Description
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.
Episodes
- 2025 / 12 / 6Netflix buys WB + why Jason should run Disney | E2219This Week In Startups is made possible by:Sentry - http://sentry.io/twistLinkedIn Ads - http://linkedin.com/thisweekinstartupsPipedrive - pipedrive.com/twistToday’s show:Netflix wants to gobble up Warner...
- 2025 / 12 / 4Getting past the “Cardinal Sins of Delegating” with Jonathan Swanson of Athena | E2218This Week In Startups is made possible by:Northwest Registered Agent - https://www.northwestregisteredagent.com/twistCrusoe - http://crusoe.ai/buildGusto - https://www.gusto.com/twistToday’s show: Delegating...
- 2025 / 12 / 3Monumental Makes Construction Bots Play Nice Together | E2217This Week In Startups is made possible by:LinkedIn Ads - http://linkedin.com/thisweekinstartupsVanta - https://www.vanta.com/twistPilot - https://pilot.com/twistToday’s show: Did you know there’s actually a...
- 2025 / 12 / 2Is $MSTR over? Jason takes his victory lap. | E2216This Week In Startups is made possible by:Quo - http://quo.com/TWiSTSquarespace - https://www.Squarespace.com/TWISTMiro - http://miro.com/Today’s show: Michael Saylor’s Strategy play is struggling with the...
- 2025 / 11 / 26SO MANY THINGS need to go right just so you can watch a TikTok! | E2215Register here to join Founder University Japan’s kickoff! 👉🏻 https://luma.com/cm0x90mkToday’s show: On TWiST, Alex is chatting with Neubird CEO Gou Rao about the intricate complexity of IT Ops, and the vast...
- 2025 / 11 / 24Even great startups sometimes need to pivot (feat. Francisco Cornejo of Theo) | E2214Register here for Founder University Japan’s Kickoff 👉🏻 https://luma.com/cm0x90mkToday’s show:The team from Familify had released a well-reviewed storytelling app for kids and parents… but it just wasn’t...
- 2025 / 11 / 22Jason predicts a “major M&A moment” in the next six months! | E2213Register here to join Founder University Japan’s kickoff: https://luma.com/cm0x90mkToday’s show:Google and Meta had their cases dismissed (or received a slap on the wrist)… Despite all the backlash and...
- 2025 / 11 / 20Why data is the biggest AI bottleneck (feat. Arthur Mensch of Mistral AI) | E2212Today’s show:The race for more compute gets all the headlines, but Mistral AI CEO Arthur Mensch tells us the REAL danger is running out of data!On TWiST, Jason and Alex are chatting with the head of France’s...
- 2025 / 11 / 19AI Model Showdown: Grok 4.1 vs. Gemini 3 | E2211AI Model Showdown: Grok 4.1 vs. Gemini 3 | E2211Register for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:*Will the arrival of two hotly-anticipated, intensely powerful AI models...
- 2025 / 11 / 18Archer buys an airport, Ramp’s huge raise, RIP KitKat, Bezos returns to the C-Suite, and more | E2210*Are we finally reaching Peak eVTOL? Jason and Alex on Joby’s big Abu Dhabi moves and Archer’s purchase of LA’s Hawthorne Airport.On a PACKED Monday TWiST, Jason is BACK from MENA and Tokyo. Hear tales from...
- 2025 / 11 / 14Stop ghosting your friends with Nox’s RPLY, plus Alloy Automation and a Shopify flashback | E2209👉 Register here to join Founder University Japan’s kickoff: https://luma.com/cm0x90mkToday’s show:Nox’s new app RPLY reminds you to text your friends back, getting you to iMessage inbox zero.On today’s...
- 2025 / 11 / 13Why We Need Ferries and Tugboats in Space w/ Orbital Operations | E2208👉 Register here to join the kickoff: https://luma.com/cm0x90mkToday’s show:Just getting our stuff into orbit isn’t enough… Orbital Operations wants to help companies take things HIGHER.In today’s TWiST 500...
- 2025 / 11 / 11Inside Harvey AI’s $8 billion AI lawyer app, PLUS How OpenRouter unites the LLMs | E2207Register for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:Find out why AI is perfectly suited to legal tasks… despite being too fast for “billable hours”On today’s TWiST, Alex...
- 2025 / 11 / 10IPO Mania hits the TWiST 500! Three companies are ready to go public | E2206👉 Register here for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:*Three of our favorite TWiST 500 startups — Ledger, 1Password, AND Mercury — are circling IPOs. Find out why the...
- 2025 / 11 / 8It’s a boat, it’s a plane, it’s REGENT’s Seafarer | E2205Register for Founder University Japan’s Kickoff: https://luma.com/cm0x90mkToday’s show:*The key to avoiding long airport delays? Low-altitude sea planes! Why didn’t you think of that?We’ve got an awesome...
- 2025 / 11 / 6Is investing REALLY the hardest job in tech? A TWIST VC Roundtable (ft. Deedy Das and Jay Eum) | E2204Register for Founder University Japan’s kickoff! https://luma.com/cm0x90mkToday’s show:*On TWiST, Jason welcomes an all-star VC panel — Deedy Das of Menlo Partners and Jay Eum of GFT Ventures — for a deep...
- 2025 / 11 / 3Sending datacenters into orbit | E2203👉 Register here to join the Founder University Japan kickoff! https://luma.com/cm0x90mkToday’s show:*Starcloud has started sending AI chips into orbit. So is this where the datacenters the power AI will one...
- 2025 / 11 / 1What will be OpenAI’s IPO price? Place ya bets! | E2202What will be OpenAI’s IPO price? Place ya bets! | EXXX*Polymarket’s sharps are already placing bets on when ChatGPT maker OpenAI will go public… and Jason and Alex want in on this action. They’re placing side...
- 2025 / 10 / 30Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201Today’s show:*Why rebrand an app with 40 million daily active users?On TWiST, Grammarly CEO Shishir Mehrotra swings by to explain why he’s renaming his company after the mail app he just purchased,...
- 2025 / 10 / 29iPhone Air is “inspiring,” and a first step toward Apple Glasses (w/ Zach Handshoe of SpatialGen) | E2200Today’s show:Jason’s been skeptical on Apple lately, but he’s BLOWN AWAY by his new iPhone Air.Hear why JCal thinks Cupertino’s latest release is “completely inspiring,” and why he’s sure it’s the next step...
- 2025 / 10 / 28Jason Unpacks Sequoia’s New Funds"| E2199Today’s show:Australia has accused Microsoft of employing a dark pattern… Hear why Jason says these kinds of sneaky tactics aren’t usually worth it.It’s a brand-new Monday TWiST and it’s PACKED with news. In...
- 2025 / 10 / 28Jason Unpacks Sequoia’s New Funds | E2199Today’s show:Australia has accused Microsoft of employing a dark pattern… Hear why Jason says these kinds of sneaky tactics aren’t usually worth it.It’s a brand-new Monday TWiST and it’s PACKED with news. In...
- 2025 / 10 / 25If you’re not working 9-9-6, are you working hard enough? | E2198Today’s show:*Working from 9 am to 9 pm, 6 days a week, might seem like TOO INTENSE a commitment for some, but Jason argues that elite performance — and the mega-compensation that goes along with it —...
- 2025 / 10 / 22Amazon’s “Age of Efficiency,” LLM distribution, AI wearable worries, and more with Elad Gil | E2197Today’s show:*Amazon’s dropping a LOT of employees for AI and robots… are Jason’s darkest predictions coming true?Legendary investor Elad Gil joins Jason and Alex for the full show today! Together, they’re...
- 2025 / 10 / 22Magic School uses AI to help kids learn, not cheat | E2196Are AI tools in the classroom just time-savers, or can they have genuine educational value?In a must-watch TWiST 500 interview, Alex chats with Magic School founder (and former principal) Adeel Khan about how...
- 2025 / 10 / 21Just how frothy is the AI Bubble anyway? | E2195Today’s show: *Is the AI bubble going to POP? And if so, how much of our economy is it going to take down with it?On a new TWiST, Jason, Alex, and Lon debate the size and scale of the AI bubble, whether...
- 2025 / 10 / 18Deel’s growth overshadows SpyGate, Claude learned new skills, and the great “momentum is moat” debate | E2194Deel’s growth overshadows SpyGate, Claude learned new skills, and the great “momentum is moat” debate | EXXXToday’s show:*Deel’s growing fast enough that investors are overlooking the espionage allegations...
- 2025 / 10 / 16Legendary VC Steve Jurvetson looks ahead at neutral networks, Tesla, nuclear power, and more | E2193Today’s show:*On a very special TWiST, Jason’s joined by “one of the greatest investors in in the history of VC,” Steve Jurvetson of Future Ventures.Together, they look back at some of Steve’s earliest...
- 2025 / 10 / 13What Ramp’s data tells us about AI, unemployment and more with CEO Eric Glyman | E2192Today’s show:*Eric Glyman of Ramp joins us to share the fintech unicorn’s growth secrets AND their Lab full of research data.On TWiST, Jason and Alex chat with Eric about Ramp’s counter-intuitive mission —...
- 2025 / 10 / 10Figure’s 03 Chore-bot, Jake Paul Sora takeover, ChatGPT app integrations, and more | E2191Figure’s 03 Chore-bot, Jake Paul Sora takeover, ChatGPT app integrations, and more | E2191Today’s show:Figure’s butler-bot could be cleaning up after you soon than you think!On a Friday TWiST, Jason and Lon...
- 2025 / 10 / 9Battery Power for Texans with Zach Dell, plus Tim Apple is LEAVING?, Polymarket to the US, and a Tesla fan update | E2190Today’s show:*Zach Dell of Base Power joins us at the top of today’s show to talk about building batteries in Austin, that $1 billion investment, and why an “all of the above” energy strategy is the only way...
- 2025 / 10 / 8We’re Hiring! Join the This Week in Startups TeamEverything’s going great here at This Week in Startups — and we’re expanding! As we launch a brand new podcast next year, we’re looking to bring on two new creative roles:Video Editor — Full-time or...
- 2025 / 10 / 7OpenAI’s latest “bizarre” mega-deal, datacenters in space, previewing Tesla’s big announcement and more | E2189Today’s show:*How many weirdly circular mega-deals is OpenAI going to sign this year?On a new TWiST, Jason and Alex consider OpenAI’s latest agreement with AMD, how the biggest American companies keep trading...
- 2025 / 10 / 4Sora app review, Perplexity’s Comet is FREE, and which AI tools reign supreme? | E2188Today’s show:Is Sora not just a copyright-killer but a TikTok-killer? Hear our review!The “This Week in Startups” team has been playing around inside OpenAI’s viral app, which just hit #1 in the iOS Store....
- 2025 / 10 / 2Sora 2, Tilly Norwood, and the New Slop Era | E2187Today’s show:Sora 2 will generate a video of whatever you like and respects no IP (unless they opt out)On a brand new TWiST, Jason and Alex check out Sora 2, the latest text-to-video app from TWiST 500...
- 2025 / 9 / 30Breaking the Sound Barrier with Blake Scholl from Boom Supersonic | E2186Today’s show:How do you get investors excited about jets when they’re hyper-focused on new AI tools?In a fresh TWiST 500 interview, Alex sits down with Blake Scholl of Boom Supersonic to talk about the...
- 2025 / 9 / 29Why New Yorkers hate AI Friends, Producer Claude gets an update, and the value of human writers in the Age of Slop | E2185Today’s show:Friend’s new AI pendant just wants to be your new pal. So why do New Yorkers hate them?On a brand-new TWiST, Jason and Alex consider the Friend AI pendant, which listens to everything you say all...
- 2025 / 9 / 27Is there an AI coding bubble? Plus Meta’s new SlopTok product, Neon’s divisive app shuts down, and more | E2184Today’s show:Factory, a Sequoia-backed producer of AI agents for programming, raised $50 million at a $300 million valuation. So Jason and Alex are wondering… how much capital is TOO MUCH?We’re going deep on...
- 2025 / 9 / 25The rise of “workslop,” Alibaba’s insane new deepfake model, Tether’s MASSIVE valuation, and more | E2183Today’s show:What is “workslop”? And is it already slowing you down at the office?On a new This Week in Startups, we’ve got full co-host quorum with JCal, Alex, AND Lon tackling a meaty docket of news at the...
- 2025 / 9 / 23Jason’s H-1B pitch, the latest on the TikTok deal, and Howie’s first ad | E2182Today’s show:New proposal on H-1B visas… and it’s pretty similar to Jason’s pitch from last month!On a new TWiST, Jason and Lon wonder if the White House is watching the pod and borrowing some of our best...
- 2025 / 9 / 19Meta’s “creepy” new Ray Bans, Beehiiv teams with Discord, AND a visit from Lovable CEO Anton Osika! | E2181Today’s show:On an action-packed TWiST, Alex and Jason check out Meta’s latest wearables, which promise to fix the “constantly staring down at your phone” problem and prevent you from blocking that little...
- 2025 / 9 / 18Who Owns the Output? AI Copyright & IP Explained w/ Chris Paniewski | Startup Legal BasicsToday’s show:Jason sits down with Wilson Sonsini partner Chris Paniewski for part two of our Startup Legal Basics series on AI law — this time tackling the question every founder is asking: who owns the...
- 2025 / 9 / 17Tesla and Uber team up! Plus Weave Robotics’ Isaac and $OPEN bull Eric Jackson | E2180Today’s show:Hear why Eric Jackson thinks Opendoor is the new Carvana, and how he’s planning to bring Drake on board as an investor (plus Jason’s Bestie Chamath).On a brand-new TWiST, Jason and Alex are...
- 2025 / 9 / 16Why Medium is HIDING from AI | E2179Today’s show:On a special edition of TWiST, Alex presents a trio of TWiST 500 interviews.First up, Medium CEO Tony Stubblebine on the company’s new Really Simple Licensing (or RSL) initiative, and how it’s...
- 2025 / 9 / 15Robinhood Venture Fund, Polymarket adds earnings, and LAUNCH Accelerator 35 is here! | E2178Today’s show:There are new LAUNCH Accelerator and Founder U cohorts this week, and Jason’s running down some of his favorite new startups.PLUS Alphabet is the latest member of the $3T club, why Eric Schmidt...
- 2025 / 9 / 13All-In Summit Highlights, Schools Could Block Social Media, FTC Chatbot Investigation, and Zoox hits Vegas | E2177Today’s show:On Friday’s TWiST, Jason, Alex, and Lon look back at some highlights from this week’s big All-In Summit in Los Angeles, including a fiery, no holds barred presentation from Palantir CEO Alex...
- 2025 / 9 / 11AI Copyright & Training Data w/ Chris Paniewski | Wilson Sonsini Startup Legal BasicsJason sits down with Wilson Sonsini partner Chris Paniewski for a special Startup Legal Basics on one of the thorniest questions in tech right now: how copyright law applies to AI training data.Chris has...
- 2025 / 9 / 10Republic opens private markets as Positron takes on GPUs: A TWiST500 doubleheader! | E2176Today’s show:In this founder-focused episode of This Week in Startups, we sit down with Republic’s Kendrick Nguyen to learn more about the company’s efforts to make the private markets accessible to the...
- 2025 / 9 / 9How Founders Are Building the Next Great Startups | Paid.ai, iTruckr & Tenax AI | E2175Today’s show:In this TWiST founder triple-shot, Alex digs into the real-world rollout of AI agents: Paid.ai’s Manny Medina explains agent economics and value-based pricing, iTruckr’s Camilo Ramirez shows...
- 2025 / 9 / 5The Browser Wars heat up! PLUS, Khan on The Bulwark, rules for great domain names, and Polymarket returns | E2174Today’s show:Jason heard Lina Khan on The Bulwark and got a little fired up.Plus Google doesn’t have to invest in Chrome… or basically do much of anything… Atlassian picked up not just any browser company but...