Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world's greatest founders, operators, investors, and innovators.
This Week In Startups is made possible by: Vanta: https://www.vanta.com/twist DigitalOcean: https://do.co/twist Sentry: http://sentry.io/twist Plaud: http://Plaud.ai/twist Today’s show: The smarter AI gets, the more it just does the work for you, and the less helpful it becomes as a tutor. Shan Reddy of Aristotle joins Jason to demo a voice-first tutor built to run a session the way a $200-an-hour human tutor would. We also dive into why frontier models are trained to hand you answers rather than build real understanding. PLUS, in Ask Jason, an incoming Fordham student (Jason’s alma mater!)…
This Week In Startups is made possible by: Every.io: http://every.io/ Northwest Registered Agent: https://www.northwestregisteredagent.com/twistdomain Odoo: http://Odoo.com/twist Plaud: http://Plaud.ai/twist Today’s show: What can AI do with the guardrails OFF? Devon Thomas of Abliteration.ai thinks defenders should have access to the same kinds of tools, rather than having one hand tied behind their backs. Then, on Ask Jason, learn what AI means for the billable hour from a legal-tech founder. PLUS, are AI microdramas a real ecosystem or a fad, and does AI finally make solo founders…
This Week In Startups is made possible by: Plaud: http://Plaud.ai/twist CLA: https://claconnect.com/tech Sentry: http://sentry.io/twist Lightfield: http://sentry.io/twist Today’s show: Google once interviewed the entire Justin.tv (now Twitch) team and then walked away from an acquisition deal, saying they weren’t good enough. Seven investors passed on buying 10% of Airbnb for $150,000, a stake pegged at roughly $9.25 billion today. Lon Harris and Alex Wilhelm revisit classic TWiST interviews with Justin Kan of Twitch and Brian Chesky of Airbnb to find out what those founders understood that…
This Week In Startups is made possible by: Every.io: http://every.io/ Northwest Registered Agent: www.northwestregisteredagent.com/twistdomain Sentry: http://sentry.io/twist Today’s show: A product that would have cost $500,000 to build in 2006 now costs less than a used car. Jason put up $5,000 on an idea he'd been sitting on for 20 years, and so far, we’ve received dozens of amazing submissions from vibecode experts. See how well the Top 3 demos fare, and which app was so good, Jason’s already thinking about spinning it off into a startup. PLUS, an unhoused founder calls in asking how to…
This Week In Startups is made possible by: PayPal - https://paypal.com/business Northwest Registered Agent - https://www.northwestregisteredagent.com/twistdomain Odoo - https://Odoo.com/twist Today’s show: Timestamps: 0:00 Will Ternus take "massively big swings"? 3:43 Round 1: ElevenLabs 4:46 Round 1: Disney 6:18 Round 2: Sony 8:22 Round 2: Boston Dynamics 9:23 Round 3: Perplexity 10:02 AD: PayPal is built for all business. Get started at https://paypal.com/business 11:52 Round 3: DigitalOcean 13:02 More picks: Etched 14:30 More picks: Lucid 15:58 More picks: Superhuman 16:48 More picks:…
This Week In Startups is made possible by: https://lightfield.app/ http://getpaper.ai/twist https://conservationfund.org/ http://Plaud.ai/twist https://www.athena.com/jcal Today’s show: An OpenAI agent breached Australia's Medicare statistics portal in June, and it took 84 days for the Frontier Lab to publicly acknowledge it. Jason and Lon dig into whether this is an important cautionary tale about alignment, or if PM Anthony Albanese looking to join the AI conversation. Then Bryant Chou of Ploy joins to explain skipping pre-seed and seed entirely to raise $27M, and why he’s taking his time…
This Week In Startups is made possible by: Northwest Registered Agent: https://www.northwestregisteredagent.com/twistdomain Odoo: http://Odoo.com/twist Rippling: http://Rippling.ai/twist Plaud: http://Plaud.ai/twist Harmonic: http://harmonic.ai/ Today’s show: Anthropic and OpenAI released cheaper models on the same day with Claude Opus 5.5 and GPT-6, and these VCs would still bet on open source. Jason brings on Dave McClure of Practical Venture Capital, Jeff Clavier of Uncork Capital, and Jenny Fielding of Everywhere Ventures to discuss the argument for open-weight models over the frontier…
This Week In Startups is made possible by: Vanta: https://www.vanta.com/twist DigitalOcean: http://do.co/twist Lightfield: https://lightfield.app/ Plaud: http://Plaud.ai/twist Today’s show: Elon revives the Hyperloop, promising a 30-minute commute between Austin and San Antonio. It's the kind of project that could reshape how Texans think about getting between two major cities entirely. Then, Jason and Lon explain why this pitch is different from the other Boring Company tunnels. Learn why President Trump wants to rename artificial intelligence itself and launch an "AI Force." It's a move…
This Week In Startups is made possible by: Superhuman: http://superhuman.com/ Paypal: http://paypal.launch.co Odoo: http://Odoo.com/twist Plaud: http://Plaud.ai/twist Harmonic: http://harmonic.ai/ Today’s show: Hugging Face built a $399 open-source robot duck as a side quest, and sold 16,000 units off a single tweet. Co-founder Thomas Wolf joins Jason and Lon to explain Microduck happened, why storage is the company's real business, and what it felt like to get hacked by OpenAI's agents. Jason takes apart Gavin Newsom's new AI "kill switch" executive order: if these models are so…
The TWiST AI Basics series is made possible by Google for Startups! Build context-aware AI workflows using DeepMind models and orchestration tools with Google for Startups' new Startup technical guide on generative media. Get the guide here: https://goo.gle/technical_guide Today's show: The demo works, the vibes are immaculate, but then the app falls apart the second real users touch it. On today's AI Basics, Temporal co-founder and CEO Samar Abbas says the problem isn't with the model at all. You're missing a harness, the layer that keeps an AI agent's work durable, secure, and recoverable…
This Week In Startups is made possible by: Quo: http://quo.com/TWiST The Conservation Fund: https://conservationfund.org CLA: https://app.notion.com/p/withyou-help-eb83a84d32cf43f59af13cb11e2f56c3?source=copy_link Today's show: A 27-year-old Anthropic researcher quit last week warning that AI could cause human extinction, and by Friday, a caller's 76-year-old mother was texting her in a panic. Jason's answer: the labs are already shipping the safeguards Doomers say don't exist. On an all live calls episode of TWiST, learn about the AI implications Jason is actually scared of, and why it…
This Week In Startups is made possible by: DigitalOcean — Want to see what building on a true AI-native platform looks like? Head to do.co/twist to start building on DigitalOcean's AI-Native Cloud today — and cut your AI workload costs by up to 50%. Odoo: The all-in-one business platform. Your first app is free! Get started for today at Odoo.com/twist Upwork helps businesses find highly skilled freelance professionals for specialized work. Post your job for free at upwork.com Today's show: The Pentagon is reportedly in talks to lend AI cloud startup Fluidstack $5. billion, and Jason thinks…
This Week In Startups is made possible by: Wilson Sonsini: https://www.wsgr.com/en/ Today's show: One of YouTube's three co-founders left for grad school and walked away with a fraction of what his partners made on the Google sale. Becki DeGraw of Wilson Sonsini joins Jason for Startup Legal Basics to explain the vesting schedule behind that gap, and why you want one even if you never take a dollar of venture money. Learn how VCs actually respond when a founder says "I've already put in four years," and the exact language Jason gives founders to turn one term sheet into three. PLUS, why is…
This Week In Startups is made possible by: Northwest Registered Agent - https://www.northwestregisteredagent.com/twistdomain NetSuite - https://www.netsuite.ai/twist Vanta - http://www.vanta.com/twist Check out a full transcript and summary of today's show, created by Plaud: Today's show: An Anthropic researcher quit this week, saying both leading labs are gambling with everyone's lives. His coworker chimed in and predicts there is a greater than 10% chance that AI will end humanity IN THE NEXT 10 YEARS. Jason and Lon take it to Yohei Nakajima of Untapped Capital, Ben Lerer of Lerer Hippeau,…
This Week In Startups is made possible by: Odoo - http://Odoo.com/twist Northwest Registered Agent - https://www.northwestregisteredagent.com/twistdomain Rippling - http://Rippling.ai/twist Today's show: Your doctor almost certainly isn't testing your insulin. Dr. Mark Hyman sits down with Jason to explain the broken system that Function is fixing, and what 100 million biomarkers say about how sick America actually is. Learn why insulin beats blood sugar as an early warning for TKTKTK. Why might "normal" lab ranges be unreliable? PLUS, how does an expert like Dr. Hyman feel about GLP-1s and…
This Week In Startups is made possible by: Wilson Sonsini Today's show: Spinouts are everywhere right now, and most founders get the cap table wrong. Jason sits down with Becki DeGraw, partner at Wilson Sonsini, to break down how to do it right, starting with his 80/20 rule for splitting the new cap table and why letting the old company keep too much of it kills your ability to raise. Becki also covers the legal side: who owns the IP, non-competes between the two companies, and the trap founders fall into when they're still on the old board. PLUS, the one question every Series A investor…
VC experts on why Physical AI funding is heating up | E2333 This Week In Startups is made possible by: partner 1 - link partner 2 - link partner 3 - link Today's show: Are we one step closer to data centers in space? Katelin Holloway of Seven Seven Six and Paige Doherty of Behind Genius Ventures break it down what it would take. Plus investor interest is surging in Physical AI companies. Paige explains why she backs applications of physical AI over general-purpose robotics, and how her thesis on multimodal AI led to the largest check she's ever written. We then dive into the Pentagon's…
This Week In Startups is made possible by: Northwest Registered Agent https://northwestregisteredagent.com/twistdomain CLA https://claconnect.com/withyou Rippling https://Rippling.ai/twist Today's show: Hugging Face's $399 Microduck and the art of companies taking on side quests. Then, we get into Dwarkesh Patel's "The Rise and Fall of Agent Civilizations," which blew up online this weekend. Jason calls the "secret AI civilization" framing deliberate PR, and thinks it's inflammatory enough that someone might attack a data center over it. Then, Anders Forslund of Heart Aerospace shows off the…
This Week In Startups is made possible by: DigitalOcean https://do.co/twist Every.io https://every.io PayPal https://paypal.launch.co Today's show: *Nvidia agreed to buy Hugging Face for $12.9 billion, just days after quietly licensing Poolside's coding model for $6 billion+. On TWiST, Jason lays out why this is actually the biggest AI story of the year. Nvidia plans to offer enterprises unmetered, unlimited on-prem compute, pulling them away from reliance on Anthropic and OpenAI's frontier models and products. PLUS we're chatting with Halter founder & CEO Craig Piggott about how his company…
This Week In Startups is made possible by: Lightfield https://lightfield.app Northwest Registered Agent https://www.northwestregisteredagent.com/twistdomain Rippling https://Rippling.ai/twist Today's show: *Bill Gates dropped a 6,000 word warning: AI will be "the greatest equalizer ever invented, or the worst sort of injustice." The Microsoft icon has an AI agenda for the US: new national institutions, AI use taxes, and jobs legally reserved for humans only. Our VC roundtable guests — Sheel Mohnot (Better Tomorrow Ventures), Dave McClure (Practical Venture Capital), and Hussein Kanji — push…
Today's show: Can a founder actually fire a board member? Short answer: almost never. And the reason why may surprise a lot of founders. On this edition of Legal Basics, Wilson Sonsini partner Becki DeGraw joins Jason for a deep dive into who really controls your board, when investors start earning seats, and the differences between a board member and a board observer. Check out an episode that might just save your cab table someday. PLUS they walk through the full lifecycle of your startup's board, exploring what it actually controls, when founders should start adding their own board…
This Week In Startups is made possible by: Odoo https://Odoo.com/twist Quo https://quo.com/TWiST Conservation Fund https://conservationfund.org how old a movie has to be for me to be able to show a part of it on youtube Generally 10 seconds or less of a film clip can fall under fair use for commentary or criticism — which is how most podcasts and talk shows use clips without issue. But there's no hard legal rule based on age. What actually matters more than age is fair use, which considers: Purpose — commentary, criticism, education = stronger fair use case Amount used — shorter = safer; a…
This Week In Startups is made possible by: Superhuman https://Superhuman.com Sentry https://sentry.io/twist Lightfield https://lightfield.app Today's show: Jason's been saying it for years now (and we've got an All In clip from 2023 to prove it). Open source will win the AI race. This week gives us a major evidence point, as $11B legal AI company Harvey released its own in-house model, trained on an open-weight Kimi K3 base. Harvey made a proprietary specialized solution without having to risk sharing its precious expert-compiled data with the major frontier labs. PLUS we're checking out the…
The TWiST AI Basics series is made possible by Google Cloud! Build context-aware AI workflows using DeepMind models and orchestration tools with Google for Startups' new Startup technical guide on generative media. Get the guide here: https://goo.gle/technical_guide Astrocade is building super-intelligence for the interactive world. Build the future of fun: https://www.astrocade.com/careers Today's show: *Making a video game once required a studio, an engine, and a team of five or more people working for six months. But with Astrocade, users just describe the game they'd like to play and…
This Week In Startups is made possible by: Vanta https://www.vanta.com/twist Agree https://agree.com YSecurity https://YSecurity.io/TWIST Today's show: Frontier AI models can ace PhD-level exams, but it's still bad at tracking down the product you want in the style that suits you. Onton's Zach Hudson tell us that the problem is that models are a black box. His solution? A neurosymbolic model, Ontology 1, that learns about your taste and preferred aesthetic over time, then produces product searches tailored specifically to you, rather than just using keywords and relevant tags. How do…
This Week In Startups is made possible by: Northwest Registered Agent https://northwestregisteredagent.com/twist DigitalOcean https://do.co/twist Odoo https://Odoo.com/twist Today's show: We've been going deep on Bittensor and how it works all year on TWiST, meeting with the creators of some of our favorite subnets, and exploring how the system decentralizes inference, compute, and storage. Now, on this very special episode, Jason and Lon welcome Bittensor co-founder Jason Steeves (aka "Const") to the show. He gives us a quick tour of the project's first principles, before diving into how…
This Week In Startups is made possible by: PayPal Open https://paypal.launch.co CLA https://claconnect.com/withyou Odoo https://Odoo.com/twist Today's show: *Anthropic is likely headed for the largest IPO in history. A reported 2-3 trillion October debut would blow past SpaceX's recent record. Jason breaks down why the. numbers matter less than what they'll reveal about the entire AI economy. Then, chats with a pair of founders: one who's selling subscription water filtration systems that will keep microplastics out of your brain (and other body parts), and another who's building the AI…
These robots could cut delivery costs by 80% | Next Unicorns This Week In Startups is made possible by: Squarespace https://squarespace.com/twist Northwest Registered Agent https://northwestregisteredagent.com/twist Agree https://agree.com Today's show: *Cytronic built a robotics-first fulfillment network, packing and shipping orders for cents instead of dollars, from small, city-adjacent micro-warehouses. Alex chats with CEO and co-founder Kevin Gibbon about how he can build a fulfillment warehouse for $1.2 million, and why it costs Amazon 50M-100M. PLUS Eyebot delivers low-cost…
This Week In Startups is made possible by: Every.io https://every.io NetSuite https://NetSuite.ai/TWIST YSecurity https://YSecurity.io/TWIST Today's show: *Meta chief Mark Zuckerberg published a 6,500 word essay about the future of AI, and Jason thinks it's his smartest PR move in years. The thinkpiece, "The Future is for Everyone: The Path to a Positive AI Future," arrives alongside a new open-weight Meta model — Muse Glimmer — and the promise of an open-weight version of Muse Spark 1.2 to come. Zuckerberg's clearly pitching an "abundance" narrative, promising the American public untold…
This Week In Startups is made possible by: DigitalOcean https://do.co/twist Sentry https://sentry.io/twist Lightfield https://lightfield.app Today's show: A hedge fund just blew up shorting SaaS stocks. In turns out, the software companies that went all in on AI are bouncing back. Figma's CEO — still riding high on strong revenue — forfeited roughly $46 million in stock awards to ease investor nerves. Twilio posted its strongest quarter in years. Airbnb's CEO credits AI as the single biggest factor in the company's incredible turnaround. Jason and Lon break down what's separating the winners…
About This Week in Startups
Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world's greatest founders, operators, investors, and innovators.
This Week in Startups is a English business podcast from Jason Calacanis. Melo plays each episode straight from the publisher's own feed — no ads added, no account needed — and remembers where you stopped, in this browser only.
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