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Dialectic Podcast with Jackson Dahl · Business

Dialectic Podcast with Jackson Dahl

Conversational portraits of original people, across technology, media, business, and creativity. By Jackson Dahl. Available on all podcast platforms.

Episodes

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Thrive Capital’s Miles Grimshaw: Why Software Moats Just Disappeared

01 Sep 2026
1h 53m
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Venture investing requires an "impatiently patient" approach, balancing the rapid pursuit of new knowledge with the discipline to wait for the right, organic opportunities. Software development is undergoing a fundamental shift: as the cost of building software approaches zero, the "wall clock time" moat—the sheer effo...

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Childhood Friends Built the App Artists Trust With Unfinished Music | [untitled]

18 Aug 2026
2h 10m
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The Punk Rock Executive: From Apple Music to LVMH to AI | Ian Rogers

10 Aug 2026
2h 37m
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AI's Reluctant Believer: Preparing for AGI and Finding Meaning on the Other Side | Zhengdong Wang

29 Jul 2026
2h 7m
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The Artist-Founder: What Silicon Valley Gets Wrong About Creativity | Patreon's Jack Conte

21 Jul 2026
1h 51m
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Stripe’s Head of Public Goods on Building What Markets Won’t | Nan Ransohoff

14 Jul 2026
2h 11m
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Tyler Cowen on Never Crying at Art, Why Rap is Dead, and Quitting Writing Books (w/ Nabeel Qureshi)

29 Jun 2026
1h 55m
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Silicon Valley's Anthropologist: Permanent Underclass, Chinese Peptides, AI Psychosis | Jasmine Sun

18 Jun 2026
2h 37m
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Privy's Henri Stern on Selling to Stripe, the Stablecoin Bet, and Whether Crypto Grew Up

11 Jun 2026
1h 54m
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What if we all had a friend in common? | Paul Scherer's Vision for Pro-Social AI

27 May 2026
2h 27m
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Nicole Seah (Nix) on Sustaining Creative Aliveness | Dialectic 46

11 May 2026
1h 55m
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The Atlantic's Nicholas Thompson on Running, Writing, and Showing Up

28 Apr 2026
1h 54m
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Jared Weinstein's Career Began in the Oval Office and Somehow Didn't Peak There

20 Apr 2026
2h 50m
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Mario Gabriele on Stories, Finding World-Beating Founders, and Authenticity

07 Apr 2026
1h 48m
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Writing Your Way Into Yourself - Celine Nguyen | Dialectic 42

30 Mar 2026
2h 19m
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How to Navigate When You Can't See the Path | Henrik Karlsson | Dialectic 41

23 Mar 2026
2h 42m
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Everything is Personal for Are.na Founder Charles Broskoski

25 Feb 2026
2h 29m
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Great Investors Don't Flinch: Sequoia Capital's Andrew Reed

11 Feb 2026
2h 0m
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Andrew Reed, a growth investor at Sequoia Capital, explores the intersection of quantitative analysis and human empathy in venture capital. Success in high-stakes investing requires identifying outlier founders who possess a genuine growth mindset, rather than relying solely on rigid financial models. Reed emphasizes t...

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Molly Mielke McCarthy - The Art of Peopling | Dialectic 38

29 Jan 2026
2h 0m
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Speculation Is Rational: Culture, Crypto, and Power - Trevor McFedries

20 Jan 2026
2h 18m
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