OpenAI Technique in ‘Astra’ Model Sparks Security Concerns, SpaceX Shakes Up Data Center Leadership

2 Sep 2026 · 36 min · 13 chapters

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In short

OpenAI’s upcoming Astra model and security implications from a “loop transformers” reasoning technique; SpaceX reshuffles leadership for its AI/data center infrastructure; Glean claims it can run enterprise AI agents cheaper than Anthropic; Axiom’s founder discusses venture capital’s current LP priorities.

Guests and backgrounds

  • Stephanie Palazzolo (AI reporter/author at The Information, covers AI research and safety).
  • Grace Kay (Elon Musk/SpaceX reporter at The Information).
  • Kevin McLaughlin (enterprise software reporter at The Information; interviews AI enterprise leaders).
  • Sandhya Venkatechelam (founder of Axiom Partners, former Coastal Ventures partner).

Key claims and notable examples

  • Astra may reduce visibility into “chains of thought” because it loops questions through layers instead of writing full reasoning; OpenAI chief scientist argues this isn’t a permanent safety solution and Astra is within ~2x of GPT-4.
  • SpaceX replaced XAI infrastructure leaders (Jake Palmer, Dan Roland, Zach Wells, Pablo Mendoza) with leaders from Dragon/Falcon production and launch operations; data centers scaled to 100k GPUs in 122 days, trading off initial redundancy/reliability.
  • Glean benchmark: 70% fewer tokens and ~80% lower token cost vs Anthropic Cloud “Cowork” across ~180 tasks; Glean attributes savings to its enterprise “context” (enterprise graph).
  • Axiom: raises $50M+ for first fund; invests pre-consensus in AI/robotics; LP chatter shifted from DPI/liquidity to seeking outlier (10x+) returns; cites Generalist AI and Fireflies.ai.

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's Astra Model and Security Risks

0:57 to 2:26

Discussion on OpenAI's Astra model and its potential security concerns.

“I want to bring on Stephanie to share with us what she knows.”

Technical Considerations of Astra

2:26 to 5:27

Exploration of Astra's new reasoning techniques and their implications.

“Basically, what this boils down to is the way that models work today is they basically reason through tough problems by kind of writing out their lines of thinking.”

Trade-offs and Safety Measures

5:27 to 8:34

Analysis of the trade-offs involved with Astra's new techniques and safety measures.

“maybe just sit there and don't write anything out for a second, just kind of think about the problem more.”

Future Implications of Looping Techniques

8:34 to 11:40

Discussion on how looping techniques might affect future AI model development.

“So I think trying to throw some water on the fire, a bit going on on Twitter last night of people being like, oh, it's over for us.”

Leadership Changes at SpaceX

11:40 to 14:01

Analysis of the leadership shakeup in SpaceX's data center team.

“Well, Steph, I want to thank you for coming on.”

SpaceX's Data Center Strategy

14:01 to 16:40

Explore how SpaceX is adapting its data center operations and priorities.

“which is kind of unprecedented for the industry, but I think there's always trade-offs.”

Glean's Competitive Edge Against Anthropic

16:41 to 21:01

Learn about Glean's strategies and innovations in AI and enterprise search.

“I think that's something we have yet to see.”

Launching an AI-Native Venture Fund

21:02 to 24:34

Discover the approach and vision behind launching a new AI-focused venture fund.

“That is Kevin McLaughlin, our enterprise software reporter here at The Information.”

Current Landscape of Venture Capital

24:35 to 28:07

Understand the evolving priorities of LPs in today's venture capital environment.

“What is it about your team that is unique that you offer?”

Investment Strategies in Venture Capital

28:07 to 29:55

Explore the current landscape of venture capital returns and strategies.

“So 2 to 3x the returns that you could get if you put money in a larger venture fund that takes a more diversified pool of bets?”
Show all 13 chapters

Lessons from Vinod Khosla

29:55 to 30:49

Learn about the importance of founder potential and openness in investments.

“And I had been an angel investor in Fireflies and I brought it literally, I think it was like month three or four, for a series A.”

The Impact of OpenAI and OpenClaw

30:52 to 32:46

Discuss the evolution and impact of OpenClaw in the AI landscape.

“I want to ask you, about some of the writing that you've done.”

Evaluating New AI Tools: OpenClaw vs. Instinct

32:46 to 34:31

Assess the sustainability and usability of AI tools like Instinct and OpenClaw.

“So where does that chalk 2.0 up to then?”
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Transcript

Automatic transcript. May contain errors.

0:13Stephanie Palazzolo:Welcome everyone to the information's TI TV. My name is Akash Pasricha. It is Wednesday, September 2nd. Today on the show, the information has exclusive reporting on OpenAI's new model, Astra, and how it could open itself up to more security concerns. We're then going to talk about a leadership shakeup within SpaceX's data center division. We'll also unpack why Anthropic could be charging more than it needs to be by a significant margin, at least according to one of its emerging rivals, Glean. And to close out the show, we have a new fund manager who is starting her own VC firm coming on to talk about the current state of venture capital and what the chatter is amongst LPs.

0:56Stephanie Palazzolo:It's going to be a great show, so let's get right on into it. OpenAI's new model release, Astra, is imminent, and my colleagues Amir Afradi, Stephanie Palazzolo, and Rocket Drew have exclusive reporting on some of the technical considerations that the company is making that could potentially heighten security risks. I want to bring on Stephanie to share with us what she knows. Stephanie, welcome back to the show. It's great to have you here. Hey, it's great to be back. So Astra is coming out. I'm not sure if we have the exact timeline here, but OpenAI has been very loud on its publicity tour talking about it.

1:33Stephanie Palazzolo:How good is this model supposed to be? Let's just start there. So obviously things are not public about the model yet, but we've heard very good things. You know, Sam Altman earlier this summer kind of teased the model to policymakers in DC. I've also heard from people who have tested it that it is quite impressive. and I think will be very interesting whenever it comes out. So I don't think, you know, we have had cases in the past where maybe model announcements were a bit of a letdown and fingers crossed I'm kind of getting the sense that it won't be the case here, which is exciting. Okay. So your piece today dived into then some of the technical considerations that OpenAI is making and also the trade-offs between making the model better, changing the backend architecture, and then keeping it tight in terms of security.

2:24Stephanie Palazzolo:Tell us a little bit about what you found and what those tradeoffs are. Yeah, so as my colleagues Amir Afradi and Rocket Drew and I found in the story we published yesterday and dove in a little bit more into this morning's AI agenda, Astra basically uses this very interesting kind of newer reasoning technique, which is related to ideas that researchers have been writing about in recent months known as loop transformers or recurrent depth. Basically, what this boils down to is the way that models work today is they basically reason through tough problems by kind of writing out their lines of thinking.

3:03And that's also known as chains of thought. And the good thing about that is that researchers can kind of, you know, read the chains of thought and understand the model's like thinking process and also use that to make sure that they, you know, that they can make sure that the model isn't trying to do anything evil or bad or trying to hack into other companies.

3:20Stephanie Palazzolo:This is like the, you know, when I put in a prompt and I see Claude or Chachy, but you say, you know, thinking or scheming or, you know, whatever other verbs they come up with. And then if I click the dropdown, I can see all the things, right? Is that what this is? Yeah, so it's very similar to that. So the companies actually don't kind of publicly release like the full chains of thought, but they do provide users with a summary of the thinking process. So it is basically very similar to that. And what's different about Astra is they're using this new technique where instead of writing out their thinking, the models instead loop the question that they get through this thing called a layer, which is part of the model.

4:03It basically loops that question through the layer multiple times. And when it does so, it's another way for the model to think more deeply about the question that it's facing. But when it does that, it doesn't actually, you know, kind of write out its thinking process the way that normal reasoning models would. So this is like a new way for the model to think more deeply in addition to kind of traditional reasoning techniques. But the downside is that models may not, you know, write out as much of its thinking process as previous models did.

4:36Stephanie Palazzolo:And when you say it doesn't write it out, so why doesn't it end up writing it out for developers to see? What's the core reason that this looping thing skips that step? So without getting too technical and in the weeds, it's just kind of like the way that this new model architecture works because it's just, you know, the model is made up of these layers. And, you know, in this case, whenever it's looping... It gets too complex. There's too much there. I mean, you keep going back and forth. I mean, I imagine it's repetitive, too, for the model to output that much stuff as well. Yeah, I mean, I think an analogy you could think of is like, you know, if I'm a student working on a tough question, the teacher can ask me, you know, if I need to think about the question more, they can either say, okay, you need to write out more of your thinking and kind of like really logic through this problem that you're facing versus actually maybe just sit there and don't write anything out for a second, just kind of think about the problem more.

5:32so i feel like that's kind of an analogy to like the way humans might think about it that would

5:36Stephanie Palazzolo:make sense right okay so so that so that's that's kind of interesting there are trade-offs though with this you you wrote about what are those yeah so as as i mentioned the main trade-off here is that uh it's possible that models you know like astra that are using elements of like this looping technique are less likely to kind of to kind of write out their chains of thought so what that means is that it's going to be harder for researchers then to look into those chains of thought and make sure, again, that the model isn't doing anything bad, like trying to hack into hugging face, for instance, which we saw earlier this summer.

6:11Again, like huge caveat here though, because, you know, my co-writers and I noticed that a lot of people were really freaking out about the story last night on X, is that OpenAI is kind of like limiting and making tweaks to the way that they're using this approach in Astra to ensure that, you know, this isn't like the end of the world and models are never going to show their thinking ever again. Like Astra does actually show its chains of thought and the way that OpenAI is using this technique is limited so that it's not going to be as, you know, it's not going to be as concerning as a lot of people are making it out to be like on X, basically.

6:47Stephanie Palazzolo:Has OpenAI said anything publicly about this matter or this technique at So they haven't said much publicly. In the past, they actually have written about this sort of research and kind of laid out some of these safety concerns that we were talking about. uh so actually last night in kind of response to our story uh the open ai's chief scientist did post on x and kind of made the argument that the that the idea that we're just going to monitor chains of thought and that's going to be like the forever solution to how to like keep models safe that's actually not kind of the long-term solution here so he was saying that you know So we can't – this isn't a permanent solution, and we need to come up with new ways to keep models safe beyond just monitoring chains of thought.

7:39Stephanie Palazzolo:Which probably – I mean you could say he has a point there because it's – you know, if you're monitoring something that is going ARRI or going rogue, I mean monitoring it is one way to catch it. But the ideal solution would be to stop it from going rogue in the first place. In other words, it's a bit of a Band-Aid solution. This is true. And also, I think it depends on a lot of things such as, you know, the model not lying whenever it writes its chains of thought, right? This is assuming that the model is going to be truthful, which isn't necessarily always the case. And also that B, that the chains of thought are always going to be understandable to humans.

8:16Like, you can imagine that models, like, they're not humans, right? That may be the best way for them to think about problems. They're sneaky.

8:21Stephanie Palazzolo:They're sneaky. They are sneaky. but that the best way for them to think through a problem isn't necessarily in like legible lines of English the way that humans would right so maybe it might write in weird like mathematical formulas and stuff that are like hard for humans to understand another thing that the open AI chief scientist said last night was that okay so he basically made this comment he said that the kind of complexity or like depth of its leading models like Astra are within a factor or two of GBT4. Without getting into like the kind of technical details of that, he is basically trying to imply like, hey, whatever kind of looping techniques we are using here, we are like limiting them greatly, you know, like we're trying to take this slowly step by step.

9:07So I think trying to throw some water on the fire, a bit going on on Twitter last night of people being like, oh, it's over for us.

9:14Stephanie Palazzolo:Which is, again, interesting from a business perspective because on one hand, there's the model race going on and you want your model to be as good as possible and you don't really want to put caveats on the strength of the model or what you've done to develop it. But on the other hand, if people feel like you've taken a not so favorable approach to gaining that advantage, then people won't buy it anyway. So it's like, it's actually, as much as it's a technical challenge, it's also like a comms challenge too. It's like, what do we say about this so as to not shoot ourselves in the foot? Totally, totally.

9:53Yeah, it's very difficult to, yeah, I think it's this big trade-off as you're describing between like performance and safety and how do we communicate all that. And I think a point that a lot of people might've missed from our story last night is that, you know, the big thing here is like not necessarily what exactly is going on in Astra, but like, what does this mean if this trend continues, right? Like in the future, what if like looping becomes more common and like models loop more, they hide more of their thoughts or maybe other AI developers are more aggressive with using looping and aren't using as many safety guardrails as OpenAI might, for instance.

10:35And so I think the bigger question here is not just what's happening right now in the moment, but what does this mean for future models and the way that models are going to be developed and the way we're going to have to try to monitor them and keep everything safe.

10:49Stephanie Palazzolo:Right, right. And so, Stephanie, just to make sure we understand the full landscape here, This technique, I mean, we're talking about it here with OpenAI. Is this also a technique that we know that other AI labs might be playing with? I mean, is it one that we might see play out a little bit more broadly across the sector? Totally, yeah. I mean, this is definitely something that all the AI labs are thinking about. There have been public research papers published about this idea. So all the labs, I'm sure, are exploring it. And I think we'll definitely see similar attempts by the different labs very soon.

11:29I think it's just a matter of like they're all going to have their specific approach to it or how much they kind of like limit how much they're doing looping and stuff. And so expect it to be very widespread very soon.

11:39Stephanie Palazzolo:Great. Well, Steph, I want to thank you for coming on. That is Stephanie Palazzolo, our AI reporter and author of AI Agenda here at The Information. The Information has exclusive reporting that Elon Musk is making some big changes to SpaceX's data center team. I want to bring on Grace Kay, our Elon Musk reporter, to tell us more about what she found. Grace, welcome back to the show. It's great to have you here. Thanks. So what's going on with the data center business at SpaceX? How is Musk changing it up? Yeah, so basically there was a major reshuffling on the infrastructure team at SpaceX AI.

12:15They brought in a bunch of leaders from rocket production and launch operations to replace the existing XAI leaders who've been leading the team.

12:25Stephanie Palazzolo:And who specifically is he swapping here? Yeah. So Jake Palmer, who had been leading all of physical infrastructure for XAI, is out. Dan Roland, who had been leading it, is out. Zach Wells. Pablo Mendoza, who had been leading. Wow. So it's like this is not just one or two people. This is like half a dozen people. Oh, yeah. It's even more than that. But like the leadership and then also some of the people under them. And they've been bringing in this guy, Wes, who is the VP of production for the Dragon and Falcon. And then, you know, someone who is a director for operations for the launch facility for SpaceX.

13:03Stephanie Palazzolo:And is this because people on the data center side have left SpaceX? Or what's the core reason here for this shakeout? You know, I think it's like a mix of things. I think there might have been some cuts. And then I also think, you know, people have gone on to other places. We saw recently that Brent Mayo, who is leading site builds, left, and he's at OpenAI now, working on their data centers. This, you know, engineer, Liz Belk, who had been leading the design for Colossus. She's now at Anthropic. So there's been a lot of changes recently on the team. why do you think these changes are happening from a business perspective?

13:42Stephanie Palazzolo:I mean, how has the data center team been doing? How are the build-outs going in Memphis and, and I was going to say Memphis and Tennessee, Mississippi and Tennessee? Yeah, I mean, they've been, they've gone incredibly fast. The first data center, they put up a hundred, you know, they brought online a hundred thousand GPUs in just 122 days, which is kind of unprecedented for the industry, but I think there's always trade-offs. So when you move at that speed, one of the trade-offs is reliability. So when they were building these data centers, they didn't add the same redundancies initially, you know, that most companies would add when they're building data centers and they had to add those in later.

14:23So that did cause some reliability issues, but that was kind of a known trade-off. And I think now that SpaceX is here, they maybe do things a little differently and, And they might be looking at how they might want to change that now that they're bringing in all these other companies that are leasing compute from them.

14:39Stephanie Palazzolo:So this is kind of interesting because, I mean, reliability, that's certainly something I think a space team would need to know about, right? I mean, making sure that things are done properly, space seems like the best team to do that, you could argue. Yeah, I mean, I think it's a little unique because the people coming in don't really have data center experience. So I think that's a little surprising from my perspective. And I'm curious to see how that'll work out. So it's a change in tactic for sure. Right. Tell me a little bit about Musk's comments at the, there was a G20 related event this week.

15:18Stephanie Palazzolo:Did he give any more color on how he's thinking about the data center build out there? Yeah, he talked a little bit about what he sees as kind of the next hurdles for building these data centers. and you know we've been talking for a long time about like getting chips getting the equipment and now it seems like you know at least according to musk that the main hurdle is power and how are we going to power all these chips that we have now um you know and the information has already done some reporting on this around how elon musk is looking to you know maybe start building their own turbines so he's looking at that and so tell me you know as you think about this shake-up i I mean, one way to think about it is the reliability issues that he's unimpressed with.

15:58Stephanie Palazzolo:Another way to think about it could be financially the importance of the data centers to the company's top line and maybe a shift in priority. I'm not necessarily saying SpaceX is going to focus less on space, but he's taking what appear to be some of his top commanders from the space team and putting them on data centers. Do you think that this is anything about his shifting focus at all within the business? Yeah, I mean, I think it's definitely a shift for his company that they even started leasing out Compute. I think that was something they hadn't initially planned on. And now, you know, they're making, it's over a billion dollars a month from Anthropik.

16:35So I think they're definitely finding out that it's a lucrative business. How much they're going to reshape the company around that, I'm not sure. I think that's something we have yet to see. Great.

16:44Stephanie Palazzolo:Well, Grace, I want to thank you for coming on. That is Grace K., our Elon Musk reporter here at The Information. Glean, an AI enterprise search darling that has been getting a lot of traction, is coming out swinging against Anthropic. My colleague Kevin McLaughlin, who authors our Applied AI newsletter, spoke to CEO Arvin Jan about the dynamics at play. I want to bring on Kevin to share more about what he found. Kevin, welcome back to the show. It's great to have you here. So Glean had their customer conference, looks like, recently, and you learned some stuff about how they are positioning their product against Anthropic.

17:19Stephanie Palazzolo:What did you find? So Glean announced new products, but really the most interesting thing was they had a benchmarking study and they compared the Glean AI assistant versus Anthropics Cloud Cowork in terms of the amount of tokens it consumed and the cost on average per token across a range of 180 or so tasks. I think the broader point Glean is making, and it's kind of interesting, is that Glean has, because its secret sauce is a collection of tools known as context, which includes things like an enterprise graph, which shows the relationships between different kinds of data. We've written about this quite a lot of the information.

17:58But the importance of context is that it actually allows agents to operate less expensively. And this is an important point. And it was one of the first times I think we've seen a software provider that uses Anthropic kind of make the point that they are able to run things more cheaply than Anthropic. And I think the broader point they're making is the importance of context. And context is also something that Anthropic is working on, too. So it was definitely a flex on Glean's part.

18:30Stephanie Palazzolo:Did they give you a sense of how much cheaper they're able to run the models? Sure. Now, the benchmarking study used a different model for Glean's assistant than it did for Anthropic. So it wasn't like – Anthropic could definitely have a point if they were to say this wasn't like an independent study in any way. Right. And they're rivals. So, you know, take it for what it's worth type of thing. Sure, sure. But Glean did say that its assistant consumed 70 % fewer tokens and also was on average 80 % cheaper in terms of token costs than Anthropic. So a pretty big discrepancy. Interesting. Did they give you a sense for if this has changed over time?

19:14Stephanie Palazzolo:I mean, what was this a year ago? I don't think they did the study a year ago. But again, I think the broader point is Anthropic and Glean are definitely starting to go after the same pie, and that is enterprise agents. And specifically, Glean has recently entered the market for long-running agents that can work for hours and perform complex tasks. And of course, token consumption comes into play when you're working with these kinds of agents. And so, yeah, I think the broader point was that Glean is definitely a competitor of Anthropic, and it's, like you said, coming out swinging. Yeah. Last question for you, Kevin.

19:54Stephanie Palazzolo:What's the current status of Glean's business overall? all. I mean, it looks like they have some competitive tools here. Do we have a sense for the company's financials or how growth is going for the business? Sure. They said a few months ago that annual recurring revenue had passed$300 million, which was up from about$100 million 18 months earlier. So they're definitely starting to see some real growth. And I think the reason that that's happening is that Glean's initial product the AI search, which is sort of ubiquitous in the industry. But as they push more into agents, the importance of context, which they've been working on since the beginning of the company seven years ago, becomes more important.

20:34Again, when you're talking about agent accuracy and also token consumption costs. And so, you know, I think that the message I heard was that Glean kind of has this secret sauce that it's been working on longer than a lot of companies have. And now that's becoming more important. And, you know, I think it'll be interesting to see what their revenue growth is a year from now and whether they're able to take big customers away from other companies.

21:01Stephanie Palazzolo:Great. Well, Kevin, I want to thank you for coming on. That is Kevin McLaughlin, our enterprise software reporter here at The Information. Axiom is a new venture fund on the block. The company raised more than$50 million for its first fund about six months ago. I want to bring on Sandhya Venkatechelam, founder of The Fund, to talk us through her strategy right now. Sandhya, welcome to the show. It's great to have you here. Good morning. Thanks for having me. So tell us a little bit about why you decided to go in on your own, launch your own fund. You're a former Coastal Ventures partner. BC Fundraising, from what I've heard, it's a challenging time.

21:40Stephanie Palazzolo:It has been challenging for a couple of years now. Why did you decide to launch this fund? Yes, Akash Fundraising, I think, is fun for no one. And I worked for a truly amazing venture firm at Kostla. But we had a vision of building a different kind of venture firm, one that I call AI native from the ground up, to invest in pre-consensus opportunities. In other words, not what's obvious today and gaining momentum today, but what hopefully will be big and interesting, especially in AI robotics in the future. Okay. So pre-consensus, I mean, AI, is it robotics? I saw real-world AI is something you focused in on.

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22:25Stephanie Palazzolo:So, I mean, are we talking world models, robotics? Is that really what you're focused in on? Yeah. So AI for the real world is actually even simpler than that. We are investing in founders that are building insanely useful and usable products. for 8 billion people around the world, not just 80 million developers or people sitting in Silicon Valley or London. This is when we can really unlock demand and make AI really useful and robotics really useful for everyone around the world. This includes physical AI, but it's not limited to that. It's really about ubiquity and democratization. Right. So tell me a little bit of some of the companies you've invested in to date and how they fit into that thesis.

23:09Yep. So we can start actually on the robotics side. So one of our earliest investments was in a company called Generalist AI that just announced two subsequent financings in quick succession. We invested about 18 months ago before the fund was even really up and running in full force. And Generalist builds robotics foundation models. And the idea is that robotics till today has been largely about robots performing one function and not really being very flexible and not being very intelligent. And the cost of that is just quite high and only able to be consumed by the largest enterprises. So foundation models actually enable, it basically gives AI hands.

23:59So robots can be flexible, they can think, they can interact, they can be safe. And ideally, this brings down cost of all those things. And as I mentioned, they just raised two rounds, one at$2 billion and one at$3 billion post money. We invested 16 months ago in this company, right? Before, again, things were obvious. So it's not necessarily contrarian, but pre-consensus.

24:25Stephanie Palazzolo:What do you pitch as your differentiation against other venture firms? I mean, all these gets a very competitive environment for VCs. What is it about your team that is unique that you offer? Yeah, this is the core of what I mean by AI-native venture firm. So our core philosophy is that if you are not out there building pricing, going to market with AI products all day long, you have no hope of keeping up, let alone having a differentiated thesis to look out into the future. So our team doesn't really look like me, meaning a seasoned investor from a venture firm. I'm the only person that has that background.

25:07But rather, these are operators who are in market today, building the core technology, building and pricing products. And we have three or four people that basically are building, but they help diligence, they help source, and more importantly, they add value to our founders, which then helps us win deals. That's the core of our differentiation. Right.

25:37Stephanie Palazzolo:I want to go back to the fundraising process right now, because given that you spent months and months talking to LPs and convincing them on you, tell me a little bit right now, what is the chatter amongst LPs? What's top of mind for them? You know, we've seen some big exits. Is DPI still of the utmost concern for them? Are they looking for liquidity that they're not getting? What did you learn from your conversations with them? Yeah, I would say when I first started fundraising, this question of DPI and liquidity was absolutely top of mind. This is where the concerns were. This is where the concerns of maybe investing in a smaller boutique firm versus a large multi-stage firm.

26:29It was all about exits in DPI, which they hadn't received that much of in the previous seven years. The conversation has shifted dramatically, even over the last 12 months, and is much more around how do they achieve additional venture returns, so outlier returns, versus what they're getting, frankly, from a lot of the larger multi-stage venture firms, which is a 2 to 3x expectation, which is essentially beta, not alpha. What do you mean by that?

27:05Stephanie Palazzolo:Explain that. So traditionally, if you look at like the 1990s and the early 2000s, again, what I call OG venture, the expectation was that you underwrite an investment at 100x or more, and you're looking for a 10, 8 to 10x net return on a fund. That is the only reason it makes sense to take venture risk. Venture risk meaning that the majority of your portfolio will likely fail, but you have one or two outliers that kind of hit it big. But you have no liquidity, essentially, for 7 to 10 years. The only reason you would take that risk is for those outlier returns. as firms have gotten bigger as funds have raised more money it's very difficult right to return 10x net on even a billion dollars let alone 10 billion or 15 billion or the aggregate amounts of AUM that these larger firms have so they are shooting basically for an index in a sense to the venture market which is still a great two to three x but not historical venture returns So 2 to 3x the returns that you could get if you put money in a larger venture fund that takes a more diversified pool of bets?

28:23Stephanie Palazzolo:Is that the math here? No, I'm saying that those firms essentially are shooting for, and what LPs are underwriting too, is a 2 to 3x when they make investments in those large multi-stage firms. And when the reason firms like myself are attractive is we're still shooting for that 10x plus. Right, right. You spent a lot of time with Vinod Khosla investing alongside him. Um, what was the, what was the one deal that you learned the most from, uh, working with him on? Uh, yeah, so I've learned many things from Vinod, but, uh, the most important lesson is to be really open about the types of founders that can be great.

29:15I think that Silicon Valley has migrated, at least in AI and robotics, to a consensus view that you have to have a certain type of pedigree, whether it's a Stanford computer science or machine learning degree, or you have to have worked at OpenAI or Anthropic. there are these profiles that have been built. Whereas Vinod always had an extremely open mind, especially around first-time founders.

29:46Stephanie Palazzolo:Which deal stands out to you there? Yeah, one of the earliest deals that I brought to the firm was actually the first deal I brought to the firm when I joined was a company called Fireflies.ai. And I had been an angel investor in Fireflies and I brought it literally, I think it was like month three or four, for a series A. And the two founders were first-time founders, completely unproven, had barely even worked anywhere else before. And again, this was a good four years before the norm today, which is everybody dropping out of college, right, to go start an amazing AI company. And there was dissension amongst the firm, remember in our IC, about whether this was the right direction to go.

30:35But Vinod was completely focused on founders and founder potential and adaptability. And that company is now valued at over a billion and a half dollars, is over 100 million of ARR. There was no revenue right when we first invested.

30:51Stephanie Palazzolo:Right. I want to ask you, about some of the writing that you've done. And I will say that I was looking back on your LinkedIn articles and you put out an article in 2017 saying this is the year of AI. And I actually, I would encourage people to go back and read it because there's a lot of things that were right about, you know, data as the new oil. So I want to commend you on that. You also wrote later on, years later, about OpenClaw at the start of this year, trying to explain to folks the magic behind it we had the second uh major version of open club released this week and you know some of the chatter in my text messages and people on the show is really that open claw was great it's not really moving the needle as much anymore now that uh companies have come up with their own competitive products do you think the open claw hype is is over uh do you think you know this is uh what are we're going to hear about OpenClaw specifically?

31:52Yeah. So first, thank you so much for going back and reading some of those old documents. I think I've been bullish on AI since 2016, 2017, so I appreciate that. So the idea of OpenClaw is extremely powerful. The idea of making AI and really agentic AI useful for everyone. It was very easy to get up and running and see the potential of what these agents could do, not just for an enterprise, but really, again, almost anyone in a variety of use cases. The weakness of OpenClaw at the time was really around control, security, deployment, all of those things that we need to have supporting these new AI products.

32:45But what we've seen in some of our portfolio companies that are doing quite well or doing exactly this is taking that concept of open call, how do we build agents or help enterprises build agents that are super useful and usable on their own data in a secure, controlled way, way where they're not beholden to any of the model providers and they have control over their data and their workflows.

33:10Stephanie Palazzolo:Okay. So where does that chalk 2.0 up to then? What do you make of the release this week? I think it's an improvement. I think they will continue to get penetration, but I think it's more the idea of OpenClaw that a lot of people are taking and deploying into enterprises that's going to be more prolific than OpenClaw itself. Okay, and similarly, Eman, I wanted to ask you, OpenClaw had such a big reaction. Instinct is the new tool that's getting a lot of reaction. What do you forecast for Instinct? Do you think it'll be more sustainable than OpenClaw in terms of people using it? What do you think?

33:54The reason I love products like Instinct is they are, again, making AI useful for everyone in the world, right? This is truly one of the first consumer products that we're seeing that anyone can use. I've been using it. I've used some of its competitors. And it does absolutely help me with very little integration or onboarding. Helped me with a lot of tasks in my daily life. I think the challenge is getting this in the hands of folks that may not understand initially what to use it for. And I think this is the great product question for a lot of startups is how can they make it super intuitive and useful so that, again, everyone can benefit.

34:42But great products. I've been using it. And they have some good competitors as well. So there's a choice in the market.

34:49Stephanie Palazzolo:Great. Well, Sandhya, I want to thank you for coming on. That is Sandhya Venkathachalem, founder of Axiom Partners here on TITV. That does it for today's show. A reminder, we are on this stream Monday 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, on TikTok, and on LinkedIn. I am already excited for our next show tomorrow. Have a great rest of your Wednesday. Bye-bye for now.

From the publisher

Author of AI Agenda Stephanie Palazzolo talks with TITV Host Akash Pasricha about OpenAI's upcoming model Astra and the security risks tied to its new looping reasoning architecture. We also talk with Elon Musk Reporter Grace Kay about SpaceX's leadership shakeup in its data center unit, Enterprise Software Reporter Kevin McLaughlin about Glean taking on Anthropic on token costs, and we get into the current state of venture capital and LP chatter with Axiom Founder and former Khosla partner Sandhya Venkatachalam.


Articles discussed on this episode: 

https://www.theinformation.com/articles/secret-technique-behind-openais-astra-model-sparks-security-concerns

https://www.theinformation.com/newsletters/ai-agenda/new-reasoning-strategies-sweep-openai-developers

https://www.theinformation.com/newsletters/applied-ai/anthropic-customers-bills-80-higher-need-glean-says

https://www.theinformation.com/articles/spacex-shakes-data-center-leadership-aggressive-build


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Chapters:

00:00 - Introduction

01:13 - OpenAI Astra Security Risks

12:49 - SpaceX Shakes Up Data Center Leadership

17:51 - Glean Challenges Anthropic with Cheaper AI Costs

22:09 - Ex-Khosla Partner on Her New VC Fund & LP Chatter


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