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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

Prediction Not checkable as stated
Anthropic will die within 12 months if complacent on Claude Code
“If Anthropic thinks cloud code is already a win, In six or 12 months from now, they won't even be around.”
Aravind Srinivas Jun 15, 2026 ▶ 6:42 Perplexity CEO: Micron Will Be More Valuable Than Meta & How Export Controls Helped Not Hurt China · 20VC with Harry Stebbings
Opinion
Osika: Invest in xAI's Grok and short OpenAI
“I'd invest in GroK, and I would probably short Anthropic. No, I would short OpenAI.”
Anton Osika Aug 18, 2025 ▶ 0:04 Lovable CEO, Anton Osika: The State of Foundation Models, Grok vs OpenAI, and Replit vs Bolt · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2029
Corporate Anthropic Spend Will Reach 2x To 5x Engineer Salaries
“Between maybe two and five X would be the two and five X salary.”
Fred Turner Jul 18, 2026 ▶ 1:25:18 We Built Our Own Salesforce in Months. Here's Why We're Cancelling the $600K Contract | Curative CEO
Prediction Not checkable as stated
Fred Turner: Anthropic Could Reach A $10 Trillion Valuation
“I think it could be 10 trillion.”
Fred Turner Jul 18, 2026 ▶ 1:00:21 We Built Our Own Salesforce in Months. Here's Why We're Cancelling the $600K Contract | Curative CEO
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
Opinion
Chad Peets says Anthropic is inflating the executive compensation bubble
“Anthropic is, is inflating that bubble. Not that they're doing anything wrong. They just have so much money they can spend. And so they are setting benchmarks that the rest of the market is trying to keep up with.”
Chad Peets May 23, 2026 ▶ 47:17 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 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 Aug 2028
Deeter: Anthropic will be valued over $1 trillion within three years
“I mean, we put our money where our mouth is. We've been a buyer. So over, and that's again, like we a year ago when we were buyers, we still wouldn't have didn't conceive of that.”
Byron Deeter Aug 25, 2025 ▶ 1:22:03 BVP Partner, Byron Deeter: The Future of Venture - Why Chanel vs Walmart is BS · 20VC with Harry Stebbings
Assertion Not checkable as stated
Krieger: DeepSeek release had almost no impact on Anthropic's go-to-market
“I got this question a bunch with deep seek when deep seek came out, like, all right, what does deep seek mean for you? And I think there's things that we learned from on the tech side, just looking at what they were doing, but from a go to market and place in …”
Mike Krieger Mar 3, 2025 ▶ 9:10 Mike Krieger, Instagram CoFounder & Anthropic CPO: Where Will Value Be Created in an AI World?|E1265 · 20VC with Harry Stebbings
Opinion
Benioff Passes on OpenAI, Anthropic, and xAI Over Product Commoditization
“I don't know if I'd really want to invest in any of them right now because I think in those cases we're seeing all of them to being about the same kind of product. A lot of them are really becoming the same Technology.”
Marc Benioff Dec 9, 2024 ▶ 17:33 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Insight
Hulme: AGI hype correlates directly with founders' capital fundraising needs
“I think there is a Correlation between how aggressively people predict AGI is coming and how much capital they need to raise. So you've got Emodi from Anthropic, you've got Altman, OpenAI, Musk, XAI, all of these guys are saying that it's just around the corne…”
Tom Hulme May 8, 2024 ▶ 1:11:38 Tom Hulme: Lessons from a 24x Angel Track Record, 275x on Robinhood & Making Billions on Uber |E1150 · 20VC with Harry Stebbings
Opinion
Reyes: OpenAI and Anthropic are currently in the Netscape and Yahoo era
“We are probably in like the Yahoo era where we don't actually have, or at least widely recognize The Googles of the world, or like the sort of the thing that comes after. And so today, when I look at OpenAI and Anthropic, there are, I think, more analogies to …”
Eno Reyes Aug 29, 2026 ▶ 55:48 Should American Enterprises Work With Open-Source Chinese Models? | Only 10% of Neo-labs survive
Opinion
O'Driscoll: Anthropic's $30 Trillion TAM Target Is 'Delusional'
“I just say on Tropic and the Wall Street Journal, they believe their TAM is 30 trillion. And I, and then I say to myself, oh, I remember everyone when they're doing really well gets slightly delusional. Your time is, you know, the entire US GDP.”
Rory O'Driscoll Aug 27, 2026 ▶ 41:18 Anthropic's $30T Assumption & OpenAI Confirms IPO | Why Customer Service & Robotics are Overinflated
Prediction Not checkable as stated
O'Driscoll: OpenAI will IPO later and lower than Anthropic
“The rank, the most, the big picture fact is the ranking has changed, and you're now number two. So you will go out later then and a lower price than the other guys, unless you change the trajectory massively.”
Rory O'Driscoll Aug 27, 2026 ▶ 29:46 Anthropic's $30T Assumption & OpenAI Confirms IPO | Why Customer Service & Robotics are Overinflated
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 Not checkable as stated
Stebbings: Sam Altman and Dario Amodei will successfully lobby for AI restrictions
“I just think Sam Altman is someone who I would never, ever bet against, and I think he's the best politician in the world, and I think when he says something, he says it with intent, and when he says we should give five percent away to the administration, he's…”
Harry Stebbings Aug 2, 2026 ▶ 19:23 Arena CEO: There Will be a $100BN US Open-Source Model & Data is a Trillion Dollar Market
Prediction Not checkable as stated
Angelopoulos: Open-source AI pressure could cause insolvency for leading frontier labs
“And I think that the reason to be worried is because if the open source ecosystem somehow makes the cost saving opportunity for businesses much more salient and therefore decreases the revenue of companies like OpenAI and Anthropic within the enterprise, that …”
Anastasios Angelopoulos Aug 2, 2026 ▶ 1:03:26 Arena CEO: There Will be a $100BN US Open-Source Model & Data is a Trillion Dollar Market
Opinion
O'Driscoll: Anthropic is pushing policies to de facto ban open-weight models
“While they're not saying they want to ban these things, they're advocating a series of steps that would add up to de facto banning or at least slowing them down.”
Rory O'Driscoll Jul 29, 2026 ▶ 4:51 Jensen's Open-Weights Letter | Google Cloud Grows 82% But The Market Tanks
Assertion Supported
O'Driscoll: OpenAI is lobbying in Washington for AI regulation alongside Anthropic
“They're signing this publicly while at the same time lobbying in Washington right alongside Anthropic for a regulatory process.”
Rory O'Driscoll Jul 29, 2026 ▶ 5:47 Jensen's Open-Weights Letter | Google Cloud Grows 82% But The Market Tanks
Prediction Not checkable as stated
Open-source models will not displace top foundation models like Anthropic
“I think the foundation models, let's say specifically Anthropic, have such special models. This can be hard for somebody to just kind of say, I've used open source with my data. It's going to be functional and positive for some amount of what you're doing, but…”
Matt Murphy Jul 27, 2026 ▶ 0:00 Will Open-Source Threaten Anthropic's Business & Do Margins Matter in a World of AI | Matt Murphy
Insight
O'Driscoll: Major Startup Breakthroughs Rely on Boundary Pushing Legalized Upon Success
“So many breakthroughs rely on a little bit of pushing the boundaries. I mean, Uber did with taxi regulation. Airbnb did with regulation. You're right. Polymarket did in terms of how they're regulated. So I'm actually going to get off my high horse and say you …”
Rory O'Driscoll Jul 16, 2026 ▶ 59:52 Zuckerberg Back on X Challenging Codex & Claude Code | SK Hynix’s $26BN IPO · 20VC with Harry Stebbings
Assertion Supported
Lemkin: OpenAI and Anthropic Lied About Books and YouTube Training Data
“Open AI, an anthropic, Kind of lied about the books, and they definitely lied about training on YouTube”
Jason Lemkin Jul 9, 2026 ▶ 31:42 Enterprises Fear Frontier Models | Sam Altman Offers Trump 5% of OpenAI | DeepSeek Builds Own Chips · 20VC with Harry Stebbings
Assertion Supported
Lemkin: OpenAI and Anthropic yield 40-70% gross margins on enterprise inference
“They have an enterprise base, which is, it has, you know, between 40 and 70% in, you know, gross margin just on inference.”
Jason Lemkin Jun 25, 2026 ▶ 36:08 DeepSeek Raises at $50B | The Rise of Open Source vs OpenAI & Anthropic | OpenAI Builds Own Chip · 20VC with Harry Stebbings
Opinion
Petersen: Anthropic is a better investment than OpenAI at equal valuation
“I think I'm going Anthropic. No offense, because Sam's a friend of mine, but. Yeah, the enterprise business seems great. And the team, I think there's a lot of value of like this cohesive team that's been together forever, and OpenAI's had ups and downs, and p…”
Ryan Petersen Jun 20, 2026 ▶ 26:36 Flexport CEO: Two Questions Every Founder Needs to Ask · 20VC with Harry Stebbings
Assertion Supported
Randle: Frontier AI models can now autonomously execute cyber attacks
“Zooming out, I think the most important thing in all this Is that we step back from Anthropic and realize that the models are to place now, whether they're from Anthropic or elsewhere, where they can autonomously find and chain multiple vulnerabilities togethe…”
Everett Randle Jun 18, 2026 ▶ 37:06 Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN · 20VC with Harry Stebbings
Opinion
Dario Amodei's doom messaging on AI job loss does a disservice
“Yeah. I think so. I mean, I think, you know, they have contradictory messages in their own, like different social engagements so far, where the most reason when I heard was there is no evidence that AI is taking over jobs.”
Aravind Srinivas Jun 15, 2026 ▶ 58:29 Perplexity CEO: Micron Will Be More Valuable Than Meta & How Export Controls Helped Not Hurt China · 20VC with Harry Stebbings
Assertion Supported
Anthropic lobbied heavily for US AI export controls
“And definitely like companies like Anthropic lobbied very hard for it.”
Aravind Srinivas Jun 15, 2026 ▶ 54:25 Perplexity CEO: Micron Will Be More Valuable Than Meta & How Export Controls Helped Not Hurt China · 20VC with Harry Stebbings
Opinion
Grinberg: AI labor displacement warnings are disingenuous hype designed for mega-fundraising
“I think that has been not only like disingenuine and wrong, but it's like really hurt the psychology of a lot of people, developers, like just people in the world. Does AI a disservice? Does the world a disservice? Because this is again, talking about the use …”
Matan Grinberg Jun 13, 2026 ▶ 1:21:31 OpenAI vs Anthropic vs Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning · 20VC with Harry Stebbings
Assertion Partly supported
O'Driscoll: Musk earns $2B monthly selling compute to Anthropic and Google
“He found two of his biggest competitors who want to buy from him. You know, he's getting two billion a month, 1.25 from an topic and nine 50 from, no, the other way around, nine 50 from a topic, 1.25 from Google, the other way around, two billion a month. Two …”
Rory O’Driscoll Jun 11, 2026 ▶ 52:22 SpaceX Launches Largest Ever IPO | OpenAI Files to Go Public | Uber Cuts 23% of HR · 20VC with Harry Stebbings
Assertion Open · timeframe Jun 2036
Stebbings: Menlo to make $10B carry on Anthropic, Founders Fund more on SpaceX
“Menlo will make ten billion dollars in carry Spot will too, plus Founders Fund will make more than that from SpaceX.”
Harry Stebbings Jun 4, 2026 ▶ 1:25:09 Anthropic Files to Go Public | Cognition Raises $1BN at $26BN Valuation | The 996 Work Ethic · 20VC with Harry Stebbings
Opinion
Foody: Europe should concede foundation AI model race to US tech giants
“I would accept that, yeah. I think that maybe it's worth having some post training capabilities because there is going to be value to distillation and some of the work that happens after foundation models are built, and there's definitely going to be some valu…”
Brendan Foody Jun 1, 2026 ▶ 1:01:35 Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: xAI Rented Colossus Cluster to Anthropic for $1.25B Monthly
“They've rented that to Entropic for 1.25 billion a month, right, with a, I think, a ninety-day cancellation clause on either side.”
Rory O'Driscoll May 28, 2026 ▶ 50:13 OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds · 20VC with Harry Stebbings
Opinion
Degnan: Salespeople at mega-funded AI startups are passive passengers lacking skill development
“These companies all, pretty much everyone's a passenger, because there is no accountability. You're not learning anything from a sales, you know, perspective. Eventually that will come to bite you in the, in your butt, in your career.”
Chris Degnan May 23, 2026 ▶ 28:23 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
Assertion Supported
Peets: Anthropic offered sales reps $1.2M compensation packages
“Like if Anthropic, for example, when they were at their three 80 valuation, they were offering reps, call it a 1,000,002.”
Chad Peets May 23, 2026 ▶ 49:25 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
Opinion
Peets: Sales reps will not learn great sales skills at Anthropic
“If you're talking about learning how to be a great salesperson, I don't think you're going to get that, Ananthropic.”
Chad Peets May 23, 2026 ▶ 49:00 Why Anthropic Are Causing a Comp Crisis & Why You’d Never Hire From Salesforce or ServiceNow · 20VC with Harry Stebbings
Prediction Open · timeframe May 2031
Josh Browder: Anthropic will reach $1 trillion in revenue
“I think Anthropic will get to a trillion in revenue.”
Josh Browder May 18, 2026 ▶ 1:29:57 Turning Peter Thiel's $100K into $10M Angel Portfolio & Why VCs Can Be Sharks | Josh Browder · 20VC with Harry Stebbings
Opinion
Lemkin: Anthropic's Claude holds no competitive advantage for most workflows
“As workflows expand to do everything, as agents do more, they will pick the LLM, and I see no competitive advantage to Claude for most workflows.”
Jason Lemkin Apr 30, 2026 ▶ 4:21 Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors · 20VC with Harry Stebbings
Opinion
O'Driscoll: OpenAI has compute but flawed models; Anthropic lacks compute
“OpenAI got one job right, they have enough compute, and they got the model wrong, so that's why they're in trouble. And Entropic did it the exact opposite way, right? They got the model perfect. In fact, they may have over-succeeded, and as a result of that, t…”
Rory O’Driscoll Apr 30, 2026 ▶ 19:49 Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors · 20VC with Harry Stebbings
Assertion Supported
Stebbings: Anthropic secondary market pricing has reached $1 trillion
“Every dollar wants its home in Anthropic right now, and it's caused secondary market prices to surge to a trillion dollars for Anthropic.”
Harry Stebbings Apr 23, 2026 ▶ 42:49 Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? · 20VC with Harry Stebbings
Opinion
Lemkin: Dario Amodei is the second-greatest founder behind Elon Musk
“What I mean is listen, he may well be the second greatest founder of all time behind Elon. Look what he's done in five years, right? Five years to thirty billion, the grit, the greatest grudge startup of all time.”
Jason Lemkin Apr 16, 2026 ▶ 7:51 SpaceX's Financials Leaked: Is it Worth $2TN | Meta Debuts Muse Spark: Are They Back in the AI Race? · 20VC with Harry Stebbings
Assertion Partly supported
Midha: Anthropic is the fastest-growing business of all time
“Tell them to give me a call when they'd like to be investors in the world's fastest growing business of all time, and then they can lecture me about public benefit governance and market share adoptions.”
Anjney Midha Apr 14, 2026 ▶ 21:17 The Early Days of Anthropic & How 21 of 22 VCs Rejected It | The Four Bottlenecks in AI | Anj Midha · 20VC with Harry Stebbings
Disclosure
Midha: 21 of 22 Sand Hill Road VCs Rejected Anthropic
“So I introduced them to 22, you know, friends up and down Sandhill road. And so there's some investors there and we got 21 no's, right?”
Anjney Midha Apr 14, 2026 ▶ 17:07 The Early Days of Anthropic & How 21 of 22 VCs Rejected It | The Four Bottlenecks in AI | Anj Midha · 20VC with Harry Stebbings
Opinion
Reyna: I would choose to acquire Anthropic over OpenAI
“Anthropic. And I've put it online, like, multiple times.”
Carles Reina Apr 11, 2026 ▶ 1:23:38 ElevenLabs: Building an AI Sales Machine & Why We Set a 20x Sales Quota · 20VC with Harry Stebbings
Opinion
O'Driscoll: xAI is at best fourth in LLMs while burning $12B yearly
“We just had a long conversation on Entropic versus OpenAI, And they're kind of number one and two in this space, and Gemini, Google is almost certainly number three, so x.ai is number four in the kind of model LLM space at best, burning twelve billion dollars …”
Rory O'Driscoll Apr 9, 2026 ▶ 37:40 OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber · 20VC with Harry Stebbings
Prediction Open · timeframe Mar 2031
Lemkin: VCs backing late-stage AI startups below Anthropic face zero exits
“So many folks sub-anthropic are going to get their arses burned because they'll end up in the dead zone. They'll have great companies without great IPOs and zero M and A opportunities.”
Jason Lemkin Mar 26, 2026 ▶ 1:08:49 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
Prediction Held up
Lemkin: US government will block Anthropic indefinitely regardless of court rulings
“The government's going to say you're either going to agree to this or we're going to freeze you out of the US economy. And it doesn't matter what a court says. Because they'll come up with another justification. There'll be another one. There'll be a different…”
Jason Lemkin Mar 12, 2026 ▶ 5:55 Anthropic vs The Pentagon: Who Wins? | The Data Center Arms Race | The Ultimate Stock Picks · 20VC with Harry Stebbings
Opinion
Mitchell Green: $2B valuations for AI spinout ideas are complete lunacy
“People that spin out of Like, Anthropic or OpenAI and raise money at, like, two billion dollars for a freaking idea. Like, there's nothing more than an idea and a napkin. To us, that seems complete lunacy.”
Mitchell Green Mar 7, 2026 ▶ 0:31 Mitchell Green: Why 50% of VCs Should Not Exist · 20VC with Harry Stebbings
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