.

43:35She later ends up working for Leap Motion, which is a, you know, a buzzy startup that was here. But before that, she did try to launch a couple of her own companies, the first of which was a high-end porn company called Adis. We believe it's pronounced. And so that was around 2009 with a friend of hers. She launches this company. They're kind of trying to, they see this gap in the porn market where there's just not really good options for women and they want to create this more luxury woman focused product. They try to pitch it around Silicon Valley. They don't really have much luck and that brings them into contact with Jeffrey Epstein.

44:18This is in 2011. They pitch him to, Kami pitches him to invest in the company. He turns it down and they have a few more communications. So that's obviously an interesting element of the story. That company doesn't end up working out. She launches another company called Female Algorithm Technologies in which she is intending to build these high-tech health spas around the country, which she ends up getting investment from Eric Schmidt, who that's another entrance point to her, to the Silicon Valley world. she casually dates Eric Schmidt for a period. And then Eric introduces her to Dario, am I right?

45:04We don't know how she met. Oh, maybe not. Okay, maybe, I'm sorry. Correct me if I'm wrong, but I don't think we ever managed to figure that one out. They met at some point when Dario was a postdoc. Okay, okay. But they both dated. Maybe that's... Yeah, she introduced him. She introduced Eric Schmidt to Dario. She introduced, okay, okay, got it. So. For an introduction.

45:33Laura Mandaro:And so, I mean, Corey, all these ventures that she had, I mean, I don't know what the common thread here is in terms of her interests or what type of entrepreneur she was hoping to become. I mean, what did we learn about, you know, what type of person she is, you know, her own ambitions with all this. I mean, I think there is a thread of women's health, women's sexuality, how technology and AI can sort of play a market role in that. We obtained a pitch deck that she had created to try to get investment into female algorithm technologies, this kind of failed startup that was focused on women's health.

46:19We've also the emails of her trying to pitch Jeffrey Epstein on potentially investing in her previous company. Edis is the sort of high end pornographic company. Those emails are public thanks to the DOJ sort of email dump on Epstein. And so we do see these little glimmers of how she at least, you know, 10, 15 years ago was operating. She's fairly commercial. She's hustling. She's trying to raise money. um it's a very like silicon valley story um in a way uh it was also this very specific era in silicon valley where someone you know sort of was dialing for dollars for uh investment and this was right around the dawn of the iphone right around the dawn of social media it was it kind of feels like a whole generation ago compared to where we are with with ai today where she sits near the center of it.

47:18Right. And Jemima, one of the interesting things that you guys pointed to in your story was sort of the differences in personality between Dario and Kami and how they complement each other personally, professionally. Tell us a little bit about that. Yeah. So, I mean, Cory, and he wrote this great profile of Dario, which published last week, and there's this quote from an anonymous anthropologist, investor who's talking about how Dario really needs to stop being so doomer-y on AI as Anthropics, you know, hurtling towards their IPO. And I think that, you know, Kami, she is very commercially minded.

47:58She seems to be a very strong networker. She's much more social and outgoing than Dario, and Dario, you know, seems to be a little more reserved. So I think she's been this really, helpful counterweight to Dario. And we've seen these examples of her sending around his research to people. And she makes the introduction to Eric Schmidt, who's one of the early Anthropic investors. So she's definitely playing this significant role and seems to be a strong personality complement to Dario.

48:32Laura Mandaro:Corey, what did you learn about Anthropic over the course of your reporting here, learning about her. I mean... I think I learned it always more than meets the eye is my short answer to that. No, look, I think in some ways it was fascinating to report the story because I think, yes, there's like some nuggets about Kami's background that jump off the page, that stick out, you know? uh dating eric schmidt sort of the the porn company which included raising money from epstein like of course those are those are historic those are biographical details that are just like whoa what um but she's a real person and she has had a um you know she has given a full effort to trying to make it in the tech world she's been with dario for 13 12 years now they got married in 22 but they've been together since 2014 so she's really seen his rise over the years um but she had a complete lack of a public profile until last week with my dario story and then this week with our story and uh there's i'm sure some combination of you know she is a very social person but she didn't want much of a social media presence she had no linkedin profile her she didn't really post on instagram which was set to private there's really no trace of her online um but also i think people just weren't asking the question of who who is dario close to who is in you know when people get a chance to talk to Dario on podcasts or in interviews or whatever, they're going to ask about the very kind of interesting questions around the future of AI and the future of technology and anthropics business.

50:38There isn't time to ask about personal life. And Dario himself is a very cautious sharer. He writes essays. He doesn't tweet. And so we don't know. Although he seems to share everything with his own company, you know, in his own company. He's pretty liberal. No, but that's a distinction. It's an outsider versus insider. Yeah, yeah. But it's a dynamic, yeah. Right. So, I mean, for the both of you, if you did have an interview with her, and as we do with all of our profiles, I mean, you ask many times, can we speak to the person? If you did, if you were granted an interview with her, I wonder what questions you would ask her.

51:21Jemima, any thoughts? Yeah, a couple. I mean, the first one is, as we mentioned earlier, we don't know exactly how Cami and Dario met. It's not the biggest point in the world, but it would be interesting to hear that. And then the second part is she's a very ambitious person, you know, that's definitely borne out through the reporting. And she is in this important position, but it is kind of a bit of a sideline role um i'm curious to hear like what are her ambitions right now i'm sure she's thinking of something she has some some big dreams i'd be curious to hear more about what they are cory what about you yeah just bouncing off that point i think like one thing to to really think about with this person in this story and all the people around anthropic is um these are going to be very influential people in the world, not only due to the technology they're building and the ideas they're around, but how much wealth they are accumulating.

52:24And Anthropic has been, you know, Anthropic leaders, including Dario, have been uniquely open about wanting to be more philanthropically minded than a lot of other previous tech leaders. It almost seems counter narrative right now that tech executives are talking about philanthropy. Um, but, uh, you know, sort of Dario and his co-founders are, they've made a lot of pledges related to that. So it's going to be influential, I think, to where a lot of money goes. And so, uh, I'd be curious sort of what she's thinking about, um, on that front. And yeah, I don't know. I think that there's also just sort of, she has such an interesting front row seat to the kind of head of state sort of aspect of being a leader in AI right now.

53:17We liken her to the first lady of Anthropic. But she's really, she's a political spouse at the end of the day right now, you know, and sort of getting her perspective on what it's like to be in these rooms with presidents, prime ministers, Jensen Huang, Sam Altman, you know, like it would be super interesting. Great. Well, it was a great story. I encourage everyone to read it. That is Corey Weinberg, our senior reporter covering Anthropic, and Jemima McAvoy, our weekend reporter, here at The Information. That does it for today's show. A reminder, we are on this stream Monday

53:57Laura Mandaro:through Friday at 10 a.m. Pacific, 1 p.m. Eastern. If you can't make it then, episodes are available on theinformation.com, on our YouTube channel, or wherever you get your podcasts. Make sure to follow us on social media, on X, on Instagram, TikTok, and LinkedIn. I am already excited for our next show on Monday. Have a great Friday. Have a great weekend. We'll see you soon. Bye-bye for now.

From the publisher

In this week’s Editor’s Cut, The Information’s Jason Dean & Laura Mandaro discuss OpenAI CRO Denise Dresser’s departure after eight months. We also talk with Lovable CEO Anton Osika about their $400M raise at a $13.3B valuation, Dropbox co-CEO Ashraf Alkarmi about returning to growth with AI search, and Coursera CEO Greg Hart about their $100M bet on LearnVector, and we get into the secret influence of Anthropic CEO Dario Amodei’s wife, Cami Clark, with reporters Cory Weinberg and Jemima McEvoy.


Articles discussed on this episode: 

https://www.theinformation.com/articles/anthropics-first-lady-took-winding-road-top


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Chapters:

00:00 - Introduction

01:13 - OpenAI CRO Denise Dresser Exits After 8 Months

13:48 - Lovable CEO Anton Osika on $13.3B Valuation & Vibe Coding

20:30 - Dropbox Co-CEO Ashraf Alkarmi on AI Search & Growth

30:20 - Coursera CEO Greg Hart on $100M Bet on AI Startup LearnVector

40:32 - Inside the Life of Cami Clark, Wife of Anthropic CEO Dario Amodei


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