Podcast appearances and mentions of Brian Chesky

Today's show:*“KPop Demon Hunters” is one of the year's biggest smashes… AFTER Sony sold it off to Netflix for cheap! Hear about what went wrong with one of the year's worst deals…PLUS Grok is counting on SPEED to help it outpace rivals… How Rep. Ritchie Torres (D-NY) ran into trouble on the podcast circuit… Nvidia's big earnings report, and why everyone is watching that company in particular SO closely… PLUS a new Polymarket predicting the future of OpenAI!Timestamps:(0:00) How Sony missed out on “Kpop Demon Hunters”(10:15) .TECH: Say it without saying it. Head to get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.(11:20) Show continues…(13:59) Why some politicians struggle so much on podcasts(19:30) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(20:53) Show continues…(30:24) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at https://www.alpha-sense.com/twist(31:37) Grok is relying on SPEED to outpace rivals… and it's working(41:23) Are AI companies playing a mega-budget game of chicken?(42:31) Why everyone's watching Nvidia's earnings so closely(47:50) Jason says he'll NEVER go back to a non-AI browser(53:32) Polymarket: Is OpenAI going to release their own browser?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:15) .TECH: Say it without saying it. Head to get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.(19:30) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(30:24) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at https://www.alpha-sense.com/twistReady to level up your AI collaborations?Head to www.claude.ai/twistYou can't do everything we're doing without a paid plan…But TWiST listeners get 50% off their first three months of Claude Pro.Just go to Claude dot AI Slash TWiST to get started.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:On a brand-new TWiST, Jason and Alex are asking why there are SO MANY note-taking AI apps?Plus another death has been linked to ChatGPT… is it too easy to get past chatbot guardrails? Why Donald Trump Jr. is joining Polymarket…. How the US Navy could catch up with its international rivals… AND should Apple just buy a big AI company to help them catch up?All that PLUS a visit from Colin Russ, whose viral H1B Visa thread might just inspire Jason to reach out to his good friend, Vice President JD Vance. Check out the full episode!Timestamps:(0:00) Intro, Jason's checking out Notion's new AI note taking app… is it time to cancel Granola?(06:57) How Google Gemini's new 2.5 Flash Image tool (formerly known as “nano-banana”) could change advertising(10:28) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(11:40) Show Continues…(17:50) Another death linked to ChatGPT… is it too easy to get around AI chatbot guardrails?(19:26) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(20:34) Show Continues…(28:10) Donald Trump Jr. invests in Polymarket and joins the board…(29:45) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(30:49) Show Continues…(33:30) How Jason thinks the US Navy could catch up with China and other rivals, with help from startups(40:01) Do Jason and Alex think Apple might REALLY buy a big, expensive AI company? Would that be admitting defeat?(45:57) Colin Russ (@ThaaatColin) tells us about his viral X thread and why he's worried about H1B visa fraud(55:32) Jason's solution for the H1B system, and a message for VP Vance.(01:08:25) Jason responds to Kara Swisher, who accused him sucking up to power(01:19:07) Jason responds to his old pal Sam Harris, who thinks he's loyal to the wrong peopleSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:28) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(19:26) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(29:45) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:On an upbeat and optimistic new TWiST, Jason and Alex are debating why any new innovation or technology gets hit with a wave of bitter cynicism.PLUS Jason defends the government taking shares of Intel, explains the importance of interoperability, and predicts how AirBnB's Joe Gebbia will upgrade the US government's website design.All that PLUS thoughts on the Netskope IPO, Perplexity offering publishers actual revenue share, a deep dive on the new AI-based PAC, thoughts on open-source LLMs, and much much much more.Timestamps:(0:00) Cynicism vs. Optimism and why Jason thinks cynics go after any interesting new technology(10:02) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(11:04) Show Continues…(14:37) Why Jason supports the Intel deal but worries it will become a trend(20:46) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.(22:00) Show Continues…(27:02) Is it hypocritical to oppose socialist grocery stores but support the Intel deal? Jason says NO.(29:41) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(30:58) What does xAI hope to get out of this OpenAI/Apple lawsuit? Jason and Alex theorize…(39:12) Why Jason thinks interoperability is so important and how App Stores OUGHT to work(41:12) How AirBnB's Joe Gebbia could potentially upgrade the US government's websites(49:27) What does Netskope do exactly? SASE?! Producer Claude explains…(58:32) Alex and Jason celebrate Perplexity rev sharing with publishers(01:10:02) Jason's thoughts on the Leading the Future PAC, and US AI policySubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:02) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(20:46) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.(29:41) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWISTGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:Terra's collapse, Powell's pivot, and OpenAI's explosive growth all collide in this TWiST deep dive.Do Kwon has pled guilty after Terra/Luna's $60B implosion, Fed Chair Powell hints at a September rate cut, and OpenAI has officially crossed $1B in monthly revenue (on a $12B run rate). Jason and Alex unpack what this means for founders, LPs, and the next wave of AI + crypto.They also cover Canva's $42B comeback, Anthropic's doubled $10B fundraise, and the brewing battle between Figma & Canva.Plus: Uber, Nuro & Lucid's $6B robotaxi push — and why drivers are already protesting in Wuhan & Boston.#Startups #Crypto #AI #VentureCapital #OpenAI #Anthropic #Canva #Figma #ThisWeekInStartupsTimestamps:(0:00) INTRO(01:15) Fed rate cut signals & market reaction(05:36) Jason's $400K in new fund bets(10:25) Miro - Help your teams get great done with Miro. Check out miro.com to find out how!(11:30) Show Continues…(16:22) Do Kwon & the Terra/Luna collapse(20:22) Bolt - Don't be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https://www.bolt.new/twist.(21:23) Show Continues…(29:43) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at https://www.alpha-sense.com/twist(30:55) Show Continues…(36:14) OpenAI's $1B/month revenue run rate(42:13) Anthropic's $10B round & AI market sizing(51:31) Canva's $42B valuation & Figma comparisonSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:25) Miro - Help your teams get great done with Miro. Check out miro.com to find out how!(20:22) Bolt - Don't be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https://www.bolt.new/twist.(29:43) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at https://www.alpha-sense.com/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Eoghan McCabe is the founder and CEO of Intercom, a customer service platform that has successfully pivoted to become an AI-first company with its agent product, Fin. After stepping away from the CEO role in 2020 due to health issues, Eoghan returned to find the company's growth had stalled. Just one month after his return, ChatGPT launched, and within six weeks, Intercom had a working prototype of what would become Fin. In this conversation, Eoghan shares the brutal reality of transforming a late-stage SaaS business valued at multiple billions into an AI-first company that's now growing faster than most public software companies.We discuss:1. Why Eoghan believes most late-stage companies won't survive the AI transition2. The “founder mode” transformation that required firing 40% of staff and resulted in 98% employee satisfaction3. Why having “nothing to lose” is the ultimate advantage in AI transformation (and why comfortable companies will fail)4. How Intercom transformed from a plateauing SaaS business to an AI-first company growing at 300%+5. How Intercom's pricing evolved from “the most hated in SaaS” to a model that charges just $0.99 per resolved ticket6. The cultural transformation required to compete with AI-native startups7. How 12 years of therapy and a period of “ego death” shaped Eoghan's leadership approach—Brought to you by:Great Question—Empower everyone to run great research: https://www.greatquestion.com/lennyWorkOS—Modern identity platform for B2B SaaS, free up to 1 million MAUs: https://workos.com/lennyDX—The developer intelligence platform designed by leading researchers: http://getdx.com/lenny—Transcript: ⁠https://www.lennysnewsletter.com/p/how-intercom-rose-from-the-ashes-eoghan-mccabe—My biggest takeaways (for paid newsletter subscribers): https://www.lennysnewsletter.com/i/170710700/my-biggest-takeaways-from-this-conversation—Where to find Eoghan McCabe:• X: https://x.com/eoghan• LinkedIn: https://www.linkedin.com/in/eoghanmccabe/• Website: https://eoghanmccabe.com/—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—In this episode, we cover:(00:00) Introduction to Eoghan(05:00) The state of Intercom(09:53) The decision to pivot to AI(12:33) Why Eoghan is "anti-bot" in customer service(16:19) Pricing strategy evolution(19:26) Implementing the AI transformation(26:11) Cultural and organizational changes(31:18) Surviving a coup attempt(40:05) The future of AI and business(45:11) AI's impact on jobs(48:44) AI and human creativity(50:26) The importance of young AI talent(55:00) The cultural shift in AI adoption(58:00) Personal growth and leadership(01:04:34) Intercom's success in producing product leaders(01:11:05) Intercom's unique company culture(01:14:11) Lightning round and final thoughts—Referenced:• Intercom: https://www.intercom.com/• Fin: https://fin.ai/• Des Traynor on LinkedIn: https://www.linkedin.com/in/destraynor/• The art and science of pricing | Madhavan Ramanujam (Monetizing Innovation, Simon-Kucher): https://www.lennysnewsletter.com/p/the-art-and-science-of-pricing-madhavan• Pricing your AI product: Lessons from 400+ companies and 50 unicorns | Madhavan Ramanujam: https://www.lennysnewsletter.com/p/pricing-and-scaling-your-ai-product-madhavan-ramanujam• Brian Chesky's new playbook: https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach• Behind the founder: Marc Benioff: https://www.lennysnewsletter.com/p/behind-the-founder-marc-benioff• Anthropic co-founder on quitting OpenAI, AGI predictions, $100M talent wars, 20% unemployment, and the nightmare scenarios keeping him up at night | Ben Mann: https://www.lennysnewsletter.com/p/anthropic-co-founder-benjamin-mann• Fergal Reid on LinkedIn: https://www.linkedin.com/in/fergalreid/• How Perplexity builds product: https://www.lennysnewsletter.com/p/how-perplexity-builds-product• Yosi Amram's website: https://yamram.com/• (Nathaniel Russell) Ego Death Now: https://heythereprojects.shop/products/copy-of-nathaniel-russell-space-is-a-place• Daniel Kahneman: https://en.wikipedia.org/wiki/Daniel_Kahneman• Palantir: https://www.palantir.com/• Stripe: https://stripe.com/• Revolut: https://www.revolut.com/en-US/• Paul Adams on LinkedIn: https://www.linkedin.com/in/pauladams• What AI means for your product strategy | Paul Adams (CPO of Intercom): https://www.lennysnewsletter.com/p/what-ai-means-for-your-product-strategy• Which companies accelerate PM careers most: https://www.lennysnewsletter.com/p/which-companies-accelerate-your-pm• N26: https://n26.com/en-eu• Notion: https://www.notion.so/• Coinbase: https://www.coinbase.com/• True Detective on Max: https://www.hbomax.com/shows/true-detective/9a4a3645-74e0-4e4d-9f35-31464b402357• 28 Years Later: https://www.imdb.com/title/tt10548174/• Trainspotting: https://www.imdb.com/title/tt0117951/• 28 Days Later: https://www.imdb.com/title/tt0289043/• Fellow: https://fellowproducts.com/• Porsche 911: https://www.porsche.com/usa/models/911/• Making Meta | Andrew ‘Boz' Bosworth (CTO): https://www.lennysnewsletter.com/p/making-meta-andrew-boz-bosworth-cto—Recommended book:• Nuclear War: A Scenario: https://www.amazon.com/Nuclear-War-Scenario-Annie-Jacobsen/dp/0593476093Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.—Lenny may be an investor in the companies discussed. To hear more, visit www.lennysnewsletter.com

Today's show:In this TWiST 500 double feature, Alex sits down with two breakout founders: Chalk's Marc Freed-Finnegan & Tollbit's Toshit Panigrahi!First, Chalk's CEO Marc Freed-Finnegan is tackling one of AI's biggest bottlenecks—data freshness. Instead of relying on stale batch jobs, Chalk delivers real-time pipelines for inference compute, automatically transpiling Python into C++/Rust so it can run blazing fast in production. Investors are calling it the ‘next Databricks'—and after hearing this convo, you'll see why.Then, Tollbit's CEO Toshit Panigrahi returns after raising a $24M Series A and signing up 1,400+ publishers. With RAG traffic exploding and robots.txt losing its teeth, their ‘bot paywall' could reshape how AI agents pay for the content they consume. Are we heading for a Spotify moment for data licensing?A must-watch if you care about the economics of AI, from data pipelines to publisher monetization.Timestamps:(0:00) Intro + sponsors(1:03) Alex tees up two Twist 500 interviews: Chalk & Tolbert(2:47) Why AI is shifting from training compute to inference compute(4:41) Data freshness & real-time inference explained(10:43) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(12:00) How Chalk transpiles Python into C++/Rust for speed(18:52) Chalk's business model, margins & $500M valuation(20:11) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(21:24) Show Continues…(28:02) Tollbit returns: $24M Series A & the rise of RAG bot traffic(30:37) .TECH: Say it without saying it. Head to get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.(31:41) Show Continues…(36:53) Robots.txt losing relevance & the case for bot paywalls(39:19)Publishers, AI agents & the future economics of the webSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:43) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:11) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(30:37) .TECH: Say it without saying it. Head to get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:We're back with two insightful new TWiST founder interviews.First up: Dean Leitersdorf of Decart tells us about squeezing maximum productivity out of your GPUs. But it's not all talk: he also shows us the incredible open world model that can magically transform live footage.THEN! Jason and Alex chat with Syncere AI founder Aaron Tan about Lume, his robotic lamp device that went viral for folding laundry. Hear why Aaron thinks the future of robotics is not necessarily humanoid, and all about his future plans for the Lume arms.Timestamps:(0:00) Alex introduces our TwiST 500 interviews(02:27) TWiST 500 Interview #1: Dean Leitersdorf, CEO and Founder of Decart(04:37) Setting out to build a “kilo-corn,” a trillion dollar company(06:27) How making AI much faster opens up a world of new opportunities(09:48) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist⁠(11:00) Why Dean thinks chatbots are the interface of the future(17:24) How Decart builds and trains its models more efficiently (and for less money)(20:01) Netsuite - Download the ebook CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(21:14) Show Continues…(24:36) Interview #2: Aaron Tan of Syncere AI(25:13) Behind-the-scenes of that viral Lume “robot lamp folding laundry” video(30:23) Stripe Startups - Stripe Startups offers early-stage, venture-backed startups access to Stripe fee credits and more. Apply today on stripe.com/startups.(31:25) Moving beyond laundry: what else these Lume robots do?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:48) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist⁠(20:01) Netsuite - Download the ebook CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(30:23) Stripe Startups - Stripe Startups offers early-stage, venture-backed startups access to Stripe fee credits and more. Apply today on stripe.com/startups.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

It's a Friday TWiST and Jason and Alex are FIRED UP about this internal Meta doc laying out appropriate vs. inappropriate AI behavior… You won't BELIEVE with what Zuck approves for 8-year-old users.PLUS… AI job displacement is HERE, at least in the Big Apple… Jason's getting kind of paranoid about the surveillance state… AI remains frothier than ever through new Cohere and Cognition rounds… and why we're dubious that Sam Altman REALLY plans to spend $1 trillion on OpenAI data centers.It's all happening on a brand-new This Week in Startups. Give it a click!Timestamps:(0:00) Intro - How Opendoor became a meme stock(06:58) When companies have less value than cash on hand… what gives?(10:23) - (11:24) Bolt - Don't be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https://www.bolt.new/twist(19:13) New York's not adding jobs… Jason and Alex dig in and offer some theories.(20:25) - (21:30) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(26:56) AI job displacement is HERE and it's happening, folks…(30:05) Why Jason predicts unemployment will be 20% higher 1 year from today… add it to the TWiST Calendar(30:24) - (31:37) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at https://www.alpha-sense.com/twist(33:02) Wait, Meta AI is having “sensual” chats with children? WHY?(40:00) Will there be fallout to the Meta exposé? Legal? Staffing? Otherwise?(47:47) AI remains frothier than ever with new Cohere and Cognition rounds.(52:33) Sam Altman says he's going to spend $1 trillion on data centers… Jason's dubious.Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:23) Bolt - Don't be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https://www.bolt.new/twist(20:25) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(30:24) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at https://www.alpha-sense.com/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:We're back with another all-star VC roundtable discussion.Joining Jason are Dave McClure of Practical VC, NVNG's Grady Buchanan, and Tomasz Tunguz of Theory VC. Together, they're having a deep insider discussion of the state of venture, secondary markets, running funds of funds, the legacy of Lina Khan, the difficulty of recruiting, and why the pendulum has potentially swung in founders' favor.Timestamps(0:00) INTRO, The origins of Practical VC and how secondary funds work.(05:44) So… how does Dave decide what to BUY?(09:27) Melanie - Companies are staying private longer… Is this good for fund managers?(10:02) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:18) Show Continues…(14:17) We've all heard about unicorns but… what about centaurs?!(16:19) Jacob - Are VC marks… bullsh*t?! How long until your LPs should see DPI? The panel debates.(17:22) Jacob - Is Jason too hard on Lina Khan? Dave says VCs created the problem!(20:07) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(21:30) Show Continues…(30:01) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.(31:16) Show Continues…(31:34) When it's time to embed an expert into a struggling startup(34:15) How investing in SO MANY COMPANIES gave Dave a trove of data(40:33) Sometimes VCs have to be the “voice of reality”…(45:53) Are stock buybacks the best use of capital?(49:29) Jacob - The End of the ZIRP Era meets the Dawn of the AI Era(51:04) Why running your business on debt, not equity, requires tough choices(58:23) When you need to “take the medicine” on returns and live to fight another day.(01:11:17) Is Grady actively seeking managers that have shown a demonstrated ability to produce liquidity?(01:13:24) Dave says the pendulum has swung into founders' favor.(01:20:25) Dave teases his new secondary podcast, “Trading Places”!Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:02) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:07) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(30:01) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:On an all-new Monday TWiST, Lon joins Jason and Alex to talk about a whole bunch of stories at the intersection of tech, business, and pop culture.First up, is GPT Psychosis real? And if so, what are the warning signs that your loved ones have been ONESHOTTED.Then, why did Jason get so upset at the NY Times piece about Mark Zuckerberg's Palo Alto compound?PLUS we're discussing Trump's export fees on AMD and Nvidia, Jason's pitch for why the president should work more closely with Congress, a new tool in the search for rare-earth minerals, just how many self-driving trucks are on Chinese roads today, and much much more!Timestamps:(0:00) INTRO, Why Jason hated the NYT story about Mark Zuckerberg's compound.(09:54) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(11:14) Show continues…(19:54) Coda - Empower your startup with Coda's Team plan for free—get 6 months at https://www.Coda.io/twist(21:01) Show continues…(27:25) GPT Psychosis: Is it real and how widespread is it?(29:13) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(30:16) Show continues…(45:45) What it means to get “One-Shotted”: is Sam Altman doing this on purpose?(53:56) Jason says working multiple jobs at once is STEALING… is that fair?(01:04:53) Are Trump's Chinese export fees for AMD and Nvidia a justified licensing process? Or a shakedown?(01:09:22) Jason's pitch for working closer with Congress, and why Alex has concerns about clarity(01:12:02) PolyMarket: Will tariffs generate >$250b in 2025?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:54) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(19:54) Coda - Empower your startup with Coda's Team plan for free—get 6 months at https://www.Coda.io/twist(29:13) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:Jason and Lon recorded a Thursday night special edition, so no Alex this time, but still lots to talk about.First up, Jason thinks it's time for Tim Apple to exit the stage in lieu of a product obsessive innovator. Speaking of new products, GPT-5 is here and the hosts are… not exactly blown away. Are we in the midst of the AI trough of despair?PLUS we're talking Ripple's acquisition of Rail, Donald Trump's new AI chatbot, Bumble's new direction, Airbnb's potential paths forward and MUCH MUCH MORE.Timestamps:(0:00) Why Jason thinks Apple lacks innovation (plus a look back at his 2019 thoughts)(08:54) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(09:54) Show continues…(20:10) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(21:18) Is GPT-5 coming for Lovable and Bolt?(29:42) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at AlphaSense.com/Twist.(30:55) Show continues…(35:05) Ripple buying Rail, and why sometimes regulations are GOOD for companies(43:28) Is Ripple about to become the MicroStrategy of XRP?(47:48) Truth Social AI is perplexing, powered by Perplexity(53:27) Should people be using ChatGPT for therapy? What do you think? How does that make you feel?(01:04:42) Anthropic's Dario Amodei recalls his greatest haters(01:11:04) Bumble but… for friendship?(01:12:20) DoorDash's crazy growth, and the guys discuss who should buy AirbnbSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(08:54) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(20:10) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(29:42) Alphasense - Get deeper insights into your business with the power of AI search and market intelligence. Start with a free trial at AlphaSense.com/Twist.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:It's a brand-new PACKED episode of TWiST. Jason and Alex welcome guest Zach Dive of Adam.new, to tell us why he made a deepfake AI ad starring Jason and the All-In besties.PLUS a rundown of the biggest tech and startup news of the day, including Disney's decision to sunset Hulu, OpenAI's new open-weight models, the Cloudflare vs. Perplexity feud, Uber's newly-announced stock buyback, China's Luckin Coffee coming to Manhattan, and much much more!Timestamps:(0:00) Luckin Coffee hits NYC… along with COMMUNISM?!(09:15) Is China taking on major American brands on PURPOSE?(10:16) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(11:29) Show Continues…(20:17) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(21:30) Show Continues…(26:02) RIP HULU: Why Disney is sunsetting the iconic app.(28:37) Nostracanis Returns: Jason's 2017 Disney vs. Netflix predictions came true(30:24) .TECH - Say it without saying it. Head to www.get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.(31:28) Show Continues…(35:39) Zach Dive of Adam.new joins to tell us about making a viral deepfake ad starring JCal and the Besties(44:10) Zach shares thoughts on AI and copyright, and why it's a problem for the “big dogs,” not him… yet(48:12) Jason wants to wet his beak… but is there room in the Adam.new seed round?(53:07)OpenAI's new models are open-WEIGHT; how that's different from open-source.(58:36) Do Nvidia and Apple devices NEED kill switches and backdoors? Why it's such a tough question.(01:02:10) GPT-5 arrives TOMORROW?!(01:03:31) Cloudflare vs. Perplexity… let them fight?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:16) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(20:17) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(30:24) .TECH - Say it without saying it. Head to www.get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:Jason and Alex are running down the biggest tech, startup, and business stories of the day on a brand-new Monday TWIST.Which countries are leading the AI race, based on academic papers? Why Jason thinks covert agencies are spying on Meta's superintelligence team. Lina Khan's taking a victory lap on the Figma IPO but what did she REALLY accomplish during her Biden administration tenure? PLUS, why we're bringing Founder University to the MENA region.All that and MORE on a packed episode! Find out why we're the #1 podcast for startups and founders.Timestamps:(0:00) Why Jason is attending more TV poker tournaments(4:02) Did you know Founder University is headed to MENA? Calling all Riyadh founders.(10:01) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:27) Show Continues…(19:52) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist⁠⁠⁠(21:01) Why Jason doesn't think Lina Khan deserves her Figma IPO victory lap.(23:17) Jason thinks Figma is overpriced: how quickly could a rival build a competitor?(27:53) For an investor, there's a huge difference between a home run and a GRAND SLAM.(30:42) Monarch Money - Get 50% Off Monarch Money, the all-in-one financial tool at www.monarchmoney.com/TWIST(31:55) Show Continues…(40:59) Why Jason thinks covert agencies are spying on Meta's global Superintelligence Team…(50:43) Which countries are leading the AI race in terms of research? Producer Claude helps with the answer.(57:12) Fact-checking the viral BYD TikTok: can their self-driving cars really drive themselves off the ship?(59:52) Jason and Alex check out some of their dream carsSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:10:01) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:52) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist⁠⁠⁠(30:42) Monarch Money - Get 50% Off Monarch Money, the all-in-one financial tool at www.monarchmoney.com/TWISTGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Chip Conley is the founder of Joie de Vivre hotels, the second-largest boutique hotel brand in the world. At age 52, he joined Airbnb as Head of Global Hospitality and Strategy, reporting to CEO Brian Chesky, who was 21 years younger. He earned the title of Airbnb's “Modern Elder” by guiding the young founders on leadership and culture while learning Silicon Valley's tech mindset himself. Today, Chip leads the Modern Elder Academy, the world's first midlife wisdom school, and is the author of best-selling books like Wisdom@Work and Peak. He champions the idea that age and experience are assets—and that midlife can be a launchpad for renewed purpose and impact.In this conversation, we discuss:1. The reality of Brian Chesky in “founder mode”—the good, bad, and stressful2. How Chip went from running 52 boutique hotels to becoming Airbnb's in-house mentor in his 50s3. The “mentor and intern” mindset: how to simultaneously teach others and stay curious like a beginner4. Why AI might actually favor older workers (hint: human wisdom vs. artificial intelligence)5. His framework for navigating midlife transitions and finding meaning after 406. Specific tactics for older professionals to thrive in tech companies7. Surprising data that midlife is often the happiest time of life—and how to leverage your 40s, 50s, and beyond8. Chip's formula for managing anxiety and fear (and how to regain control when worry strikes)—Brought to you by:Great Question—Empower everyone to run great research: https://www.greatquestion.com/lennyVanta—Automate compliance. Simplify security: https://vanta.com/lennyCoda—The all-in-one collaborative workspace: https://coda.io/lenny—Transcript: https://www.lennysnewsletter.com/p/chip-conley —My biggest takeaways (for paid newsletter subscribers): https://www.lennysnewsletter.com/i/168435278/my-biggest-takeaways-from-this-conversation—Where to find Chip Conley:• LinkedIn: https://www.linkedin.com/in/chipconleysf/• Website: https://chipconley.com/• Modern Elder Academy: https://www.meawisdom.com/• Podcast: https://www.meawisdom.com/podcast/—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—In this episode, we cover:(00:00) Introduction to Chip Conley(04:09) Chip's journey with Airbnb(10:35) Insights on working with Brian Chesky(19:56) The value of intergenerational collaboration(25:57) Addressing ageism in tech(41:33) Chip's early career and founding Joie de Vivre(43:54) A life-changing near-death experience(46:39) The importance of company culture(55:57) The Modern Elder Academy(59:21) The upside of aging(01:06:53) AI in daily life(01:09:14) Lightning round and final thoughts—Referenced:• Brian Chesky on LinkedIn: https://www.linkedin.com/in/brianchesky/• Brian Chesky's new playbook: https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach• Natalie Tucci on LinkedIn: https://www.linkedin.com/in/natalietuccishoff/• Laura Modi on LinkedIn: https://www.linkedin.com/in/laurahughes6/• How to build a cult-like brand | Laura Modi (Bobbie): https://www.lennysnewsletter.com/p/from-growth-to-slowth-the-making• George Tenet: https://en.wikipedia.org/wiki/George_Tenet• Joie de Vivre Hospitality: https://www.hyatt.com/jdv-by-hyatt/en-US• Fest300: https://en.wikipedia.org/wiki/Fest300• John Q. Smith on LinkedIn: https://www.linkedin.com/in/johnqsmith/•Will A.I. Replace New Hires or Middle Managers?: https://www.nytimes.com/2025/07/07/business/ai-job-cuts.html• Burning Man: https://burningman.org/• Sheryl Sandberg on LinkedIn: https://www.linkedin.com/in/sheryl-sandberg-5126652/• Bill Graham: https://en.wikipedia.org/wiki/Bill_Graham_(promoter)• Maslow's hierarchy: https://en.wikipedia.org/wiki/Maslow%27s_hierarchy_of_needs• Measuring what makes life worthwhile: https://www.ted.com/talks/chip_conley_measuring_what_makes_life_worthwhile• Jonathan Mildenhall on LinkedIn: https://www.linkedin.com/in/mildenhall/• Becca Levy's website: https://becca-levy.com/• Kabuki Springs & Spa: https://kabukisprings.com/• How positive age beliefs can support positive health outcomes with Becca Levy, PhD: https://www.ama-assn.org/delivering-care/population-care/how-positive-age-beliefs-can-support-positive-health-outcomes-becca• The U-shape of Happiness Across the Life Course: Expanding the Discussion: https://pmc.ncbi.nlm.nih.gov/articles/PMC7529452/• The Midlife Unraveling: https://brenebrown.com/articles/2018/05/24/the-midlife-unraveling/• Four Seasons: https://www.fourseasons.com/• Blue Zones: https://www.bluezones.com/• The Esalen Institute: https://www.esalen.org/• Wisdom Well blog: https://www.meawisdom.com/wisdom-well/• Elizabeth Gilbert TED Talk: Your elusive creative genius: https://www.ted.com/talks/elizabeth_gilbert_your_elusive_creative_genius• Ted Lasso on AppleTV+: https://tv.apple.com/us/show/ted-lasso/umc.cmc.vtoh0mn0xn7t3c643xqonfzy• I'll Push You: https://www.illpushyou.com/• Vuori shorts: https://vuoriclothing.com/collections/shorts• Fly Ranch: https://flyranch.burningman.org/—Recommended books:• Wisdom at Work: The Making of a Modern Elder: https://www.amazon.com/Wisdom-Work-Making-Modern-Elder/dp/0525572902• Range: Why Generalists Triumph in a Specialized World: https://www.amazon.com/Range-Generalists-Triumph-Specialized-World/dp/0735214484• Peak: How Great Companies Get Their Mojo from Maslow: https://www.amazon.com/Peak-Great-Companies-Their-Maslow/dp/0787988618• Learning to Love Midlife: 12 Reasons Why Life Gets Better with Age: https://www.amazon.com/Learning-Love-Midlife-Reasons-Better/dp/0316567027• Man's Search for Meaning: https://www.amazon.com/Mans-Search-Meaning-Viktor-Frankl/dp/0807060100/• Emotional Equations: Simple Steps for Creating Happiness + Success in Business + Life: https://www.amazon.com/Emotional-Equations-Creating-Happiness-Business/dp/1451607261/• Big Magic: Creative Living Beyond Fear: https://www.amazon.com/Big-Magic-Creative-Living-Beyond/dp/1594634726—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.Lenny may be an investor in the companies discussed. To hear more, visit www.lennysnewsletter.com

Today's show:Alex is back with three more awesome interviews with founders on the bleeding edge of innovative tech.Dr. Hon Weng Chong walks us through the basics of biological computing and Cortical Labs' first-ever commercial computer running on living human cells.Turing founder Jonathan Siddarth unpacks the secrets of LLM benchmarking, and explains why even our most advanced tests need to get much much harder right away.Finally, Mercor founder Brendan Foody on how AI is about to reinvent the hiring process, and marrying the effectiveness of recruiters with the ease of online job boards.It's three — count 'em, three — can't miss TWiST interviews guaranteed to make you smarterTimestamps:(0:00) OpenAI's GPT-5: When is it coming out? Is it going to be TOO smart?(08:06) Cortical Labs' Hon Weng Chong on the electric connection between neuroscience and machine learning(10:20) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(11:27) Show Continues…(15:17) The extreme difficulty of going from the lab to a shippable product(20:00) .TECH: Say it without saying it. Head to www.get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.(21:05) Show Continues…(28:15) Why data is a factor of time(29:52) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(31:16) Show Continues…(42:44) Turing CEO Jonathan Siddarth explains why it's so important to keep benchmarking our LLMs(47:24) What it means when a model “saturates” a test, and why benchmarks need to get HARDER(50:22) What happens with the LLMs can answer all of our smartest questions?(53:44) AI Agents train in gyms? Wait, really?(01:01:33) Coding teaches models how to think, and more training mysteries don't understand(01:03:11) Brendan Foody from Mercor explains the “matching problem” that makes hiring such a pain(01:07:02) How Mercor combines a job board's distribution with the value of a recruitment agency(01:10:49) Brendan recalls building his first AI interviewer in his college dorm(01:20:16) Mercor has the opposite of a retention problem and crazy growthSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:20) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(20:00) .TECH: Say it without saying it. Head to www.get.tech/twist or your favorite registrar to get a clean, sharp .tech domain today.(29:52) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/creditsGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:SYDNEY SWEENEY'S AMERICAN EAGLE AD DIVIDES OUR PANEL!PLUS WHAT STARTUPS CAN LEARN FROM THE VIRAL ASTRONOMER RESPONSEJason, Alex, and Lon are looking at some of the biggest media stories of the day before returning to their favorite topic, tech. Tune in for deep dives on IMAX's new AI film festival, Figma's big IPO and much more!*Timestamps:(0:00) Jason and Alex kick off the show!(3:45) Lon's joining Alex and Lon to discuss the controversial Sydney Sweeney genes/jeans ad(7:20) A look at the polarizing takes on this jeans ad.(10:10) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist⁠(11:46) Hear the verdict from Jason, self—proclaimed Chairman of the Interwebs(16:42) Alex points out the economic impact of the controversy(20:26) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(21:25) Back to the show!(26:35) Paltrow's Astronomer ad, meme-processing and the ideal way to change the conversation(30:04) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(31:28) Back to the show!(36:48) Netflix and the growing controversy around AI's role in filmmaking(42:53) IMAX/Runway collaboration and Hollywood's shifting attitude toward AI(47:34) Everything that went wrong with the Tea App(54:27) Why Jason thinks app stores should ban “anonymous” forms and message boards(1:04:19) Figma upped its IPO price… what does it mean for the return of liquidity? And is this too high or fairly priced?(1:07:53) Paul Graham says you shouldn't drop out of college to work on a startup… Why Thiel Fellows disagree*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcp*Follow Lon:X: https://x.com/lons*Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm*Follow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanis*Thank you to our partners:(10:10) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist⁠(20:26) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(30:04) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist*Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland*Check out Jason's suite of newsletters: https://substack.com/@calacanis*Follow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com*Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

On today's episode of Good Morning Hospitality, Michael Goldin, Wil Slickers, and Brandreth Canaley dig into two major stories that could shape the future of short-term rentals and travel tech. First, we unpack Airbnb's push into artificial intelligence and the company's vision to revolutionize travel search. CEO Brian Chesky is betting big on AI to turn Airbnb into a fully personalized travel concierge—eliminating the need for traditional search fields like dates and destinations. Could this be the next big leap in how people plan trips, or is it another overhyped AI play? Then, we explore the recent lawsuit filed by the State of California against Airbnb, alleging the platform enabled price gouging and fake host identities during wildfire emergencies. The legal and ethical implications of this case could ripple across the industry, especially around platform responsibility and host verification. This episode segment is brought to you by our friends at Guesty. Will we see you in Mexico City for GuetsyVal?

Today's show:TWiST is back with a three more hugely insightful (and also fun!) founder interviews.First up, Trey Holterman from Tennr tells us why getting in to see a specialist is so time consuming, and how AI is making the entire health care industry more streamlined.THEN Gill Verdon from Extropic AI unpacks deterministic vs. probabilistic computing, and how thermodynamics can make everything from robots to VR more effective.FINALLY, Tyler Denk from our fav newsletter platform Beehiiv walks us through their future roadmap, and explains why they're adding new features SO OFTEN.It's a packed episode full of fresh insights for founders. Check it out!Timestamps:(0:00) Alex opens the show with the venture/investor POV on TWiST 500 med tech company Tennr(03:38) Tennr CEO/co-founder Trey Holterman on the inefficiencies facing medical specialists and why patients are actually “leads”(10:20) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:44) Paid Promo END(14:05) How Tennr trained an AI model to comb through clinical histories, medical files, and doctor's notes(18:19) Why automation matters for Tennr but it's not the WHOLE story(20:03) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(21:10) Paid Promo END(22:57) The incredible cultural influence of the Dominos Pizza Tracker(29:57) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(31:20) Gill Verdon from Extropic on the difficulty of keeping up with the demand for compute and the “scaling law”(35:37) Thermodynamic regimes, the differences between deterministic vs. probabilistic computing, and why this matters(41:31) Gill on expanding Extropic's research team while keeping a close eye on burn(52:17) Will robots ever be FULLY autonomous, with no ties or connections back to the fleet? Gill says… maybe!(58:52) Beehiiv's Tyler Denk on hitting $20M ARR while ALSO scaling up their ad network(01:00:35) The practical and psychological importance of product velocity and shipping as many features as possible(01:01:57) Why Tyler says “Substack vs. Beehiiv” is analogous to “Amazon vs. Shopify”(01:08:08) How much larger can the newsletter market still GROW? (And the promise of moving beyond content and into marketing emails.)(01:09:00) Why Tyler thinks the strongest publishers own their audience and distributionSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:20) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:03) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(29:57) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/creditsGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanis

Go to www.LearningLeader.com for full show notes The Learning Leader Show with Ryan Hawk This is brought to you by Insight Global. If you need to hire 1 person, hire a team of people, or transform your business through Talent or Technical Services, Insight Global's team of 30,000 people around the world have the hustle and grit to deliver. www.InsightGlobal.com/LearningLeader Ryan Petersen is the founder and CEO of Flexport, a technology-driven global logistics company. He's a leading voice in supply chain innovation and has been at the forefront of solving major trade and shipping challenges worldwide. Notes: “Arrogance is its own form of stupidity.” The Tweetstorm That Saved Christmas: Ryan shares the now-legendary story of how he rented a boat, brought tacos, and took another high-powered CEO with him to tour the Port of Long Beach during the supply chain crisis. His viral Twitter thread sparked immediate action, California Governor Gavin Newsom called within hours, and the policy changed shortly after. A masterclass in “doing the thing.” Frontline Obsession & Gemba Walks: Why Ryan frequently travels the world (visiting 19 countries last year) to meet employees and customers. He explains the power of Gemba walks, being physically present on the frontlines, and how it shapes his leadership. How He Runs Flexport: Ryan's leadership playbook includes: Managing through writing. Every one of his 26 teams writes a six-page memo monthly, followed by deep conversations. Daily conversations with 30-40 employees to stay connected. Living Flexport's values: Empower Clients, Play the Long Game, Act Like an Entrepreneur, Commit to the Vision, Ask Why 5 Times. Leadership & Decision-Making: He shares his “must-haves” for hiring leaders: Relentless Work Ethic Intellectual Curiosity Humility (“Even wise people are wrong 30% of the time.”) Reliability Charisma Lessons from Mentors: Ryan talks about advice from Paul Graham (Y Combinator) and Brian Chesky (Airbnb), including how gathering your top leaders in person sparks innovation and alignment. Hard Decisions & Mistakes: He candidly discusses Flexport's CEO transition gone wrong, hiring Dave Clark from Amazon, and what he learned from that difficult chapter. Personal Growth & Life Philosophy: Ryan shares his approach to lifelong learning, inspired by Charlie Munger and René Girard. He emphasizes reading widely, asking questions, and choosing role models wisely. "We're all imitative people. Choose your role models wisely." “We're making global trade as simple and reliable as flipping a light switch.” “Even wise people are wrong 30% of the time. You must stay humble.”

Today's show:WHY DOES @SUBSTACKINC NEED $100M IN NEW FUNDING?HOW DO THEY PLAN TO STAY AHEAD OF @BEEHIIV?Jason and Alex are debating the future of indie publishing on an all-new TWiST, considering the future of these rival platforms, plus Patreon and more.PLUS they're digging into Lovable's latest raise and what it says about the current economics of vibecoding, surveying the automated driving landscape in light of Uber's new agreement Lucid and Euro, explaining Jason's “meme processing” theory of internet humor, AND looking ahead to Christopher Nolan's IMAX epic “The Odyssey.”Join us for the longest-running and most in-depth podcast on Earth for startup founders.Timestamps:(0:00) Intro - Everyone is getting hyped for Nolan's “The Odyssey”(03:49) “Meme Processing,” the Astronomer saga, and giving people a little grace(10:07) INBOUND - Use code TWIST10 for 10% off your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(18:49) Substack vs. Patreon vs. Beehive: Who ya got?!(19:43) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(29:39) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.(37:58) Lovable, vibecoding, and how much AGI might one day be worth(01:00:36) Uber's Lucid/Nuro deal: Alex did the math(01:08:03) Is autonomous driving about to change EVERYTHING? Jason says… YES.Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:07) INBOUND - Use code TWIST10 for 10% off your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(19:43) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(29:39) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.All investing involves the risk of loss, including loss of principal. Brokerage services for US-listed, registered securities, options and bonds in a self-directed account are offered by Public Investing, Inc., member FINRA & SIPC. Public Investing offers a High-Yield Cash Account where funds from this account are automatically deposited into partner banks where they earn interest and are eligible for FDIC insurance; Public Investing is not a bank. Cryptocurrency trading services are offered by Bakkt Crypto Solutions, LLC (NMLS ID 1890144), which is licensed to engage in virtual currency business activity by the NYSDFS. Cryptocurrency is highly speculative, involves a high degree of risk, and has the potential for loss of the entire amount of an investment. Cryptocurrency holdings are not protected by the FDIC or SIPC.Alpha is an experimental AI tool powered by GPT-4. Its output may be inaccurate and is not investment advice. Public makes no guarantees about its accuracy or reliability—verify independently before use.*Rate as of 7/18/25. APY is variable and subject to change.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.com

Today's show:Jason and Alex tackle a full tech and business news docket on today's show, including Jason's big SF trip with Launch Accelerator's 34th cohort, some peculiar social media posts from VC Geoff Lewis, a look inside the HUGE seed rounds being commanded by early-stage AI startups, crunching the numbers on how much compute data centers need to sell before they're profitable, Polymarket asks who will be the next CEO of X and MUCH MUCH MORE.Join us for the longest-running and most in-depth podcast on Earth for startup founders.Timestamps:(00:00) INTRO(01:31) Jason's in SF with LAUNCH Accelerator cohort 34… His take on the mood in Silicon Valley.(07:52) Odd X posts from Bedrock Capital's Geoff Lewis… what does it all mean?(10:09) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(14:44) Ask JCal: What founders can do to guard their own mental health and well-being(20:17) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(22:04) Thinking Machines Lab set a new record for a seed round: what's going on with these MEGA deals?(28:51) Alex (and Kabir from LAUNCH's research team) investigated the economics of data centers… just HOW MUCH can you make from selling compute? And how long does it TAKE to turn a profit?(30:52) Bolt - Don't be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https://www.bolt.new/twist.(37:09) Superintelligence vs. AGI: Jason thinks we're still more than 2-3 years away…(39:52) GPx is not a traditional VC fund: here's what industry vet Brian Singerman is up to(49:37) The importance of setting your own corporate culture… before it gets set for you!(58:15) Polymarket has ideas for the next X CEO… see where Jason ranks on the list!(01:03:18) Reddit wants to know… Do investors judge founders negatively who rely on lots of AI tools?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:09) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(20:17) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!(30:52) Bolt - Don't be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https://www.bolt.new/twist.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:On today's show… Jason and Alex are considering the fallout of Windsurf's OpenAI deal, the company's latest agreements with both Google and Cognition AI, and how “blitzhiring” is actually playing out in real-world startups.Plus Jason's short- and medium-term predictions for AI's impact on the job market, Tesla's latest expansion of its Austin robotaxi service, Mistral giving the EU a real stake in the AI model race, a look back at the SnapStream live TV archiving service, AND an update on how much more time we have until all our servers are obsolete.All that and more on a brand new Monday edition of This Week in Startups.Timestamps:(02:20) Influencers caught an arsonist in LA's Runyon Canyon? (Don't worry, there's always a startup angle)(10:38) Coda - Empower your startup with Coda's Team plan for free—get 6 months at https://www.Coda.io/twist(12:56) Windsurf's OpenAI deal fell through… but there are breaking updates!(20:11) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(23:46) The gap from prototype to production in AI remains HUGE(29:52) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(34:56) Things are going well for Tesla's Austin rollout, but will regulators demand LIDAR systems anyway?(45:47) Maybe NOTHING that's happening right now in AI is as important as what's to come?(54:31) Follow-Up: So how much more time until all of our servers are obsolete? What happens to them when they're removed?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:38) Coda - Empower your startup with Coda's Team plan for free—get 6 months at https://www.Coda.io/twist(20:11) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(29:52) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/creditsGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Grok 4 just leapfrogged OpenAI to become the top AI model—and it's not just hype. In this episode, @Jason and @alex break down Grok's AGI-level performance, the massive drop in LLM pricing, and why some companies are raising prices anyway. They also dive into the Missouri AG's investigation into AI “bias,” the future of First Amendment protections for LLMs, and how autonomous vehicles are creating a new category: “autonomous commerce.” If you're building with AI or betting on the future of tech, don't miss this one.Timestamps:(1:55) AI models: Grok 4 and performance benchmarks(3:51) Detailed analysis of AI model performance and price trends(10:11) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(11:25) AI models' problem-solving capabilities and timeline for solving math problems(16:53) Legal and regulatory challenges for AI(19:56) Retool - Visit https://www.retool.com/twist and try it out today.(21:12) Bias in AI models and political implications(30:41) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(32:07) Infinite energy potential and AI impact; Bitcoin's new high(37:11) Crypto regulation and fintech under new administration(45:50) Future of storage, computing power, and GPU lifespan in data centers(53:40) Claude segment by Anthropic(55:09) Guest Ben Seidl of Autolane introduction(57:19) Autolane's impact on autonomous vehicles and commerce(59:05) Rise of autonomous commerce and logistics(1:06:37) Retailer issues with autonomous vehicle integration and orchestrationSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:11) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(19:56) Retool - Visit https://www.retool.com/twist and try it out today.(30:41) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

On a brand new TWiST, Jason and Alex ponder… What if every Tesla doubled as a Starlink-powered Wi-Fi hotspot? Plus, Nvidia's historic $4T valuation, Perplexity's fancy new AI browser that literally books flights, Linda Yaccarino steps down as X CEO, Waymo launches teen accounts, and maybe recording everything all the time has some disadvantages? Later, Tim Ranzetta joins to explain how his nonprofit is making personal finance mandatory in high schools. A must-watch for founders, investors, and anyone navigating the future of tech.Timestamps:(03:04) Linda Y is out at X but it's NOT because of Grok's Hitler moment(09:59) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(13:23) Nvidia is worth more than any other company EVER?(17:40) Granola's charging individuals MORE than business accounts? But why?(20:42) INBOUND - Use code TWIST10 for 10% off your General Admission ticket at https://www.inbound.com/register. (Valid thru 7/31)(23:39) Jason thinks the AI recording and transcript lawsuits will begin by next year…(24:05) Perplexity launches the Comet browser: we're checking how it compares with Dia and other rivals!(30:07) Bolt - Don't be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at https//www.Bolt.new/twist.(34:09) Waymo is expanding… Why there's no shame in the robotaxi game…(41:28) Robinhood is tokenizing US equities for EU investors… we unpack what it all means and how it works.(49:18) Tim Ranzetta of Next Gen Personal Finance tells us what we don't teach kids about finance and what they most need to know(01:29:25) Why finance and investing is all about psychology, and how to “think in bets”Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:59) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:42) INBOUND - Use code TWIST10 for 10% off your General Admission ticket at https://www.inbound.com/register. (Valid thru 7/31)(30:07) Bolt - Don't be left behind. Build apps quickly without knowing how to code with Bolt.new. Try it free at Bolt.new/twist.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:Cloud seeding startup Rainmaker faced a viral backlash after deadly floods in Texas—so @Jason hosted an emergency X Spaces with founder Augustus Doricko to unpack what really happened. Did Rainmaker cause the floods? How much water can cloud seeding actually produce? Is it safe, and should we even be doing it? They dive into the science, conspiracy theories, regulation, and how cloud seeding compares to desalination as a tool to fight drought and preserve ecosystems. A fascinating, good-faith convo on the future of climate tech.Timestamps:(0:00) Cloud seeding controversy and its impact on Texas floods(2:24) Background and impact of the Texas flooding event(8:05) Comparing cloud seeding to other environmental solutions(10:20) Discussing population, water distribution, and environmental restoration(14:22) Cloud seeding timeline, feasibility, and solar panels on water canals(17:17) Ethics, concerns, and regulatory framework for cloud seeding(24:07) Public safety, ethical considerations, and social media interactions regarding cloud seeding(26:00) Closing remarks and future collaborationSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

DAMIONThe next phase of Starbucks' turnaround plan is offering executives up to $6 million in stock grants, as baristas scrap to get annual raises above 2%Starbucks will reward company executives with up to $6 million in stock grants should they effectively fulfill cost-saving and timely rollout goals of the company's “Back to Starbucks” turnaround strategy. Starbucks Workers United representatives dubbed the move “ridiculous and irresponsible” amid contract negotiations over barista wages.WHO DO YOU BLAME?Double boomerang CEO and founder Howard Schultz1987-2000; 2008-2017; 2022-2023CEO and Chair Brian Niccol and his $113 million golden hello packageThe company's work-from-home policy which allows its CEO to work remotely from his home in Newport Beach, California, while the company's headquarters are in Seattle, Washington. As part of his employment agreement, Starbucks pays for him to travel between his home and the Seattle headquarters on the company's private jet.Former failure Yahoo! CEO Marissa Mayer who was appointed as a director to Starbucks 4 days before the announcement of the new retention awards. Compensation Committee chair Ritch Allison: The guy passes every pay plan for whoever; is the former CEO of Domino's Pizza so is here to enrich executives; and owns $3M is SBUX stock so doesn't really care: someone should be responsible for a CEO pay ratio of 6666:1Agios Appoints Dr. Jay Backstrom to Board of DirectorsJay Backstrom appointed as Class III director as of July 8, 2025, 20 days after the company held an election to appoint two Class III directors.WHO DO YOU BLAME?The top 4 institutional investors (35% of voting power):Farallon Capital 10% Vanguard 10%BlackRock 9% BB Biotech 6%The company's childish bylaws which separate directors into three classes that are voted on every three yearsFormer CEO Jacqualyn Fouse (23%) who stuck around to serve as board chair after being CEO for only 3 yearsNominating Committee chair and Lead independent director Kaye FosterEmasculated CEO Brian GOff (15%) who presides over a board with a +7% gender influence gapAn anti-DEI investment firm postponed its Tesla ETF, saying Elon Musk has 'gone too far' by launching a political partyWHO DO YOU BLAME?Its BS mission statement: “Azoria is an investment firm with the mission of compounding capital for investors through a commitment to free thinking, excellence, and meritocracy.”Wouldn't that include Elon?James T. Fishback, Founder and CEO of Azoria, a free-thinking investment firm“We have an anti-American subculture that cancels the science fair in favor of drag queen story hour, forces colleges to spend more time teaching micro-aggressions than microbiology, and teaches kids in America that Cardi B is a role model and Thomas Jefferson is a racist.”“Fishback will become a major Gen Z star in our pro-American movement.” — Vivek Ramaswamy, 2024 Presidential Candidate.“dropped out of Georgetown University to establish a hedge fund at 21 years old”Azoria partner Sol Ehrlich:“For my last day at Spectra, it's important that I share just how much this opportunity has meant to me. In June of 2023, I was a 28 year old mediocre Euro League baseball player with no job prospects outside of coaching. My only qualification to work in finance was my work ethic, which Brent Donnelly recognized when he met with me over Zoom and saw the litany of Post-It tabs I used to annotate his book”“It's with great excitement that I'll be taking this skillset to Azoria as a partner and its Head Trader- an opportunity I couldn't have imagined 18 months ago.”While the internet was introduced to James Fishback's talents this year, I've been aware of them since 2009 when we competed against each other in high school debate. (His meme game was A+ even then- I still remember him closing a speech on U.S. sanctions with 4 Russian leader puns.)”Me. Because somehow I'm connected to Fishback on linkedin.Greenlight Capital, for making James angry:In a lawsuit: “Greenlight Capital says James Fishback is a liar. The 29-year-old hedge fund manager and former employee, contrary to his own proclamations, was never “head of macro” at Greenlight, never had any “authority or discretion” over investments, and certainly wasn't responsible for an “insane” $100 million in profits as a mere research analyst. In fact, his contributions were so not “insane” that the hedge fund was about to fire him before he chose to leave of his own accord.”Greenlight's alleged former head of macro is hoping to get at least $5 million from David Einhorn, claiming age discrimination"Mr. Einhorn dismissively told Mr. Fishback that his compensation was 'a lot of money for a kid,'" the filing states, and Fishback argues the comment "demonstrates that Defendants' decision about Mr. Fishback's compensation was driven largely by his age — a protected characteristic."Tech founders call on Sequoia Capital to denounce VC Shaun Maguire's Mamdani commentsMaguire, an outspoken supporter of President Trump, posted on X over the weekend that Democratic mayoral candidate Zohran Mamdani “comes from a culture that lies about everything.”WHO DO YOU BLAME?Shaun Maguire: “My whole life I've sought out people that I think are really talented but a little bit off the radar.”Shaun Maguire: “[E]ven more important to me is someone that's just irrationally motivated. For whatever reason, it's their life mission to try to revolutionize the industry they're going after.”Shaun Maguire: “Should I go public with the story about the time I was told I can't be promoted for being a white man? Fuck it, This happened at Google. That company is an absolute trash can dumspeter fire.”Sequoia Capital: for proudly endorsing some of its most insipid founders: Sam Altman, Elon Musk, Vlad Tenev (Robinhood, online betting on stocks), Keller Rinaudo (Zipline, autonomous delivery), Winston Weinberg (Harvey, AI for lawfirms), Brian Chesky (Airbnb, rent killer)MATTForward Air, after their AGM battle with Ancora, still hasn't released their 8K after a MONTH despite Ancora announcing it was a “landslide” directly afterWHO DO YOU BLAME for not releasing an 8k?Charles Anderson, Robert Edwards Jr, Michael Hodge who own roughly 25% of the voting power, even if FF data doesn't properly show them as having all the influence on the boardAncora, who just couldn't help but IMMEDIATELY put out a press release stating: “Absent the more than 30% of shares that were legally committed to vote for the incumbent Board, Chairman George Mayes, Jr., Javier Polit, and Laurie Tucker lost in a landslide, highlighting the substantial level of concern regarding the legitimacy of the Board's strategic review. We believe the resignations of these legacy directors will empower the Board to carry out a thorough assessment of value-maximizing opportunities.”Christine Gorjanc, chair of the audit committee, who was chair of the audit committee at Invitae from 2015 to 2024 when it declared bankruptcy despite getting her degree in accounting and a MS in “taxation”Michael L. Hance, chief counsel who also holds a masters in Divinity, who couldn't find the “submit” button on his iPhoneNo, Carnival Cruises is not banning rap musicCarnival Cruise Lines denied reports circulating online that DJs aren't playing hip-hop.The cruise line has responded to claims circulating online that DJs aren't including hip-hop music in their sets or honoring song requests, with some social media users saying the alleged move is racially motivated.WHO DO YOU BLAME for this malicious rumor?Carnival's ZERO BLACK leadership team, lead by Mickey Arison - they do have two Hispanic men, Enrique Miguez (General Counsel) and Gustavo Antorcha (President of Princess Cruises), but it's balanced out by the Scandinavian (Lars Ljoen, Chief Maritime Officer) and other Euro men (Felix Eichhorn, Paul Ludlow)Carnival's Board of Directors, which has 11 members and is 91% white, with one black woman, Nelda Connors. Nelda's background is in hydraulics and metals with a degree in mechanical engineering, so she's probably too “nerdy” for rap anywayChristine Duffy, the head of Carnival Cruises, whose prior role was President of the Cruise Lines International Association which put out a report in 2008 showing that 93% of cruise passengers were white, and in 2025 said that 1 in 4 passengers came from either Texas or Florida. Duffy grew up in Northwood Philadelphia, which in 1950 was three quarters white but by 2020 is 93% black.Thinking hip hop is “black music”DAMIONPeople are boycotting Etsy over ‘Alligator Alcatraz' merchCalls to boycott Etsy are growing since “Alligator Alcatraz” merch popped up on its marketplace. The term refers to the Trump administration's new migrant detention facility in the Florida Everglades.WHO DO YOU BLAME?The 48% influence duo: CEO Josh Silverman (25%) and longest-tenured director (2007): Board Chair and Nominating Committee chair Fred Wilson (23%)The -13% gender influence gap at a company where: “approximately 80% of Etsy's buyers and sellers are women.Leadership is 6 men and 2 women, one of who is CHROThe company's dumb classified board structureThis year's 3 directors: 24%, 28%, 22% againstTokens to Access Private Companies, or to Investor Trouble?Robinhood is the latest to offer investors a novel, and potentially risky, investment opportunity: crypto that's meant to give exposure to the likes of OpenAI.WHO DO YOU BLAME?CEO/founder/Chair Vladimir Tenev: 47% influence; 24% voting power Baiju Bhatt: 37% influence; 36% voting powerThe pesky Class B share: for being worth ten votes per shareThe non-democratic Founders' Voting Agreement: Our Co-Founders have agreed: “to vote all of their shares in favor of the election of each Co-Founder”Lead Independent Director Jonathan Rubinstein: for being the most pointless Lead Independent Director of all time: Lead Independent Director at Robinhood since 2021 and Lead Independent Director at Amazon.com from 2017-2023OpenAI Says It's Hired a Forensic Psychiatrist as Its Users Keep Sliding Into Mental Health Crises"We're developing ways to scientifically measure how ChatGPT's behavior might affect people emotionally."WHO DO YOU BLAME?Sam AltmanBret Taylor (Chair)Sam AltmanMatt: AI itself for being a jerk

Today's show:Startup exits are heating up with $67.7B in Q2 activity, QSBS just got a major expansion, and Robinhood is pushing boundaries with tokenized SPVs. In this episode, @Jason and @alex break down what it all means for founders and investors, plus the rise of Elon's “America Party,” TikTok's potential reboot, and why SaaS startups must rebrand around AI to stay competitive. A must-watch for anyone building, investing, or navigating tech in 2025.Timestamps:(04:29) Jason's thoughts on Elon Musk's America Party(10:05) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist(15:02) M&A keeps heating up and why a big fintech IPO could be on the way!(20:00) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist⁠(26:32) Unpacking liquidation preferences for non-experts(29:11) AI companies are soaking up the majority of investment dollars but what does that really MEAN?(30:02) MonarchMoney - Get 50% off your first year by going to MonarchMoney.com and using the offer code TWiST(36:26) Why Jason's group chat will love the QSBS expansion but it's not really that big of a deal…(46:27) TikTok seems poised to make a deal… Why Jason thinks they do pose a national security threat.(59:22) Why is CoreWeave picking up Core Scientific, and is now a good time to sell your shares?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:05) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist(20:00) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at https://www.openphone.com/twist⁠(30:02) MonarchMoney - Get 50% off your first year by going to MonarchMoney.com and using the offer code TWiST.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:It's another blockbuster panel of insiders, as Alex sits down with Astasia Myers from Felicis, Matt Turck from First Mark Capital, and D.A. Wallach of Time BioVentures. AI is reshaping early-stage investing, with startups raising record-setting rounds adn chasing $100B+ markets. Meanwhile, biotech faces a “Great Depression” as public markets stay shut, putting added pressure on private capital. In healthcare, AI-powered virtual doctors promise to bring world-class medical advice to everyone, while fertility tech could revolutionize IVF by automating embryo handling and slashing costs. Hear our VC experts exclusive thoughts on these trends and much more!Timestamps:(2:21) The post-Q2 landscape and everyone's immediate reactions(05:00) Why biotech is in a “Great Depression,” even for AI companies!(9:36) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(12:14) Overpriced vs. high-performing: Do high prices ALWAYS mean low expected returns and vice versa?(14:50) Mega markets: how AI is different from past software shifts(18:58) Everyone's companies are CRUSHING IT: why genAI has crazy tailwinds right now(20:33) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(21:46) Product-market fit and revenue durability in AI(24:29) Marketing and community development for early stage founders(25:14) AI advancements in humor, avatars, and healthcare(29:30) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twist.(30:45) Healthcare innovation and AI foundation models(35:37) AI differentiation, OpenAI valuation, and infrastructure companies(43:08) User experience in LLMs and AI inference costs(51:21) AI healthcare applications and founding team trends(56:28) Hiring trends, burn rates, and outsourcing in biotech(1:01:51) Government investment in biotech and the European AI ecosystem(1:06:43) Academic founders and the Felicis Fellows program(1:09:10) Recent exits and the outlook for the upcoming quarters(1:12:27) Innovations in fertility treatments and prenatal testing(1:15:51) Summary of bullish trends and future outlook(1:16:14) Closing remarks and future check-in plansSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(9:36) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(20:33) Sentry - New users get 3 months free of the Business plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(29:30) Public - Take your investing to the next level with Public. Build a multi-asset portfolio and earn 4.1% APY on your cash—with no fees or minimums. Start now at public.com/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:Grammarly is acquiring the beloved email app Superhuman! In today's extremely timely episode, @alex sits down with Grammarly CEO Shishir Mehrotra and Superhuman founder Rahul Vohra to unpack why they're merging, how they plan to combine apps and AI agents, and what it means for the future of email and work. PLUS they reveal how Grammarly's 40M+ daily users already rely on email—and why this deal is the key to building the ultimate communication assistant. Don't miss this deep dive into one of the most exciting AI acquisitions yet!#AI #Startups #Productivity #Grammarly #Superhuman #VentureCapital #MergersAndAcquisitionsTimestamps:(0:00) Introduction to the future of robotics and AI regulation(1:11) Introduction of hosts and overview of today's topics(4:19) Cloudflare's new pay per crawl product(09:37) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(10:41) Polymarket segment on Apple's acquisition prospects(14:29) Grammarly and Superhuman CEOs interviews(19:42) Retool - Visit https://www.retool.com/twist and try it out today.(24:09) AI in productivity tools and email agents discussion(29:23) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/credits(30:46) Grammarly's AI platform and the acquisition of Superhuman(41:16) Introduction of Manu Sharma from Labelbox(41:47) The role of data labeling in AI and Labelbox's data factory(53:44) Labelbox's market position and capital efficiency post-ChatGPT(1:03:00) Advances in humanoid robotics with Jeff Cardenas from Apptronik(1:07:09) Market readiness and capabilities of Apollo 2 robots(1:13:27) Humanoid robotics: Google DeepMind partnership and international competition(1:20:54) US federal support for R&D in robotics(1:22:10) The evolution of humanoid robotics and Apptronik's growth in AustinSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:37) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(19:42) Retool - Visit https://www.retool.com/twist and try it out today.(29:23) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit aws.amazon.com/startups/creditsGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason sits down with Balaji Srinivasan in Singapore to explore how he's turning years of theory into reality with Network School—the first node of a broader vision for internet-native, decentralized societies. Balaji explains how these “sharp societies” combine education, co-living, and startup culture to create physical communities aligned by values, not geography. From digital nomads to aspiring founders, people are opting into these new systems as an alternative to broken traditional governance. They discuss everything from Starbase and sovereignty to the future of democracy, Bitcoin, and America's place in a multipolar world.Timestamps:(0:00) Introduction of Balaji Srinivasan and the impact of Bitcoin(1:39) The concept of Network School and Network State, including startup societies(4:05) Benefits and historical context of network effects in communities(7:08) Economic and social benefits of Network School(9:35) Global appeal and diverse motivations of Network School participants(10:22) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(12:30) Media perspectives on new societies and the challenge of self-determination(19:35) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(24:00) Personal experiences with US state migration and critique of California politics(27:11) The right to exit, thousand city system, and the two-party system(29:44) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(31:09) Choosing a country like choosing a college and impressions of new cities(34:03) America's global reputation, politics, and the decline of empires(39:25) Dollar devaluation, Bitcoin's future, and global currency dynamics(41:26) Global power struggles: China versus the Internet and US demographics(44:01) Trump's tariffs, MAGA, and international trade realities(48:12) China's manufacturing dominance and US diplomatic legacy(54:39) The Internet's counterbalance to China and Bitcoin's future risks(1:00:31) Role of cryptocurrencies, quantum computing, and Bitcoin security(1:02:12) Cryptocurrency challenges and the resilience of Bitcoin(1:03:27) Network school state community and opportunities for investors(1:04:01) Closing remarks and final pitch for Network SchoolSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:22) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:35) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(29:44) Vouched - Trust for agents that's built for builders like you. Check it out at http://vouched.id/twist(0:00)Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:EVs are igniting a global tariff war, and Xiaomi's shockingly cheap, high-quality electric cars threaten to obliterate Western automakers, sparking fears of a manufacturing wipeout. In today's brand-new TWiST, Jason and Alex dive into the EV price war, Uber's rumored plan to team up with Travis Kalanick on a self-driving takeover, and DoorDash's mega-drones giving us a glimpse of the future of food delivery. Plus, Tesla's cautious safety driver rollout shows we're only in the early innings of the autonomous revolution, a consideration of Meta's talent shopping spree, AND a new edition of Reddit Rapid Response. Don't miss this deep dive into the future of cars, delivery, and AI.Timestamps:(02:24) Guess who's BACK at Uber? On the Travis Kalahnik-Pony AI deal.(10:43) Superpower - Visit superpower.com/twist to get $50 off your membership. This offer is only for the first 100 twist listeners who sign up.(17:24) All the huge opportunities for Kalshi, PolyMarket and prediction markets(19:44) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(25:37) TODAY'S POLYMARKET: How well will Apple's “F1” do at the box office?(30:03) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(31:58)What actually IS AGI? And why does it matter for the Microsoft-OpenAI negotiation?(45:57) Inside Meta's massive Superintelligence shopping spree: maybe it's not so crazy to pay AI experts $100M?(01:05:15) Reddit Rapid Response: Can you be a great founder if you hate doing cold sales?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:43) Superpower - Visit superpower.com/twist to get $50 off your membership. This offer is only for the first 100 twist listeners who sign up.(19:44) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(30:03) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:In this powerhouse VC roundtable, @Jason sits down with Sequoia's Doug Leone and Cyberstarts' Gili Raanan to share brutally honest insights on startup recruiting, evaluating second-time founders, and how to truly find product-market fit. They break down why big-tech résumés can be misleading, how to structure early teams, and what separates “missionary” talent from mercenaries. Plus, the myth of early ARR, the art of founder-board trust, and how AI is (and isn't) reshaping startup velocity. Must-watch for founders, VCs, and anyone building from 0 to 1.Timestamps:(03:25) The origins of Wiz and how VCs know when to invest(05:17) What qualities are investors looking for in founders and entrepreneurs?(09:53) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(18:40) How to know when you've reached true Product Market Fit: the experts sound off(19:20) Notion - Try it for free today at https://notion.com/twist(25:39) The secrets of recruiting top talent(29:54) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(39:38) Judging a startup's revenue quality and “founder vs. salesman” deals(53:38) Is venture capital kind of a SCAM?(55:00) Seed Investing: “Pick them right and early”Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:53) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(19:20) Notion - Try it for free today at https://notion.com/twist(29:54) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/techGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:Tesla's robotaxi launch, AI producers, job destruction, and smart toilets? In this episode of This Week in Startups, @Jason and @alex break down Tesla's cautious rollout strategy, how AI is quietly replacing producers and employees, why second-movers like Tesla and Ramp often win, and how Throne Science is turning gut health into a billion-dollar market—with cameras in your toilet. Buckle up.Timestamps:(02:11) Introducing… PRODUCER CLAUDE!(04:21) Tesla's Robotaxis are out and about! But are they SAFE?!(09:49) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:35) Netsuite - Download the ebook Navigating Global Trade: 3 Insights for Leaders for free at https://www.netsuite.com/twist(24:07) Grabbing market share, and why there's “no reason to rush”(29:59) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at [https://www.inbound.com/register](https://www.inbound.com/register.) (Valid thru 7/31)(39:53) AI, Job Destruction, and what leaders aren't saying out loud…(48:43) Which startups are doing the most with the smallest teams?(57:49) Mark Zuckerberg has entered FOUNDER MODE(01:05:48) How Throne Science is improving everyone's gut healthSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:49) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:35) Netsuite - Download the ebook Navigating Global Trade: 3 Insights for Leaders for free at https://www.netsuite.com/twist(29:59) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at [https://www.inbound.com/register](https://www.inbound.com/register.) (Valid thru 7/31)Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:AI has been feasting on the open web—but is the free lunch over? In this explosive episode, @Jason and @alex call out OpenAI and others for “strip mining” the internet's content without paying creators. As lawsuits pile up and new defenses like AI-robots.txt emerge, a reckoning looms. Will AI be forced to pay for its training data? Dive into the legal, ethical, and business implications—including Substack's stance, Cloudflare's firewall, and Perplexity's lawsuits—in what may be a turning point for the future of the web.Timestamps:(0:00) Concerns about AI data sourcing and sustainability(1:43) Recent travels and airline industry insights(5:28) Meta's AI strategy and market competition(10:20) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(11:50) Meta's financial moves and AI focus(17:08) Midjourney's advancements in video AI(20:30) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(21:33) Twist 500 companies and Cloudflare's anti-AI scraping tool(27:09) AI scraping: creator impact and regulation debate(30:18) Retool - Visit https://www.retool.com/twist and try it out today.(31:23) BBC lawsuit and Perplexity's AI challenges(35:44) Office hours with Giram Taitana of Doctours(42:55) Medical tourism: Psilocybin, IVF, and consumer trust(49:33) Design's role in trust and safety for medical platforms(55:57) Doctours' fundraising and insurance strategies(1:00:08) SEO and domain name tips for startups(1:02:50) Tesla's robo taxi launch and implications(1:08:13) Andy Jassy on AI's impact on employment(1:10:09) Discussing global job displacement and China's youth unemployment(1:14:53) The gig economy in the age of advanced AISubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:20) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(20:30) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(30:18) Retool - Visit https://www.retool.com/twist and try it out today.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

In this Company episode of The Synopsis we draw on our 108-page research report on Airbnb; the company that pioneered the sharing economy and become a Silicon Valley poster child for what a succesful start-up can become.  Having started as a means to pay rent, Airbnb quickly turned into one of the world's largest accommodations provider. In a matter of just a decade, Airbnb was able to host more guests than Hilton could in 100 years. However, despite their large impact in how tens of millions of people traveled and millions more monetized  their unused properties, they struggled for years to turn a profit. That is until founder Brian Chesky decided to do something drastic and reshape the business—in the midst of Covid no less. In the matter of just a few years he took the business from losing $4bn a year to generating $3bn annually in free cash flow. With Airbnb having a firm grasp on the Alternative Accommodations segment, they are preparing to enter into new businesses and new verticals. Tune in for all of this and more!  Learn more about our 108-page report here.  For full access to all of our in-depth research reports, become a Speedwell Member here.  If you need help getting Speedwell Research to become an approved research vendor, so you can expense your subscription, please email info@speedwellresearch.com  *~*~*~* Mentioned Speedwell Memos:  Minimum Viable Products versus Maximum Possible Products Introducing the Piton Network Concept -*-*-*-*-*-*-*-*-*-*- Show Notes (0:00) — Airbnb Intro Section 1: Business History (5:33) — From RISD to SF (19:05) — Cereal Boxes, Y Combinator (34:12) — Early Airbnb Experience, Competitors, International (43:10) — First Disaster (47:21) — Toshi Hotels, Regulation  (52:50) — Covid, Pulling the IPO (1:01:50) — IPO *~*~* Section 2: Industry and TAM (1:05:27) — Business, How do they Make Money? (1:18:13) — Experiences (1:22:31) — Margins and Cost Structure (1:25:26) — TAM Discussion (1:39:21) — Categories of Competition *~*~* Section 3: Competitors and Competitive Differentiation (1:42:16) — Booking Competition (1:52:21) — Merchant vs Agent Business Model, OTAs (2:02:17) — Booking's Alternative Accommodation Push, Booking vs Airbnb (2:12:25) — Expedia, VRBO (2:25:47) — Other Competitors (2:30:47) — Comparing all Competitors, Network Effects, Differentiation (2:45:26) — Competitive Advantages (2:54:28) — Airbnb Negatives *~*~* Section 4: Other Bets, Capital Allocation, Valuation (2:58:33) — New Services, Super App (3:13:25) — ROIC and Free Cash Flow (3:20:04) — Capital Allocation, Stock Awards (3:27:44) — Growth Drivers (3:35:42) — Valuation (3:37:11) — Risks and Conclusion -*-*-*-*-*-*-*-*-*-*- Become a Speedwell Member here to gain access to *all* of our in-depth research reports and more!   Sign up for Speedwell's free newsletter and weekly memos here *-*-*- Follow Us: Twitter: @Speedwell_LLC Threads: @speedwell_research Email us at info@speedwellresearch.com for any questions, comments, or feedback. -*-*-*-*-*-*-*-*-*-*- Disclaimer Nothing in this podcast is investment advice nor should be construed as such. Contributors to the podcast may own securities discussed. Furthermore, accounts contributors advise on may also have positions in companies discussed. At the time of recording contributors had a position in Airbnb. Furthermore, accounts contributors advise on also may have  a position in Airbnb. This may change without notice. Please see our full disclaimers here:  https://speedwellresearch.com/disclaimer/

Today's show:In this episode, @Jason and @alex explore how AI is reshaping the economy—from Pano AI's $44M raise to fight wildfires with drones, to Amazon CEO Andy Jassy's memo foreshadowing white-collar job cuts, to Meta's stealth move poaching Scale AI talent. They dig into the collapse of early-career roles, the slow disappearance of the gig economy safety net, and why founders may want to think twice before building in public.Timestamps:(1:52) Travel chaos, laundry issues, and the Airbnb event(3:05) CO2 conference highlights and Zipline drone delivery innovation(5:24) AI's effect on job disruption and white-collar retraining(09:46) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:01) Jassy on AI's workforce impact and boosting teacher roles(13:23) Media evolution: market resilience and direct communication strategies(20:08) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(21:14) OpenAI's podcast, corporate media shifts, and Twist 500 highlights(30:02) NWRA - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(31:20) Insurance, AI, and OpenAI's enterprise focus(41:11) Meta and Traversal's AI bets; startup transparency(48:57) TikTok, US-China tension, and data privacy debate(56:43) Actuality.ai's platform for AI-driven RFPs and enterprise pricing insights(1:11:00) Wrap-up and final thoughts with Rishab GuptaSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(09:46) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(20:08) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(30:02) NWRA - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:Meta just took a 49% stake in Scale AI, and the shockwaves are hitting the entire AI ecosystem. In this episode, @Jason and @alex unpack the deal's implications: Google ($150M customer!) and others are fleeing Scale, worried Meta will hoard its RLHF infrastructure and cut off competitors. Startups like Labelbox, Turing, and Handshake are already seeing a demand surge. Is this smart vertical integration or anti-competitive overreach? Jason shares tactical advice for founders on how to capitalize when incumbents stumble—hire ex-Scale talent, build “Scale AI alternative” SEO pages, and hit the podcast circuit. Don't miss this deep dive into AI's shifting power dynamics.Timestamps:(04:01) Is Jason becoming an AI doomer?!(9:52) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(13:47) PostHog, and when is it okay for founders to break the rules?(20:56) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(25:50) Why the Navy is recruiting startups(30:12) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(39:09) Did Zuck buy Scale in order to keep it from competitors?(56:08) When does incentivizing customers turn into burning capital?(1:04) How raising too much money could KILL your startup!Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(9:52) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(20:56) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(30:52) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show:In this episode of This Week in Startups, @Jason and @Alex break down Stripe's big bet on crypto wallets with its latest acquisition of Privy, the return of major M&A activity from Meta, DoorDash, and Stripe, and the rapid rise of robotics replacing soul-crushing warehouse jobs. They dive into why today's toy-like robot arms will become tomorrow's billion-dollar tools, how stablecoins are quietly transforming fintech, and why Disney is going to war with AI platforms over IP theft. A must-watch if you're building, investing, or just trying to understand where tech is headed next.Timestamps:(1:48) Startup Tip: "Find a service you hate and make it better"(9:23) Why Stripe wants crypto wallet company Privy(10:09) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(15:46) Klarna: The New Rent-a-Center?(20:00) Superpower - Visit superpower.com/twist to get $50 off your membership. This offer is only for the first 100 twist listeners who sign up.(26:28) Why M&A is good and Lena Khan was wrong(30:00) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(33:20) Robots are going to make your life better(42:11) When toys become tools(46:25) Tesla's on-the-road FSD tests... do they need safety drivers?(54:13) Jason has the answer for all these AI copyright suitsSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:09) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(20:00) Superpower - Visit superpower.com/twist to get $50 off your membership. This offer is only for the first 100 twist listeners who sign up.(30:00) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Alex moderates a TWIST VC Roundtable with Jason, Paige Doherty (Behind Genius), and Altimeter's Megan Reynolds about the state of early-stage venture capital. They break down the rise of secondary markets as a key liquidity path for VCs, analyze the resurgence in M&A activity from major players like Meta, Databricks, and OpenAI, and question whether inflated ARR figures from YC startups are distorting valuations. Jason shares his year-zero investment thesis and offers tactical advice on secondary structuring and identifying high-quality revenue. Whether you're raising, investing, or building, this episode delivers essential insights into the evolving early-stage landscape.Timestamps:(0:00) Episode Teaser(1:28) Meet our panelists!(2:37) Will secondaries replace traditional M&A?(10:10) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(14:28) Has M&A actually bounced back?(20:06) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(25:35) Secondary market advice, just for founders(30:10) Retool - Visit https://www.retool.com/twist and try it out today.(32:49) Why is it so hard for emerging managers to raise funds?(38:28) Seed funds: the math is not mathing(52:07) Why early investors become “collateral damage”(56:31) The importance of revenue quality in early-stage startups(1:06:43) Quick Fire Question Round!Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpLinks from episode:Altimeter: https://www.altimeter.com/homeBehind Genius: https://www.behindgeniusventures.com/Follow Meghan:X: https://x.com/MeghanKReynoldsLinkedIn: https://www.linkedin.com/in/meghankreynolds/Follow Paige:X: https://x.com/paigefinnnLinkedIn: https://www.linkedin.com/in/paigedoherty/Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:10) LinkedIn Ads - Get a $100 LinkedIn ad credit at http://www.linkedin.com/thisweekinstartups(20:06) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(30:10) Retool - Visit https://www.retool.com/twist and try it out today.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason and Alex dive into why Y Combinator startups are raising at sky-high valuations with relatively low ARR—what does that mean for investors and founders? VC funds are slowing down and returning to pre-ZIRP pacing, signaling a reset in the market. Plus, in this week's Office Hours, Sean Steigerwald, founder of CustomerIQ, demos his AI sales agent that lives in your inbox, drafting follow-ups using CRM context. It's a deep look at early-stage investing, startup efficiency, and where AI is headed in enterprise.Timestamps:(0:00) Episode Teaser(2:09) Jason's Singapore trip recap and SoCal update(9:51) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(11:40) New rumblings from Mistral; is the French AI startup catching a tail wind?(19:40) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(26:23) VC investing pace is slowing... what does this mean for founders(29:42) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)(33:33) Founders' guide to raising capital(36:31) Gen AI companies are growing FAST but are there concerns about churn?(42:46) Is YC still worth it? Debating paper gains vs. DPI as metrics.(52:18) Office Hours with Sean Steigerald from Customer IQ: managing active users and more.Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpLinks from episode:Customer IQ: https://www.getcustomeriq.com/Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(9:51) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:40) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(29:42) INBOUND - Use code TWIST10 for 10% o your General Admission ticket at https://www.inbound.com/register (Valid thru 7/31)Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Jason and Alex dicuss stories shaping the tech and startup world: Circle's explosive IPO and what it signals about crypto regulation and public market sentiment, the potential for tokenized venture capital funds to bring liquidity and transparency to startup investing, and Cursor's extraordinary growth—scaling to over $500M in ARR in just six months.Timestamps:(0:00) Episode Teaser(2:25) Circle's IPO is Soaring and What This Means for Tech(10:21) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(12:00) Is Tokenization the Future of Venture Capital?(20:20) Coda - Empower your startup with Coda's Team plan for free—get 6 months at https://www.Coda.io/twist(22:40) Oh, THAT'S Why Anthropic Cutoff Windsurf(27:06) Can the Rippling - Deel Saga Get Anymore Bizarre?(30:22) Sentry - New users get 3 months free of the Team plan (covers 150k errors). Go to http://sentry.io/twist and use code TWIST(34:08) Cursor Just Keeps on Winning(43:10) Polymarket: What Will Jerome Powell Do?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:21) LinkedIn Jobs - Post your first job for free at https://www.linkedin.com/twist(20:20) Coda - Empower your startup with Coda's Team plan for free—get 6 months at https://www.Coda.io/twist(30:22) Sentry - New users get 3 months free of the Team plan (covers 150k errors). Go to http://sentry.io/twist and use code TWISTGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Alex and Lon discuss Windsurf getting abruptly cut off from Anthropic just before a rumored $3B acquisition by OpenAI, sparking questions around platform risk and foundation-model politics; Deel defends itself by arguing the information it allegedly took was public or obvious, complicating its ongoing legal saga; and Flock Safety's neighborhood-focused surveillance tech—combining LPR cameras and drones—positions itself as a privacy-conscious tool that gives elected officials control over community data governance.Timestamps:(0:00) Episode Teaser(2:48) ADP's Employment Numbers Might Make Your Eyes Water(5:54) Is the Circle IPO Over Subscribed?(9:25) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(13:00) Anthropic Shows Sharp Elbows With Windsurf(19:55) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(20:57) Is It Really Stealing If It's Public or Obvious? Deel Says No(29:23) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!(30:50) The Space Future Alex Has Dreamed About(35:10) Anthropic Can't Stop Scraping Reddit's Data(42:44) Flock Safety is Bringing Surveillance To a Neighborhood Near YouSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpLinks from episode:Impulse Space: https://www.impulsespace.com/Flock Safety: https://www.flocksafety.com/Follow Garrett:X: https://x.com/glangleyLinkedIn: https://www.linkedin.com/in/glangley/Follow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(9:25) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(19:55) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist(29:23) Northwest Registered Agent. Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit northwestregisteredagent.com/twist today!Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today, I'm talking with Airbnb CEO Brian Chesky. This is Brian's fourth time on the show, and he's one of my favorite guests because he's so clearly obsessed with things like company structure, design, and decision making. You know, Decoder stuff. This time, Brian came on to talk about the company's new services product and the full-scale redesign and rebuild of the Airbnb app to support these broader ambitions. There's a lot of fun, very Decoder-y stuff in this one.  Links:  Airbnb's new app has all of your vacation extras in one place | Verge “Flat design is over” | Brian Chesky Airbnb Is in midlife crisis mode | Wired He revolutionized travel. Can Airbnb's founder redesign your entire life? | WSJ Airbnb's CEO explains how he helped Sam Altman during OpenAI fiasco | Fast Company A conversation with Airbnb's Brian Chesky | Figma Jony Ive is bringing his design talents to Airbnb | Verge Airbnb CEO Brian Chesky on what founder mode really means | Decoder Airbnb CEO Brian Chesky is taking it back to basics | Decoder Why the future of work is the future of travel, with Airbnb CEO Brian Chesky | Decoder Help us plan for the future of Decoder by filling out a brief survey: voxmedia.com/survey. Thank you! Credits: Decoder is a production of The Verge and part of the Vox Media Podcast Network. Our producers are Kate Cox and Nick Statt. Our editor is Ursa Wright.  The Decoder music is by Breakmaster Cylinder. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Today's show: Jason and Alex discuss the hottest tech and startup news: Grammarly secures a massive $1B investment from General Catalyst to fuel its AI ambitions and expand into deeper enterprise offerings; a DARPA-backed brain-computer interface startup emerges as a serious Neuralink rival, signaling renewed momentum in the neurotech space; and The New York Times signs a licensing deal with Amazon, suggesting that traditional media may be starting to find common ground with large language models.Timestamps:(0:00) Episode Teaser(1:26) Jason's take on Singapore's regional cuisine(5:50) Why founders should get permission first and more lessons from Udio, Suno, and Spotify(10:07) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist(15:54) The New York Times and Amazon signed a landmark AI deal: what's in it?(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(25:36) Why is Grammarly worth so much money?(30:14) Notion - Try it for free today at https://notion.com/twist(39:15) How does Autopilot make money?(43:03) So how long until we all have a computer in our brain?(54:43) How much does revenue predictability really matter?(59:26) Laurene Powell Jobs and Jony Ive go FULL DOOMER(1:03:35) Perplexity, Samsung, and the rest...Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpLinks from episode:Udio: https://www.udio.com/Jason's Stolen Voice: https://x.com/Jason/status/1928995534276088151Autopilot: https://www.joinautopilot.com/Follow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:07) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(30:14) Notion - Try it for free today at https://notion.com/twistGreat TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Today's show: Alex interviews two cutting-edge startups shaping the future of AI: AthenaHQ, pioneering “GEO” (Generative Engine Optimization) to help brands rank in AI-powered search engines like ChatGPT and Gemini, and Browser Use, building infrastructure that lets AI agents take real actions on the web—from form-filling to workflow automation. Both teams dive deep into how fast AI is evolving, how brands and developers can stay competitive, and why adaptability and technical precision are key in the era of intelligent search and autonomous agents.Timestamps:(0:00) Episode Teaser(1:54) Athena HQ's Generative Engine Optimization (GEO) strategy(10:05) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(14:51) Will GEO Market Adoption Forever CHange Marketing?(19:50) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(22:58) How Being AI Model Agnostic Gives You An Edge(29:54) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.(35:13) Browser Use and Making Smarter AI Agents(45:03) Will AI Agents Do Your Grocery Shopping For You?Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpLinks from episode:AthenHQ: https://www.athenahq.ai/Browser Use: https://browser-use.com/Follow Andrew:X: https://x.com/andrewyan200Follow Magnus:X: https://x.com/mamagnus00Follow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:05) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(19:50) Fidelity Private Shares℠ - Visit ⁠https://fidelityprivateshares.com⁠! Mention our podcast and receive 20% off your first-year paid subscription.(29:54) Superpower - The best founders know: better health = better business. Visit http://superpower.com/twist to skip the waitlist.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

From cold emails to global dominance - the Airbnb story began with rejection. In this unmissable episode of CEO Diaries, Airbnb founder and CEO Brian Chesky reveals the brutal truth about rejection, resilience, building world-changing companies, and the one thing more important than product or profit: culture. Visit - ⁠www.linkedin.com/DOAC⁠ Listen to the full episode here - Spotify -https://g2ul0.app.link/WgBxbVavJTb Apple - ⁠https://g2ul0.app.link/89nODBivJTb Watch the Episodes On YouTube - ⁠https://www.youtube.com/c/%20TheDiaryOfACEO/videos Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, we cover three major stories shaping the startup and tech landscape. First, Google unveils Stitch, an AI-powered web design tool with one-click export to Figma—signaling a major disruption for freelance design marketplaces. Then, Salesforce returns to M&A with its $8B acquisition of Informatica, aiming to broaden its AI data stack beyond CRM. Finally, we break down the surge in startup M&A activity, with billion-dollar deals from OpenAI, DoorDash, and others—hinting at a major Q2 rebound. Don't miss Jason's insights on what these trends mean for founders and investors.(0:00) Episode Teaser(1:36) Jason's in SINGAPORE(3:14) The Power of Shame and why we need “Ozempic for screentime”(10:15) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(12:38) Google's latest AI breakthrough: Stitch(20:13) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(21:20) The NBA on Polymarket and what founders can learn from the Knicks(27:08) Why did Salesforce buy Informatica?(30:03) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.(32:42) M&A activity continues, and Jason's spicy Q2 predictions(40:57) Did tech go woke or was it just performative the whole time?(45:22) Circle, stablecoins, and the perks of being pro-business(51:27) What Trump's “golden share” of US Steel might look like(54:15) Why Jason is bullish on Joby(57:28) Episode wrap-up and upcoming eventsSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.comCheck out the TWIST500: https://www.twist500.comSubscribe to This Week in Startups on Apple: https://rb.gy/v19fcpLinks from episode:ClearSpace App: https://www.getclearspace.com/Google Stitch: https://stitch.withgoogle.com/Joby: https://www.jobyaviation.com/Follow Lon:X: https://x.com/lonsFollow Alex:X: https://x.com/alexLinkedIn: ⁠https://www.linkedin.com/in/alexwilhelmFollow Jason:X: https://twitter.com/JasonLinkedIn: https://www.linkedin.com/in/jasoncalacanisThank you to our partners:(10:15) OpenPhone - Streamline and scale your customer communications with OpenPhone. Get 20% off your first 6 months at www.openphone.com/⁠twist(20:13) CLA - Get started with CLA's CPAs, consultants, and wealth advisors now at https://claconnect.com/tech(30:03) Pilot - Visit https://www.pilot.com/twist and get $1,200 off your first year.Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarlandCheck out Jason's suite of newsletters: https://substack.com/@calacanisFollow TWiST:Twitter: https://twitter.com/TWiStartupsYouTube: https://www.youtube.com/thisweekinInstagram: https://www.instagram.com/thisweekinstartupsTikTok: https://www.tiktok.com/@thisweekinstartupsSubstack: https://twistartups.substack.comSubscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Krithika Shankarraman was the first marketing hire at OpenAI and Stripe and led marketing at Retool. At OpenAI, she established marketing foundations for ChatGPT for consumers and enterprises, as well as their developer API platform. While at Stripe, she spent over eight years building and scaling their marketing function from scratch. An engineer turned marketer, Krithika brings a uniquely analytical approach to marketing. She currently serves as Entrepreneur in Residence at Thrive Capital, where she helps portfolio companies on all things marketing.What you will learn:1. Why do most marketing playbooks often fail, and what's a better way?2. Which marketing lever should I pull first?3. Why is trying to be better than competitors usually a losing strategy?4. How do I craft positioning that actually converts?5. What makes messaging stick with developers, enterprises, and consumers?6. What pricing experiments actually move revenue?7. What is working at OpenAI really like?8. Why does consistency and quality matter more than speed?—Brought to you by:Eppo — Run reliable, impactful experimentsAirtable ProductCentral—Launch to new heights with a unified system for product developmentLinkedIn Ads—Reach professionals and drive results for your business—Where to find Krithika Shankarraman:• X: https://x.com/krithix• LinkedIn: https://www.linkedin.com/in/krithix/• Website: https://krithix.com/—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—In this episode, we cover:(00:00) Introduction to Krithika(04:22) Early marketing lessons from OpenAI(11:17) Diagnosing marketing needs(15:06) The DATE framework and why being cheaper is a race to the bottom(17:11) Marketing strategies at Retool(22:29) Insights from marketing at Stripe(32:33) The importance of consistent marketing communication(39:55) Criteria for hiring a marketing expert(41:43) “Capital M” vs. “lowercase m” marketing(43:05) ChatGPT vs. Claude: market dominance(45:31) The future of AI and its societal impact(47:09) Work-life balance(48:41) Transitioning to Thrive(52:35) Career advice for marketers(55:00) The importance of taste and creativity in the AI era(01:00:04) AI product pricing(01:03:21) AI tools in marketing(01:05:17) Failure corner(01:08:46) Lightning round and final thoughts—Referenced:• OpenAI: https://openai.com/• Stripe: https://stripe.com/• Retool: https://retool.com/• Dropbox: https://www.dropbox.com/• Sam Altman talks about his business model: https://www.youtube.com/watch?v=pLnyjxgFxew• The art and science of pricing | Madhavan Ramanujam (Monetizing Innovation, Simon-Kucher): https://www.lennysnewsletter.com/p/the-art-and-science-of-pricing-madhavan• Pricing your SaaS product: https://www.lennysnewsletter.com/p/saas-pricing-strategy• Netflix: https://www.netflix.com/• Stripe Connect: https://stripe.com/connect• John Collison on X: https://x.com/collision• Patrick Collison on X: https://x.com/patrickc• Cristina Cordova on LinkedIn: https://www.linkedin.com/in/cristinajcordova/• Hackpad: https://en.wikipedia.org/wiki/Hackpad• Building Wiz: the fastest-growing startup in history | Raaz Herzberg (CMO and VP Product Strategy): https://www.lennysnewsletter.com/p/building-wiz-raaz-herzberg• Wiz: https://www.wiz.io/• Thrive Capital: https://thrivecap.com/• Brian Chesky's new playbook: https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach• Claude: https://claude.ai/new• ChatGPT: https://chatgpt.com/• Lessons from scaling Stripe | Claire Hughes Johnson (former COO of Stripe): https://www.lennysnewsletter.com/p/lessons-from-scaling-stripe-tactics• Databricks: https://www.databricks.com/• Everyone's an engineer now: Inside v0's mission to create a hundred million builders | Guillermo Rauch (founder and CEO of Vercel, creators of v0 and Next.js): https://www.lennysnewsletter.com/p/everyones-an-engineer-now-guillermo-rauch• Tobi Lütke's leadership playbook: Playing infinite games, operating from first principles, and maximizing human potential (founder and CEO of Shopify): https://www.lennysnewsletter.com/p/tobi-lutkes-leadership-playbook• OpenAI's CPO on how AI changes must-have skills, moats, coding, startup playbooks, more | Kevin Weil (CPO at OpenAI, ex-Instagram, Twitter): https://www.lennysnewsletter.com/p/kevin-weil-open-ai• April Dunford on product positioning, segmentation, and optimizing your sales process: https://www.lennysnewsletter.com/p/april-dunford-on-product-positioning• A step-by-step guide to crafting a sales pitch that wins | April Dunford (author of Obviously Awesome and Sales Pitch): https://www.lennysnewsletter.com/p/a-step-by-step-guide-to-crafting• Severance on AppleTV+: https://tv.apple.com/us/show/severance/• Granola: https://www.granola.ai/• Some people think AI writing has a tell—the em dash. Writers disagree: https://www.washingtonpost.com/technology/2025/04/09/ai-em-dash-writing-punctuation-chatgpt/—Recommended books:• Obviously Awesome: How to Nail Product Positioning So Customers Get It, Buy It, Love It: https://www.amazon.com/Obviously-Awesome-Product-Positioning-Customers/dp/1999023005• Circe: https://www.amazon.com/Circe-Madeline-Miller/dp/0316556327/—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.—Lenny may be an investor in the companies discussed. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.lennysnewsletter.com/subscribe

This week Airbnb's co-founder and CEO, Brian Chesky, joins Michelle and Craig at the table to discuss everything from boosting a business out of the startup phase to dating in search of deep connection. Brian shares stories about Airbnb's early keys to success (hint: it has to do with breakfast cereal), the evolving responsibility of tech companies in the modern age and how young entrepreneurs can navigate the current tech landscape. Plus, Michelle presses Brian on the dating advice he received from a surprising source during the pandemic. Have a question you want answered? Write to us at imopod.com.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

MUSICCassie Ventura testified yesterday in the Sean "Diddy" Combs' federal sex-trafficking trial alleging years of abuse during their 11-year relationship.· Kim Kardashian testified in a Paris court yesterday, while wearing $7 million dollars in diamonds, about the 2016 armed robbery where masked gunmen stole millions of dollars worth of jewelry from her hotel suite. During her three-hour testimony, she faced her alleged attackers for the first time.· Foo Fighters announce their first performance of 2025Foo Fighters will be playing October 4th'at Singapore F1 Grand Prix, along with the likes of Elton John, The Smashing Pumpkins and BABYMETAL.· Morgan Wallen finally spoke about his abrupt exit from "Saturday Night Live" last month. As we all know -- the cast members, the host, and the musical guest all love on each other after the show while the credits were rolling . . . but NOT Morgan. He left right away and then caused a bit of a stir when he posted "Get me to God's country" from the tarmac. But now, we finally know what went down. Morgan recently did a funny interview with Caleb Pressley, where he talked about what happened that night. In the 1990s, at a dinner party hosted by Elton John, actors Sylvester Stallone and Richard Gere nearly got into a physical altercation over Princess Diana. According to Elton John's autobiography "Me," Diana and Gere were engrossed in conversation, which reportedly irritated Stallone, who had attended the party with hopes of courting Diana. The situation escalated to the point where Elton John's husband, David Furnish, found Stallone and Gere confronting each other, seemingly on the verge of a fistfight· TVSarah Sherman is breaking her silence on that controversial "White Lotus" sketch on SNLAmazon Prime has announced a reboot of 'American Gladiators', which featured muscle-bound 'gladiators" trying to prevent contestants from finishing physically demanding obstacles. MOVING ON INTO MOVIE NEWS:Cynthia Erivo will star in a one-woman version of Dracula in London's West End next year, playing all 23 characters herself including Count Dracula, Van Helsing, Mina, and Renfield.! Morris the alligator in "Happy Gilmore" passed away recently -- he was estimated to be at least 80, and may have been as old as 100.· MISC:A Polish company called Volonaut has unveiled the Airbike, a flying machine that looks like a lot like the speeder bikes featured in the movie Return of the Jedi. The 2025 Sports Illustrated Swimsuit cover models has been revealed! Airbnb Founder and CEO Brian Chesky announced that they're adding new services like massages and personal training, plus experiences tailored to specific locations . . . like a pastry-making class in Paris or a gallery tour in New York City. AND FINALLYThat's an expensive song … We all know concerts are expensive, but a new report breaks down the costs by song for some of the biggest tours of the summer.AND THAT IS YOUR CRAP ON CELEBRITIES!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.