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why aren't all 661 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 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
Opinion
Lemkin: OpenAI faces existential risk
“I think OpenAI has existential risk.”
Jason Lemkin Jan 15, 2026 ▶ 23:57 Anthropic’s $10B Raise | a16z’s $15B Fund: Is the Middle Dead in VC? | How OpenAI Could Go to Zero? · 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
Opinion
Shlomo: Anthropic has better models and growth trajectory than OpenAI
“Moving faster. They correct something in coding. They're very focused on delivering value to B to B customers of, they don't have the first mover advantage, but I think they have better models. And when they look at their trajectory they're better positioned f…”
Maor Shlomo Nov 24, 2025 ▶ 1:11:50 Base44’s Founder, Maor Shlomo on How Vibe Coding Will Kill SaaS · 20VC with Harry Stebbings
Assertion Supported
Lemkin: Sam Altman receives zero equity in OpenAI's corporate restructuring
“They're a little interesting, but the craziest thing in this deal, because it's unprecedented, I think in our lifetimes is OpenAI said that Sam Altman will still have no shares in the combined entity.”
Jason Lemkin Oct 30, 2025 ▶ 3:44 OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings
Opinion
O'Driscoll: Microsoft leadership nailed OpenAI deal, but failed on shipping technology
“I think when all is said, and as I said before, on Microsoft's side, when all is said and done, the shareholders should award medals to Satya, The CFO and their GC and they should hire someone else to do their technology because they haven't shipped, right?”
Rory O'Driscoll Oct 23, 2025 ▶ 42:16 Why VC Today is Worse than 2021 · 20VC with Harry Stebbings
Assertion Partly supported
Lloyd: Anthropic API Margins Are 60%, OpenAI Margins Are 50%
“Anthropic has a big margin on their API business right now. What I've heard is 60% margin on Anthropic's API. I've heard 50% on OpenAI.”
Zach Lloyd Oct 17, 2025 ▶ 39:35 20VC: The Startup Adding $1M ARR Every Week | Competing Against OpenAI's Codex and Claude Code: Who Wins | Why Gemini is Failing and GPT-5 Is Winning | Do Margins Matter in a World of AI | The Ugly Truth About AI Coding with Zach Lloyd, Warp
Assertion Partly supported
O'Driscoll: Sam Altman took 10% of AMD for chip purchasing privileges
“Sam Altman understands power. He has more power than AMD, so he took 10% of their company for the privilege of selling stuff to him.”
Rory O'Driscoll Oct 9, 2025 ▶ 0:01 OpenAI's Multi-Billion Deal with AMD & Polymarket, Vercel and Supabase Raise Mega Rounds · 20VC with Harry Stebbings
Prediction Not checkable as stated
O'Driscoll: Non-OpenAI and Anthropic AI startups won't raise needed capital
“I don't think it's a monopoly, but I think it's definitely an oligopoly. To be clear. So I think that, yes, the number two at Tropic clearly can. It's a differentiated number two with an overlapping, but strategy, but not, you know, one is winning in consumer,…”
Rory O'Driscoll Oct 9, 2025 ▶ 1:06:54 OpenAI's Multi-Billion Deal with AMD & Polymarket, Vercel and Supabase Raise Mega Rounds · 20VC with Harry Stebbings
Opinion
O'Driscoll: Microsoft enabled OpenAI just as IBM enabled Microsoft 30 years ago
“The role of IBM has been played by Microsoft. They set this Viper in motion, and they've allowed it to exist, and in one sense for a while it looked like Microsoft got a good deal because they got access to OpenAI's technology early on, and they got a little b…”
Rory O'Driscoll Oct 9, 2025 ▶ 7:58 OpenAI's Multi-Billion Deal with AMD & Polymarket, Vercel and Supabase Raise Mega Rounds · 20VC with Harry Stebbings
Prediction Held up
Taneja: Anthropic's enterprise business will be bigger than OpenAI's
“I think their enterprise business I'd argue will be bigger than OpenAI if it already isn't already not having spent that much.”
Hemant Taneja Sep 22, 2025 ▶ 40:38 General Catalyst CEO, Hemant Taneja: Lessons Scaling GC to $40BN in AUM · 20VC with Harry Stebbings
Assertion Supported
Lemkin: OpenAI Stole YouTube Videos to Train AI Models
“This isn't even stealing YouTube videos like OpenAI did.”
Jason Lemkin Sep 11, 2025 ▶ 45:06 OpenAI’s $10BN Secondary Sale, Ramp Hits $1BN ARR & Brex Hits $700M · 20VC with Harry Stebbings
Opinion
Lemkin: Kleiner Perkins' $100M Anthropic check is just a logo deal
“You got, you can't walk into the partners and not have anthropic or open AI on the website. It's not enough. Yeah. It's a low, I think it's a logo deal.”
Jason Lemkin Sep 11, 2025 ▶ 30:57 OpenAI’s $10BN Secondary Sale, Ramp Hits $1BN ARR & Brex Hits $700M · 20VC with Harry Stebbings
Prediction Not checkable as stated
Lemkin: Stakeholders will engineer an $800B valuation for OpenAI if needed
“And if open AI needs 800 to survive, open AI will find 800. It will find it. It may be through investors that get other things. It may be through existing investors. It may be through weird combinations of offshore money, but no one, No, no, no one can afford …”
Jason Lemkin Jul 31, 2025 ▶ 1:20:02 Why Apple Needs a Management Overhaul & Why Google is Catching Up with Hyperscalers · 20VC with Harry Stebbings
Opinion
Lemkin: Windsurf was dead without access to Anthropic's Claude
“Windsurf without Claude was dead. That's why he had to find a deal that night, that weekend when OpenAI died.”
Jason Lemkin Jul 24, 2025 ▶ 8:27 How Do All Providers Deal with Anthropic Dependency Risk & Figma IPO Breakdown: Where Does it Price? · 20VC with Harry Stebbings
Prediction Not checkable as stated
Lemkin: xAI could overtake all AI competitors within 12 months
“So I honestly went in the last release, I went from spite app to you could, this is such a fluid space. You could see him pulling ahead of everybody in 12 months. It's very plausible.”
Jason Lemkin Jul 17, 2025 ▶ 1:04:15 Windsurf x Google x Cognition: Full Breakdown: Who Made Money, Who Did Not · 20VC with Harry Stebbings
Assertion Supported
Lemkin: Oracle closed a $30 billion annual deal with OpenAI
“Oracle just closed a thirty billion dollar a year deal with open AI, right? An extra thirty billion.”
Jason Lemkin Jul 3, 2025 ▶ 58:55 Figma’s IPO: The Full Breakdown & Why Melio’s $2.5BN Acquisition is “Discouraging” · 20VC with Harry Stebbings
Opinion
Lemkin: Microsoft has no leverage over OpenAI because AGI is imminent
“The reason I think they have no leverage is because I think that whatever AGI is, we're going to be there pretty soon.”
Jason Lemkin Jun 19, 2025 ▶ 42:14 Chime IPO: Are IPOs Hotter Than Ever? · 20VC with Harry Stebbings
Assertion Supported
Lemkin: OpenAI has a 67% two-year employee retention rate
“67% retention rate employees after two years.”
Jason Lemkin May 29, 2025 ▶ 13:48 OpenAI’s $6BN Jony Ive Deal & YC Is Both Chanel and Walmart, and Has Officially Won! · 20VC with Harry Stebbings
Prediction Didn’t hold up
Lemkin: OpenAI's hardware device will launch within a year for $20
“This is going to be huge. It will launch in a year. It will be massively subsidized. So it'll be 20 bucks for this device. Okay. They will figure out the form factor. I don't know what the right combination is, whether it's embedded in your ear, like the baris…”
Jason Lemkin May 29, 2025 ▶ 47:53 OpenAI’s $6BN Jony Ive Deal & YC Is Both Chanel and Walmart, and Has Officially Won! · 20VC with Harry Stebbings
Prediction Not checkable as stated
O'Driscoll: OpenAI will declare AGI based on Microsoft contract negotiations
“It'll achieve open AGI whenever it suits Sam Altman in his negotiations with Microsoft over the open AGI term in that contract to declare it to be AGI. Because it's a meaningless, ill-defined term that will be used for economic leverage.”
Rory O'Driscoll May 29, 2025 ▶ 1:08:05 OpenAI’s $6BN Jony Ive Deal & YC Is Both Chanel and Walmart, and Has Officially Won! · 20VC with Harry Stebbings
Opinion
Lemkin: OpenAI is the most successful dysfunctional company ever seen
“I've never seen a dysfunctional company that's more successful than OpenAI.”
Jason Lemkin May 22, 2025 ▶ 49:24 Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 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
Opinion
Feldman: ChatGPT was a UI invention, not a technical innovation
“ChatGPT was not really a technical innovation. It was a user interface invention.”
Andrew Feldman Mar 24, 2025 ▶ 19:12 Andrew Feldman, Cerebras Co-Founder and CEO: The AI Chip Wars & The Plan to Break Nvidia's Dominance · 20VC with Harry Stebbings
Assertion Not checkable as stated
Osika: OpenAI has lost all of its best talent to Anthropic
“OpenAI lost all their best talent to Anthropic”
Anton Osika Mar 5, 2025 ▶ 38:12 Anton Osika, Co-Founder and CEO @ Lovable: Hitting 85% Day 30 Retention - Better than ChatGPT · 20VC with Harry Stebbings
Opinion
Osika: Buy Grok for business execution, short OpenAI on talent drain
“So I would buy Grok. I think they're also very ruthless in like finding business opportunities. We'll, we'll see about that, but I feel like they could be good at that. Even though Anthropic is my favorite, I love the culture and I love the, like the leadershi…”
Anton Osika Mar 5, 2025 ▶ 36:59 Anton Osika, Co-Founder and CEO @ Lovable: Hitting 85% Day 30 Retention - Better than ChatGPT · 20VC with Harry Stebbings
Opinion
Ramaswamy: OpenAI Strategically Misdirects Competitors on Hard Technical Problems
“It's also now becoming clear that they are good at misdirection in terms of where, you know, where they tell people hard problems are and it is good that people like DeepSeek, you know, went and busted some of those some of those myths.”
Sridhar Ramaswamy Feb 10, 2025 ▶ 23:53 Sridhar Ramaswamy, CEO @Snowflake: Deepseek is Not a Threat to OpenAI & OpenAI Beats Anthropic|E1258 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Ross: OpenAI will lose the closed model battle and should open source
“I can't speak for Sam Altman or OpenAI, but if I was in that position, I would be gearing up to open source my models in response. Because it's pretty clear you're gonna lose that, so you might as well try and win all the users and the love from open sourcing.”
Jonathan Ross Jan 29, 2025 ▶ 0:19 Jonathan Ross: DeepSeek Special - How Should OpenAI and the US Government Respond | E1253 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Ross: OpenAI accidentally subsidized DeepSeek via unprofitable API tokens
“Open AI Was effectively subsidizing accidentally the training of this model because they were using open AI, right? And, you know, rumors are that open AI may not be completely profitable yet in terms of every token in the API, like on the subscriptions maybe,…”
Jonathan Ross Jan 29, 2025 ▶ 10:16 Jonathan Ross: DeepSeek Special - How Should OpenAI and the US Government Respond | E1253 · 20VC with Harry Stebbings
Opinion
Ross: OpenAI Could Switch Backend to DeepSeek and Retain Users
“Most people think of them synonymously as AI. They could just switch to deep seek and people would still use them. It's brand. It's one of the seven powers.”
Jonathan Ross Jan 29, 2025 ▶ 24:48 Jonathan Ross: DeepSeek Special - How Should OpenAI and the US Government Respond | E1253 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Sivulka: xAI could overtake OpenAI and Anthropic in valuation within two years
“I think XAI is the most undervalued company, and a really spicy take. I actually think XAI might overtake OpenAI and Anthropic in value over the next, you know, 12 to 24 months.”
George Sivulka Jan 22, 2025 ▶ 45:44 George Sivulka, Co-Founder & CEO @Hebbia: The Future of Foundation Models | E1250 · 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
What-if
Pishevar: Uber allies should have staged OpenAI-style employee revolt for Kalanick
“What I wish I had done or had the wisdom to know to do was what, you know, Sam and his allies did in getting the employees at OpenAI to back Sam and say, if he doesn't come back, we're gonna leave. . It was very powerful, and if we had done that at Uber, becau…”
Shervin Pishevar Jan 13, 2025 ▶ 1:20:52 Shervin Pishevar: What Really Happened in the Firing of Travis Kalanick | E1245 · 20VC with Harry Stebbings
Insight
Shulman: Scaling laws will not solve AI music generation
“For music, It's very different from text, and I think people will very sloppily look at the world of OpenAI and Anthropic and the hyperscalers and say audio is just a couple years behind, which it is, but that scale is gonna solve all these things. But unlike …”
Mikey Shulman Jan 10, 2025 ▶ 2:21 Mikey Shulman, CEO @Suno: The Future of Music, What is Gonna Happen? | E1244 · 20VC with Harry Stebbings
Insight
Shulman: Empty text box UI is wrong for most AI products
“They did every AI company a huge disservice because everybody thinks that just like empty text box is now the right interface, and it is for ChatGPT, and it is incorrect for basically everything else.”
Mikey Shulman Jan 10, 2025 ▶ 39:11 Mikey Shulman, CEO @Suno: The Future of Music, What is Gonna Happen? | E1244 · 20VC with Harry Stebbings
Opinion
Moubeche: I don't trust OpenAI CEO Sam Altman for a second
“Because this guy is like, so like, I don't trust him like a second. He's been changing his mind. Like so many times”
Guillaume Moubeche Dec 13, 2024 ▶ 1:10:05 Guillaume Moubeche, lempire Founder: Bootsrapping to $30M ARR Through Content & Brand | E1238 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Podjarny: Perplexity won't succeed as expected due to Google's dominant search moat
“I still think perplexity is not going to go as far as people think. Mostly not because of OpenAI, but because of Google.”
Guy Podjarny Nov 29, 2024 ▶ 24:50 Guy Podjarny: The Future of AI Software Development - What is Real & What is BS | E1232 · 20VC with Harry Stebbings
Disclosure
Altman: Product strategy is a personal weakness and current area of uncertainty
“The thing I'm struggling with most this week is I feel more uncertain than I have in the past about what our, like the details of what our product strategy should be. I think that product is a weakness of mine in general and it's something that right now the c…”
Sam Altman Nov 4, 2024 ▶ 35:59 Sam Altman: What Startups Will be Steamrolled by OpenAI & Where is Opportunity | E1223 · 20VC with Harry Stebbings
Opinion
Narayanan: GPT-4 passing bar and medical exams meant nothing for actual practice
“So when GPT-IV came out and OpenAI claimed that it passed the bar exam and the medical licensing exam people were very excited slash scared about what this means for doctors and lawyers, and the answer turned out to be approximately nothing, right? Because it'…”
Arvind Narayanan Aug 28, 2024 ▶ 18:44 Arvind Narayanan: AI Scaling Myths, The Core Bottlenecks in AI Today & The Future of Models | E1195 · 20VC with Harry Stebbings
Opinion
Gomez: OpenAI's AGI effort is taking a backseat to consumer products
“At least like lately, or in the new OpenAI they're like a product company. They're like hardcore building a consumer product. That is their objective, and it's working. People love that product. It's, you know, a household name at this point. So I think in the…”
Aidan Gomez Aug 19, 2024 ▶ 35:40 Aidan Gomez: What No One Understands About Foundation Models | E1191 · 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
Opinion
Sam Altman Over-Indexed on AI Safety Advocates for OpenAI's Board
“I think he was making too much of a AI safety, you know, kind of, who are the most AI safety people, make sure they're on the board.”
Reid Hoffman Jun 10, 2024 ▶ 35:17 Reid Hoffman: The Future of TikTok and The Inflection AI Deal | E1163 · 20VC with Harry Stebbings
Assertion Partly supported
Microsoft Board Approved $1B for OpenAI Despite Having No Clear Product
“The very first OpenAI Microsoft deal was, you know, Satya and Kevin Scott brought to the Microsoft board. We want to put a billion dollars into the investment in this vehicle. From a five one C three that doesn't really have any particular plans at making its …”
Reid Hoffman Jun 10, 2024 ▶ 29:58 Reid Hoffman: The Future of TikTok and The Inflection AI Deal | E1163 · 20VC with Harry Stebbings
Disclosure
Hoffman Offered to Cover OpenAI Salaries When Elon Musk Departed
“When Elon had announced to the company that he was leaving and not financing it anymore, and, you know, blah, blah, blah. And, you know, Sam called me, and I said, look, I'll cover the salaries, and on, and he asked me if he joined the board, and I said, yes, …”
Reid Hoffman Jun 10, 2024 ▶ 33:51 Reid Hoffman: The Future of TikTok and The Inflection AI Deal | E1163 · 20VC with Harry Stebbings
Opinion
Srinivas: Anthropic is algorithmically superior to OpenAI
“Anthropic because they're algorithmically a superior company. Like they got whatever open AI got to with lower capital. They have better post training and like things like that.”
Aravind Srinivas Jun 5, 2024 ▶ 26:21 Aravind Srinivas:Will Foundation Models Commoditise & Diminishing Returns in Model Performance|E1161 · 20VC with Harry Stebbings
Opinion
Srinivas: Sam Altman doesn't care about profits because OpenAI seeks AGI
“Like Sam Altman doesn't care, but he doesn't care because he's not interested in actually just focusing on product as a business. Like he's trying to build AGI.”
Aravind Srinivas Jun 5, 2024 ▶ 51:43 Aravind Srinivas:Will Foundation Models Commoditise & Diminishing Returns in Model Performance|E1161 · 20VC with Harry Stebbings
Opinion
Blomfield: Sam Altman was distracted at YC by OpenAI from early on
“And then really, honestly, under Sam Altman, I think it expanded in a bunch of different weird areas, and it just lacked strong, and Sam was distracted. He was doing OpenAI from very, very early on.”
Tom Blomfield May 13, 2024 ▶ 1:03:48 Tom Blomfield: Do the Best All Raise Pre-Demo Day & YC's Fundraising Advice to Startups | E 1152 · 20VC with Harry Stebbings
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