The Ledger

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why aren't all 112 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 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 Held up
Ramaswamy: ChatGPT Will Remain the Primary Consumer AI Entry Point
“On the consumer side, I know you disagree, I think ChatGPT is getting to be that entry point, and so if I were a betting person on the consumer side, To the extent that there are variations in models and specializations I think that'll include to the incumbent…”
Sridhar Ramaswamy Feb 10, 2025 ▶ 46:57 Sridhar Ramaswamy, CEO @Snowflake: Deepseek is Not a Threat to OpenAI & OpenAI Beats Anthropic|E1258 · 20VC with Harry Stebbings
Assertion Supported
Ross: OpenAI does not need to distill DeepSeek because OpenAI remains superior
“They don't need to because they're actually better still. They're a little bit better. So they could, but why would they?”
Jonathan Ross Jan 29, 2025 ▶ 9:23 Jonathan Ross: DeepSeek Special - How Should OpenAI and the US Government Respond | E1253 · 20VC with Harry Stebbings
Assertion Supported
Ross: DeepSeek scraped OpenAI data while developing unique RL techniques
“And all of that said, they did a lot of really innovative things. So that's what makes it so complicated because on the one hand, they kind of just scraped the OpenAI model. On the other hand, they came up with some unique reinforcement learning techniques,”
Jonathan Ross Jan 29, 2025 ▶ 7:30 Jonathan Ross: DeepSeek Special - How Should OpenAI and the US Government Respond | E1253 · 20VC with Harry Stebbings
Prediction Held up
Altman: Competing AI labs will successfully replicate OpenAI's o1 model
“After, after a research lab does something, even if you don't know exactly how they did it, it's, I won't say easy, but it's doable to go off and copy it, and you can see this in the replications of GPT-IV, and I'm sure you'll see this in replications of O-one…”
Sam Altman Nov 4, 2024 ▶ 15:48 Sam Altman: What Startups Will be Steamrolled by OpenAI & Where is Opportunity | E1223 · 20VC with Harry Stebbings
Prediction Held up
Frankel: Thrive Capital LPs will make a 2x return on OpenAI
“Is Josh in the winner there going to make two X, and maybe much more than that, but bet against the two X? I wouldn't bet against the two X. I think his LPs will make two X on that.”
David Frankel Oct 14, 2024 ▶ 48:44 David Frankel, MP @Founder Collective: Investing Lessons from Seeding Coupang, Pillpack & Suno|E1214 · 20VC with Harry Stebbings
Prediction Held up
Kant: Poolside, OpenAI, and Anthropic will rival Big Tech in AI
“What I would like to see and what I think is going to happen is that it's not just Google, Amazon, and Microsoft. It's going to be, you know, an open eye, an anthropic, a poolside, and a set of companies who are able to get that massive escape velocity needed …”
Eiso Kant Oct 7, 2024 ▶ 53:29 Eiso Kant, CTO @Poolside: Raising $600M To Compete in the Race for AGI | E1211 · 20VC with Harry Stebbings
Assertion Supported
Kant: Neither OpenAI nor Poolside is allowed to train on private code
“But private code, no one's allowed to train on. Not us, not OpenAI. So all of us have access to the same public data.”
Eiso Kant Oct 7, 2024 ▶ 27:10 Eiso Kant, CTO @Poolside: Raising $600M To Compete in the Race for AGI | E1211 · 20VC with Harry Stebbings
Assertion Supported
ChatGPT's Release Forced Google Onto Red Alert After Delaying Transformers
“Google Brain invents the kind of transformer and publishes it, and it's kind of bouncing around as kind of a research project, and it takes OpenAI developing it, scaling it, and releasing it as ChatGPT for Google to go on red alert and go, oh my god, we should…”
Reid Hoffman Jun 10, 2024 ▶ 32:02 Reid Hoffman: The Future of TikTok and The Inflection AI Deal | E1163 · 20VC with Harry Stebbings
Prediction Held up
Des Traynor: OpenAI valuation will pass $90B, but Amazon poses risks
“I don't think I would, and the reason, whilst I think they'll pass 90, the areas I'd be wary of is Amazon.”
Des Traynor May 24, 2024 ▶ 7:18 Sam Altman, Arthur Mensch and more discuss:Which Startups Are Threatened vs Enabled by OpenAI?|E1156 · 20VC with Harry Stebbings
Prediction Held up
Zhang: OpenAI will aggressively compete with Google in web search
“They just hired the search leader from Google. Like, they are gonna go after that space, which is, like, the most lucrative space, and also a space that, you know, should be innovated on.”
Jiaona Zhang May 17, 2024 ▶ 56:28 Jiaona Zhang: Why All Product Teams Should Have a Scorecard & How to Use It | E1154 · 20VC with Harry Stebbings
Assertion Supported
Lightcap: AI model scaling laws have held predictably consistent for six years
“I think it's how consistently the scaling of models has worked. It still breaks my brain. Like I don't, maybe I've been, if we've, I've watched the same trend line for six years now, but I still find it incredible that you can make these models bigger and they…”
Brad Lightcap Apr 15, 2024 ▶ 48:29 Sam Altman & Brad Lightcap: Which Companies Will Be Steamrolled by OpenAI? | E1140 · 20VC with Harry Stebbings
Prediction Held up
Seibert: On-device iPhone LLMs will make OpenAI obsolete within five years
“I bet Apple can and will, and so if you project forward five years, if they get to the point where they can run a sufficiently large LLM on your iPhone, then OpenAI is out of the picture. Don't even need to hit their servers. It's just on your phone.”
Jeff Seibert Nov 24, 2023 ▶ 23:48 The Ultimate AI Roundtable: What Happens Now in AI, Why Google are Vulnerable | E1085 · 20VC with Harry Stebbings
Assertion Supported
Stebbings: Ex-OpenAI and Stripe staff raise $20M on $100M valuations
“You have person leave stripe or leave open AI or hugging face, and they raise 20 on a hundred. And that's happening more and more.”
Harry Stebbings Oct 27, 2023 ▶ 2:54 Ed Sim: Why Seed Has Never Been More Competitive & Why Pricing Has Never Been Higher | E1076 · 20VC with Harry Stebbings
Assertion Supported
Sunak: DeepMind, Anthropic, and OpenAI agreed to grant UK early model access
“We're working with the companies themselves, DeepMind, Anthropic and OpenAI. I'm pleased that they've said that they will give early or priority access to the models.”
Rishi Sunak Jun 14, 2023 ▶ 0:14 Rishi Sunak: The UK's New High Potential Visa; Rishi's £100M AI Task Force | E1025 · 20VC with Harry Stebbings
Assertion Supported
Atallah: OpenAI Luna returned OpenAI to OpenRouter's top 5 models
“Like, now Luna is being used more than GLM on Open Router. GLM used to be, like, one of the top, like, Three, four models by token volume, and now Luna is past it. This is the first time OpenAI has had a model on our platform in the top You know, three to five…”
Alex Atallah Aug 9, 2026 ▶ 22:49 OpenRouter CEO: Why Chinese Open Models Are Beating the US | Why Enterprises Fear OpenAI & Anthropic
Assertion Supported
O'Driscoll: 400 employees have left Apple to join OpenAI
“400 people from Apple have gone to move to OpenAI”
Rory O'Driscoll Jul 16, 2026 ▶ 4:00 Zuckerberg Back on X Challenging Codex & Claude Code | SK Hynix’s $26BN IPO · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Cerebras recently signed deals with OpenAI and AWS
“And in the last three months, they've signed a deal with OpenAI and a deal with Atropic. Sorry, no, a deal with OpenAI and a deal with AWS. Sorry, I should be precise, right?”
Rory O'Driscoll Apr 23, 2026 ▶ 1:34:55 Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? · 20VC with Harry Stebbings
Prediction Held up
Levie: Enterprise AI adoption will be multi-vendor rather than single-source
“Companies are going to adopt multiple of these systems. They don't want to be single vendor. They don't want to be, they don't want to have single vendor in this stack. One service goes down, or one changes its APIs, or one has a new commercial model. You're g…”
Aaron Levie Apr 20, 2026 ▶ 48:53 Aaron Levie: Everyone is Wrong; We'll Have More Developers in 5 Years · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: AI compute constraint will be a major bottleneck in 2026 and 2027
“But now it looks like compute constraint is a real thing in 26 and early 27. You have that asset. Maybe you figure out how to deploy that aggressively with Codex. So there's buttons you can press, there's things you can do if you focus and do them.”
Rory O'Driscoll Apr 9, 2026 ▶ 27:30 OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Ramp data shows Anthropic grabbed 73% of new AI spend
“Just to start with the facts, they actually said 73% of new spending. Right. And what it is, and the same graph shows OpenAI is still actually ahead of Anthropic in terms of total spend. But the marginal buyer in the last six weeks, eight, 10 weeks has massive…”
Rory O'Driscoll Mar 26, 2026 ▶ 1:44 Why You Need a $1B Fund To Do Series A | SpaceX at $2TRN & Data Centers in Space | Groq's $20BN Deal · 20VC with Harry Stebbings
Assertion Supported
Stebbings: Oracle and OpenAI cancel flagship data center expansion
“Oracle and OpenAI end plans to expand flagship data center”
Harry Stebbings Mar 12, 2026 ▶ 0:13 Anthropic vs The Pentagon: Who Wins? | The Data Center Arms Race | The Ultimate Stock Picks · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Less than 20% of Anthropic's Claude revenue comes from consumers
“Most of OpenAI's revenues comes from ChatGPT on the consumer side, and Claude, less than 20% of the revenue is consumer.”
Rory O'Driscoll Feb 19, 2026 ▶ 10:11 Thrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued? · 20VC with Harry Stebbings
Assertion Supported
Lemkin: OpenAI's comp is 3-4x higher than Anthropic's
“This is like three to four X the comp of Anthropic effectively.”
Jason Lemkin Jan 8, 2026 ▶ 38:27 Groq’s $20BN NVIDIA Deal | Why Sam Altman Doesn’t Care About Dilution & Invisible Unemployment 2026 · 20VC with Harry Stebbings
Assertion Supported
Rory O'Driscoll: OpenAI lost an entire team following its 2023 board crisis
“In the last two years since the ChatGPT, since the OpenAI board change, you have lost an entire team at OpenAI.”
Rory O'Driscoll Nov 27, 2025 ▶ 34:46 Anthropic Raises $30B from Microsoft & NVIDIA & NVIDIA’s Core Business Faces TPU Threat · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Microsoft was the only investor to give OpenAI $1B in 2019
“No one else was writing open AI, a billion dollar check in 2019. Microsoft did, and they got that return.”
Rory O'Driscoll Oct 30, 2025 ▶ 8:58 OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: OpenAI finalizes restructuring deals with Microsoft and state regulators
“The big news today is OpenAI cut their deal. They cut their deal with Microsoft, and they cut their deal with the attorneys general, the plural of attorney general of Delaware and California, which means they have been able to implement their restructuring, wh…”
Rory O'Driscoll Oct 30, 2025 ▶ 1:31 OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Microsoft Achieved a 10x Return on its $13B OpenAI Investment
“They put in thirteen million, thirteen billion dollars. They got a 10 X on their money as of today.”
Rory O'Driscoll Oct 30, 2025 ▶ 5:52 OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll: OpenAI Will Buy Compute From Oracle If Cheaper Than Microsoft
“Do I think the Oracle will book a fair amount of cloud compute from OpenAI? Absolutely. Maybe not three hundred billion, but if he's willing to provide it at a lower price than Microsoft, my guess is those fine people at OpenAI will take it.”
Rory O’Driscoll Sep 18, 2025 ▶ 52:22 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Prediction Held up
Staniszewski: OpenAI will definitely enter the AI voice market
“They definitely will, but I think they, you know, they lack the...”
Mati Staniszewski Sep 8, 2025 ▶ 0:48 ElevenLabs CEO/Co-Founder, Mati Staniszewski:The Untold Story of Europe’s Fastest Growing AI Startup · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll predicts OpenAI will release a web browser in 2025
“Yes, I think, of course, they will. No matter, almost, it's hard to imagine that the most ambitious company out there not doing something that, you know, perplexity is doing, other people are doing. Yeah, might got to be yes.”
Rory O'Driscoll Jul 24, 2025 ▶ 1:24:00 How Do All Providers Deal with Anthropic Dependency Risk & Figma IPO Breakdown: Where Does it Price? · 20VC with Harry Stebbings
Assertion Supported
Tenev: OpenAI Structure Relies on Profit Units Rather Than Traditional Shares
“OpenAI doesn't have shares. They're a nonprofit. So they have profit participation units and convertible interest securities that give shares upon a successful conversion to a for-profit.”
Vlad Tenev Jul 14, 2025 ▶ 16:17 Robinhood Founder & CEO, Vlad Tenev: Robinhood’s $85BN Resurgence & Tokenizing SpaceX & OpenAI · 20VC with Harry Stebbings
Assertion Supported
Lemkin: OpenAI projects burning $44B before 2029 profitability
“OpenAI also said they're going to burn at least another forty-four billion until they're profitable in twenty-twenty-nine.”
Jason Lemkin May 22, 2025 ▶ 1:13:27 Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: OpenAI Is Converting to a Public Benefit Corporation
“What's happening is they're not going to just convert the underlying company to a for, to a classic for profit. They're going to convert it. Oh, it's a public benefit corporation.”
Rory O'Driscoll May 15, 2025 ▶ 57:21 OpenAI, SBF & Perplexity: What VCs Know That You Don’t · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: OpenAI Set a $250M Minimum Investment Threshold in Recent Round
“OpenAI said in the last round, you either show up with two hundred and fifty million or don't show up at all.”
Rory O'Driscoll May 15, 2025 ▶ 54:28 OpenAI, SBF & Perplexity: What VCs Know That You Don’t · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll: Major AI labs will inevitably acquire an AI coding app
“If they don't do if they don't do Winsurf now, the line of other coding apps outside the OpenAI office is going to go around the frickin' block. And at some point, someone's gonna buy something.”
Rory O'Driscoll Apr 24, 2025 ▶ 7:50 How LP Deployment to Venture Will Change in 2025 & Are Endowment Funds in Trouble? · 20VC with Harry Stebbings
Assertion Supported
Socher: OpenAI generates vast majority of revenue from ChatGPT
“They make their revenue, the vast majority of their revenue from a consumer app called ChatGPT.”
Richard Socher Apr 18, 2025 ▶ 9:49 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
Assertion Supported
O'Driscoll: OpenAI is currently valued at $300 billion
“You can clearly compound from three hundred billion Which is where OpenAI is today to a trillion because five other companies did it, right?”
Rory O'Driscoll Apr 17, 2025 ▶ 38:08 a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings
Prediction Held up
Hiremath: Only a few companies will build foundational AI models
“There will only be a couple of companies that are able to build these foundation models that everyone builds off of. I think OpenAI is a great example of one of those companies. And I think, you know, that analogy roughly holds. I don't anticipate there being …”
Adarsh Hiremath Feb 20, 2025 ▶ 18:15 Adarsh Hiremath @ Mercor: The Fastest Growing Startup in Silicon Valley | E1261 · 20VC with Harry Stebbings
Assertion Supported
Luan: ChatGPT was just GPT-3 with instruction tuning released a year later
“ChatGPT was really just GPT-III with instruction. It was basically like more chat tuning, but GPT-III API came out, I think, over a year before ChatGPT did, but only developers could play with it.”
David Luan Jun 24, 2024 ▶ 6:28 David Luan: Why Nvidia Will Enter the Model Space & Models Will Enter the Chip Space | E1169 · 20VC with Harry Stebbings
Assertion Supported
Srinivas: OpenAI generates $2 billion in annual recurring revenue
“OpenAI is building a business for what it's worth. Like, I think they have, like, whatever, two billion in revenue annually, which is, like, higher than Snowflake or at least, like, as good as Snowflake. You know, so they're not as capital efficient as Snowfla…”
Aravind Srinivas Jun 5, 2024 ▶ 34:02 Aravind Srinivas:Will Foundation Models Commoditise & Diminishing Returns in Model Performance|E1161 · 20VC with Harry Stebbings
Assertion Supported
Lemkin: OpenAI scaled to over $2B in ARR in three years
“Open AI literally essentially in three years went to over two billion in ARR”
Jason Lemkin Jun 3, 2024 ▶ 8:35 Jason Lemkin: PluralSight S*** the Bed & The Next IPO Candidates | E1160 · 20VC with Harry Stebbings
Prediction Held up
Levie: OpenAI will become a universal assistant interface across audio, video, and text
“ChatGPT is going to be this universal sort of assistant interaction, you know, interface, and all the, you know, subsequent tools to manage that and interact with different AIs that kind of come together there. And then they're going to have an API business th…”
Aaron Levie May 22, 2024 ▶ 26:43 Aaron Levie: How the Business Model of SaaS Changes Forever & Startups vs Incumbents:Who Wins?|E1155 · 20VC with Harry Stebbings
Prediction Held up
Söderström: Spotify will not build general frontier AI models to compete
“So that's why, you know, there's no point in trying to compete with them for us because we don't even have the same goal. So we're trying to build exactly the things that we don't think they will build. And we would buy the things that they will build or someo…”
Gustav Söderström Dec 20, 2023 ▶ 27:17 Roundtable #7: Spotify, Adobe and Linkedin on How AI Changes The Future of Product & Design | E1097 · 20VC with Harry Stebbings
Assertion Supported
Traynor claims OpenAI is generating $1 billion in annual revenue
“And I think they're doing a billion in revenue or something like that is what I've heard.”
Des Traynor Nov 15, 2023 ▶ 39:18 Des Traynor: How to Survive and Thrive in a World of OpenAI | E1082 · 20VC with Harry Stebbings
Assertion Supported
LeCun: All of OpenAI and the AI world runs on PyTorch
“ChatGPT was developed on PyTorch. Okay. All OpenAI runs on PyTorch. The entire world, in fact, runs on PyTorch, except Google, because they have their own thing, right?”
Yann LeCun May 15, 2023 ▶ 25:39 Yann LeCun: Meta’s New AI Model LLaMA; Why Elon is Wrong about AI; Open-source AI Models | E1014 · 20VC with Harry Stebbings
Assertion Supported
Hankes: OpenAI Delayed GPT-4 Release by Five Months for Safety Testing
“On GPT four, we saw the demo in the fall. They didn't just release the product then they took, I think four or five months To test and learn about safety in the edges of the model and then ultimately released it to the world.”
Vince Hankes May 3, 2023 ▶ 34:26 Vince Hankes: Why We Put $300M into OpenAI; Sam Altman's Pitch; Lessons from Josh Kushner | E1009 · 20VC with Harry Stebbings
Assertion Supported
Katz: Anthropic, OpenAI, and Weights & Biases all use ClickHouse
“It's the world's most popular open source database, and it satisfies a very broad Array of use cases, and it's used by nearly every AI native company, Anthropic, OpenAI, Weights and Biases.”
Aaron Katz Aug 31, 2026 ▶ 1:30 ClickHouse CEO: AI Margins Need to Improve | Revenue Concentration Should be a Concern
Assertion Supported
Stebbings: Dali Rajic Replaces Denise Dresser as OpenAI CRO
“The churn for those that don't know most recently was Denise Dresser, who was the CRO. Who left, and Dali Rajic has replaced her.”
Harry Stebbings Aug 20, 2026 ▶ 46:45 Stripe's $8B OpenRouter Bet | Anthropic's First Profit & The Math Behind Reaching $600B in Revenue?
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