This Week in Startups Podcast Por Jason Calacanis arte de portada

This Week in Startups

This Week in Startups

De: Jason Calacanis
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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.Jason Calacanis
Episodios
  • THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229

    THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests, Top Name Drops, and more | E2229
    Dec 30 2025

    This Week In Startups is made possible by:


    LinkedIn Ads - http://linkedin.com/thisweekinstartups


    Squarespace -https://squarespace.com/twist


    Hubspot - http://clickhubspot.com/twist1



    Today’s show:


    We’re saying goodbye to 2025 with our annual TWISTY Awards, looking back on our favorite pod moments from throughout the year.


    Featured clips include Jason’s message to the members of Reddit’s r/AntiWork community…


    Why JCal would NEVER work with Sam Altman or OpenAI…


    The time that Jason got doxxed and then found the guy responsible on LinkedIn…


    Why LA Mayor Karen Bass earned a *disgraziad*…


    Alex saying “Yessir!” in a weird way…


    And much more classic TWiST content.


    See y’all next year!


    Timestamps:


    (0:00) It’s the final episode of the year: The TWiSTY Awards for our favorite moments and guests of the year


    (2:06) The nominees for Best Name Drop


    (7:02)2025 in Trends


    (9:52) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.


    (14:28) The best Jason anecdotes and personal stories


    (19:43) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://squarespace.com/twist


    (22:28) Our favorite 2025 guests, including Doug Leone, Coffeezilla, Anton Osika, and more


    (29:03) The year in Jason Rants


    (30:18) Hubspot: Check out the guide “How to Get Your First 100 Customers.” Download it for free at http://clickhubspot.com/twist1


    (36:11) Controversial moments and the year’s hottest takes


    (44:11) DISGRAZIAD! Here are the most shameful people and companies of 2025


    (50:50)Alex’s best/worst Dad Jokes


    (54:32) It’s a simple word… groceries


    *


    Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com


    Check out the TWIST500: https://www.twist500.com


    Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp


    *


    Follow Lon:


    X: https://x.com/lons


    *


    Follow Alex:


    X: https://x.com/alex


    LinkedIn: https://www.linkedin.com/in/alexwilhelm/


    *


    Follow Jason:


    X: https://twitter.com/Jason


    LinkedIn: https://www.linkedin.com/in/jasoncalacanis/


    *


    Thank you to our partners:


    (9:52) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.


    (19:43) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://squarespace.com/twist


    (30:18) Hubspot: Check out the guide “How to Get Your First 100 Customers.” Download it for free at http://clickhubspot.com/twist1
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    56 m
  • Jason’s ultimate dream mega-purchase + Founder Q’s | E2228

    Jason’s ultimate dream mega-purchase + Founder Q’s | E2228
    Dec 29 2025
    This Week In Startups is made possible by:Northwest Registered Agent- https://www.northwestregisteredagent.com/twistVanta - http://www.vanta.com/twistLemon IO - https://lemon.io/twistToday’s show: Jason’s already a millionaire many times over… but what are the huge, blockbuster, dream purchases that he’s still holding off on? BESIDES the private jet we all know he wants? The Noti Gang has asked, and JCal finally answers, on a holiday TWiST where we’re taking questions from viewers and fans.Check out the episode for lots more intriguing queries, like how to push forward and glean useful information when your first customers aren’t using your product the way you’d envisioned. Plus, is there room for both AI agents and great SaaS startups in the coming years? Hear why Jason thinks there IS.AND we’ve got the very last Gamma Pitch Deck Competition entry before we announce our winner in the new year. Check out AskHumans, an innovative approach to improving market research.Timestamps: (00:00) On a special holiday TWiST, we’re answering YOUR pressing Founder Questions!(8:35) 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!(09:35) What should a founder do when a VC reaches out cold?(13:37) The importance of maintaining “ball control”(15:35) A European founder asks: Should I take European investments if they’re targeting American customers?(19:47) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(20:51) A member of the Noti gang asks for JCal’s dream mega-purchases(24:12) Why Jason thinks there’s room for BOTH AI agents and great SaaS companies(27:18) Lemon.io - Get 15% off your first 4 weeks of developer time at https://lemon.io/twist(28:23) It’s our final Gamma pitch with Zak from AskHumans!(29:24) How AskHumans uses AI to improve on marketing surveys and research(34:33) Management and measurement were designed before computers could understand language… why this matters.(35:48) Why no one ever wants to give feedback in a video(39:01) Why Zak’s pitch is “two chapters of the same story”… and was this a pivot?(44:14) Why founders need to assume LLMs are going to get exponentially better*Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/Check out the TWIST500: https://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:(8:35) 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!(19:47) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(27:18) Lemon.io - Get 15% off your first 4 weeks of developer time at https://lemon.io/twistGreat TWIST interviews: Will Guidarahttps://youtu.be/pvJa2pzuXWQEoghan McCabehttps://youtu.be/9dHN4YFkgv4Steve Huffmanhttps://podcasts.apple.com/us/podcast/reddit-ceo-steve-huffman-on-mod-revolt-building-a/id315114957?i=1000617333424Brian Cheskyhttps://podcasts.apple.com/ca/podcast/airbnb-ceo-brian-chesky-on-early-rejection-customer/id315114957?i=1000611761112Bob Moestahttps://youtu.be/y2UMzSqX94QAaron Leviehttps://podcasts.apple.com/ca/podcast/box-ceo-aaron-levie-breaks-down-box-ai-and-generative/id315114957?i=1000612384545Sophia Amorusohttps://podcasts.apple.com/ca/podcast/sophia-amoruso-on-branding-raising-a-fund-portfolio/id315114957?i=1000601352978
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    45 m
  • Waymo Madness in SF! Why robotaxis clogged the streets | E2227

    Waymo Madness in SF! Why robotaxis clogged the streets | E2227
    Dec 23 2025
    This Week In Startups is made possible by:Caldera + Lab - http://calderalab.com/TWISTCrusoe Cloud - https://crusoe.ai/buildUber - http://uber.com/twistToday’s show: Why did a power outage in the Bay Area cause Waymos to pile up on city streets?Jason was actually in San Francisco to take in the spectacle of Waymos blocking traffic. But why did this happen? And can we look forward to a day when automated cars are more graceful and coordinated than ballet dancers performing “Swan Lake”? We’re asking the tough (and also culturally erudite) questions!PLUS self-driving cars are coming to London, Coinbase’s buying spree continues, another entrant in our nearly-complete Gamma Pitch Deck Competition, AND why Jason predicts that Google is going to buy UBER!You won’t want to miss this holiday TWiST!Timestamps:(00:00) It’s a holiday TWiST! Jason’s calling in from vacay in Lake Tahoe.(03:11) Jason was in SF for the great Waymo power outage!(06:06) Why Jason says one day Waymos will be better coordinated than dancers in “Swan Lake”(07:33) We predicted Starlink coming to every Tesla nearly 3 years ago!(09:05) Caldera + Lab: Whether you’re starting fresh or upgrading your routine, Caldera Lab makes skincare simple and effective. Head to http://calderalab.com/TWIST and use TWIST at checkout for 20% off your first order.(11:29) Jason calls what Tesla’s Optimus team is planning “otherworldly”(14:39) Why Jason thinks we’re all going to live in an “Opt-In Truman Show” someday soon(18:52) Baidu, Lyft, and Uber bring self-driving cars to London… they don’t have them already?!(20:49) Crusoe Cloud: Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit https://crusoe.ai/build to reserve your capacity for the latest GPUs today.(24:02) When do we get to 50% of all rides being done by autonomous vehicles… and how many robotaxis will that take?(27:50) Why Jason thinks Google is going to buy… UBER?!(31:12) Uber AI Solutions: Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at http://uber.com/twist(32:30) Will it eventually come down to which car can drive a mile for the cheapest?(35:08) Coinbase picks up The Clearing Company, which makes frameworks for prediction markets(39:50) How much did the biggest AI models improve this year?(44:09) Who’s going to actually buy Warner Bros? We’re checking the Polymarket.(47:06) GAMMA PITCH w/ Jonathan Sherman of Lumix Ads(51:00) Why Jason says Jonathan’s pitch is a 9.5 out of 10(52:50) What Jason looks for in a founder: “a big audacious vision”(54:18) How Lumix (safely) collects users’ “mobile ad ID” on the go to identify themSubscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com/Check out the TWIST500: https://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:(09:05) Caldera + Lab: Whether you’re starting fresh or upgrading your routine, Caldera Lab makes skincare simple and effective. Head to http://calderalab.com/TWIST and use TWIST at checkout for 20% off your first order.(20:49) Crusoe Cloud: Crusoe is the AI factory company. Reliable infrastructure and expert support. Visit https://crusoe.ai/build to reserve your capacity for the latest GPUs today.(31:12) Uber AI Solutions: Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at http://uber.com/twist
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Could not speak more highly of this week in startups. Helps me be aware of the business world and get the opportunity to hear from top business minds.

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This is my go-to podcast to keep my finger on the pulse of technology and business.

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