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why aren't all 443 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 42 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

Insight
Park: Simile Optimizes for Human Biases Over Super-Rationality
“So the way we see it is if you look at large length model companies today, fundamentally the task they have at hand is to create super rational, intelligent machines that are good at coding, that are good at natural sciences and mathematics. Similarly doesn't …”
Joon Sung Park Jul 31, 2026 ▶ 7:09 The AI Company Simulating the Entire Economy | Simile Co-founder & CEO, Joon Sung Park
Disclosure
Menlo Ventures' Anthropic position is worth over $10 billion
“No, our position is, is north of that, but that's not that you can do the math on what carry usually is.”
Matt Murphy Jul 27, 2026 ▶ 55:02 Will Open-Source Threaten Anthropic's Business & Do Margins Matter in a World of AI | Matt Murphy
Assertion Not checkable as stated
Using Anthropic drives higher retention and revenue than open-source models
“What's happening is companies see this, like, yes, I can get lower cost, but if I use Anthropic, it actually increases my customer retention. I generate more revenue. I get users to Engage with the platform more. And that is what the data is suggesting now wit…”
Matt Murphy Jul 27, 2026 ▶ 25:06 Will Open-Source Threaten Anthropic's Business & Do Margins Matter in a World of AI | Matt Murphy
Opinion
O'Driscoll: OpenAI and Anthropic 2026-2027 Growth Is Key Metric for AI Market
“Going back to this first sentence, the only thing that matters is the open AI and anthropic growth rate in 26 and 27.”
Rory O'Driscoll Jul 23, 2026 ▶ 1:26:53 Should the US Ban Chinese Open-Source Models | OpenRouter's Chance To Sell | Stripe Buying PayPal
Assertion Not checkable as stated
O'Driscoll: OpenAI and Anthropic training data spend exceeds non-Cursor AI app revenues
“There's probably more money being spent on training data for the foundation models, you know, the Mercosurge and that, than pretty much any app company outside of Cursor. In fact, probably the sum of all the apps companies outside of Cursor, right, you know, a…”
Rory O'Driscoll Jul 23, 2026 ▶ 38:16 Should the US Ban Chinese Open-Source Models | OpenRouter's Chance To Sell | Stripe Buying PayPal
Disclosure
Curative's Anthropic API Spend Grew 6x Monthly Into Millions
“Our anthropic cost over the last six or seven months has six X'd every month from, you know, a base of, you know, a couple of tens of thousands of dollars now up to millions of dollars a month.”
Fred Turner Jul 18, 2026 ▶ 51:17 We Built Our Own Salesforce in Months. Here's Why We're Cancelling the $600K Contract | Curative CEO
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
Opinion
Jain: Anthropic's vertical AI feature packs are shallow
“They are launching these sort of vertical packs, but I think they're quite quite shallow in my opinion.”
Arvind Jain Jul 11, 2026 ▶ 8:48 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: OpenAI reached $12B and Anthropic $4B in GAAP revenue
“The rate at which, you know, OpenAI and Tropic got to four and twelve billion, respectively, other way around, sorry, 12 and four billion, respectively, in GAAP revenue, never before seen, right?”
Rory O'Driscoll Jul 9, 2026 ▶ 1:14:18 Enterprises Fear Frontier Models | Sam Altman Offers Trump 5% of OpenAI | DeepSeek Builds Own Chips · 20VC with Harry Stebbings
Assertion Contradicted
O'Driscoll: AI developers now require Washington permission before shipping software
“Six months ago, you could ship software like a free man, and now you have to get permission from Washington before you do it. It's a big change, right?”
Rory O'Driscoll Jul 9, 2026 ▶ 2:07 Enterprises Fear Frontier Models | Sam Altman Offers Trump 5% of OpenAI | DeepSeek Builds Own Chips · 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
Assertion Supported
O'Driscoll: Anthropic Letter Tells Senate Chinese AI Firms Distill Their Models
“Antropic the company said actually in a letter to the Senate Banking Committee recently that basically the Chinese open source companies are bootstrapping their development of their state-of-the-art models by effectively breaching the terms of service of Antro…”
Rory O'Driscoll Jul 2, 2026 ▶ 18:25 Coinbase Cuts AI Spend by 50% | Kalshi's $40B Valuation & Impending IPO | The Year for SaaS Roll-Ups · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Anthropic Settled Book Copyright Lawsuit Over IP Scraping
“All the foundation models, including Anthropic, were trained on other people's IP. To the point where Antropic recently settled litigation with a whole bunch of copyright holders on books because they had, quote, unquote, unfairly, to use Dario's word, applied…”
Rory O'Driscoll Jul 2, 2026 ▶ 17:43 Coinbase Cuts AI Spend by 50% | Kalshi's $40B Valuation & Impending IPO | The Year for SaaS Roll-Ups · 20VC with Harry Stebbings
Prediction Not checkable as stated
OpenAI and Anthropic IPO Performance Hinges on SpaceX
“I think if SpaceX performs well, the OpenAI Anthropic IPOs will also go very well. I think if SpaceX performs poorly, then those are going to have a hard time.”
Paul Erlang Jun 27, 2026 ▶ 53:04 How We Got Fred Wilson, Benchmark and Index to Invest $94M | Why Robinhood's Strategy is Wrong · 20VC with Harry Stebbings
Opinion
O'Driscoll: OpenAI and Anthropic found the top consumer tech market in 20 years
“OpenAI and Anthropic have discovered the single best tech market in the, in terms of consumer demand in the last 20 years, and they should put all their effort into meeting that demand, right?”
Rory O'Driscoll Jun 25, 2026 ▶ 1:20:47 DeepSeek Raises at $50B | The Rise of Open Source vs OpenAI & Anthropic | OpenAI Builds Own Chip · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Anthropic delayed shipping its latest model due to US government concerns
“We're seeing Anthropic unable to ship the most recent model until they satisfy the concerns of the US government.”
Rory O'Driscoll Jun 25, 2026 ▶ 25:20 DeepSeek Raises at $50B | The Rise of Open Source vs OpenAI & Anthropic | OpenAI Builds Own Chip · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
O'Driscoll: Anthropic still has over 50% chance of IPOing this year
“I mean, statistically, more than 50%, yes, because in a world where this doesn't get solved for four or five months, there's so many other problems that our heads are gonna hurt, right? So you have to say, if a problem, in a world where it does get solved, the…”
Rory O'Driscoll Jun 18, 2026 ▶ 38:10 Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN · 20VC with Harry Stebbings
Opinion
SpaceX is a unique N-of-1 company compared to OpenAI and Anthropic
“SpaceX. Why? It's an N of one company. Like, Anthropic and OpenAI can claim they do whatever each other does. But SpaceX is the only company building space infrastructure for connectivity.”
Aravind Srinivas Jun 15, 2026 ▶ 1:25:50 Perplexity CEO: Micron Will Be More Valuable Than Meta & How Export Controls Helped Not Hurt China · 20VC with Harry Stebbings
Insight
GPU cloud providers depend heavily on competitive open-source AI models
“If open source models stopped to actually be good, where the gap between them, the frontier is like more than 12 months or like 15 months, 18 months, then I don't think these companies really have a business model because they're not going to be able to host. …”
Aravind Srinivas Jun 15, 2026 ▶ 44:25 Perplexity CEO: Micron Will Be More Valuable Than Meta & How Export Controls Helped Not Hurt China · 20VC with Harry Stebbings
Assertion Supported
Perplexity differentiates by orchestrating across competing AI models
“And the way we differentiate ourselves at perplexity Is we don't just orchestrate across tools and files and connectors. We also orchestrate across models. That is the differentiation that Anthropic and OpenAI cannot claim”
Aravind Srinivas Jun 15, 2026 ▶ 14:07 Perplexity CEO: Micron Will Be More Valuable Than Meta & How Export Controls Helped Not Hurt China · 20VC with Harry Stebbings
Prediction Not checkable as stated
O'Driscoll: Anthropic Sales Force Will Resemble Oracle's Within 5 Years
“The entropic sale force in five years will look like the Oracle sales force, the Microsoft sale force, and the IBM sale force, 50 years ago”
Rory O'Driscoll Jun 11, 2026 ▶ 46:19 SpaceX Launches Largest Ever IPO | OpenAI Files to Go Public | Uber Cuts 23% of HR · 20VC with Harry Stebbings
Prediction Not checkable as stated
Majority of AI Inference Will Run on Open-Source or Distilled Models
“I think that majority of inference in five years is going to be using a open source or custom fine-tuned or distilled model, not using a frontier model.”
Brendan Foody Jun 1, 2026 ▶ 50:21 Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings
Prediction Not checkable as stated
Lemkin: $2M Revenue Per Employee Is New Normal For Scaling Startups
“I think two million per employee is going to become the new normal as you scale. And that will mean that your high performers can make two to three times what they used to make, just like an anthropic because you just don't need as many people and you're going…”
Jason Lemkin May 28, 2026 ▶ 31:53 OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds · 20VC with Harry Stebbings
Assertion Not checkable as stated
O'Driscoll: Anthropic Requires $4 to $5 CapEx Per Dollar of Revenue
“In the case of Entropic, even though you are not bearing those capital needs today because you are lucky enough to have hyperscalers foolish enough to build on your behalf, for every dollar of revenue that you add, someone has to invest four or 5,000,000,004 o…”
Rory O'Driscoll May 28, 2026 ▶ 41:14 OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds · 20VC with Harry Stebbings
Assertion Supported
Peets: Anthropic sales organization operates on group quotas rather than individual metrics
“They have a group quota.”
Chad Peets May 23, 2026 ▶ 25:48 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
Insight
O'Driscoll: $1T AI revenue requires taking 20% of engineering payroll
“My rough math says it's something roughly like five or seven percent Of every knowledge worker salary and 20% of every engineering salary.”
Rory O'Driscoll May 21, 2026 ▶ 12:41 Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 · 20VC with Harry Stebbings
Prediction Not checkable as stated
O'Driscoll: OpenAI and Anthropic growth will stall unless enterprise software scales
“If Sierra doesn't grow, let me put it bluntly, if Sierra doesn't grow, then at some point, OpenAI and Entropic will stop growing because their customers today are primarily software companies for coding, right? And selling through software companies to corpora…”
Rory O'Driscoll May 21, 2026 ▶ 43:14 Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 · 20VC with Harry Stebbings
Opinion
Lemkin: Anthropic Intentionally Discounted Valuation to Close Funding in Days
“I actually think these rounds, ironically, the last two intentionally traded at a discount in order to not rip people off and get it done low drama in days.”
Jason Lemkin May 21, 2026 ▶ 7:21 Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 · 20VC with Harry Stebbings
Assertion Not checkable as stated
O'Driscoll: OpenAI has surplus compute tokens while Anthropic does not
“And therefore my conclusion is OpenAI has surplus tokens and Anthropic does not.”
Rory O'Driscoll May 21, 2026 ▶ 1:09:45 Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 · 20VC with Harry Stebbings
Opinion
O'Driscoll: Anthropic Is the Best Value Deal in Venture Capital
“If ARR multiples are the proxy for value, then this is the best value in the venture universe”
Rory O'Driscoll May 21, 2026 ▶ 4:30 Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 · 20VC with Harry Stebbings
Opinion
Browder: Tech wealth gap between AI and laid-off workers is unsustainable
“For every anthropic employee who's making 20 to a hundred million, there's 7000 block employees being laid off. It's not sustainable. You can't have 50,000 people with all the money.”
Josh Browder May 18, 2026 ▶ 0:49 Turning Peter Thiel's $100K into $10M Angel Portfolio & Why VCs Can Be Sharks | Josh Browder · 20VC with Harry Stebbings
Prediction Open · timeframe May 2031
Lemkin: Anthropic will not build end-user apps in legal or CX
“I don't think there's any chance that Anthropic is going to do applications in CX and actually, and I could be wrong. I will bet you a lot of money. They're not going to go all the way in legal at the app app.”
Jason Lemkin May 14, 2026 ▶ 30:02 Anthropic Buys Compute From Elon & Commits $200BN to Google | Cerebras IPO | Ramp Raises at $40BN · 20VC with Harry Stebbings
Assertion Contradicted
Lemkin: Anthropic has secured more compute capacity than OpenAI
“And now Anthropik, I hate the five D eight D chess metaphor, but now it's gonna, it's figured out a way to have more capacity than open AI.”
Jason Lemkin May 14, 2026 ▶ 10:44 Anthropic Buys Compute From Elon & Commits $200BN to Google | Cerebras IPO | Ramp Raises at $40BN · 20VC with Harry Stebbings
Assertion Partly supported
Lemkin: Anthropic publicly warned Menlo Ventures against SPVs last year
“Anthropic last year warned Menlo, one of its best investors and others, enough with the SPVs, they said publicly, enough with the damn SPVs.”
Jason Lemkin May 14, 2026 ▶ 5:48 Anthropic Buys Compute From Elon & Commits $200BN to Google | Cerebras IPO | Ramp Raises at $40BN · 20VC with Harry Stebbings
Opinion
O'Driscoll: Anthropic should accept a $50B private round instead of an IPO
“We live in a world where they can just send out a frickin' email, and people respond in 48 hours, and it's no drama, and they take the terms they get. So yes, they should grab the fifty billion.”
Rory O'Driscoll May 7, 2026 ▶ 1:04:31 Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down · 20VC with Harry Stebbings
Opinion
O'Driscoll: OpenAI and Anthropic capture almost all commercial LLM revenue
“And when you look at what's actually going on, the big two guys are getting all the money. Gemini, for some reason, doesn't appear to be able to do a great job of developing code or love and just getting that kind of traction because coding is where it's all h…”
Rory O'Driscoll May 7, 2026 ▶ 20:13 Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down · 20VC with Harry Stebbings
Assertion Not checkable as stated
O'Driscoll: OpenAI lost market share to Anthropic in late 2024
“And there's no doubt in the back half of last year, OpenAI failed at the first part of that job. They didn't build great models. And as a result, their traction relative to entropics declined markedly. Their market share declined markedly, right?”
Rory O'Driscoll Apr 30, 2026 ▶ 2:12 Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors · 20VC with Harry Stebbings
Opinion
Adam Foroughi: Building a Startup Merely as an LLM Interface Is Extremely Risky
“I would be very, very nervous if I was building a business as an interface on top of those companies.”
Adam Foroughi Apr 27, 2026 ▶ 33:55 AppLovin CEO: Why Founders Shouldn't Angel Invest & Why the Best Don't Need Mentorship · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
O'Driscoll: Anthropic will target a public market debut in Q4
“So my assumption is these guys are going to go public, as we said, October Q-IV time period if they can.”
Rory O'Driscoll Apr 23, 2026 ▶ 47:13 Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? · 20VC with Harry Stebbings
Assertion Supported
Stebbings: Anthropic SPVs are charging up to 8% in upfront fees
“Some of the package pricing on these SPVs for Anthropic has just been the most egregious face ripping I've ever seen. I mean it's like, it's just, oh, I mean like eight percent up front.”
Harry Stebbings Apr 23, 2026 ▶ 1:09:32 Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? · 20VC with Harry Stebbings
Prediction Open · timeframe Apr 2031
Lemkin: Anthropic will never build direct Figma or Adobe competitors
“But I do not believe Anthropic will ever build a direct Figma or Illustrator or Adobe competitor. They don't have to maim them.”
Jason Lemkin Apr 23, 2026 ▶ 55:24 Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? · 20VC with Harry Stebbings
Prediction Held up
Levie: Enterprises cannot shift AI liability to providers like Anthropic
“I promise you, you're not going to be able to blame Anthropic when something goes wrong. And so if you can't blame Anthropic when something goes wrong, then at some point it doesn't really work to tell the company, like to tell your customer, well, That, that …”
Aaron Levie Apr 20, 2026 ▶ 32:51 Aaron Levie: Everyone is Wrong; We'll Have More Developers in 5 Years · 20VC with Harry Stebbings
Opinion
O'Driscoll: AI race is two-way fight between Anthropic and OpenAI
“I think it's a two-way fight. Antropic has the advantage of clarity and focus. OpenAI has the advantage of the consumer business.”
Rory O'Driscoll Apr 16, 2026 ▶ 0:36 SpaceX's Financials Leaked: Is it Worth $2TN | Meta Debuts Muse Spark: Are They Back in the AI Race? · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll: AI labs will throttle subscriptions and hike prices for compute
“You're going to see some compute rationally, people are going to start allocating tokens to the highest, effectively the highest bidder. You're going to see a lot of throttling, like, you're going to see these plans, like, that's why they shot Sora. You're goi…”
Rory O'Driscoll Apr 16, 2026 ▶ 54:11 SpaceX's Financials Leaked: Is it Worth $2TN | Meta Debuts Muse Spark: Are They Back in the AI Race? · 20VC with Harry Stebbings
Prediction Not checkable as stated
Midha: Compute shortages will prevent top AI labs from hitting revenue targets
“I think if there's any reason why OpenAI, Anthropic, Gemini, and so on don't hit their revenue targets over the next few years, it's because they won't have access to enough compute.”
Anjney Midha Apr 14, 2026 ▶ 48:23 The Early Days of Anthropic & How 21 of 22 VCs Rejected It | The Four Bottlenecks in AI | Anj Midha · 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
Opinion
Reyna: OpenAI, Anthropic, and Cursor are enterprise AI's only blue-chip brands
“I think, like, the two companies that today have been able to make it is, or three companies, if you want, OpenAI, Anthropic, full respect for them, Cursor. The three of them, I think, for me, are, like, Cursor has killed enterprise unbelievably well. Yeah, th…”
Carles Reina Apr 11, 2026 ▶ 38:46 ElevenLabs: Building an AI Sales Machine & Why We Set a 20x Sales Quota · 20VC with Harry Stebbings
Opinion
O'Driscoll: OpenAI at $380B valuation is a better buy than Anthropic at $850B
“I would argue that you would buy OpenAI on one proviso. You could sit down with the board and say, what are you going to do about this? Because it doesn't take a lot to fix this thing, right? To just stop screwing around and focus, right? And, you know.”
Rory O'Driscoll Apr 9, 2026 ▶ 26:38 OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber · 20VC with Harry Stebbings
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