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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. —
    Paul Bloch

    Square becomes Block, Spotify Wrapped's genius, $GRAB debut + Founders of Fathom, Deft & Krepling | E1338 · Dec 2021

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  2. —
    Perrin Davidson

    Google, Amazon & Apple earnings + OK Boomer with Slush CEO | E1672 · Feb 2023

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  4. —
    Presh Dineshkumar

    Why J-Cal Invested to 200K in a former Employee | E2249 · 2 episodes

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  5. —
    Presh Kumar

    If you're not working 9-9-6, are you working hard enough? | E2198 · Oct 2025

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  6. —
    Preson Attebery

    NEWS: $BABA & $TCEHY layoffs, Google's AR purchase, $APE coin; OK Boomer: Smirk | E1412 · Mar 2022

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  7. —
    Rachel Reporting

    Balaji's $1M Bitcoin bet, banking crisis update, OpenAI launches GPT-4, and Jay Trading! | E1702 · Mar 2023

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  9. —
    Rhian Beutler

    DOJ sues Google over ad practices, Ticketmaster takes the stand + LA26 founders | E1664 · Jan 2023

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  10. —
    Rob May

    Anthropic's Mythos is a cyber-weapon, so you can't have it | E2273 · Apr 2026

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  11. —
    Runbin Dong

    Jason's Tesla Optimus prediction, Anthropic's latest mega-raise and more | E2172 · Sep 2025

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  15. —
    Salar al Khafaji

    Monumental Makes Construction Bots Play Nice Together | E2217 · Dec 2025

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  17. —
    Sara Mauskopf

    Scaling Childcare with Tech: Winnie.com's Blueprint for Growing with Purpose & Profit | E2005 · Sep 2024

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  18. —
    Scott Bair

    LMArena Goes Startup, AI App Wars Begin, Scott Bair's Design Playbook | E2114 · Apr 2025

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  20. —
    Sean Steigerwald

    YC Valuations, VC Slowdown, and Office Hours with CustomerIQ | E2136 · Jun 2025

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  21. —
    Shaun Savage

    Cursor's $300M ARR, Uber's FTC Battle, and Office Hours with GoShare | E2116 · Apr 2025

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  22. —
    Shinichi Takamiya

    How startups suddenly became "cool" in Japan (feat. Shin Takamiya of Globis Capital) | E2237 · Jan 2026

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  23. —
    Shubham Saboo

    The 5-Step Framework for AI Agents That Improve While You Sleep | E2269 · Mar 2026

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  24. —
    Skyler Chan

    The Startup Building the First Hotel on the Moon… · Jun 2026

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  25. —
    Steven Chung

    Molly's first 6 months as an investor (VC School), + EV battery recycling | E1504 · Jul 2022

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  28. —
    Sue Khim

    The AI Tutor That Makes Kids Actually Think | E2298 · Jun 2026

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  29. —
    Sundeep Madra

    AI Demos: New Runway, Flux, Grok 2.0 & Jam Session with Ulama | E1997 · Aug 2024

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  30. —
    Sunny Khamkar

    Economic Chaos, More Pitch Madness & the Shopify AI Manifesto | E2108 · Apr 2025

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  31. —
    Taylor Monks

    E1037: LAUNCH Accelerator Class 16 Founders of BasicBlock (payment solution for truckers), DaoCloud (lead-gen for health & wellness practitioners) & Lately (AI-powered social media writing software) reflect on their journeys through the program · Mar 2020

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  34. —
    Trey Holterman

    AUTOMATING HEALTH CARE, THERMODYNAMIC COMPUTING, AND PRODUCT VELOCITY | E2155 · Jul 2025

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  35. —
    Trip Adler

    Created By Humans | Sila's Battery Evolution | E2075 · Jan 2025

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  37. —
    Tyler Yust

    Behind the Scenes with an early OpenClaw contributor! | E2252 · Feb 2026

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  38. —
    Weng Chong

    This Startup Fused Human Brain Cells with Silicon Chips | E2295 · 2 episodes

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