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Assertion Supported
O'Driscoll: Enterprise AI revenue is $16B vs $400B in CapEx
“End users in the enterprises are spending about fundamental data 15, sixteen billion dollars on AI. And the people who make AI are spending four hundred billion dollars on quote, making AI, right?”
Rory O'Driscoll Dec 18, 2025 ▶ 46:14 Will Cursor Kill Figma? Lightspeed Raises $9B & OpenAI’s $1B from Disney & #1 App in App Store · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll: US fintechs will use anti-China messaging against foreign rivals
“Competitors are going to be the people who use it first. Because if I was an all-American fintech company, I'd have my all-American flag out there and say, these guys are a bunch of commies. They have commies looking at your data. We're, you know, our stuff is…”
Rory O'Driscoll Dec 11, 2025 ▶ 1:24:14 SpaceX Valued at $800BN & Harvey Raises $160M at an $8BN Price & Netflix Acquires Warner Brothers · 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
Assertion Supported
O'Driscoll: AI model companies spend $300B to $400B on compute
“Because if you think about it, these model companies have grown faster than any company in human history. They're spending three, four hundred billion dollars on compute. They're probably spending three, four billion dollars on RLHF, and they were spending zer…”
Rory O'Driscoll Oct 30, 2025 ▶ 29:22 OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Venture returns over last 5 years massively trailed public markets
“The truth is the venture return over the last five years has been massively lower than the public market returns.”
Rory O'Driscoll Oct 23, 2025 ▶ 1:06:39 Why VC Today is Worse than 2021 · 20VC with Harry Stebbings
Assertion Supported
Ross: NVIDIA will produce ~5.5M GPUs this year despite 50M die capacity
“If Nvidia wanted to, they could build fifty million of those GPU die, Per year. But they're going to build about 5.5 million GPUs this year.”
Jonathan Ross Sep 29, 2025 ▶ 14:48 Groq Founder, Jonathan Ross: OpenAI & Anthropic Will Build Their Own Chips & Will NVIDIA Hit $10TRN · 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
Assertion Supported
O'Driscoll: AI scaling laws unlocked $600B in annual CapEx spend
“I think I underestimated the impact of A, the scaling laws in AI and B, the ability of primarily Altman and some other folks to inspire belief in those scaling laws and unlock six hundred billion of CapEx spend a year.”
Rory O'Driscoll Aug 28, 2025 ▶ 1:11:41 Anthropic's $10B Round, Klarna's IPO, Inside a16z's 72 Deal Seed Investment Machine ft. Marc Benioff · 20VC with Harry Stebbings
Prediction Held up
David protein bars will hit $100M revenue in first year
“And then with David, he's raised eighty-five million dollars from Green Oaks, Peter Atiyah, Andrew Huberman, and in their first year alone, they're gonna do a hundred million dollars in revenue.”
Harry Stebbings Aug 8, 2025 ▶ 0:42 20VC: The $BN Greenoaks Backed Protein Bar | Hitting $100M Revenues in David's First Year: Lessons & Mistakes | $0 to $600M: The Untold RXBAR Story | Product-Market-Fit, Pricing, Branding: What Every Founder Gets Wrong Today with Peter Rahal
Assertion Supported
Halligan: Morgan Stanley and Fidelity aligned to lower HubSpot's IPO price
“I don't think there was collusion going on, but definitely Morgan Stanley and Fidelity were on the same side of the table trying to get us to sell at a lower price.”
Brian Halligan Aug 7, 2025 ▶ 4:26 Figma's 250% Pop - The Greatest IPO Mispricing Ever? Meta & Microsoft Blowout Quarters: Broken Down · 20VC with Harry Stebbings
Assertion Supported
Databricks rejected a $10M on-premise deal from JPMorgan to stay cloud-only
“They're like, we'll give you ten million bucks to put this, and at the time, we're less than a million, like our whole first-year target's like ten million, to put it on-prem. And Ali was like, no way, we're not doing anything on-prem.”
Ron Gabrisko Aug 4, 2025 ▶ 8:54 20Sales: $0-$3.7BN: The Databricks CRO's Playbook to Build the Fastest GTM Engine in SaaS History | How Databricks Beat Snowflake | How To Build a Sales Org of 5,000 and Close $190M Deals with Ron Gabrisko
Assertion Supported
Cognition added roughly $80M in run-rate revenue in six to eight months
“Yeah, look, I don't want to get into exact numbers, but even with the windsurf deal aside, like not including that at all, we are basically, we've done roughly that as well in the last six to eight months.”
Scott Wu Jul 18, 2025 ▶ 27:28 Cognition CEO Scott Wu on Acquiring Windsurf: The Process, The Deal, The Rationale · 20VC with Harry Stebbings
Assertion Supported
Flanagan: ChatGPT scrapes 1,500 web pages for every single referral visit
“Six months ago, it was 250 pieces of content scraped, and they give you one visit back. Today, it's 1500 pieces of content scraped, and they give you one visit back.”
Kieran Flanagan Jul 11, 2025 ▶ 26:31 20Growth: The Death of Growth Teams? | How Hubspot Use AI to Triple Email Conversion | The Future of AI SEO | Why Prompt Engineering is the New Coding | What Every CMO Needs to Know About AI in 2025
Assertion Supported
Galloway: Young Americans transfer $1.3T yearly to seniors via Social Security
“Every year, young people transfer 1.3 trillion dollars in the form of Social Security payments to the wealthiest generation in the history of the planet, seniors.”
Scott Galloway Jul 7, 2025 ▶ 13:47 Scott Galloway on Billionaire Happiness, Money & Self-Worth | Why We Should Drink More & Not WFH · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Anthropic's burn dropped from $5B last year to $3B this year
“Seeing the, you know, the strong performance from Antropic in terms of top line growth, and then just looking at the burn, you know, five last year going to three this year.”
Rory O'Driscoll Jul 3, 2025 ▶ 23:00 Figma’s IPO: The Full Breakdown & Why Melio’s $2.5BN Acquisition is “Discouraging” · 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
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
Assertion Supported
Hinrikus: The vast majority of European VC partners lack operating experience
“I, you know, I've said many times is that if you look at the European landscape, majority, vast majority of the European GPs have not spent a single day working in a real company. They've worked in consulting firms, banks, but they haven't worked in a real ope…”
Taavet Hinrikus Apr 28, 2025 ▶ 4:25 Plural Partner, Taavet Hinrikus: Why Founders Will Realise Multi-Stage Funds Damage Seed Rounds · 20VC with Harry Stebbings
Assertion Supported
Stan Boland: UK's £30B annual tech funding yields virtually no results
“This, 20, thirty billion a year that we pump in at the front end per annum in tech. So, like, a hundred and fifty billion over a parliament in university funding for science and tech, in SEIS, in EIS, in VCTs, in R&D tax credits, and patent box, and so on. All…”
Stan Boland Apr 10, 2025 ▶ 45:33 Tom Hulme & Stan Boland: Lessons from Jensen Huang & How to Fix the UK Tech Ecosystem · 20VC with Harry Stebbings
Assertion Supported
Feldman: Cerebras Is First to Yield Whole Wafers in Computing History
“And that had never been done in a computer before, and that's at the heart of our architecture. That allowed us to yield and deliver whole wafers. Nobody had ever been able to do that in the seventy-year history of our industry.”
Andrew Feldman Mar 24, 2025 ▶ 14:14 Andrew Feldman, Cerebras Co-Founder and CEO: The AI Chip Wars & The Plan to Break Nvidia's Dominance · 20VC with Harry Stebbings
Assertion Supported
Stebbings: Klarna is not replacing all of its SaaS with AI
“And we have companies like Klarna who are saying, oh, we're replacing all of our SaaS with AI. They're not, they're absolutely not. And they won't.”
Harry Stebbings Mar 14, 2025 ▶ 11:25 20Product: How to Design and Build Products in a World of Agents | Why AI Will Kill Many SaaS Products | What Products Will Thrive and Die in a World of 100M Developers with Matt Biilmann, Co-Founder and CEO @ Netlify
Assertion Supported
Ross: NVIDIA used misleading benchmark curves to claim 30x GPU speedup
“Like, if you look at the last GTC, there was an announcement that the latest GPUs were 30 x faster than the previous generation. And when you look at how it was done, there was this curve that looked kind of like this, and then it Basically ended here, and the…”
Jonathan Ross Feb 17, 2025 ▶ 24:48 Jonathan Ross, Founder & CEO @ Groq: NVIDIA vs Groq - The Future of Training vs Inference | E1260 · 20VC with Harry Stebbings
Assertion Supported
Ross: Southeast Asian GPU deployments secretly serve Chinese firms
“One of the concerns right now is about Malaysia or Singapore, that region over there being a place where people are deploying GPUs with the wink, wink, like we're not going to rent it to China, right? But that's a belief that a lot of people are doing that. Ot…”
Jonathan Ross Feb 17, 2025 ▶ 1:01:44 Jonathan Ross, Founder & CEO @ Groq: NVIDIA vs Groq - The Future of Training vs Inference | E1260 · 20VC with Harry Stebbings
Assertion Supported
Odoo bans recurring meetings to avoid traditional managers
“I forbid the recurring meeting at the company. They can do meetings. But on the job, or for specific tasks, or trainings, but not recurring meeting. I mean, recurring meeting is a way to manage people, and we try to avoid managers. We want team leaders that wo…”
Fabien Pinckaers Feb 12, 2025 ▶ 30:52 Fabien Pinckaers, CEO @Odoo: The Billionaire Founder Who Doesn’t Care About Money | E1259 · 20VC with Harry Stebbings
Assertion Supported
Pishevar: Holder's investigation report found no personal wrongdoing by Kalanick
“And the report, by the way, didn't find anything wrong that, you know, Travis did, or I did, or there was nothing, nothing in there about, you know, him, you know, directly and the recommendation was like to go hire a Sheryl Sandberg, like a chief operating of…”
Shervin Pishevar Jan 13, 2025 ▶ 39:29 Shervin Pishevar: What Really Happened in the Firing of Travis Kalanick | E1245 · 20VC with Harry Stebbings
Assertion Supported
Maples: The federal $40B broadband initiative has created zero broadband connections
“We've passed some, what was it? Forty billion dollar build broadband, better bullshit bill that nobody's built any broadband connections I'm aware of.”
Mike Maples Jan 6, 2025 ▶ 55:12 Mike Maples: Three Frameworks to Evaluate Startups and Founders | E1242 · 20VC with Harry Stebbings
Prediction Held up
Hoffman: DOGE has zero chance of cutting $2T without defense cuts
“There is next to zero chance that the missions that they have declared will be successful because the only way to get two trillion out of the budget would be to massively reduce the deficit and reduce defense spending.”
Reid Hoffman Dec 16, 2024 ▶ 0:04 Reid Hoffman, LinkedIn & Paypal Founder: Trump Administration, Elon Musk and DOGE | E1239 · 20VC with Harry Stebbings
Assertion Supported
Hoffman: I was never a client of Jeffrey Epstein
“I was never a client of Jeffrey Epstein's.”
Reid Hoffman Dec 16, 2024 ▶ 38:34 Reid Hoffman, LinkedIn & Paypal Founder: Trump Administration, Elon Musk and DOGE | E1239 · 20VC with Harry Stebbings
Prediction Held up
Benioff: Salesforce Will Reduce Support Engineer Headcount in 2025
“We will have less support engineers next year because we have an agentic layer”
Marc Benioff Dec 9, 2024 ▶ 12:53 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Prediction Held up
Marc Benioff Predicts AGI Will Not Be Achieved in 2025
“I don't think we are in AGI in twenty-twenty-five, so I think that's an optimistic thought.”
Marc Benioff Dec 9, 2024 ▶ 39:21 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Prediction Held up
Stebbings: 2021 Venture Vintage Will Show Poor Returns Amid Inflated Valuations
“I'm pretty worried for venture as an asset class. I think 21 will be some pretty bad numbers and a really shitty vintage, and I think people are artificially keeping numbers high, and I don't think LPs have quite the understanding of how bad it is.”
Harry Stebbings Dec 6, 2024 ▶ 49:49 Zachary Bookman: Why Valuations and Fundraising are BS | E1235 · 20VC with Harry Stebbings
Assertion Supported
Villig: VCs refused to invest in Bolt at $25M ARR
“We probably got to the point of doing about twenty-five million ARR, growing multiple hundred percent a year, and still no VCs wanted to invest.”
Markus Villig Nov 13, 2024 ▶ 0:09 Markus Villig, Founder @Bolt: The Most Insane Story in Startups & The Future of Self-Driving| E1225 · 20VC with Harry Stebbings
Assertion Supported
Grimm: The West lacks munitions capacity for a prolonged nation-state war
“The US right now does not have the production capacity, nor does the UK, nor does Australia, kind of the West at large, to make enough munitions to fully equip a prolonged nation on nation conflict.”
Matt Grimm Nov 11, 2024 ▶ 1:27:58 Matt Grimm, Co-Founder @Anduril: How a Trump Administration Changes the Defence Industry | E1224 · 20VC with Harry Stebbings
Assertion Supported
Vlad Tenev: Robinhood received a $3B deposit demand during GameStop saga
“We got this we got this bill in the automated clearinghouse system for three billion dollars.”
Vlad Tenev Nov 1, 2024 ▶ 49:47 Vlad Tenev, Co-Founder & CEO @Robinhood: The GameStop Saga & The Future of AI | E1222 · 20VC with Harry Stebbings
Assertion Supported
Kolter: AI models contain an unpatchable buffer overflow vulnerability
“This is sort of like these models have a buffer overflow in all of them that we know about, and most importantly, that we don't know how to patch and fix. We don't know how to fix this yet with models”
Zico Kolter Sep 4, 2024 ▶ 39:51 Zico Kolter: OpenAI's Newest Board Member on The Biggest Questions and Concerns in AI Safety | E1197 · 20VC with Harry Stebbings
Prediction Held up
Narayanan: Restricting global access to AI models will fail
“Even if one country decides that models should be closed, the odds of getting every country to enact that kind of, ah, ah, rule are, you know, just vanishingly small. So if our approach to safety with AI is going to be premised on ensuring that quote unquote b…”
Arvind Narayanan Aug 28, 2024 ▶ 42:54 Arvind Narayanan: AI Scaling Myths, The Core Bottlenecks in AI Today & The Future of Models | E1195 · 20VC with Harry Stebbings
Prediction Held up
Peets rejects sales reps unwilling to make a 30-minute commute
“If a sales inside salesperson is not willing to make the sacrifice of a 30 minute commute every day to further his own career, I don't want that person.”
Chad Peets Aug 23, 2024 ▶ 49:29 Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings
Prediction Held up
Mollick: Open-source AI safety guardrails will be breached immediately
“And I do think that open models will immediately have their guardrails breached.”
Ethan Mollick Jul 31, 2024 ▶ 16:28 Ethan Mollick: Why OpenAl Abandons Products, The Biggest Opportunities They Have Not Taken | E1184 · 20VC with Harry Stebbings
Assertion Supported
Grady: 10 years of Sequoia data shows consensus doesn't drive startup outcomes
“So we have actual data on this going back to 20 14 where we started recording the votes numerically on every single investment. So we have about 10 years worth, which believe it or not is not conclusive because there are so few outliers that have emerged even …”
Pat Grady Jul 8, 2024 ▶ 1:04:04 Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings
Prediction Held up
Eisenberg predicts more private equity software investments will see Pluralsight-style zeroes
“I'm not concerned. I'm certain. It's happening.”
Michael Eisenberg Jun 19, 2024 ▶ 38:55 Michael Eisenberg: How China Could Overtake the US in the AI Race | E1167 · 20VC with Harry Stebbings
Assertion Supported
Siroker: Top VC funds will break ownership minimums for hot startups
“Yeah, the best investors benchmark and recent, they will invest less than their supposed minimums for the right company.”
Dan Siroker May 15, 2024 ▶ 29:43 Dan Siroker: Second-Time Founders Are More Investable & Why Not To Hire People Out of College |E1153 · 20VC with Harry Stebbings
Prediction Held up
Billy Hult predicts Donald Trump will win the presidential election
“I think he will, and I, you know, it starts with he can, but I think it ends with he will.”
Billy Hult Mar 29, 2024 ▶ 59:45 Billy Hult: 27 Years of Compounding Growth Leading to the Market Leader with $1.4BN in Revenue|E1134 · 20VC with Harry Stebbings
Prediction Held up
Rabois: Ramp will beat Brex and become 10x more valuable
“Ramp is absolutely going to be the winner. Probably will be two, three, four, five, 10 times more valuable.”
Keith Rabois Jan 12, 2024 ▶ 18:55 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Assertion Supported
Lacaillade: Founders Fund, a16z, Greenoaks, and Thrive proactively marked down valuations
“In my core relationships Founders Fund's the most extreme, because Peter Thiel's very contrarian and he wants to reset the mindset of his team. Which I think is great. But Andreessen Horowitz, Green Oaks Thrive, they've all proactively marked down their compan…”
Peter Lacaillade Dec 18, 2023 ▶ 24:08 Peter Lacaillade: Why Now is the Best Time to Invest in Emerging Managers | E1096 · 20VC with Harry Stebbings
Assertion Supported
Shebat: Traba requires 12-hour in-office workdays Monday through Thursday
“So what it means in practice at Trava is we're all committed to at least 12 hour days, Monday through Thursday. Friday, we're working late, but people do tend to go out on, on Friday night. But it's an in-office culture”
Mike Shebat Nov 27, 2023 ▶ 3:25 Keith Rabois & Mike Shebat: Creating an Olympian Mindset to Work Ethic| E1087 · 20VC with Harry Stebbings
Assertion Supported
Prince: The story of eBay starting with Beanie Babies is PR BS
“So, so the eBay example, you're like eBay started with Beanie Babies. So I've talked to the founders of eBay about that. That's complete and utter PR retrospective BS.”
Matthew Prince Oct 24, 2023 ▶ 11:59 Harry debates Cloudflare CEO Matthew Prince: "Should startups target niche markets?" · 20VC with Harry Stebbings
Prediction Held up
Maples: High-Priced Seed Deals Like Character.ai Won't Return 100x
“Expensive, high-priced investment, and hopefully it works, but you're not going to make a thousand times your money on that deal. You're probably not going to make a hundred times your money, even in the best of circumstances.”
Mike Maples Sep 20, 2023 ▶ 8:37 Is the VC Model Broken? Jason Lemkin, Mike Maples, Eric Paley & Harry Stebbings Debate | E1062 · 20VC with Harry Stebbings
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