The Ledger

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why aren't all 974 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 974 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 Jul 2029
O'Driscoll: AI inference providers will become significantly more CapEx-intensive
“If I'm buying data center compute and then effectively selling data center compute with hosted LLM, at some point I'm going to want to own my own data center assets to have more control of my destiny, which means vertically integrating downwards, which also me…”
Rory O'Driscoll Jul 23, 2026 ▶ 35:29 Should the US Ban Chinese Open-Source Models | OpenRouter's Chance To Sell | Stripe Buying PayPal
Prediction Open · timeframe Jul 2029
Lemkin: PayPal's Board Will Ultimately Accept Stripe's Acquisition Offer
“The board rejected it, right? And the fact that the board rejected it means to me that they're going to accept it.”
Jason Lemkin Jul 23, 2026 ▶ 58:36 Should the US Ban Chinese Open-Source Models | OpenRouter's Chance To Sell | Stripe Buying PayPal
Prediction Open · timeframe Jul 2029
Lemkin: Stripe-PayPal Acquisition Premium Will Land at Around 35%
“So it's probably just a dance from 28 to 35. And then it gets parked with advent to while they figure out antitrust and capital issues.”
Jason Lemkin Jul 23, 2026 ▶ 1:02:58 Should the US Ban Chinese Open-Source Models | OpenRouter's Chance To Sell | Stripe Buying PayPal
Prediction Open · timeframe Jul 2028
O'Driscoll: DRAM Memory Pricing Will Suffer Brutal Collapse in 1-2 Years
“And when that, the big aha for me is when that Pricing breaks. It'll be brutal to the downside, but maybe that's a year, two years from now.”
Rory O'Driscoll Jul 23, 2026 ▶ 1:24:03 Should the US Ban Chinese Open-Source Models | OpenRouter's Chance To Sell | Stripe Buying PayPal
Prediction Open · timeframe Jul 2029
Lin Qiao: AI token costs will drop 10x in three years, driving 100x usage
“I do think the cost of token will go down drastically. 10 X cost reduction in the next three years, and this 10 X cost reduction will drive a hundred X usage.”
Lin Qiao Jul 20, 2026 ▶ 0:23 The Open-Source AI Reality | How Token Costs Will Fall 10X & Usage Will Explode 100X | Lin Qiao
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 2031
Software Headcount Will Stay Flat As Companies Scale AI Agents
“I think that that's what the workflows will be, is people are going to be deploying more agents than engineers, and they're going to keep the same number of engineers. We're just going to build a lot more.”
Fred Turner Jul 18, 2026 ▶ 1:26:09 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 2031
Lemkin: Software companies will spend 10% of revenue on AI tokens
“All the software spend is going to put 10% of their top line into tokens.”
Jason Lemkin Jul 16, 2026 ▶ 32:00 Zuckerberg Back on X Challenging Codex & Claude Code | SK Hynix’s $26BN IPO · 20VC with Harry Stebbings
Assertion Open · timeframe Jul 2027
Stebbings: Y Combinator charges unprecedented carried interest premiums up to 50%
“The carry premiums that they charge are incredible too. People don't know or discuss that enough. Unprecedented. 40, 50% in cases.”
Harry Stebbings Jul 16, 2026 ▶ 54:13 Zuckerberg Back on X Challenging Codex & Claude Code | SK Hynix’s $26BN IPO · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2029
Jain: Majority of enterprise AI workloads will be open source within three years
“Well, we've been telling customers, I believe that majority, majority of enterprise workloads will actually be on open source models in three years for sure.”
Arvind Jain Jul 11, 2026 ▶ 17:21 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2031
Jain: Glean aims to grow headcount to 5,000 within five years
“Well, hopefully, you know, 5000. We're gonna grow.”
Arvind Jain Jul 11, 2026 ▶ 29:33 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2031
O'Driscoll: AI Will Not Replace 50% of White-Collar Jobs in 5 Years
“I mean, look, in five years' time, if Dario is correct, and 50% of white-collar jobs have been replaced by AI, which I don't believe for a second, Then you damn right. There's going to be political. Political controversy. And if you think five percent is going…”
Rory O'Driscoll Jul 9, 2026 ▶ 12:38 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
Prediction Open · timeframe Jul 2029
O'Driscoll: Slowing Compute Demand Will Force Nvidia To Debook Prior Revenue
“And if that slows down and there's excess capacity, these deals will look horrible because you'll not just not be, if you're Nvidia, you'll not just be not growing quickly. You'll be debooking prior revenue. You'll be kind of taking, you know, you'll be taking…”
Rory O’Driscoll Jul 9, 2026 ▶ 45:29 Enterprises Fear Frontier Models | Sam Altman Offers Trump 5% of OpenAI | DeepSeek Builds Own Chips · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2031
Bavor: AI token spend will reach 20% of software developer salaries
“I would not bet on 3.8%. I would bet on much closer to 20%. In software engineering, the gains, to me, seem unequivocally there.”
Clay Bavor Jul 4, 2026 ▶ 25:31 Open Models vs Frontier Models: Who Actually Wins? | The $100K Token Budget Every Engineer Will Need · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2027
O'Driscoll: Kalshi will not reach $100B valuation within 12 months
“I doubt it.”
Rory O'Driscoll Jul 2, 2026 ▶ 39:57 Coinbase Cuts AI Spend by 50% | Kalshi's $40B Valuation & Impending IPO | The Year for SaaS Roll-Ups · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2031
Lemkin: B2B SaaS will see Bending Spoons-style roll-ups revive legacy software
“And I think there's also going to be another bending spoons in B to B that's going to nail this. They're going to buy these horrific products like Marketo and others, put a few smart people in it and just boost the NRR.”
Jason Lemkin Jul 2, 2026 ▶ 47:07 Coinbase Cuts AI Spend by 50% | Kalshi's $40B Valuation & Impending IPO | The Year for SaaS Roll-Ups · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2046
Shridhar: AI Demand Will Drive Global Electricity Abundance Within 20 Years
“So I'm super optimistic that if we look back 20 years from now, we will say AI was the best thing that happened because of which electricity abundance happened to everybody on the planet. AI is just a catalyst, a stepping stone, and a, and an accelerator.”
K.R. Shridhar Jun 29, 2026 ▶ 29:03 Bloom Energy CEO: Why We Aren’t in an AI Capex Bubble | Energy Sovereignty & The Future of Power · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2029
Revolut Will Outvalue Robinhood in Its Next Funding Round
“It's our fintech provider, Revolut, which has stolen the show, and I think on the next round will be considerably more valuable than Robinhood.”
Harry Stebbings Jun 27, 2026 ▶ 43:59 How We Got Fred Wilson, Benchmark and Index to Invest $94M | Why Robinhood's Strategy is Wrong · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2027
Arora: Palo Alto Networks exclusively hires via hackathons to transform workforce
“We've been hiring people only through hackathons now, right? And we see natural attrition of two percent, give or take a month, and we just replace them with people who actually are AI savvy people who are from hackathons. Give me 12 months, I'll have sort of …”
Nikesh Arora Jun 22, 2026 ▶ 17:02 Nikesh Arora on the Frontier Model Problem: Breadth vs Depth | The Future of Token Costs · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
Nikesh Arora: Financial markets will not fund another $100B compute capex cycle
“Financial markets are not going to bear the cost of another hundred billion dollars at a trillion dollars or trillion and a half.”
Nikesh Arora Jun 22, 2026 ▶ 24:22 Nikesh Arora on the Frontier Model Problem: Breadth vs Depth | The Future of Token Costs · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2051
Arora: Cybersecurity will produce new multi-ten-billion dollar companies in 10-25 years
“There is room to build companies which have tens of billions of dollars of market cap in the next 10 to 25 years.”
Nikesh Arora Jun 22, 2026 ▶ 58:40 Nikesh Arora on the Frontier Model Problem: Breadth vs Depth | The Future of Token Costs · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
Petersen: Flexport will never need to raise capital again
“I don't need to raise any money ever again.”
Ryan Petersen Jun 20, 2026 ▶ 1:04:21 Flexport CEO: Two Questions Every Founder Needs to Ask · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
Randle predicts SpaceX stock price will be lower in six months
“I would personally probably take the under in six months, not because I don't think that the company is going to be valued extremely well... But if I had to go over under, I'd go under from six months from now.”
Everett Randle Jun 18, 2026 ▶ 6:05 Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN · 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
Prediction Open · timeframe Jun 2031
O'Driscoll: AI frontier market will consolidate into 2-3 US players
“Fast forward five years, you know, unless the U.S. Is ludicrously obnoxious in its sovereignty acts, it should be a small oligopoly like Cloud of two to three players in the U.S. With some kind of affiliations in Europe, and that is the likely structure of the…”
Rory O'Driscoll Jun 18, 2026 ▶ 45:08 Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2027
O'Driscoll: Semiconductor stocks will crash hard if CapEx flattens out
“The catalyst on the semiconductor CapEx trend is a flattening out in CapEx. If that happens, then all bets are off, and those things are going to go down so fast and hard.”
Rory O'Driscoll Jun 18, 2026 ▶ 1:10:40 Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
AI agents will evolve into completely autonomous software engineers
“My prediction would be agents that are like completely autonomous software engineers. Today, I think we're all using Tools like CloudCode or Codex to write code, but not as literal software engineers.”
Aravind Srinivas Jun 15, 2026 ▶ 22:28 Perplexity CEO: Micron Will Be More Valuable Than Meta & How Export Controls Helped Not Hurt China · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2029
Grinberg: Kirkland's $500M AI push will ultimately benefit legal AI vendors
“Now, I actually think this is good for Harvey because it's nothing like trying to do something yourself to make you realize, oh, shit, this is actually really difficult. This doesn't actually matter for us to have the in-house ability to build this ourselves. …”
Matan Grinberg Jun 13, 2026 ▶ 7:26 OpenAI vs Anthropic vs Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
Grinberg: AI frontier models will remain roughly equivalent to each other
“The bare case against factory is if one model provider gets significantly better than all of the others. So basically I think a key thing for us is that all the models are going to be roughly as good as each other.”
Matan Grinberg Jun 13, 2026 ▶ 12:05 OpenAI vs Anthropic vs Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2029
Grinberg: Median developer AI token spend will match salary within three years
“I would say order of magnitude will probably be comparable to salary.”
Matan Grinberg Jun 13, 2026 ▶ 22:03 OpenAI vs Anthropic vs Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
Grinberg predicts at least four AI companies will achieve frontier model parity
“There was a brief period of time where I thought it might be just one or two companies that run away with being kind of the frontier and the best. What seems pretty clear to me is it's probably going to be at least four that are going to probably be approximat…”
Matan Grinberg Jun 13, 2026 ▶ 1:24:01 OpenAI vs Anthropic vs Open-Source | Token Maxing, AI Hangovers & The Coming ROI Reckoning · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2029
O'Driscoll: The 2020s will produce two trillion-dollar startup outcomes
“I think you're going to have one trillion dollar outcome from the last decade and two, it looks like from this decade, if it all happens according to plan.”
Rory O'Driscoll Jun 11, 2026 ▶ 13:11 SpaceX Launches Largest Ever IPO | OpenAI Files to Go Public | Uber Cuts 23% of HR · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
Chernin: Future AI compute demand will be driven by traditional enterprises
“We believe long-term better positioning for going to enterprises where we believe eventually a lot of demand will come from. Again, now most of our segment is working. It's AI natives working with AI natives, but we have a huge economics, a huge market of ente…”
Roman Chernin Jun 8, 2026 ▶ 33:34 Nebius Co-Founder on AI Infrastructure Bubbles | How Price Elastic is Demand for Compute · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2029
Stebbings: Cognition and Factory will thrive due to model independence
“I respectfully disagree, and that's why I actually think both Cognition and Factory will do very well, because they're model independent”
Harry Stebbings Jun 6, 2026 ▶ 37:17 Inside Legora's Tech Stack: Why Token Maxing is Failing Enterprise Startups | Legora CTO · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
O'Driscoll: Full-stack AI law firms won't replace elite law firms
“I don't think the full stack law firms will replace K and E.”
Rory O'Driscoll Jun 4, 2026 ▶ 1:09:04 Anthropic Files to Go Public | Cognition Raises $1BN at $26BN Valuation | The 996 Work Ethic · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2036
Foody: There will be significantly more jobs in 10 years
“I believe there's certainly going to be many more jobs in 10 years than there are today.”
Brendan Foody Jun 1, 2026 ▶ 11:30 Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
Foody: Millions of people will soon be hired to train AI on workplace tasks
“And so there's this enormous mobilization of hundreds of thousands and soon millions of people to build out the full distribution of everything that you could pass into Google Workspace and everything that you could want out on the other side in every job cate…”
Brendan Foody Jun 1, 2026 ▶ 26:55 Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
Enterprises Will Spend More on Compute Than Headcount Within Five Years
“I don't know about 24 months time, but I would bet that in five years the average enterprise spends more on compute than headcount.”
Brendan Foody Jun 1, 2026 ▶ 46:49 Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2031
Foody: NVIDIA will lose its monopoly in five years but remain most valuable
“And so I would guess that in five years, it doesn't feel like Nvidia has quite the same monopoly, but that's okay, because even if they only have 30 or 40% market share in the largest market in the world by far, that is the world's most valuable company.”
Brendan Foody Jun 1, 2026 ▶ 52:19 Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings
Prediction Open · timeframe Jan 2030
O'Driscoll: Starlink Will Drive Most of SpaceX's Value by 2030
“I think Starlink will be the vast portion of the value. The value, I don't think data centers in space will be a meaningful percentage of revenue.”
Rory O'Driscoll May 28, 2026 ▶ 55:39 OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds · 20VC with Harry Stebbings
Prediction Open · timeframe May 2029
Feldman predicts AI productivity gains will increase engineering hiring, not reduce it
“If we get, as we get more productive, we do more things, we're gonna hire more engineers. We're not gonna hire less engineers.”
Andrew Feldman May 26, 2026 ▶ 34:16 Cerebras CEO on the Future of Data Centres, Token Costs & Memory | Should US Companies Sell to China · 20VC with Harry Stebbings
Prediction Open · timeframe May 2027
O'Driscoll: SpaceX valuation will remain below $3 trillion post-IPO
“I'm comfortable in saying it'll be below, okay, I'll tell you what, I'll take, I'm comfortable below three. I mean, I'll totally take that bet.”
Rory O'Driscoll May 21, 2026 ▶ 1:01:52 Anthropic Raises $30BN at $900BN Price | SpaceX Files S1: How Does it Trade | Cerebras Smashes Day 1 · 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 May 2031
Browder Capital's fourth fund will allocate zero capital to follow-on reserves
“I decided for my fourth fund, no reserves, just everything up front, Browder Hotel, let's go.”
Josh Browder May 18, 2026 ▶ 54:35 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
Prediction Open · timeframe May 2027
Lemkin: HubSpot's AI agent strategy will prove if classic SaaS can re-accelerate
“I believe over the next 12 months, this strategy, if it's real, should lead to genuine re-acceleration at HubSpot. Otherwise, it's, there's no hope for this class, these classic categories”
Jason Lemkin May 7, 2026 ▶ 50:50 Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down · 20VC with Harry Stebbings
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