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Disclosure
Shulman: Using copyrighted works in AI training data is industry standard
“Yeah, we know that there are some copyrighted works in our training data. That's not illegal. It's stock standard for the industry. It's what every AI company does.”
Mikey Shulman Jan 10, 2025 ▶ 17:53 Mikey Shulman, CEO @Suno: The Future of Music, What is Gonna Happen? | E1244 · 20VC with Harry Stebbings
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Curative Canceled $600K Salesforce Contract For An Internally Vibe-Coded CRM
“We just recently canceled our Salesforce contract because we have an internal CRM that was vibe coded, that is working better, that is managing our process better, is more integrated into what we're doing. We run our agents inside of it, and no one was using S…”
Fred Turner Jul 18, 2026 ▶ 45:54 We Built Our Own Salesforce in Months. Here's Why We're Cancelling the $600K Contract | Curative CEO
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Andreessen: a16z passed on Anduril Series A out of political fear
“The most straightforward example is the deal we didn't do, we should have done, is the Andrewle Series A right, which was like, which was just, like, sort of obvious that it was gonna be special, and, you know, Palmer, we had worked with Palmer at Oculus, and …”
Marc Andreessen Mar 30, 2026 ▶ 1:12:30 Marc Andreessen: Will a16z Go Public & Why Labour Displacement with AI is Wrong? · 20VC with Harry Stebbings
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Stripe founders asked Robinhood not to tokenize their shares, says Tenev
“I've shared this viewpoint with Patrick and John, and they give me some variant of, oh, well, we're just a small Irish family company. Please don't tokenize my shares.”
Vlad Tenev Jul 14, 2025 ▶ 0:19 Robinhood Founder & CEO, Vlad Tenev: Robinhood’s $85BN Resurgence & Tokenizing SpaceX & OpenAI · 20VC with Harry Stebbings
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Freise: KKR Lost Around $500 Million in Turkey
“In Turkey, I think we lost around five hundred million. What we didn't see was rule of law was a bit of a flexible concept there.”
Philipp Freise Jun 30, 2025 ▶ 0:09 KKR's Head of European PE, Philipp Freise: Do Andreessen & General Catalyst Scare KKR? · 20VC with Harry Stebbings
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Scott: Microsoft chose not to launch models more interesting than DeepSeek-R1
“We've had models more interesting than Deep Seek R-One that, like, we didn't even We chose not to even launch them.”
Kevin Scott Mar 31, 2025 ▶ 15:05 Kevin Scott, CTO @ Microsoft: An Evaluation of Deepseek and How We Underestimate the Chinese · 20VC with Harry Stebbings
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Storonsky: Revolut paid $2M for 55 executive hires and fired 50
“I think I hired like, you know, 55 through executive recruiters, paid like, you know, two million in fees. I ended up, you know, firing 49 or 50 of that, so it's such a waste of money.”
Nik Storonsky Dec 2, 2024 ▶ 5:13 Nik Storonsky, Revolut Founder: What Revolut Needs to Do to Hit $100BN Valuation | E1233 · 20VC with Harry Stebbings
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Anduril and Co-Founder Matt Grimm Officially Stand With Israel
“I don't at all, no. Absolutely not. Personally stand with them, and we as a company do too.”
Matt Grimm Nov 11, 2024 ▶ 12:40 Matt Grimm, Co-Founder @Anduril: How a Trump Administration Changes the Defence Industry | E1224 · 20VC with Harry Stebbings
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Tavel: Benchmark barely reserves capital for follow-on investments
“We don't think about reserves. Period. Barely. We're very oriented towards our initial investment, and in that moment, you know, we are more ownership sensitive than probably most other firms. But then after we invest, we are 100% aligned with whatever objecti…”
Sarah Tavel May 6, 2024 ▶ 55:05 Sarah Tavel: Will Foundation Models Be Commoditised? | E1149 · 20VC with Harry Stebbings
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Suster: VCs settled with embezzling founder, getting equity but zero cash
“It's one step worse than that, which is, I know of a company in which the founder embezzled money. Ok, literally stole millions of dollars. In order to not end up in a big legal battle, their VCs ended up settling, and they got all the stock back, but none of …”
Mark Suster May 1, 2024 ▶ 7:44 Mark Suster: Why Private Equity Will Replace IPOs and M&A as the Exit Path | E1147 · 20VC with Harry Stebbings
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Dixon: a16z Crypto currently holds 94% of all historical investments
“Throughout the lifetime of the crypto funds, we could, we today hold 94% of our investments.”
Chris Dixon Mar 27, 2024 ▶ 40:07 Chris Dixon: Who Will Win the Next Generation of Venture? | E1132 · 20VC with Harry Stebbings
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Gontovnikas built CEO deepfake technology for personalized outbound sales emails
“You can even, and we've created this, you can even create deep fakes of CEOs telling you something on a video, on an email, even though it's not really the CEO.”
Martin Gontovnikas (Gonto) Feb 14, 2024 ▶ 1:05:50 Martin Gontovnikas (Gonto): The Biggest Mistakes Startups Make When Scaling into Enterprises | E1115 · 20VC with Harry Stebbings
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Claure: I Invested $150M Into FTX at SoftBank Due to FOMO
“So I invested hundred and fifty million dollars on FTX, which I mean, apologies to SoftBank, because I should have never made that investment, but it's probably one decision that has changed my life forever. I'm never going to invest in something that I don't …”
Marcelo Claure Jul 31, 2023 ▶ 1:04:12 Marcelo Claure & Shu Nyatta: LATAM's New $500M Growth Fund; Investing Billions at SoftBank | E1042 · 20VC with Harry Stebbings
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Stebbings: Series B investors are offering founders $1M payouts to return capital
“You know, it is, but I'm seeing now I've seen four this month where the series B's are saying, Hey, preemptively we fucked up, but give us our cash back and we'll give you a million each.”
Harry Stebbings Nov 21, 2022 ▶ 1:07:36 Semil Shah: Lessons Learned Scaling from a $1M to a $50M Fund | 20VC #951 · 20VC with Harry Stebbings
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Zeev: I banned an LP who complained about rapid fund deployment
“I had a, an LP who joined in the third fund, and four months later, I tell him that you know, I'm raising our fine for, I finished, I'm raising, and he totally freaked out, and he started lecturing me on, he didn't call it what you called it, he called it vint…”
Oren Zeev May 24, 2022 ▶ 7:25 Oren Zeev: How I Raised $1 BILLION in 12 Months | 20VC #888 · 20VC with Harry Stebbings
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Conrad: Zenefits investors forced his resignation by threatening lawsuits despite board control
“At my last company, I had board control and everything, but when investors sat me down and said, look, if you don't resign, we're going to sue the company, we're going to go to war with you know, suddenly you're like, crap, how do I survive that?”
Parker Conrad Apr 26, 2021 ▶ 26:24 20VC: Rippling's Parker Conrad on Why The VC/Founder Marriage Analogy is Weird, Why The Notion of Focus, Focus, Focus is Overrated, Why Narrow Point Solutions Are Not Best in Class Products & The Rise of the "Compound Startup"
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Abuzeid adopted a privileged white male alter ego to project confidence
“I pretty much adopted an alter ego, and this alter ego actually happens to be a white male who, you know, who is highly privileged as well, because I had observed how members of that demographic operate. Like, I see them walking into a room, and the amount of …”
Iman Abuzeid Mar 6, 2020 ▶ 19:02 20VC: Why Most Founders Do Not Structure Their Fundraise Correctly, The Pros Of Having An MBA As A Startup Founder & How To Manage The Psychology Of Being CEO and Overcome Self Doubt with Iman Abuzeid, Founder & CEO @ Incredible Health
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Collin Understated Front's MRR to VCs to Guarantee Growth Later
“I always talked about the one that was the best, but also I always said that, so let's, let's say I was at 30 KMR. I would say we're at 20 KMR. So I would always give a number that's below so that, you know, if I raise it in two months and for some reason thin…”
Mathilde Collin May 24, 2019 ▶ 21:14 20VC: Front's Mathilde Collin on Why Discipline Is More Important Than Vision, The Right Way To Approach Investor Updates and Director Reports & How To Effectively Structure 1-1s
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Stebbings: Scaling From $1.5M to $15M ARR Is No Longer VC-Fundable
“I turned down a company the other day that went from one and a half, and they were gonna go to five, and then they were gonna go from five to 15, and it's just not enough anymore. It's just not interesting. I'm sorry for venture. We have an opportunity cost of…”
Harry Stebbings Aug 7, 2026 ▶ 16:12 The AI Boom Will Create Enormous Roadkill: Who Wins & Loses? | David Frankel
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Lemkin refuses to invest in Chamath's 8090 without full-time commitment
“So I, I'm out. If literally Chamath drops everything, but 80, 90, everything. And I see the sweat from his brow and I see all, and I see that cause the dude's fit and he's looking good. Right. He just had, A massive, the massive largest win of his career as an…”
Jason Lemkin Jul 2, 2026 ▶ 1:01:04 Coinbase Cuts AI Spend by 50% | Kalshi's $40B Valuation & Impending IPO | The Year for SaaS Roll-Ups · 20VC with Harry Stebbings
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Randle: Benchmark missing early AI model providers was a complete failure
“No, it fucking sucks. It's terrible. It's a complete and utter failure on, on our part. And I think we, we'd all say that.”
Everett Randle Jun 18, 2026 ▶ 46:01 Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN · 20VC with Harry Stebbings
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Laqua receives death threats over Corgi's intense work culture
“The death threats and the DMs you know, people, people think I'm nuts.”
Nico Laqua May 30, 2026 ▶ 30:50 The Hardest Working Startup in America | Nico Laqua, Co-founder & CEO @ Corgi · 20VC with Harry Stebbings
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Lemkin: Founders should accept buyouts unless they refuse $1 billion
“That's why I tell all founders to take the offer. I tell all founders to take it. The opposite of VCs, take it. It's, it is an intensity test. And if they push back and say, no, a billion is not enough. Great. Then go for it. But if they're not sure you may no…”
Jason Lemkin May 14, 2026 ▶ 1:16:22 Anthropic Buys Compute From Elon & Commits $200BN to Google | Cerebras IPO | Ramp Raises at $40BN · 20VC with Harry Stebbings
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Adam Foroughi Never Holds One-on-Ones or Performance Reviews With Direct Reports
“If people on my team, if they directly report to me, I never do one-on-ones, I don't do reviews.”
Adam Foroughi Apr 27, 2026 ▶ 35:21 AppLovin CEO: Why Founders Shouldn't Angel Invest & Why the Best Don't Need Mentorship · 20VC with Harry Stebbings
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Lemkin refuses to buy public SaaS stocks with sub-par AI solutions
“No, I wouldn't buy any of them. I wouldn't buy, because I'm looking for products that are more than a 60% solution.”
Jason Lemkin Apr 16, 2026 ▶ 33:16 SpaceX's Financials Leaked: Is it Worth $2TN | Meta Debuts Muse Spark: Are They Back in the AI Race? · 20VC with Harry Stebbings
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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
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Andreessen: a16z Should Reflexively Back Every European Founder Moving to US
“One of my things in the firm is I say, we should back every single European founder who moves to the US. Like, we should just reflexively say yes.”
Marc Andreessen Mar 30, 2026 ▶ 50:42 Marc Andreessen: Will a16z Go Public & Why Labour Displacement with AI is Wrong? · 20VC with Harry Stebbings
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Raanan: I never discuss gross margins with early-stage startups
“How much I discuss, how often I discuss gross margins with our, with my early stage companies? Never.”
Gili Raanan Mar 28, 2026 ▶ 27:51 Why Margins Don't Matter for Early-Stage Startups | Gili Raanan · 20VC with Harry Stebbings
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Lemkin: Two of my portfolio investments from last year are now obsolete
“I have two investments I made last year. I love them. Those products no longer have a reason to exist today because of Claude.”
Jason Lemkin Feb 26, 2026 ▶ 20:13 Citrini Research Breakdown: Agents, "Ghost GDP", Consumer Spend | Figma Earnings Beat · 20VC with Harry Stebbings
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Harry Stebbings: Sweet spot for hiring is under-24 Asians and Eastern Europeans
“So I hire, bluntly, Asians or Eastern Europeans, and very young, sub-twenty-three, 24. That is a sweet spot for us.”
Harry Stebbings Jan 9, 2026 ▶ 11:48 20Sales: Why the Best Sales People are F**** in the Head | Why Remote Work is BS | Why Europe is a Nightmare for Recruiting Sales Teams | How to Build a Sales Machine | What Everyone Gets Wrong Today in Sales with Chad Peets
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Andrew Ng refuses to hire experienced engineers who ignore AI tools
“Those people, I just don't hire people like that anymore, but there are people that, you know, did a comfortable job, they kept coding the old way, and they just did not learn AI.”
Andrew Ng Nov 17, 2025 ▶ 16:30 AI Fund’s GP, Andrew Ng: LLMs as the Next Geopolitical Weapon & Do Margins Still Matter in AI? · 20VC with Harry Stebbings
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Lemkin: Legacy CROs Are No Longer Relevant for Today's Tech Roles
“I struggle to even recommend a lot of the CROs and executives I know for roles today. I just struggle to find them a job. They're not the right people anymore.”
Jason Lemkin Nov 13, 2025 ▶ 3:26 Michael Burry Shorts NVIDIA and Palantir & Has Defensibility Died in a World of AI? · 20VC with Harry Stebbings
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Startup Reps Who Join Legacy Tech Will Never Be Recruited Again
“You went to IBM for five years. We're never talking. I'm never recruiting you. Not because you're not a good rep, because by that move, I know what I need to know. You're done with, you don't want to do the heavy lifting anymore.”
Chad Peets Nov 7, 2025 ▶ 40:48 20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets
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ElevenLabs built its own data centers for training AI models
“So we've built our own data centers for training, and then for inference, we of course use some of our great partners across across the traditional.”
Mati Staniszewski Sep 8, 2025 ▶ 48:48 ElevenLabs CEO/Co-Founder, Mati Staniszewski:The Untold Story of Europe’s Fastest Growing AI Startup · 20VC with Harry Stebbings
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Stebbings: 20VC hires candidates with extreme trauma or extreme masochism
“For us, I look for people who have either extreme trauma or extreme masochism.”
Harry Stebbings Aug 18, 2025 ▶ 3:24 Lovable CEO, Anton Osika: The State of Foundation Models, Grok vs OpenAI, and Replit vs Bolt · 20VC with Harry Stebbings
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Junestrand: Legora implemented a 9-9-6 work schedule with team buy-in
“I mean, the short answer is yes, because we did it for a while, and we did it with large team buy-in”
Max Junestrand Aug 15, 2025 ▶ 54:22 20VC: 15 Term Sheets in 7 Days and Choosing Benchmark | Harvey vs Legora: Who Wins Legal and How to Play When You Have $600M Less Funding | Are AI Models Plateauing Today | Building a 9-9-6 Culture From Stockholm with Max Junestrand
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Lemkin: Stacking trusts shields up to $50M per exit from federal taxes
“And frankly, you can stack it with trusts, like for me, it's probably 40 to fifty million per, because I have five trusts on this, so that means for each exit I get, fifty million has no taxes.”
Jason Lemkin Jul 10, 2025 ▶ 52:23 Daniel Gross and Nat Friedman: Acquired by Meta | Microsoft Layoff 9000 People | OpenAI's Bombshell · 20VC with Harry Stebbings
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G Squared lost 20% on Uber and made 3x on Lyft
“We lost I think we made, we lost like 20 cents on the dollar, and Lyft we made like a three X.”
Larry Aschebrook Jun 16, 2025 ▶ 31:32 Larry Aschebrook, Founder & MP @GSquared: How We Lost Money on Uber and Made Millions on Lyft · 20VC with Harry Stebbings
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Matrix Partners signed an Airwallex term sheet then revoked it
“But I think one of the founders of the VC, that is the metrics partners, and they give the term sheet they signed, and they took it back. Yeah, so they basically said I had a call with the founder after they signed a term sheet, and they were like, oh, I don't…”
Jack Zhang May 26, 2025 ▶ 30:51 Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN · 20VC with Harry Stebbings
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Pony Ma rejected Tencent's investment in Airwallex to build WeChat Pay internally
“The founder of Tencent didn't approve. After three months process, RCO pass you know, he just basically is like, because the idea is that this is going to help Tencent to do global, you know, VHAP settlement. And then Pony, the founder was like, why can't we b…”
Jack Zhang May 26, 2025 ▶ 44:02 Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN · 20VC with Harry Stebbings
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Jack Zhang is taking $70M in personal debt to buy Airwallex secondaries
“I'm actually buying back the Airwaller stock myself, so I actually in the process of taking a debt of seventy million dollars to buy Airwaller secondaries.”
Jack Zhang May 26, 2025 ▶ 1:23:20 Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN · 20VC with Harry Stebbings
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Michael Moritz hosted Jack Zhang at home to urge selling Airwallex
“Michael Morris invited me to his home, tried to convince me to sell the company.”
Jack Zhang May 26, 2025 ▶ 1:30:45 Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN · 20VC with Harry Stebbings
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Akhund: I passed on Scale AI because the founders were too young
“I saw scale AI and I was like, okay, you know, like good idea, but these people are so young. I think they were like 19 and 20 at the time or something. I was like, yeah, this is like, I was like, I think I could run this company better if I was doing it and I…”
Immad Akhund May 12, 2025 ▶ 17:47 20VC Exclusive: Mercury Founder Launches First $26M Fund with Immad Akhund · 20VC with Harry Stebbings
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Grinda: FJ Labs maintains 30% IRR by selling winners early
“I want to say the cheat code I use for IR, why I still can get 30% IR today, is the virtue of being diversified means I own two, one to three percent of any of the companies, and so what I've been doing is getting secondaries on the way up. So, I've been doing…”
Fabrice Grinda May 1, 2025 ▶ 16:02 What Does it Take to Be Good at Series A and B Today? · 20VC with Harry Stebbings
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Lemkin: Top portfolio startups work 12-hour days, seven days a week in-office
“All the best startups I've invested in are working seven days a week, 12 hours a day in the office, seven days a week, 12 hours a day.”
Jason Lemkin Apr 17, 2025 ▶ 8:10 a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings
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O'Driscoll: Scale's portfolio companies bypass VC preferences in acqui-hires
“When I'm on the other side of the table and my late stage companies are trying to buy early stage companies, I do exactly the same thing. I don't give a shit about Jason and his bloody preference. I want to hire those five great engineers. Let's just give them…”
Rory O'Driscoll Apr 17, 2025 ▶ 1:14:26 a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings
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Green: Lead Edge bought ByteDance at 5x earnings
“Late last year we were buying ByteDance. We were paying five times earnings for it. It grows, like, 25, 30% a year.”
Mitchell Green Mar 26, 2025 ▶ 13:52 Mitchell Green, Founder @ Lead Edge Capital: Why Traditional VC is Broken · 20VC with Harry Stebbings
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Riparbelli: Synthesia has no obligation to uphold free speech for $30 monthly
“We don't, as a company have, we don't see ourselves as having to uphold any kind of right of free speech. And frankly, from a business perspective, having someone pay me 30 dollars a month to create very questionable conspiracy content, it's just not good busi…”
Victor Riparbelli Jan 15, 2025 ▶ 29:57 Victor Riparbelli, CEO @Synthesia: OpenAI vs Anthropic vs X.ai - Who Wins and Why | E1246 · 20VC with Harry Stebbings
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