#98: OpenAI Acquires Windsurf for $3B, Google's Stock Dips

The countdown to Episode 100 is on, but this week, it's more news and less Sam.Jessica, Brit, and Dave dig into a jam-packed week across tech, AI, VC, and culture—starting with Dave topping a surprise list of top angel investors (yes, above Peter Thiel), raising questions about who really shows up on cap tables and why no women made the cut.The crew unpack:Windsurf’s $3B acquisition by OpenAIApple’s potential move to replace Google with its own AI search in SafariA historic week of M&A with DoorDash, Datadog, and Function Health, andWhy tech was (mostly) absent from this year’s Met GalaWe’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit00:00 Trailer01:24 Nearly 100 episodes02:35 Top one angel investor: David Morin07:22 Big M&As and vibe coding20:09 Digital media22:09 Is Google search dying?30:13 New Netflix interface32:18 Fund entities and structures (Sam, don't listen!)44:37 Pop culture corner: Barry Diller46:20 Pop culture corner: Met Gala54:44 Happy birthday to Jess55:26 Outro

Jess, Sam, Brit, and Dave are back on More or Less with plenty to unpack—from Meta and Google’s AI sprawl to Snap’s fading relevance and the monetization questions hanging over tech.Here’s what they get into:– Why OpenAI is crushing the consumer AI game– Sam’s new startup: The Ruck Rock fitness empire– Meta’s AI app confusion (and Ray-Ban power moves)– Snap’s ad crash—and a left-field fix involving Sam Altman– AI and mental health: the risks no one’s talking aboutPlus: the parenting trick Meghan Markle and Sam both swear by—and why Dave might soon be replaced by an AI on the board.We’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit00:00 Trailer01:20 AI investors, New York, Austin05:01 The Ruck Rock, Methaphone, Weighted Tungsten cases11:02 Meta AI, Google Gemini, ChatGPT21:46 The way to win in AI31:39 Snap snapped, and macroeconomics too34:29 Thinking Machines Lab38:21 AI and mental health45:32 Pop culture: Beyonce, Warriors, Meghan Markle48:56 Outro

Jess, Sam, Brit, and Dave returned from spring break to catch up on chaotic headlines from the last week — from Tesla’s bad quarter to Google’s courtroom drama.On the docket:– the antitrust cases shaking up Google, Meta, and the entire ad economy – is OpenAI quietly building the next Facebook? – Sam’s theory on “zombiecorns” – is OnlyFans the new Uber?We’re also on ↓X: https://x.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit00:00 Trailer01:25 Recruiting PMs and hard-to-fake filters08:34 Google anti-trust legal theater13:58 Market narratives and fruit monopolies22:21 LLMs and media companies25:49 Is the web dying?32:05 People want resonance38:19 Adult content and AI40:59 Meme stock Tesla and messiah Elon47:30 How Musk handles the poliola49:15 "Spam" Lessin's factory-farmed VC unicorn end52:23 National medal of motherhood55:48 Be the mountain, not the storm58:10 Outro and announcement

With Jess and Sam taking the week off Brit and Dave are joined by two leading voices in venture and tech: Ben Lerer (Managing Partner, Lerer Hippeau) and Morgan Beller (General Partner, NFX; Co-creator of Libra). Together, they dive into the shifting tides of tech, venture, and AI:– OpenAI’s next move: A social network?– Venture’s broken math– The ‘AI’ label inflation, and– Figma’s IPO and what it signals for techPlus, Ben and Morgan weigh space travel risks—would you commit to a ticket to Mars?Let us know in the comments below!00:00 Trailer01:16 Guest Intro03:39 VC East Coast scene08:39 Offline from tech10:32 OpenAI social media leak? 15:08 Investing in AI22:59 Like AI companies28:49 Figma's Potentital IPO33:08 LPs and founders are pissed41:52 Pop culture corner: Katy Perry went to space45:02 Humans on Mars by 2040? 46:36 OutroFeaturing: Ben Lerer: https://x.com/benjlererMorgan Beller: https://x.com/bellerWe’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit

This week on More or Less, Jessica hosts with Joanna Coles, Chief Content Officer at The Daily Beast, while Sam, Dave, and Brit are off for “spring break”!They explore:• Elon’s DC stint• Trump’s cabinet leaks: Leaks fuel Rubio-Elon tension• China’s AI edge: Cheap tech shakes Valley’s leadPlus, Joanna ponders plastic surgery risks in space—will implants hold up?Featuring: Joanna Coles: https://x.com/JoannaColesThe Daily Beast: https://www.thedailybeast.comWe’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit01:13 The only one standing felt abandoned03:05 Guest intro04:36 What's it like inside the newsroom frontlines07:03 Betrayal, greed, power, ambition, love...12:17 What character is Elon Musk playing20:25 The Donald, the Valley, and the Trade War28:29 What the insider insiders are talking about31:20 Space, plastic surgeons, celebrities37:06 Another pop culture moment: Meghan Sussex40:52 Royalty and the tabloid46:05 Gloria Steinem, women's rights, reproductive health48:23 Moments that break out51:46 Outro

This week on More or Less: Tesla reports a steep drop in deliveries, investor confidence wavers, and BYD continues to close in. The crew also dives into:Elon’s "Fake News": More Drama, Less DOGEOpenAI’s record-breaking $40B raiseTikTok’s algo standoff, andThe UFC’s deal with MetaPlus: Brit’s True Crime fascination with the Deel v. Rippling spy story!We’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit00:00 Trailer01:03 Sam and Dave's clones02:59 Are we getting closer or further away from Mars?05:58 Tesla Drama13:36 Elon News fatigue18:13 Dave social middle ground and drunk Sam20:20 Everyone’s vibe coding24:13 OpenAI28:03 Costs vs potential monetization46:43 Rippling v. Deel James Bond Spying49:56 UFC × Meta51:41 Outro

The debate is heating up—DC and Silicon Valley are deeply split over DOGE. This week on More or Less, Jessica and Brit hold down the fort (while the husbands ski Alaska’s powder) with media heavyweights Ben Smith of Semafor and Nick Carlson of Dynamo. This week’s big swings:• The Signal Group Chat Scandal• DOGE divides: Silicon Valley cheers efficiency, DC smells ideology• China’s BYD overtakes Tesla: Is Elon losing supporters?Plus, whispers of fake AI revenue, ChatGPT’s image wizardry, and a nod to The Information’s SABEW haul. Featuring: 1) Ben Smith: https://www.linkedin.com/in/ben-smith-04b1403/2) Nicholas Carlson: https://www.linkedin.com/in/nicholasmcarlson/We’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Ben Smith: https://x.com/semaforben2) Nicholas Carlson: https://x.com/nichcarlson3) Sam Lessin: https://x.com/lessin4) Dave Morin: https://x.com/davemorin5) Jessica Lessin: https://x.com/Jessicalessin6) Brit Morin: https://x.com/brit00:00 Trailer01:29 Our guests and our husband clones08:23 The Signal group chat scandal12:01 The Atlantic's marketing19:25 Ethics impact23:27 DOGE divides35:06 Trump, the tech giants and pragmatism39:35 Wiz deal, arms race, 42:44 11X and straight up fraud49:50 ChatGPT's Image Generator51:41 Using AI: what would JD Vance do? 55:40 AI and journalism side by side57:02 Outro

Silicon Valley’s heating up—and we’ve got the inside scoop.This week on More or Less, Jessica, Dave, Sam, and Brit unpack a whirlwind of drama: Google’s $32B Wiz grab, rippling’s spy scandal with Deel, and Gwyneth Paltrow’s bold intimacy coordinator diss. Dave’s back from YC Demo Day, where AI-driven startups are still fetching 25 to 40 million despite shaky traction.Here’s what’s cooking:• Google’s Wiz deal—will Trump’s FTC let it fly?• Rippling vs. Deel: a spy caught in a Slack honeypot• Gwyneth says no to intimacy coordinators—culture’s shifting• Brit’s new AI-built app, Guarding, locks down kids’ usernamesPlus, Solana’s PR flop, NVIDIA’s chip wars, and Elon’s billion-dollar X raise.We’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit00:00 Trailer01:10 No introductions needed03:34 The New York Times Ethics Department07:06 Solana video disaster13:16 Gwyneth Paltrow vs intimacy coordinator17:03 Google acquires Wiz for $32 billion18:59 Trump administration's tech leverage30:08 Brit's app Guardling (higuardling.com)35:06 The Silicon Valley Spy Scandal!46:34 Are there VC spies?50:53 Elon raises a billion for X52:19 Drive-through AI and going bankrupt56:29 Sam Lessin has left the chat59:03 Outro

On this week's episode of More or Less, Jessica, Dave, Sam, and Brit tackle a chaotic week hashing out Waymo’s Peninsula push, Sam’s million-dollar Mars wager with Brit, and YC’s agentic AI craze—fresh from ski season vibes and office debates.Also on the deck this episode:• Waymo’s expansion has Jessica ditching Lyft (almost)• Sam vs. Brit: a million bucks on Mars colonization odds• TikTok’s sale—Oracle’s in, but ByteDance might still call the shots• Anthropic’s CEO says AI will write all code soon—engineers aren’t having it.Plus, recession drums beat louder, Jessica’s tennis mag Racket swings big, and Sam’s still trolling with billboards.We’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit00:00 Trailer + Introduction01:46 Sam has another billboard!04:23 Waymo news09:12 New space age, flying motorcycles, tech CEOs14:21 Starlink, rockets, the space war use case19:56 More or Less bet: humans on Mars by 2040?24:34 Can this entity afford TikTok?27:53 Recession? Who cares?35:32 Startups are recession-proof42:30 Anthropic and vibe coding44:55 Billionaire free caltrain45:29 What's on our Instagram explore pages?47:42 Tennis magazine

Markets move fast—sometimes too fast.This week, Jessica, Dave, Sam, and Brit dissect Trump’s crypto reserve play, Nvidia’s AI stumbles, and how nostalgia is sneaking back into everything. Recorded amidst ski trips, surf plans, and a billboard that’s trolling AI hype, the crew unpacks it all.Also on deck:• Core Weave’s $1.7B AI cloud grab signals robotics is the new VC darling• Reports of Discord going public?Plus, Jessica’s surf weekend drama, Sam’s “Trump Make Poor” bit, and a hot take on why live sports might be overrated. It’s chaos, it’s volatility, it’s Episode 89 of More or Less.We’re also on ↓X: https://twitter.com/moreorlesspodInstagram: https://instagram.com/moreorlessSpotify: https://podcasters.spotify.com/pod/show/moreorlesspodConnect with us here:1) Sam Lessin: https://x.com/lessin2) Dave Morin: https://x.com/davemorin3) Jessica Lessin: https://x.com/Jessicalessin4) Brit Morin: https://x.com/brit00:00 Trailer01:10 Make startups weird again02:24 The Brit brand theory04:01 TikTok, DeepSeek and the nostalgia supercycle05:48 Do people even watch live sports anymore? 08:36 Running Point and feminist humor10:12 "New old, old new" companies16:26 "Spam" Lessin's billboard20:35 Driverless Waymo on the 10121:59 Wall Street Journal tech layoffs28:17 Trump make rich, Trump McPoor34:52 AI, AGI and the Top Gun Theory37:40 IPOs, massages, robot sex workers45:16 Girls' surf trip with margaritas and poker47:46 Indian Wells!52:18 Outro