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π§π Inside the All-In Podcast: Lessons from Elon, Trump, Oprah, Travis Kalanick with Jason Calacanis
Origins of the show, setting the record straight on being Uber's "3rd or 4th investor", joining Sequoia's first scout program, what people underestimateβ¦
Dec 18
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π§π The Future of Software is Humans and AI Working Together | Steven Fabre, Liveblocks
What most people get wrong building AI-native software, how large companies are actually adopting AI today, lessons going from designer to CEO, and howβ¦
Dec 12
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π§π Flex: The AI Private Bank Silicon Valley Forgot to Build with CEO Zaid Rahman
How Flex went zero to $70M in 2 years fueling the ambition of mid-market America, the importance of being multi-product in fintech, and private credit'sβ¦
Dec 5
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November 2025
π§π Inside Eight Sleep | Using AI to Sleep Better | Matteo Franceschetti
Building a profitable hardware company, opportunities in consumer health, the importance of sleep, and why founders leave Europe for the US
Nov 25
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π§π Inside the New Superhuman: $700M ARR, 40M Daily Users with Rahul Vohra
Almost dying, closing an acquisition with two weeks of runway, and why you should design your product like a video game
Nov 21
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π§π Inside Stripe: Stablecoins, AI, and (not) Going Public with Will Gaybrick, President of Technology and Business at Stripe
How AI will change commerce, building a payments foundation model, how Stripe builds products internally, lessons from Thrive Fund 1
Nov 13
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π§π Inside Roger Ehrenberg's New Firm, Game Changers Ventures | Investing in Sports, 10x Funds, Traits of Top Founders
Current state of Seed, not investing in AI, how sports changed during COVID, advice for emerging managers
Nov 7
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October 2025
π§π Why AI Coding Will Never Be Fully Autonomous | Daksh Gupta, Co-founder and CEO, Greptile
How engineers actually use AI, inside SF's 996 discourse, how to run crazy marketing experiments, the importance of onboarding design in AI productsβ¦
Oct 31
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π§π From YC to $75M Series B in 18 Months, Lessons in Founder-Led Sales with Reducto CEO Adit Abraham
Inside Reducto's 48-hour Series B, why founders should demo on the first sales call, and how to avoid pivot hell
Oct 23
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π§π Building AI-Native Infrastructure for Developers with Erik Bernhardsson, Co-founder and CEO of Modal
Erik Bernhardsson is the Co-founder and CEO of Modal.
Oct 16
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π§π Howie: The AI Secretary | Austin Petersmith, Co-founder and CEO
Inside Silicon Valley's favorite AI assistant, why AI products should be very narrow, the makings of Howie's viral launch video, why you shouldn't growβ¦
Oct 9
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π§π How Loops Fixes Email for Developers | Chris Frantz, Co-founder and CEO
Why engineers should do customer support, how to skip a Series A, hype vs substance in startup marketing, and why sending emails is still a big problemβ¦
Oct 3
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