Episodes

  • [Highlight] Why Henry Shi Chose Anthropic Over Starting Another Company

    [Highlight] Why Henry Shi Chose Anthropic Over Starting Another Company
    Feb 6 2026
    This is a short excerpt from our full conversation with Henry Shi (Anthropic, co-founder of Super.com) and Village Global GP Anne Dwane.

    Henry and Anne discuss the three paths available to successful founders, why traditional venture capital often becomes a sales job, the rise of "seed-strapping" as a new funding model, and what ultimately led Henry to join a frontier AI lab instead of starting another company or becoming an investor.

    Watch the full episode here: https://www.youtube.com/watch?v=MN88HLFx8-M

    Listen to the full conversation here: https://podcasts.apple.com/us/podcast/from-%24200-million-revenue-founder-to-frontier-lab-with/id1316769266?i=1000746090022

    Thanks for listening — if you like what you hear, please review us on your favorite podcast platform.

    Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal.

    Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup
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    13 mins
  • [Highlight] The Future of Coding and Work in the Age of AI with Henry Shi

    [Highlight] The Future of Coding and Work in the Age of AI with Henry Shi
    Feb 3 2026
    This is a short excerpt from our full conversation with Henry Shi (Anthropic, co-founder of Super.com) and Village Global GP Anne Dwane.

    Henry and Anne discuss how AI coding tools have evolved from autocomplete to junior engineers, what skills will matter when writing code becomes obsolete, and whether humans or AI will end up as the boss in the future of work.

    Listen to the full episode here: https://podcasts.apple.com/us/podcast/village-global-podcast/id1316769266?i=1000746090022
    Watch the full episode here: https://www.youtube.com/watch?v=MN88HLFx8-M

    Thanks for listening — if you like what you hear, please review us on your favorite podcast platform.

    Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal.

    Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup
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    9 mins
  • [Highlight] Grammarly's Evolution into an AI Agent Platform with Shishir Mehrotra

    [Highlight] Grammarly's Evolution into an AI Agent Platform with Shishir Mehrotra
    Jan 28 2026
    This is an excerpt from our full conversation with Shishir Mehrotra, CEO of Superhuman (formerly Grammarly).

    Shishir discusses why Grammarly is one of the most underestimated companies in Silicon Valley, how it's transforming from a grammar tool into an open platform for AI agents, and why "assist" AI—which meets you where you work—may be more powerful than chat or autonomous agents.

    Watch the full episode here: https://www.youtube.com/watch?v=S7UO7AOLgBA

    Thanks for listening — if you like what you hear, please review us on your favorite podcast platform.

    Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal.

    Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup
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    12 mins
  • [Highlight] Shishir Mehrotra (Superhuman CEO) on Careers at Big Tech vs. Startups

    [Highlight] Shishir Mehrotra (Superhuman CEO) on Careers at Big Tech vs. Startups
    Jan 22 2026
    This is a short excerpt from our full conversation with Shishir Mehrotra, CEO of Superhuman (formerly Grammarly).

    Shishir discusses the fundamental differences between working at big tech companies versus startups, why skills at large companies are less transferable than you think, and what separates world-class recruiting processes from mediocre ones.

    Watch the full episode here: https://www.youtube.com/watch?v=S7UO7AOLgBA

    Thanks for listening — if you like what you hear, please review us on your favorite podcast platform.

    Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal.

    Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup
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    8 mins
  • From $200 Million Revenue Founder to Frontier Lab with Henry Shi

    From $200 Million Revenue Founder to Frontier Lab with Henry Shi
    Jan 21 2026
    Henry Shi, founder of Super.com (scaled to $200M+ annual revenue, 50 million users, profitable), joins Village Global GP Anne Dwane to discuss his unconventional path from founder to Anthropic.

    Henry shares why he stepped back from his company at its peak, what he learned during his gap year building AI resources in public, the patterns he discovered tracking lean AI companies, and why he ultimately chose a frontier lab over VC or starting another company. He also gives a candid look inside Anthropic's culture and shares his predictions for what's coming in 2026.

    Mentioned in the Episode:
    • Lean AI Leaderboard: https://leanaileaderboard.com/
    • AI Crash Course (GitHub): https://github.com/henrythe9th/AI-Crash-Course
    • AI 2027 Report: https://ai-2027.com/
    • Super.com: https://www.super.com
    • Anthropic: https://www.anthropic.com
    • Henry on X: https://x.com/henrythe9ths
    • Henry on LinkedIn: https://www.linkedin.com/in/henrythe9th/
    Thanks for listening — if you like what you hear, please review us on your favorite podcast platform.

    Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal.

    Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup
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    39 mins
  • [Highlight] Eric Yuan & Reid Hoffman on Building Enduring Companies

    [Highlight] Eric Yuan & Reid Hoffman on Building Enduring Companies
    Jan 19 2026
    This is a short excerpt from our full conversation with Zoom founder and CEO Eric Yuan and LinkedIn co-founder / Village Global Chairman Reid Hoffman.

    Eric and Reid discuss what separates companies that last from those that flame out, why hypergrowth can hide critical problems, and how founders should think about their "theory of the game" for the next ten years.

    Listen to the full episode here: https://podcasts.apple.com/us/podcast/the-future-of-work-with-zoom-ceo-eric-yuan-and-reid-hoffman/id1316769266?i=1000744325171

    Thanks for listening — if you like what you hear, please review us on your favorite podcast platform.

    Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal.

    Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup
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    6 mins
  • How To Build Your First Go-to-Market Team with Swing Search

    How To Build Your First Go-to-Market Team with Swing Search
    Jan 15 2026
    Magnus Sandstrom and Debbie Wiss are senior partners at Swing Search, specializing in go-to-market roles at director, VP, and head levels for nearly 20 years. They joined Village Global partner Lindsay Pettingill to discuss the mistakes founders make when hiring their first sales and marketing talent, and how to get it right.

    Takeaways:
    • Don't go too senior too early. Look for someone who can see around corners, not over mountains. Senior hires want teams and foundations. You need someone doing outbound calls and chasing deals.
    • Don't try to solve product-market fit with a go-to-market hire. Talk to customers first. If you're pre-PMF, it's too soon to hire sales.
    • You'll never leave sales. Even $100M+ CEOs are on sales calls. Accept this reality and get good at it rather than trying to hand it off.
    • Strong sellers know their metrics to the decimal. "112.2% quota attainment" reveals discipline and ambition. "Around 100%" is a red flag.
    • Hire two founding AEs, not one. They work in the trenches together while competing. If one doesn't work out, you still have revenue coming in.
    • Marketing is more complex than sales. Define whether you need product marketing, demand gen, or brand. Wanting someone analytical and creative is unicorn territory.
    • You can't delegate what you can't document. Write down your processes before expecting new hires to execute them.
    Thanks for listening — if you like what you hear, please review us on your favorite podcast platform.

    Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal.

    Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup
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    43 mins
  • [Highlight] Eric Yuan & Reid Hoffman on Startups vs. Big Tech in the AI Era

    [Highlight] Eric Yuan & Reid Hoffman on Startups vs. Big Tech in the AI Era
    Jan 13 2026
    This is a short excerpt from our full conversation with Zoom founder and CEO Eric Yuan and LinkedIn co-founder Reid Hoffman.

    Eric and Reid discuss where startups can compete against big tech in the AI era, why enterprise adoption of AI tools remains surprisingly slow, and what founders should focus on when selling AI products to enterprise customers.

    Listen to the full episode here: https://podcasts.apple.com/us/podcast/the-future-of-work-with-zoom-ceo-eric-yuan-and-reid-hoffman/id1316769266?i=1000744325171

    Thanks for listening — if you like what you hear, please review us on your favorite podcast platform.

    Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal.

    Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup
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    11 mins