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Insight
Bouaziz argues investors should earn pro-rata rights rather than receive them automatically
“No, I think pro rata should be earned.”
Alex Bouaziz Oct 20, 2025 ▶ 22:14 Deel CEO, Alex Bouaziz on Raising $300M+ at a $17BN Valuation · 20VC with Harry Stebbings
Insight
Bouaziz believes high-growth tech companies should hire engineers as CMOs
“But in his mind, most chief marketing officers are not good. The truth is I actually agree with him. And for a while I was looking for a CMO with this experience, that experience, and what I've realized is, like, the best CMOs I've encountered over the last fe…”
Alex Bouaziz Oct 20, 2025 ▶ 26:19 Deel CEO, Alex Bouaziz on Raising $300M+ at a $17BN Valuation · 20VC with Harry Stebbings
Insight
Lemkin: VCs With Double-Digit Ownership Must Serve on Boards Until Exit
“I think if you're going to own double digits, my view ethically is you got to be there till the end. Otherwise, you're dead weight on the cap table.”
Jason Lemkin Oct 16, 2025 ▶ 1:20:52 Thinking Machines Co-Founder Joins Meta for $3.5BN, Industry Venture's $665M Acquisition · 20VC with Harry Stebbings
Insight
Slonimski: Hire Young Builders for Growth Over Silicon Valley Executives
“I probably would not hire that Silicon Valley. Why? I think what you need to bring to the table is hunger, is lots of dignity, lots of dedication, lots of experimental mindset, and you cannot get there when you basically worked for, like, best-in-class compani…”
Ketty Slonimski Oct 3, 2025 ▶ 43:23 20Growth: How to Use Influencers to Scale Growth Insanely Fast | How to Optimise User Onboaring for Growth | How the Best Growth Teams Create Organic Growth and Community | Why LTV/CAC Models are BS with Ketty Slonimsky
Insight
Lemkin: Board members legally exploit insider information by holding stock
“Hold is your best time to trade on, to legally trade on inside information, though. If you're on the board or close to it, it's your best time to trade on that illegal by not trading. Yeah, you can hold legally with inside information. It's a privileged positi…”
Jason Lemkin Sep 25, 2025 ▶ 58:40 The Impact of H1B Visas on Startups in the US & NVIDIA Invests $100BN Into OpenAI · 20VC with Harry Stebbings
Insight
Lawson: Buyers Want AI Replacing 75% of Staff, Not Co-Pilots
“Oh, we're going to make your human beings 10% more efficient because of the AI co-pilot. When reality is they're gonna want a product that is like, no, no, no, I don't need 75% of these people anymore. Give me that product.”
Jeff Lawson Sep 11, 2025 ▶ 0:24 OpenAI’s $10BN Secondary Sale, Ramp Hits $1BN ARR & Brex Hits $700M · 20VC with Harry Stebbings
Insight
Frosst: Benchmark scores measure training dataset overlap rather than true model utility
“They're a reflection of how much the model had been trained on those benchmarks.”
Nick Frosst Sep 1, 2025 ▶ 17:29 Cohere Founder, Nick Frosst: How To Compete with OpenAI & Anthropic, and Sam Altman’s AI Disservice · 20VC with Harry Stebbings
Insight
Frosst: LLM architecture makes independent scientific breakthroughs fundamentally impossible
“No, no, that's not a matter of time. That's fundamentally the way that sequence models work. Like we are training statistical models of text.”
Nick Frosst Sep 1, 2025 ▶ 27:01 Cohere Founder, Nick Frosst: How To Compete with OpenAI & Anthropic, and Sam Altman’s AI Disservice · 20VC with Harry Stebbings
Insight
Jason James: Product managers should be a hire of last resort
“I see PM as, think of it as like a hire of last resort. And so I don't think a company should be allergic to hiring them, but it shouldn't be the default.”
Jason James Aug 29, 2025 ▶ 9:38 20Product: Why Most CPOs are Bad | Why You Do Not Need PMs in a World of AI | Why the Design Stage is Dead and How to Use Vibe Coding to Replace It | The Three Roles All Founders End Up Firing on Repeat with Jason James @ Tezi
Insight
Jason James: Founders do not need a CPO until transitioning to chairman
“I honestly think you don't need a CPO until maybe like as a founder, you're starting to think about transitioning into the chairman role.”
Jason James Aug 29, 2025 ▶ 27:59 20Product: Why Most CPOs are Bad | Why You Do Not Need PMs in a World of AI | Why the Design Stage is Dead and How to Use Vibe Coding to Replace It | The Three Roles All Founders End Up Firing on Repeat with Jason James @ Tezi
Insight
Jason James: Promoting '996' schedules is recruitment marketing to attract young employees
“I think it's incredible marketing. It's a way of differentiating against sort of the market. Everybody's going to be intense, but we're super intense. And so like, we're going to be like Olympians and, you know, in terms of work ethic, it's like a coded way of…”
Jason James Aug 29, 2025 ▶ 38:15 20Product: Why Most CPOs are Bad | Why You Do Not Need PMs in a World of AI | Why the Design Stage is Dead and How to Use Vibe Coding to Replace It | The Three Roles All Founders End Up Firing on Repeat with Jason James @ Tezi
Insight
Jason James: Business growth is the only thing that truly matters for company culture
“The only thing that matters for culture is growth, like, business growth, because for a business that's growing at, like, an amazing clip, it's always gonna have Cultural sort of issues that, you know, make it kind of suck to like work there, but everybody's o…”
Jason James Aug 29, 2025 ▶ 40:54 20Product: Why Most CPOs are Bad | Why You Do Not Need PMs in a World of AI | Why the Design Stage is Dead and How to Use Vibe Coding to Replace It | The Three Roles All Founders End Up Firing on Repeat with Jason James @ Tezi
Insight
Lemkin: Tech Companies Do Not Need Half Their Workforce
“You don't need half your company, and Palantir and Shopify are proving it. You don't need half your company. You literally don't need half the people working at your company. You don't need them today.”
Jason Lemkin Aug 14, 2025 ▶ 55:38 Sam Altman's Masterplan or a Gift to Anthropic? Palantir & Shopify Crush Earnings · 20VC with Harry Stebbings
Insight
Mignot: Building venture-backed hyper-growth startups requires seven-day workweeks
“If you look at the most incredible companies in the past, you know, you look at Revolut, you look at Deliveroo, all of these companies, the amount of work that these founders and these early teams put in was tremendous. I mean, it was seven days a week, you kn…”
Martin Mignot Aug 11, 2025 ▶ 43:23 Index Ventures Partner, Martin Mignot: Figma, Scale, Wiz: Inside Index’s Decacorn Factory · 20VC with Harry Stebbings
Insight
Peter Rahal argues product quality is currently more important than branding
“Ironically, as a brand person, I would say products more important than brand right now. Products all that matters actually brand secondary.”
Peter Rahal Aug 8, 2025 ▶ 15:12 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
Insight
O'Driscoll: Post-IPO dinners exist to placate founders after bankers underprice IPOs
“My mental model on the dinner is the bankers have just screwed you over for a buck a share, and in return, they buy you a very expensive dinner, and they liquor you up so you forget.”
Rory O'Driscoll Aug 7, 2025 ▶ 22:12 Figma's 250% Pop - The Greatest IPO Mispricing Ever? Meta & Microsoft Blowout Quarters: Broken Down · 20VC with Harry Stebbings
Insight
Active Early-Stage VC Management Drives Bad Decisions
“I work with many, and when they actively manage, they do not get the right decisions. They push managers to do things they shouldn't do. They push them to go enterprise before they should, push them to do more products, push them to scale faster, take more cas…”
Harry Stebbings Aug 4, 2025 ▶ 48:59 Miles Dieffenbach: Inside Carnegie Mellon’s $4BN Endowment & The Math Behind DPI, TVPI, Illiquidity · 20VC with Harry Stebbings
Insight
Edwin Chen: 100x engineers exist through multiplicative compounding of small advantages
“Some people are simply two to three times better, like two to three times faster than anybody else, right? They just code faster. There are some people who simply have two to three times more better ideas. There are people who simply work two to three times as…”
Edwin Chen Jul 21, 2025 ▶ 8:36 Surge CEO & Co-Founder, Edwin Chen: Scaling to $1BN+ in Revenue with NO Funding · 20VC with Harry Stebbings
Insight
Tenev: Founders want fast capital, not on-chain equity issuance
“Nobody gives a shit about on chain issuance. Like the only place where people are even thinking about on chain issuance is like in your head. What people want is capital as a service.”
Vlad Tenev Jul 14, 2025 ▶ 22:02 Robinhood Founder & CEO, Vlad Tenev: Robinhood’s $85BN Resurgence & Tokenizing SpaceX & OpenAI · 20VC with Harry Stebbings
Insight
Lemkin: Startups failing to grow through AI have already failed
“My rule is if you haven't grown because of AI, you've failed.”
Jason Lemkin Jul 3, 2025 ▶ 0:00 Figma’s IPO: The Full Breakdown & Why Melio’s $2.5BN Acquisition is “Discouraging” · 20VC with Harry Stebbings
Insight
O'Driscoll: VC board members who leave their firm are practically useless
“Cause I'm realistic enough to say that even if I, you know, if you have a venture board member who is an amazing board member, but can no longer speak to the money. Because there's no longer at the vent, at that venture firm, then to a rounding error, they're …”
Rory O'Driscoll Jul 3, 2025 ▶ 8:26 Figma’s IPO: The Full Breakdown & Why Melio’s $2.5BN Acquisition is “Discouraging” · 20VC with Harry Stebbings
Insight
Kansu: Traditional product specs and linear PRD processes are dead
“Specs, like, you know, companies write product specs that like go from someone's idea that turns into a product spec, and then that goes into design, that goes into engineering. This process is like dead. Like, why would you write specs if you can go from your…”
Cem Kansu Jun 20, 2025 ▶ 19:39 20Product: How Duolingo Build Product 10x Faster with AI | Duolingo's Biggest Lessons on Paywalls, Push Notifications and In-App Purchases | Why Small Teams are the Future of Product | Why PMs Will Become Extinct with Cem Kansu, CPO @ Duolingo
Insight
Kaufman: University is unnecessary for 90% of modern professions
“In 90 plus cases of modern professions, you can study on your own, and you can do it in a fraction of the time.”
Micha Kaufman Jun 9, 2025 ▶ 1:08:20 Fiverr CEO & Founder, Micha Kaufman: "If You’re Not Adapting to AI, F* You. You’re Done!" · 20VC with Harry Stebbings
Insight
Lemkin: The 'AI slow roll' is the biggest threat to B2B SaaS
“I call it the AI slow roll, and I think it's the number one thing killing B to B companies is the AI slow roll.”
Jason Lemkin Jun 5, 2025 ▶ 52:26 Is DPI The Only Thing That Matters? with Sam Lessin, Jason Lemkin & Rory O’Driscoll · 20VC with Harry Stebbings
Insight
Stebbings: The general London population is 'relatively mediocre'
“The greatest founders that I know are motivated by the internal fire and being in London. I push myself every day to be better. Yeah, everyone around me is relatively mediocre in terms of London, generally speaking, generally group population wise. I didn't ne…”
Harry Stebbings May 29, 2025 ▶ 1:00:36 OpenAI’s $6BN Jony Ive Deal & YC Is Both Chanel and Walmart, and Has Officially Won! · 20VC with Harry Stebbings
Insight
Jack Zhang says late-stage founders should take $20M-$30M in secondaries
“I recommend founders take enough secondary so that they can live an account for life, right? They don't need to worry about how do they feed the family? How do they support the kids? How do they, you know, buy a house? You know, I think they should, you know, …”
Jack Zhang May 26, 2025 ▶ 1:24:40 Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN · 20VC with Harry Stebbings
Insight
Hacker: European AI founders should 100% move to Silicon Valley
“If a young founder, European founder came to me, it's like, Hey, I have this brilliant idea of how to use AI or like a new model or something like that. What should I do? It's like a hundred percent. Go to Silicon Valley. A hundred percent. You absolutely maxi…”
Severin Hacker May 19, 2025 ▶ 1:07:04 Duolingo Co-Founder, Severin Hacker: How AI Impacts the Future of Work and Education · 20VC with Harry Stebbings
Insight
Yamashita: Early-stage startups should not hire product managers
“Smaller companies shouldn't have PMs because the founder is playing that role.”
Yuhki Yamashita May 16, 2025 ▶ 32:20 20Product: Figma CPO on How Figma Builds Products: What Works, What Does Not | How Figma Does Testing and Product Reviews | The Future of Design, Engineering and Product with Yuhki Yamashita
Insight
Lemkin: Non-Technical CEOs Taking Over Tech Companies Never Understand the Product
“All the non-technical CEOs that I've seen, especially take over my investments as outside CEOs, they never understand the product.”
Jason Lemkin May 15, 2025 ▶ 46:36 OpenAI, SBF & Perplexity: What VCs Know That You Don’t · 20VC with Harry Stebbings
Insight
Akhund: If you get a massive valuation, raise big but don't spend
“I think the mistake is to not raise enough money. Like every now and then someone gets like a, you know, like a million dollar valuation, they raised like fifty million. I think that's a mistake. Like you want to raise enough money at that high valuation. And …”
Immad Akhund May 12, 2025 ▶ 11:07 20VC Exclusive: Mercury Founder Launches First $26M Fund with Immad Akhund · 20VC with Harry Stebbings
Insight
Crespo: Winning US enterprise software buyers is easier than in Europe
“A lot of people say it's harder than you think, where I think it's actually easier than you think. Because I said it's hard, yes, but it's easier than in Europe. People buy faster.”
Eleonore Crespo May 9, 2025 ▶ 48:26 20VC: Four Traits of the Most Successful Founders | How to Hunt and Close Talent Like a Pro and Where All Founders Go Wrong | Lessons Raising $397M From the Best Investors in the World with Eléonore Crespo @ Pigment
Insight
Lemkin: VC partners with a hot hand who don't run their firm should leave
“If you have a hot hand in venture and you're not running the place, I would leave the next day.”
Jason Lemkin Apr 24, 2025 ▶ 24:23 How LP Deployment to Venture Will Change in 2025 & Are Endowment Funds in Trouble? · 20VC with Harry Stebbings
Insight
O'Driscoll: Spinning out allows VCs to ditch poor past track records
“The other wonderful thing about starting a new firm right now that no one will ever say, not only do you ditch your colleagues track record, you also ditch your own, right? You literally go there and go, I was at mega firm from 2016 to 2024. I did some deals. …”
Rory O'Driscoll Apr 24, 2025 ▶ 31:55 How LP Deployment to Venture Will Change in 2025 & Are Endowment Funds in Trouble? · 20VC with Harry Stebbings
Insight
O'Driscoll: Megafunds with forgiving LPs should pursue late-stage investing over seed
“If you have access to capital that's large and forgiving, which is what these mega funds have, then you should play the big balls game. Cause you're exactly right. You don't do it. You have to do less work. If it works great, you make out the same as Jason who…”
Rory O'Driscoll Apr 17, 2025 ▶ 41:11 a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings
Insight
Lazarte: Writing small checks as one of many investors makes zero difference
“But the reality is, like, if you write a small check, and, like, you're one of many, then, like, you don't make any difference. It doesn't matter how smart you are.”
Victor Lazarte Apr 14, 2025 ▶ 56:11 Benchmark GP, Victor Lazarte: The 3 Traits All the Best Founders Have · 20VC with Harry Stebbings
Insight
Lazarte: VC fiduciary duty ends at check writing to fully support founders
“And my fiduciary duty comes in at the moment where I write the check. It's like, I'm underwriting that person. It's like, hey, do I think this guy will be a good CEO? And once you're there, it's like, I'm just, I'm here to enable this guy. And like, even when …”
Victor Lazarte Apr 14, 2025 ▶ 59:16 Benchmark GP, Victor Lazarte: The 3 Traits All the Best Founders Have · 20VC with Harry Stebbings
Insight
Nayak: AI Product Teams Should Over-Fit to Frontier Customers
“Find the customers who are really good at what they do, and then, you know, chase them, even over a fit to them as long as you have conviction that, you know, everyone else will follow.”
Aatish Nayak Apr 11, 2025 ▶ 7:24 20Product: How Scale AI and Harvey Build Product | Why PMs Are Wrong: They are not the CEOs of the Product | How to do Pre and Post Mortems Effectively and How to Nail PRDs | The Future of Product Management in a World of AI with Aatish Nayak
Insight
Stan Boland: Supplying venture capital creates company supply, not vice versa
“The causality is that if we put capital in place here, great companies will rise to the occasion and supply of companies will come.”
Stan Boland Apr 10, 2025 ▶ 9:38 Tom Hulme & Stan Boland: Lessons from Jensen Huang & How to Fix the UK Tech Ecosystem · 20VC with Harry Stebbings
Insight
Garcia: Companies should price their IPOs as high as possible
“I don't buy into that. I think price it as high as you can price it.”
Ernest Garcia Apr 7, 2025 ▶ 53:08 Carvana CEO & Co-Founder, Ernest Garcia: Building a $50B Company, Losing 99% and Coming Back · 20VC with Harry Stebbings
Insight
Mukherjee: Unpaid design partners lack the commitment needed to build products
“If the customer is not separating with some sort of cash, there's just not enough skin in the game for them to put in the time to work with you for a few weeks, for a few months, for a few quarters to build a product. So I'm very anti unpaid design partners be…”
Ishan Mukherjee Apr 4, 2025 ▶ 13:20 20Sales: How the Best Sales Teams Use AI to Win Enterprise Deals | Sales Teams Will Be Dramatically Smaller | How to Ramps Sales Reps Way Faster | Why Unpaid Design Partners are BS | Why this Generation of Sales is Soft with Ishan Mukherjee @ Rox
Insight
Hoggett: $10B to $20B companies risk getting lost in US markets
“Increasingly if you are absolutely, if you are a 10 to twenty billion company, don't go to the U.S. Because you'll get lost.”
Julia Hoggett Mar 28, 2025 ▶ 17:36 Julia Hoggett, CEO @ LSEG plc: The Myths and the Reality of The London Stock Exchange · 20VC with Harry Stebbings
Insight
Hoggett: Prescriptive ESG reporting perversely favors extractive industries over green startups
“And there have been places where over-regulating these things has actually produced perverse outcomes, where investors are incentivized to invest in big extractive industries, for example, rather than medium-sized, scaling, green economy companies, because one…”
Julia Hoggett Mar 28, 2025 ▶ 43:36 Julia Hoggett, CEO @ LSEG plc: The Myths and the Reality of The London Stock Exchange · 20VC with Harry Stebbings
Insight
Green: If a company responds to VC cold calls, it sucks
“And you realize if the company calls you back, the company sucks.”
Mitchell Green Mar 26, 2025 ▶ 2:21 Mitchell Green, Founder @ Lead Edge Capital: Why Traditional VC is Broken · 20VC with Harry Stebbings
Insight
Green: DPI is the most important VC metric; marks are for suckers
“I believe I believe that, like, DPI is the most important thing, and marks are completely for suckers.”
Mitchell Green Mar 26, 2025 ▶ 1:10:31 Mitchell Green, Founder @ Lead Edge Capital: Why Traditional VC is Broken · 20VC with Harry Stebbings
Insight
Morin: GPUs are a clever workaround, not natively built for AI
“GPUs are, you know, are a good trick for AI, but they're not built for AI.”
Steeve Morin Feb 24, 2025 ▶ 11:13 Steeve Morin: Why Google Will Win the AI Arms Race & OpenAI Will Not | E1262 · 20VC with Harry Stebbings
Insight
Rejecting the MVP model drove Odoo's ultimate success
“It was very risky, because it took time to monetize and get to something that I could sell and everything, but now that I am looking back, it's probably what Medo do today. It's because I thought about the big picture, everything's smooth together, and it's no…”
Fabien Pinckaers Feb 12, 2025 ▶ 4:36 Fabien Pinckaers, CEO @Odoo: The Billionaire Founder Who Doesn’t Care About Money | E1259 · 20VC with Harry Stebbings
Insight
Engineering managers must be the best developer on their team
“There is no way you can Make a team of developers become a better developer if you are not the best developer of the team yourself.”
Fabien Pinckaers Feb 12, 2025 ▶ 21:44 Fabien Pinckaers, CEO @Odoo: The Billionaire Founder Who Doesn’t Care About Money | E1259 · 20VC with Harry Stebbings
Insight
Giving budgets to employees encourages irresponsible spending
“If you give budget to people, they will just spend the budget. They won't have any responsibility or whatever. If you don't give them budget, they will have to spend responsibly.”
Fabien Pinckaers Feb 12, 2025 ▶ 22:56 Fabien Pinckaers, CEO @Odoo: The Billionaire Founder Who Doesn’t Care About Money | E1259 · 20VC with Harry Stebbings
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