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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Every guest on This Week in Startups

888 guests, ranked by how many people never want them back.

1. —
   Steve Wolf

   How to deal with failing startups + Team Wildfire CEO Steve Wolf on "Hurricane-as-a-Service" | E1563 · Sep 2022

   0 votes

   Never again
2. —
   Steven Berlin Johnson

   AI-Powered "Tools for Thought": Exploring NotebookLM with Steven Berlin Johnson | E1869 · Dec 2023

   0 votes

   Never again
3. —
   Steven Raucher

   E1124: Reducing response times for first responders & revolutionizing outdated systems with RapidDeploy CEO Steven Raucher | Rising Stars of SaaS 1 · Oct 2020

   0 votes

   Never again
4. —
   Sudarshan Sridharan

   How VC diligence works at different stages + Fion's Sudarshan Sridharan on wildfire tech | E1522 · Jul 2022

   0 votes

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5. —
   Sunny Madra

   Sora Disappoints, ChatGPT Pro Tested, Inference Time Reasoning & More with Sunny Madra | E2062 · 30 episodes

   0 votes

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6. —
   Sylvia Varnham O'Regan

   Meta's VR plans with The Information's Sylvia Varnham O'Regan + SEC strengthens its crypto enforcement team | E1450 · May 2022

   0 votes

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7. —
   Taj Ahmad Eldridge

   How Big Funds Change the Startup Ecosystem (VC Sunday School) + Climate: Include Ventures' Taj Ahmad Eldridge | E1407 · Mar 2022

   0 votes

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8. —
   Tara Reed

   E1148: Apps Without Code Founder & CEO Tara Reed teaches aspiring entrepreneurs how to bootstrap startups to profitability · Dec 2020

   0 votes

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9. —
   Taylor Bell

   The virtuous cycle of tech startups, Mr. Beast turns down $1B offer + OK Boomer: Taylor Bell | E1574 · Oct 2022

   0 votes

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10. —
    Thais Castello Branco

    Why AI has no taste and how to fix it (w/ Thais Castello Branco) | E2319 · Jul 2026

    0 votes

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11. —
    Thomas McInerney

    Avoiding buzzwords and marketing-speak (feat. Thomas McInerney) | E2236 · Jan 2026

    0 votes

    Never again
12. —
    Tiffani Bova

    Growth & Retention: Why Subscription is the Holy Grail | Customer Basics with Salesforce's Tiffani Bova | E1311 · 4 episodes

    0 votes

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13. —
    Tilly Norwood

    Sora 2, Tilly Norwood, and the New Slop Era | E2187 · Oct 2025

    0 votes

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14. —
    Tim Morten

    Frost Giant CEO Tim Morten on gaming business models, Esports & more | E1503 · Jul 2022

    0 votes

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15. —
    Tom Loverro

    Bing dodges $100B bullet & IVP's Tom Loverro on the looming startup collapse | E1678 · Feb 2023

    0 votes

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16. —
    Tom Uebel
    0 votes

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17. —
    Tom Walker

    ESG fraud, Stripe & Reddit markdowns, Remote productivity + DroneUp Founder Tom Walker | E1473 · Jun 2022

    0 votes

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18. —
    Tony Beltramelli

    Uizard's Tony Beltramelli on text-to-UI & PMF + building a Notion CRM w/ Kelly Schricker | E1722 · Apr 2023

    0 votes

    Never again
19. —
    Tony Haile

    Melania Trump's NFT, Reddit to go public + Twitter's Tony Haile: news & product evolution | E1347 · Dec 2021

    0 votes

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20. —
    Tony Tran

    DHH on Basecamp's painful evolution, Bitcoin, Revitalizing internet discourse + Lumanu CEO Tony Tran | E1394 · Feb 2022

    0 votes

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21. —
    Tyler Crowley
    0 votes

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22. —
    Valerie Shen

    VCSS: Year in review + Valerie Shen of G2 Venture Partners | E1641 · Dec 2022

    0 votes

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23. —
    Vasu Nadella

    Building a blood-testing startup in 2023 with Vital CEO Vasu Nadella | E1801 · Sep 2023

    0 votes

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24. —
    Victor Gutwein
    0 votes

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25. —
    Victor Perez

    Real-time AI-powered design with Krea CEO Victor Perez | E1850 · Nov 2023

    0 votes

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26. —
    Vincent Woo

    E1039: Independent Journalist Vincent Woo reflects on his piece, "Lambda School's Misleading Promises", shares insights on what drew him to the story, where Lambda School went wrong, how they can be better & more · Mar 2020

    0 votes

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27. —
    Vincent's Slava Rubin

    Reacting to Tether's CNBC interview, Netflix earnings + Vincent's Slava Rubin on alt assets | E1250 · Jul 2021

    0 votes

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28. —
    Vinit Bharara

    Mojo CEO Vinit Bharara on building a stock market to bet on athletes | E1566 · Sep 2022

    0 votes

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29. —
    Vinny Lingham

    Apple Vision Pro, Meta's MusicGen, Waitroom demo & more with Vinny Lingham and Sunny Madra | E1760 · 7 episodes

    0 votes

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30. —
    Will Kain

    Next Unicorns: The Path to Reaching Net Zero with Avnos CEO Will Kain | E1810 · Sep 2023

    0 votes

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31. —
    Yoav Shoham

    Orchestrating Smarter AI Systems with AI21 Labs' Yoav Shoham | AI Basics with Google Cloud · Jul 2025

    0 votes

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32. —
    Yosiat Gimbernard
    0 votes

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33. —
    Zach Handshoe

    iPhone Air is "inspiring," and a first step toward Apple Glasses (w/ Zach Handshoe of SpatialGen) | E2200 · Oct 2025

    0 votes

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34. —
    Zach Rash

    $MSFT, $GOOG, $SPOT earnings breakdowns + Coco CEO Zach Rash | E1596 · Oct 2022

    0 votes

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35. —
    Zander Lurie

    E1108: SurveyMonkey CEO Zander Lurie on leading a public company through COVID, championing diversity from the top down, role of a modern CEO & more · 2 episodes

    0 votes

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36. —
    Zeb Anderson

    Ask Jason + LegalQ founder Zeb Anderson + OK Boomer | E1539 · Aug 2022

    0 votes

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37. —
    Matthieu Rouif

    Scaling AI Photo Editing to 300M Users with Photoroom's Matt Rouif | AI Basics with Google Cloud · Aug 2025

    0 votes

    Never again
38. —
    Michael Eisenberg

    The end of Venture Capital? (VC Roundtable) | E2285 · May 2026

    0 votes

    Never again
39. —
    James Smith
    0 votes

    Never again
40. —
    Dave Rubin

    Chime's IPO, Databricks' $1B Acquisition & Dave Rubin's Media Empire | E2126 · May 2025

    0 votes

    Never again