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This Week in Startups

Jason Calacanis
This Week in Startups
Latest episode

1423 episodes

  • This Week in Startups

    Why is Gen Z hates AI?

    18/05/2026 | 1h 8 mins.
    This Week In Startups is made possible by:
    Vanta - Vanta.com/TWIST
    Sentry - Sentry.io/TWIST
    Deel - Deel.com/TWIST
    Today’s show:
    AI is the villain of the 2026 commencement cycle, with business luminaries — including Eric Schmidt — booed for discussing or praising the technology. As students graduate into a job market forcibly reshaped by AI, increasingly negative public polling on the potential impacts of artificial intelligence on society is clearly not missing the mark.
    Jason and Alex then discussed The Information’s reporting that Anthropic and OpenAI earn nearly 90% of all startup AI revenue, a Stanford student’s viral essay regarding their time at the university in a post-ChatGPT world, Flock Safety’s impressive (and worrying) web of cameras, and the upcoming Mark II AI bookmark. The episode closes with questions from our live audience!

    TWIST Links:
    Bounty website https://www.thisweekinstartups.com/bounty
    Sidebar bounty challenge https://www.notion.so/launch1/5K-Bounty-Create-Sidebar-App-for-Podcasts-34150ff313d280adbd8ed6204676513c
    Annotated.com bounty challenge https://annotated.lovable.app/
    Timestamps:
    0:00 TWiST All-Stars summer lineup announcement
    2:43 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!
    5:08 Eric Schmidt booed at University of Arizona commencement
    8:57 Why Gen Z feels "double-crossed" by AI leaders
    10:10 Deel - Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, get visas handled fast, and get back to building. Visit https://deel.com/twist to learn more.
    15:22 Is this AI's Vietnam moment? The anti-war parallel
    18:04 Theo Baker's NYT essay on Stanford's AI cheating culture
    19:24 Sentry - New users can get $240 in free credits when they go to https://sentry.io/twist and use the code TWIST
    22:30 Why Jason says everyone should start a company
    28:59 Anthropic + OpenAI capture 89% of AI startup revenue
    30:17 Vanta: Get $1000 off your SOC 2 at https://www.vanta.com/twist
    31:57 Are token sales a duopoly? Negative gross margins debate
    35:17 Risk of building app-layer startups on top of foundation models
    38:22 Inside Tracker bounty update: AI sidebar + Annotated.com
    41:18 Mark II: the $159 AI bookmark Alex wants
    49:31 Flock Safety solves Austin shooting via Manor PD
    53:39 DeFlock map and the geography of surveillance in Texas
    1:03:42 Noti Gang: AI for filing patents
    1:05:45 Noti Gang: Running AI models locally on Mac Studios
    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 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
    Check out all our partner offers: https://partners.launch.co/
    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/TWiStartups
    YouTube: https://www.youtube.com/thisweekin
    Instagram: https://www.instagram.com/thisweekinstartups
    TikTok: https://www.tiktok.com/@thisweekinstartups
    Substack: https://twistartups.substack.com
  • This Week in Startups

    The Self-Driving Startup Nobody Saw Coming | E2289

    15/05/2026 | 1h 12 mins.
    This Week In Startups is made possible by:

    IM8 Health: IM8health.com/TWIST
    Squarespace: Squarespace.com/TWIST
    Render - Render.com/TWIST

    Self-driving just stopped being a science problem and became an engineering challenge instead. That's the through-line of today’s double-header with the CEOs of two of the most important AV companies in the world — Wayve's Alex Kendall and Waabi's Raquel Urtasun. Between them: ~$2B raised in the last six months, Uber as a partner, Nissan and Volvo as OEMs, and a shared bet that end-to-end AI plus world models beats Waymo's city-by-city map-and-pray approach.
    If you want to understand the state of the self-driving industry beyond recent Waymo announcements, this is the episode for you.
    Guest Links:
    Wayve: wayve.ai/
    Waabi: http://waabi.ai/
    Alex Kendall https://www.linkedin.com/in/alexgkendall/
    Raquel Uratsun: https://www.linkedin.com/in/raquel-urtasun-298400139/
    Company Links:
    Wayve’s GAIA-2 world model: https://wayve.ai/thinking/gaia-2/
    Wayve’s 500 city roadshow: https://wayve.ai/thinking/ai-500-roadshow-500-cities/
    Wavye’s most recent funding round: https://wayve.ai/press/series-d/
    Waybe + Uber: https://wayve.ai/press/wayve-nissan-uber-robotaxi-collaboration/
    Waabi closed-loop simulator: https://waabi.ai/insights/waabi-world
    Waabi + Volvo: https://waabi.ai/insights/waabi-and-volvo-autonomous-solutions-partner-to-jointly-develop-and-deploy-autonomous-transportation-solutions
    Waabi + Uber: https://www.uberfreight.com/en-US/blog/uber-freight-and-waabi-introduce-industry-first-autonomous-truck-deployment-solution

    Timestamps:
    0:00 Alex Kendall (Wayve) joins the show
    1:19 The contrarian bet on end-to-end AI and world models in 2017
    3:05 What is a world model? GAIA-2 and GAIA-3 explained
    7:34 Sensor agnosticism: camera, radar, LiDAR and minimum bar for safety
    9:56 $1.5B raised — have we cracked self-driving?
    10:09 Render: Find out why 5 million developers are already using the all-in-one cloud platform, Render. Go to https://render.com/twist and apply for the Render Startup Program to get $500-$100,000 in free credits, depending on your stage and backers.
    20:38 Squarespace: Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST
    25:03 How consumers will actually pay: bundle, subscription, or free trial
    30:15 IM8 Health: Start feeling like your best self every day. Go to https://IM8health.com/twist and use the code TWiST to get a free welcome kit, five free travel sachets, and 10% off your order.
    35:59 Raquel Urtasun (Waabi) joins the show
    36:25 World models as controllable simulators for physical AI
    43:34 One AI brain across trucks, robotaxis, and beyond
    47:35 What changed in AI to make 2026 the deployment year
    52:28 Why Waabi raised $1B when they're capital-efficient
    58:52 Where Waabi is today: Volvo VNL Autonomous, Dallas-Houston, Uber Freight
    1:00:50 Per-mile pricing and the Driver-as-a-Service model
    1:07:20 Has Uber tried to buy Waabi? "Not for sale"

    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

    Check out all our partner offers: https://partners.launch.co/
    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/TWiStartups
    YouTube: https://www.youtube.com/thisweekin
    Instagram: https://www.instagram.com/thisweekinstartups
    TikTok: https://www.tiktok.com/@thisweekinstartups
    Substack: https://twistartups.substack.com
  • This Week in Startups

    How Many Startups Will Survive OpenAI? | E2288

    13/05/2026 | 1h 25 mins.
    This Week In Startups is made possible by:Pilot -⁠ https://Pilot.com/TWIST⁠Grasshopper Bank -⁠ https://Grasshopper.bank/TWIST⁠Quo -⁠ https://Quo.com/TWiST⁠Plaud - ⁠https://Plaud.ai/twist⁠Anthropic just declared every unauthorized secondary sale of its stock "void" — naming Hiive, Forge, Sydecar, Upmarket, and others in a public hit list. Jason and Alex sit down with Jenny Fielding (Everywhere Ventures), Dave McClure (Practical VC), and Sam Lessin (Slow Ventures) to unpack what the AI lab’s move to limit secondary trades means for SPV operators, brokers, and the founders trying to keep control of their cap tables. Plus: a real story of a founder who returned a $15M Series A six months after closing because Claude was going to eat his startup, SaaS moats, and just what does it mean to be rich?Timestamps:0:00 Guest introductions0:48 Anthropic voids unauthorized SPV trades8:41 Accredited investor reform & the SEC sophisticated investor test8:58 Quo (formerly OpenPhone) - Quo gives you a clean, modern way to handle every customer call, text, and thread all in one place. Try it free at https://quo.com/TWiST11:43 Naval's USVC closed-end fund as a workaround16:41 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!17:48 Pro-rata rights battles: when Series A investors push seed investors out19:36 Grasshopper Bank: Time is money. Don't waste either. Go to https://grasshopper.bank/twist and get an exclusive $500 cash bonus just for opening an account.29:13 Pilot: Focus on your product, let Pilot handle your bookkeeping. Pilot provides the most reliable accounting, CFO, and tax services for startups and small businesses. Head to https://pilot.com/twist and get $1,200 off your first year.30:23 Storing wealth in stories vs. cash flows34:19 Cerebras and Fervo Energy IPOs — meaningful liquidity?37:54 Will SpaceX, Anthropic, OpenAI IPOs redistribute capital or compound it?45:58 The $15M Series A founder who returned the money because of Claude50:01 Should founders pivot or return capital when the world changes?56:43 OpenAI's $6.6B tender and Shruti Gandhi's viral SF cost-of-living tweet1:00:25 Intercom rebrands to Fin: the AI-first late-stage pivotSubscribe 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/jasoncalacanis⁠Check out all our partner offers:⁠ https://partners.launch.co/⁠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
  • This Week in Startups

    Cerebras's IPO goes vertical, and the death of OpenClaw? | E2287

    11/05/2026 | 1h 22 mins.
    Today’s show:
    Cerebras just jacked its IPO range to $150–$160 a share, OpenAI bought a consulting firm to seed its $4 billion private-equity joint venture, and a startup in Oakland is electrolyzing magnesium out of seawater for one-third the going price. Alex Wilhelm and Jason Calacanis go deep with AI21 co-CEO Ori Goshen on why model orchestration, not bigger LLMs, will decide who wins enterprise AI.
    The crew also covered the decline of OpenClaw, TikTok's new £3.99 ad-free tier, more entries in the live-show sidebar bounty, and had time for a little Off Duty before signing off.
    Guest Links:
    Ori Goshen on LinkedIn
    AI21
    Alex Grant on LinkedIn
    Magrathea Metals

    Timestamps:
    0:00 Ori Goshen, CEO of AI21 joins the show
    1:20 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!
    5:14 Why enterprises care about token cost optimization
    6:01 Jamba as open-weight; Maestro as proprietary orchestration
    10:08 LinkedIn Jobs - Hire right, the first time. Post your first job and get $100 off towards your job post at https://LinkedIn.com/twist
    12:56 AI21 customer roster: FNAC, US tech giants, Israeli companies
    19:01 Alex Grant, CEO of Magrathea Metals joins to discuss pulling magnesium from seawater
    20:03 Live video of the Oakland pilot electrolyzer
    20:10 Deel - Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, get visas handled fast, and get back to building. Visit https://deel.com/twist to learn more.
    22:01 Magnesium as a "gateway metal" for aluminum, defense, aerospace
    23:20 TETRA joint venture & the Evergreen Project in Arkansas
    23:38 Series A close, JV economics: $3,000/ton vs. $7,000/ton market
    29:10 Sidebar bounty update: Glass Sidebar (Oliver Choy) demo
    30:47 Netsuite - Get the free business guide Demystifying AI at https://netsuite.com/twist
    31:47 Sidebar bounty update: Sidecast (Patrick Hughes) demo
    36:09 Reducing scope to "real-time fact checker only" for final round
    37:24 Ro.co: Ro's insurance checker will let you know if your coverage includes GLP-1s for FREE. Go to https://Ro.co/Twist for your free insurance check.
    39:07 Cerebras IPO: $115–$125 → $150–$160 per share
    44:19 Will OpenAI's compute commitments to Cerebras actually get funded?
    49:19 Fervo Energy IPO — venture-backed geothermal company going public
    49:40 OpenAI Deployment Company + Tomoro acquisition explained
    53:51 Anthropic's parallel $1.5B PE joint venture with Blackstone & Goldman
    56:05 Why Jason thinks these PE spinouts are convoluted financial engineering
    56:40 OpenClaw's decline + competition from Cowork, Perplexity, Grok
    1:04:22 TikTok's £3.99 ad-free subscription launches in the UK
    1:09:09 Knicks sweep 76ers — Jason's playoff predictions
    1:11:24 Off-duty: "There Is No Antimemetics Division" by qntm
    1:13:25 Off-duty: Fall of Civilizations podcast by Paul Cooper
    1:16:37 States' rights, federalism, housing supply & closing thoughts
    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
    Check out all our partner offers: https://partners.launch.co/
    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/TWiStartups
    YouTube: https://www.youtube.com/thisweekin
    Instagram: https://www.instagram.com/thisweekinstartups
    TikTok: https://www.tiktok.com/@thisweekinstartups
    Substack: https://twistartups.substack.com
  • This Week in Startups

    5,000+ Tech Workers Laid Off This Week. It's Just The Beginning. | E2286

    09/05/2026 | 1h 12 mins.
    This Week In Startups is made possible by:

    IM8 Health - https://IM8health.com/TWIST
    Every - Every.io
    Sentry - https://Sentry.io/TWIST

    Banks don’t want to hand over their data to AI labs. So David Moscatelli built a $250,000 box that runs AI on-prem. He already has 1,600 pre-orders. On today’s episode of TWiST, Jason and Alex sit down with the Go Abacus founder and Yanez's Jose Caldera to unpack how regulated industries are getting AI without the cloud, why Bittensor subnet 54 is incentivizing miners to attack identity systems, and why Cloudflare just laid off 20% of its workforce in the same week it raised guidance. The show closes with Jason explaining what it means to build an AI-first startup, and how workers can derisk their future employment!

    Guest Links:

    Go Abacus
    Go1 direct link
    David Moscatelli on LinkedIn
    Yanez
    Bittensor Subnet 54 on TAOstats
    Jose Caldera on LinkedIn
    LAUNCH Links:
    Founder University
    Founder University Japan application portal
    News Links:
    Cloudflare lays off 20% of its staff
    Coinbase cuts 14% of its staff
    Block post on how it is rebuilding its company
    Block’s earnings, including its raised guidance
    Anthropic’s massive upcoming funding round
    WHOOP’s new on-demand clinicians
    Stripe Atlas’s growth

    Timestamps:

    0:00 Introduction: Jason in Brooklyn, Knicks playoffs
    2:30 Go Abacus joins: AI infrastructure for regulated industries
    3:25 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!
    4:00 The Go1: 2,000-user on-prem AI appliance
    7:04 Pricing the Go1: How far does $250,000 go?
    7:24 1,600 orders and the hardware delivery challenge
    10:14 Sentry - New users can get $240 in free credits when they go to https://sentry.io/twist and use the code TWIST
    20:23 Every.io - For all of your incorporation, banking, payroll, benefits, accounting, taxes or other back-office administration needs, visit https://every.io
    27:22 Chicago tech scene and in-office culture
    30:09 IM8 Health: Start feeling like your best self every day. Go to https://IM8health.com/twist and use the code TWiST to get a free welcome kit, five free travel sachets, and 10% off your order.
    35:11 Yanez joins: How to prove personhood and uniqueness
    38:32 How biometric capture and bio-keys work
    40:05 Agent delegation: proving humans authorized AI agents
    44:19 Bittensor Subnet 54 and incentivizing adversarial miners
    47:11 Founder University Japan Cohort 2 applications open
    49:15 Tech layoffs: Cloudflare cuts 20%, Coinbase cuts 14%, Block raises guidance
    1:02:14 Anthropic's $50B round at $900B pre-money
    1:04:22 WHOOP adds on-demand clinicians
    1:06:42 Federalism, state-level regulation, and AI policy

    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
    Check out all our partner offers: https://partners.launch.co/
    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/TWiStartups
    YouTube: https://www.youtube.com/thisweekin
    Instagram: https://www.instagram.com/thisweekinstartups
    TikTok: https://www.tiktok.com/@thisweekinstartups
    Substack: https://twistartups.substack.com
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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.
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