The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

clear all ✕

why aren't all 58 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 58 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Prediction Open · timeframe Jun 2031
OpenAI or Anthropic Will Exceed $10 Trillion Valuation Within Five Years
“I could definitely see one of them being a 10 trillion dollar company maybe even significantly higher. It feels Like the opportunity associated with being the frontier model is so large that it will just like eat up so much of the other demand within the econo…”
Brendan Foody Jun 1, 2026 ▶ 51:10 Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings
Prediction Open · timeframe Nov 2026
O'Driscoll: Anthropic Will Pass OpenAI in Scale and Profitability Shortly
“Within a couple of quarters, Anthropic will be visibly and obviously ahead. Profitable, growing more quickly, and bigger.”
Rory O'Driscoll May 28, 2026 ▶ 0:14 OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds · 20VC with Harry Stebbings
Prediction Open · timeframe Apr 2031
Jason Lemkin: SpaceX, OpenAI, Anthropic combined IPO values will top past 20 years
“The big three, SpaceX plus OpenAI plus Anthropic, their value at IPO will exceed every other IPO for the last 20 years combined.”
Jason Lemkin Apr 9, 2026 ▶ 0:43 OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
Randle: OpenAI could raise at a $1T valuation next year
“I think it'll be a trillion dollar company next year. Yes. I think they could probably raise at the end of the year. Ah, you know, end of the year Q two, I think open AI could raise it a trillion dollars. No problem.”
Everett Randle Nov 10, 2025 ▶ 14:11 Benchmark's GP, Everett Randle on Why Mega Funds Will Not Produce Good Returns · 20VC with Harry Stebbings
Assertion Open · timeframe Jul 2030
Casado: OpenAI Lost Its Early Leads In Code, Image, And Video Generation
“OpenAI was the first to code, right? With GitHub Copilot. I mean, they provided the weights. As far as I know, and they lost that. And they were first to image with Dali, and they lost that. And they were the first to video with Sora. And as far as I can tell,…”
Martin Casado Jul 28, 2025 ▶ 19:17 a16z GP, Martin Casado: Anthropic vs OpenAI & Why Open Source is a National Security Risk with China · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2029
Anthropic will IPO soon after pulling ahead of OpenAI's ChatGPT
“They will go public because this is peak brass ring moment, and you know, you could argue the trends in 27 are tougher. You've pulled ahead of ChatGPT, so just put a nail in the entropic pit, right? You've pulled ahead of ChatGPT comfortably, OpenAI, to a poin…”
Rory O'Driscoll Aug 12, 2026 ▶ 44:59 Canva Slashes Growth | Talent Exodus at Google | Revolut's $50B CEO Package | Musk's $55B Terrafab
Prediction Open · timeframe Jan 2029
O'Driscoll: Google Search ad dollars will shift to OpenAI
“Their cash cow, which kicks off 200 and forty-odd billion a year of revenue, which is the ads business, Isn't the best product on the market anymore, and some of those dollars will go to open AI, and because it's better real estate.”
Rory O'Driscoll Jan 22, 2026 ▶ 52:01 Elon Musk vs Sam Altman | The Implosion of Thinking Machines | Can VC Survive Public Pricing? · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
Lemkin: SpaceX, Canva, Databricks, and Anthropic will IPO in 2026
“I think we see four IPOs backloaded next year. SpaceX goes out first. Canva comes out of nowhere second. Databricks does it in the back half of the year because it's just time. Anthropic does it at the end of the year. OpenAI probably should have gone first, b…”
Jason Lemkin Dec 22, 2025 ▶ 0:00 Predictions for 2026: Top Buy & Biggest Short | Why Salesforce Could Win & NVIDIA’s Challenges · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2030
Rory O'Driscoll: Anthropic will reach profitability and IPO while OpenAI faces overcommitment
“I think the difference between Anthropix and OpenAI is, OpenAI has more ambition, perhaps, but it's more likely to just get caught In the middle with commitments it can't meet. Whereas I think Entropic is very sensibly and boringly converging on profitability,…”
Rory O'Driscoll Dec 18, 2025 ▶ 1:20:31 Will Cursor Kill Figma? Lightspeed Raises $9B & OpenAI’s $1B from Disney & #1 App in App Store · 20VC with Harry Stebbings
Prediction Open · timeframe Apr 2030
Lemkin: Competitors will never catch ChatGPT's revenue lead
“ChatGPT has pulled away. You cannot catch it. No matter what anybody says, you will never catch that revenue.”
Jason Lemkin Apr 24, 2025 ▶ 3:37 How LP Deployment to Venture Will Change in 2025 & Are Endowment Funds in Trouble? · 20VC with Harry Stebbings
Prediction Open · timeframe Jan 2030
Sivulka: Fine-tuned models will never catch up to inference scaling
“And so you saw the idea of, ah, of post training or kind of like this refined, verticalized model creation, ah, just always would lose to scaling laws. And maybe we're at the end of scaling laws at training, but I actually think, you know, Hebbia and now OpenA…”
George Sivulka Jan 22, 2025 ▶ 39:23 George Sivulka, Co-Founder & CEO @Hebbia: The Future of Foundation Models | E1250 · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2034
Cahn: ChatGPT Is Now a $3.4 Billion Revenue Business
“Definitely OpenAI. I mean, OpenAI has a brand, it has consumer distribution, it has product market fit with ChatGBT, which is a 3.4 billion dollar revenue business now. I think ChatGBT will definitely be around. Yeah, I think a bunch of the others will too for…”
David Cahn Aug 5, 2024 ▶ 1:11:13 David Cahn: Why Servers, Steel and Power Are the Pillars Powering the Future of AI | E1186 · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2029
Murdock: Anthropic will go public before OpenAI
“It appears like Anthropic.”
Jerry Murdock Aug 22, 2026 ▶ 59:33 The AI Bubble WILL Burst | Should we be fearful of Chinese Open-Source | Jerry Murdock
Prediction Open · timeframe Aug 2031
Stebbings: OpenAI and Anthropic Will Reach $1 Trillion to $2 Trillion Valuations
“Both will be trillion dollar plus, potentially close to two trillion.”
Harry Stebbings Aug 7, 2026 ▶ 1:03:43 The AI Boom Will Create Enormous Roadkill: Who Wins & Loses? | David Frankel
Prediction Open · timeframe Aug 2031
Angelopoulos: Nvidia is probably leading the race to a $10T valuation
“I think it's hard to say not NVIDIA. I think NVIDIA is probably in the lead there.”
Anastasios Angelopoulos Aug 2, 2026 ▶ 1:02:53 Arena CEO: There Will be a $100BN US Open-Source Model & Data is a Trillion Dollar Market
Prediction Open · timeframe Jul 2031
AI Labs Will Not Compete In Regulated Complex Industries
“I think things that have some, like, regulation around them, and are, like, complex industries, yes, they're gonna see the advantages of the models, but they're not gonna see competition from Anthropik or OpenAI.”
Fred Turner Jul 18, 2026 ▶ 1:11:31 We Built Our Own Salesforce in Months. Here's Why We're Cancelling the $600K Contract | Curative CEO
Prediction Open · timeframe Jul 2029
Lemkin: OpenAI will likely cancel or pause its hardware project
“Listen, if I had to breathe the tea leaves, hardware is probably on the bubble. This was one of Sam's initiatives that made sense when everything was working and OpenAI had an unassailable lead over, over its competitors, right? Now everything's, you know, we …”
Jason Lemkin Jul 16, 2026 ▶ 8:01 Zuckerberg Back on X Challenging Codex & Claude Code | SK Hynix’s $26BN IPO · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2027
O'Driscoll: AI capex spending will be stopped by demand, not supply
“This isn't, this spending isn't going to stop because the supply side says stop. Facebook aren't going to say stop. Google isn't going to say stop. Microsoft isn't going to say stop. Really, it boils down to the demand side. As long as, and enterprise customer…”
Rory O'Driscoll Jul 9, 2026 ▶ 41:39 Enterprises Fear Frontier Models | Sam Altman Offers Trump 5% of OpenAI | DeepSeek Builds Own Chips · 20VC with Harry Stebbings
Prediction Open · timeframe May 2031
O'Driscoll: Elon Musk's OpenAI Lawsuit Appeal Will Fail
“He's going to appeal it. It won't get a second past Appeal, and it'll go away, right?”
Rory O'Driscoll May 21, 2026 ▶ 1:14:20 Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2030
Jason Lemkin predicts OpenAI will reach $100B in ad revenue
“I like this as a goal for 2030 because it's clear what people should be doing... And so I think because it is achievable, it will be achieved. I actually think it will be achieved.”
Jason Lemkin Apr 16, 2026 ▶ 49:59 SpaceX's Financials Leaked: Is it Worth $2TN | Meta Debuts Muse Spark: Are They Back in the AI Race? · 20VC with Harry Stebbings
Prediction Open · timeframe Apr 2028
Reyna: OpenAI, Google, and ElevenLabs will buy new foundational model startups
“OpenAI and Anthropic will end up, and Google will end up buying, and 11 Labs will end up buying, like, all of the new foundational model companies that will be popping up and creating research and paying just, like, a few billion here, a few billion there, and…”
Carles Reina Apr 11, 2026 ▶ 1:23:19 ElevenLabs: Building an AI Sales Machine & Why We Set a 20x Sales Quota · 20VC with Harry Stebbings
Prediction Open · timeframe Oct 2026
Stebbings: OpenAI will IPO in October 2026 at $1.5 trillion valuation
“I'm going to say October and I'm going to say it's going to go out at 1.5 trillion.”
Harry Stebbings Mar 5, 2026 ▶ 31:04 Anthropic vs The Pentagon: Who Wins? | OpenAI's $110BN Mega Round | Cursor Hits $2BN in ARR · 20VC with Harry Stebbings
Prediction Open · timeframe Feb 2031
Emberikos: OpenAI aims for AI agents that run micro-systems without human review
“So, like, I think we want to get to a world where you can have an agent that is un-bottlenecked, right? That you trust to, like, own an entire microsystem or internal tool or whatever, and can do the full iterative loop, including feedback from users, without …”
Alexander Emberikos Feb 21, 2026 ▶ 41:56 OpenAI's Codex Lead: Why Coding as We Know It is Over · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
Lemkin: Custom chip competition will not threaten Nvidia's dominance in 2026
“You're a fool to invest against Nvidia for 2026. And I think you are arguably a fool to invest into Amazon in 20, 26 for a simple reason. Just a simple, I didn't say 20, 27 or 20, 28. It is not enough time for all this competition to come online. It is not eno…”
Jason Lemkin Dec 22, 2025 ▶ 57:00 Predictions for 2026: Top Buy & Biggest Short | Why Salesforce Could Win & NVIDIA’s Challenges · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2027
Lemkin: OpenAI's IPO will be delayed until mid-2027 as Altman secures alternative financing
“I think that's a good idea. I think Sam will come up with so much alternative financing. It'll slip into mid 27, but I think that's the straw man today would be my guess. Like that's the plan, but there'll be so much, so many other sources of maybe the governm…”
Jason Lemkin Nov 20, 2025 ▶ 1:23:33 Peter Thiel and Softbank Sell NVIDIA - Why? & Why VC Will Hit $1TRN and The Opening of Retail · 20VC with Harry Stebbings
Prediction Open · timeframe Oct 2027
O'Driscoll: OpenAI will reach a $1 trillion valuation in two years
“On the current trajectory, maybe all I can answer is on the current trajectory and without the euphoria Jason mentioned, it's probably two years because, you know, you do get some attenuation of growth at scale and, you know, at the current thing that, I mean,…”
Rory O'Driscoll Oct 30, 2025 ▶ 13:15 OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings
Prediction Open · timeframe Oct 2028
Lemkin: OpenAI will be the most popular retail IPO in history
“I just can't think of a retail IPO that would be more popular than open AI, right? Just bringing everyone out of the woodwork to put a little bit of their life savings to do it, to ignore the, even if the valuation makes no sense. I just, this would have to be…”
Jason Lemkin Oct 30, 2025 ▶ 11:28 OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings
Prediction Open · timeframe Oct 2032
O'Driscoll: OpenAI must hit $200B-$300B revenue or AI market faces severe crash
“One of two things is going to happen in the next five or seven years, right? Either A, you know, you are going to see pretty profound productivity changes. You're going to see companies like OpenAI literally being two to three hundred billion dollars in revenu…”
Rory O'Driscoll Oct 2, 2025 ▶ 29:06 Are Burn Multiples BS in an AI World? & Sam Altman Needs $1TRN of Energy · 20VC with Harry Stebbings
Prediction Open · timeframe Sep 2030
Ross: OpenAI, Anthropic, and all hyperscalers will build custom chips
“I have no doubt that OpenAI will be able to build its own chips. I have no doubt that eventually, Anthropic will be building their own chips, that every hyperscaler will build their own chip.”
Jonathan Ross Sep 29, 2025 ▶ 13:06 Groq Founder, Jonathan Ross: OpenAI & Anthropic Will Build Their Own Chips & Will NVIDIA Hit $10TRN · 20VC with Harry Stebbings
Prediction Open · timeframe Sep 2031
O'Driscoll: Oracle will not collect $300B from OpenAI in 5-6 years
“Do I think the full last three hundred billion dollars will be wired in five or six years? No. I very much doubt it.”
Rory O'Driscoll Sep 18, 2025 ▶ 34:03 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2028
Lemkin: CoreWeave will show signs of an AI slowdown before hyperscalers
“Core weave, if core weave struggles, if it can't service its debt, if it can't raise more debt through this weird through, through the hyperscalers guaranteeing it, that's where we'll see, even if there's just a bump in this cycle, that's not that, that doesn'…”
Jason Lemkin Aug 21, 2025 ▶ 58:17 Databricks at $100BN, CoreWeave’s $11B Debt Bet & Nubank’s $2.5B Profit Shocker - Ep.19 · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2030
Junestrand: OpenAI will win the consumer AI productivity market
“Now, I think the majority bucket here is in the general productivity for the general consumer, and I think OpenAI is going to win that game.”
Max Junestrand Aug 15, 2025 ▶ 1:16:07 20VC: 15 Term Sheets in 7 Days and Choosing Benchmark | Harvey vs Legora: Who Wins Legal and How to Play When You Have $600M Less Funding | Are AI Models Plateauing Today | Building a 9-9-6 Culture From Stockholm with Max Junestrand
Prediction Open · timeframe Aug 2028
O'Driscoll: OpenAI Will Hit $1T-$2T Valuation via Subscriptions and Ads
“Looks like its market share is pretty hard to change at this stage. So you start multiplying. You know, you'll have a paid tier of 20 bucks times a lot of people. You'll at some point have an advertising tier, and plus or minus your Google with a subscription …”
Rory O'Driscoll Aug 14, 2025 ▶ 15:23 Sam Altman's Masterplan or a Gift to Anthropic? Palantir & Shopify Crush Earnings · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2030
Mignot: European LLM market will definitely be smaller than OpenAI
“I think there is a market. You know, is it gonna be smaller than OpenAI? Yes. For sure.”
Martin Mignot Aug 11, 2025 ▶ 37:55 Index Ventures Partner, Martin Mignot: Figma, Scale, Wiz: Inside Index’s Decacorn Factory · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
O'Driscoll: OpenAI will not surpass an $800B valuation by late 2026
“Under. I'll tell you what I'm doing mentally. I'm just, I mean, there's no logic. I'm just looking at the step ups in the rounds as you'd expect are getting smaller, right? You know, you get two or five X and then you have, you go from 80 to one 50, which is a…”
Rory O'Driscoll Jul 31, 2025 ▶ 1:19:00 Why Apple Needs a Management Overhaul & Why Google is Catching Up with Hyperscalers · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2030
O'Driscoll: OpenAI and Anthropic are the only AI startups that will survive
“The clear three, the two people who are clearly going to be at the table as startups when this is done are OpenAI and Entropic. It, it's hard to imagine beyond that.”
Rory O'Driscoll Jul 24, 2025 ▶ 22:15 How Do All Providers Deal with Anthropic Dependency Risk & Figma IPO Breakdown: Where Does it Price? · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2030
Wu: Private AI foundation labs will far exceed $500B aggregate valuation
“If you add all their valuations today, what is that? Like, 500 B, something like that? I think that's gonna go way up in the next five years.”
Scott Wu Jul 18, 2025 ▶ 40:27 Cognition CEO Scott Wu on Acquiring Windsurf: The Process, The Deal, The Rationale · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2030
O'Driscoll: OpenAI and Jony Ive device will sell under 5M units initially
“Will the device sell more than five million units in the first full year of shipping? And I would take the under.”
Rory O'Driscoll Jun 5, 2025 ▶ 1:19:49 Is DPI The Only Thing That Matters? with Sam Lessin, Jason Lemkin & Rory O’Driscoll · 20VC with Harry Stebbings
Prediction Open · timeframe May 2030
O'Driscoll: OpenAI's hardware effort will fizzle within three to five years
“And then my predict, my guess is statistically the likely outcome just based on the priors of the other companies in the space is three, five years later, it turns into a fizzle. It was, it wasn't product. It didn't pan out”
Rory O'Driscoll May 29, 2025 ▶ 47:39 OpenAI’s $6BN Jony Ive Deal & YC Is Both Chanel and Walmart, and Has Officially Won! · 20VC with Harry Stebbings
Prediction Open · timeframe May 2032
O'Driscoll: Four or more venture exits will top $65B in 5-7 years
“If there's not four exits, Above sixty five billion in the next five or seven years, then the people who bought Stripe, SpaceX, Databricks, OpenAI and Antropic are screwed. So I don't think they're screwed. So I think there's going to be, this trend is going t…”
Rory O'Driscoll May 22, 2025 ▶ 31:41 Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 20VC with Harry Stebbings
Prediction Open · timeframe May 2030
Stebbings: OpenAI Will Reach a $1.5T to $2T Valuation
“I am so sure that open AI is going to be a one and a half to two trillion dollar company right now.”
Harry Stebbings May 15, 2025 ▶ 49:20 OpenAI, SBF & Perplexity: What VCs Know That You Don’t · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2027
Socher: Expects to win $1,000 bet that AGI won't arrive by 2027
“We did this bet and in the bet he has to win. I think it ends in 20, 27. So three things have to be true. We have to have a personal robot that cleans the whole house the way my cleaning team does. And it needs to be purchasable, like for reasonable amounts of…”
Richard Socher Apr 18, 2025 ▶ 52:52 20VC: Foundation Models: Who Wins & Who Loses | How Economies and Labour Markets Need to Change in a World of AI | China vs the US in an AI Race: What You Need to Know | Rich Socher, Founder @ You.com
Prediction Open · timeframe Feb 2028
Ramaswamy: Legal AI Startup Harvey Will Not Be Disrupted by OpenAI
“I think Harvey is a great company. I don't think it's going to get disrupted by open AI.”
Sridhar Ramaswamy Feb 10, 2025 ▶ 41:00 Sridhar Ramaswamy, CEO @Snowflake: Deepseek is Not a Threat to OpenAI & OpenAI Beats Anthropic|E1258 · 20VC with Harry Stebbings
Prediction Open · timeframe Oct 2029
Hamid: OpenAI will figure out gross margins and become highly profitable
“Today it's not a great business, but, you know, I think they're smart enough to figure out how they can get to a gross margin that will allow them to be a highly profitable business over time.”
Mamoon Hamid Oct 21, 2024 ▶ 17:04 Mamoon Hamid: AI - Where Value Accrues, Startups vs Incumbents & Scaling Laws | E1217 · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2029
Srinivas: OpenAI and Anthropic will not get acquired
“I think with OpenAI and Anthropic, the value of the value of those companies is not in the models they have. That is a very first-order approximation. I think the second-order approximation is it's in the machine that's building the machine. That specific grou…”
Aravind Srinivas Jun 5, 2024 ▶ 28:11 Aravind Srinivas:Will Foundation Models Commoditise & Diminishing Returns in Model Performance|E1161 · 20VC with Harry Stebbings
Prediction Open · timeframe Nov 2028
Seibert: Open-source LLMs will become the 'Android' to OpenAI's 'Apple'
“So the closed may win in terms of having the most advanced model, but I think the Apple versus Android comparison is exactly accurate. So you're going to have something proprietary that might be best because it can be fully vertically integrated. They have, th…”
Jeff Seibert Nov 22, 2023 ▶ 22:21 Jeff Seibert: Why OpenAI Will Become an Infrastructure Play | E1085 · 20VC with Harry Stebbings
Prediction Open · timeframe Nov 2028
Seibert: OpenAI will evolve into an infrastructure platform like AWS
“I view OpenAI probably evolving more into an infrastructure company like AWS.”
Jeff Seibert Nov 22, 2023 ▶ 0:05 Jeff Seibert: Why OpenAI Will Become an Infrastructure Play | E1085 · 20VC with Harry Stebbings
Prediction Open · timeframe Nov 2028
Des Traynor: AI infrastructure will consolidate into 3-4 price-competing providers
“They'll probably be three or four big providers is my guess. You'll be probably GCP, AWS, maybe OpenAI directly, and I'm sure Azure. That's how I think that layer will play out, and they'll end up in pretty direct price competition with each other.”
Des Traynor Nov 15, 2023 ▶ 53:35 Des Traynor: How to Survive and Thrive in a World of OpenAI | E1082 · 20VC with Harry Stebbings
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 1,200 episodes transcribed, diarized, checked and made playable, runs on the StarZero media pipeline. Drop in your own episode and the podcast clipper finds the moments worth sharing, cuts them, captions them, and reframes them for every feed.