Conversational portraits of original people, across technology, media, business, and creativity. By Jackson Dahl.
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Jordi Hays Podcasts
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33. TBPN (John Coogan & Jordi Hays) - Inside Tech's Water Cooler
2:22:22
2:22:22
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2:22:22John Coogan & Jordi Hays are the hosts of TBPN (X, YouTube, Spotify, Substack), a daily live show covering the technology business. TBPN was launched only about a year ago, but has become a mainstay in tech culture and a center of gravity forterminally online technologists. John was previously an EIR at Founders Fund and tech YouTuber. He co-founde…
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32: Chris Sacca - Drifting Back to Real
2:36:01
2:36:01
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2:36:01Chris Sacca is an investor and founder of Lowercarbon Capital and Lowercase Capital. Prior to becoming an investor, Chris grew up in Buffalo, NY; studied around the world by way of the Georgetown School of Foreign Service; turned his student loans in $12M in the tech bubble of 2000 before losing it all and then some; and broke into Silicon Valley b…
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31: Gabe Whaley - Playing the Crowd & Outlasting the Hype
2:03:50
2:03:50
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2:03:50Gabe Whaley is co-founder and CEO of MSCHF (Instagram, Wikipedia), the art collective, fashion and footwear brand, startup, and fill-in-the-blank, famous for its viral products and cultural interventions. A few notable works include Jesus Shoes (Nike Air Max filled with holy water), Severed Spots (a "decentralized" Damien Hirst print), Museum of Fo…
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30: David Senra - The Clarity of Commitment
2:17:16
2:17:16
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2:17:16David Senra (Website, X) is a podcaster and loves that title more than anyone. He hosts Founders, where he teaches the lessons of history's greatest entrepreneurs by way of the biographies he reads of them. This week, he launched a second show, David Senra, where he talks to the greatest living entrepreneurs (often about the lessons from Founders).…
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29: Billy Oppenheimer - Attuned to Clues
2:20:43
2:20:43
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2:20:43Billy Oppenheimer (Website, X) is a researcher and writer who works closely with Ryan Holiday and Rick Rubin, and publishes the “Six at 6” newsletter. Billy is also working on his first book, The Work is the Win. We kick off by discussing one of my favorite new ideas: "looking for clues," a process and philosophy for creativity that Billy learned f…
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28: Maxwell Meyer - Starships & Road Trips
2:18:40
2:18:40
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2:18:40Maxwell Meyer (X, Newsletter) is the founder and editor of Arena Magazine, an "American Propaganda" print and digital publication focused on technology, capitalism, and civilizational progress. Max also works with Joe Lonsdale at 8VC and is the proprietor of his Iowan farm, Henry Hills. He was previously the editor of the Stanford Review. Our conve…
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27: Mackenzie Burnett - Accounting for the American Dream
1:49:14
1:49:14
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1:49:14Mackenzie Burnett (Website, X) is the co-founder and CEO of Ambrook, financial software for independent businesses starting with farms and ranches. We trace her arc from a policy-first upbringing (USDA household, Congressional internships, climate-security research at Stanford) to a building software for rural America. We talk about why Mackenzie l…
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26: Cyan Banister - A Fool’s Dérive
1:59:16
1:59:16
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1:59:16Cyan Banister (Website, X, Substack) is an investor, artist, and co-founder and General Partner of Long Journey Ventures. Previously, Cyan spent four years at Founders Fund and has a legendary angel investing track record alongside her husband, Scott, including early rounds in SpaceX, Uber, and DeepMind. Cyan is as original as they come: she grew u…
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25: Reggie James - Our Infinite Mirrors (Live at FWB Fest)
58:11
58:11
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58:11Reggie James (Substack, X) is a designer, writer, and entrepreneur. Reggie previously founded Eternal and recently edited and published Hardware 2024, a book highlighting recent attempts at creating a different hardware future. This conversation happened live on stage at FWB Fest 2025 in Idyllwild, CA. We explored Reggie's frame of technology as a …
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24: Linus Lee - Engineering for Aliveness
1:49:02
1:49:02
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1:49:02Linus Lee (Website, X) is a builder, engineer, and writer who explores how software can amplify our abilities, humanity, and agency. He builds, researches, and advises on AI at Thrive Capital, a venture capital firm, and continues to write and hack on personal projects. Previously, Linus held research or engineering roles at Notion,…
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23: Tamara Winter - Tacit Trust & Caring Curiosity
2:10:51
2:10:51
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2:10:51Tamara Winter (X) is the Commissioning Editor of Stripe Press, where she exercises her taste to identify the knowledge and "ideas for progress" that matter most in alignment with Stripe's mission: to increase the GDP of the internet. "Tammy" worked at the Charter Cities Institute and the Mercatus Center at George Mason University, which is chaired …
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22: Nadia Asparouhova - Ideas that Infect
2:04:41
2:04:41
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2:04:41Nadia Asparouhova (Website, X, Substack) is a writer and researcher who has spent much of her career in service of the question: 'what's happening here?' across various parts of the internet. Nadia recently published her newest book, Antimemetics: Why Some Ideas Resist Spreading. She explores why consequential ideas, unlike memes and supermemes, fa…
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21: Geoffrey Litt: Software You Can Shape
2:29:17
2:29:17
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2:29:17Geoffrey Litt (Website, X) is a designer, engineer, writer, and researcher at Ink & Switch, where he champions malleable software: the idea that ordinary people should be able to mold the digital tools they rely on every day. Ink & Switch is an independent research lab focused on how computers can help us think and work. While researching and writi…
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20: Yancey Strickler - Constellations of Creativity
1:54:53
1:54:53
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1:54:53Yancey Strickler (Website, X, Metalabel) is a writer, entrepreneur, creative, and founder of Metalabel, a network and platform that allows creative people to release work together. He is also a board member, co-founder and former CEO of Kickstarter and is currently working on establishing a new kind of corporate structure, the Artist Corporation. Y…
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19: Henrik Karlsson - Cultivating a Life that Fits
2:44:42
2:44:42
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2:44:42Full transcript and all links: dialectic.fm/henrik-karlsson Henrik Karlsson (Substack, X) is an independent writer focused on "writing a few good essays." Two of them are among my most consistently recommended: on designing your life and finding your wife (or husband). Henrik's always written, but lived a winding path across software programming, m…
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Tom Morgan (X, Substack) is a "curiosity sherpa," writer, and podcaster who runs The Leading Edge, a community for leaders focused on personal transformation and authenticity. I first encountered Tom and his ideas during his talk at Sohn on Iain McGilchrist, left vs. right brain, and curiosity. Tom writes about complexity, curiosity, and consciousn…
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17: Alex Danco - Innovation Begins with Gifts
3:09:25
3:09:25
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3:09:25Alex Danco (Website, X, Substack) is a writer and Product Director at Shopify. Alex rose to prominence while writing his Snippets newsletter while at VC firm Social Capital in 2015. He wrote prolifically—about markets and financial systems, venture capital, startups, cities, culture, the technology-driven shift to a world of abundance, to name a fe…
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16: Anjan Katta - A Sunrise Over Computing
2:37:02
2:37:02
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2:37:02Anjan Katta (X) is Founder and CEO of Daylight, a new type of computer company. Having a conversation with Anjan is a bit like trying reign in a wild animal: his horsepower, wide-ranging philosophical interests, and unbelievable depth in the areas he cares about make him one of a kind. Fortunately, all of that energy is being channeled into his lif…
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15: D.A. Wallach - Serendipity & Systems
2:32:49
2:32:49
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2:32:49D.A. Wallach (Website, X, Substack, Spotify) is an investor, musician, writer, and polymath. Today he co-runs Time BioVentures, backing frontier life-science and healthcare startups. Before that, he was an investor in in SpaceX, Spotify, Emulate, Beam Therapeutics, and Ripple, among others, and toured the globe as half of Chester French. He also re…
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14: Alex Zhang - Curating Cultural Playgrounds
1:51:47
1:51:47
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1:51:47Alex Zhang (Website, X, Instagram) is a cultural curator, community builder, and creative director. Currently, he's Chief Creative Officer of Powder Mountain, a where he's working with Reed Hastings to create a globally unique ski experience that combines art, architecture, and lots of fresh tracks. Alex loves people and curating spaces and experie…
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13: Nabeel S. Qureshi - The Will to Care
1:59:07
1:59:07
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1:59:07Nabeel S. Qureshi (Website, X, Substack) is a writer, entrepreneur, and former Palantir product lead known for his writing on technology, AI, Palantir, culture, and learning. After a brief hiatus writing and researching and spending nearly a decade at Palantir working across government, healthcare, and intelligence, he's now founding a new company.…
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12: Che-Wei Wang & Taylor Levy (CW&T) - Iterating Together with Time
1:55:06
1:55:06
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1:55:06Che-Wei Wang and Taylor Levy are the founders of CW&T (Website, Instagram, X, TikTok), a Brooklyn-based studio creating products that exist somewhere between art, design, and engineering. The husband-and-wife team met at NYU ITP and shares a background across industrial design, architecture, computer science, film, including time at Pratt Institute…
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11: Eugene Wei - Amusing Each Other to Death
2:18:33
2:18:33
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2:18:33Eugene Wei (Website, X) is a writer, product thinker, and cultural observer best known for his essays on technology, media, and social networks, including Status as a Service, Invisible asymptotes, and TikTok and the Sorting Hat. Eugene spent seven years at Amazon in its early days before following a brief detour to pursue filmmaking at UCLA. He th…
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10: Josh Wolfe - Illuminating Tomorrow
1:25:22
1:25:22
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1:25:22Josh Wolfe (Website, X) is co-founder and Managing Partner of Lux Capital, a venture firm focused on emerging science and technology at the outermost edges of what is possible. Josh is a masterful storyteller who moves seamlessly between science, culture, and markets. As an investor, he seeks the counter-narrative—what others aren't talking about—a…
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9: Jacob Horne - Markets for What Matters
2:32:06
2:32:06
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2:32:06Jacob Horne (Website, Zora, X, Farcaster), is co-founder and CEO of Zora, a platform that allows the tokenization of media. Jacob started his career at Coinbase where he was a product lead and helped create USDC. Five years ago, he left to wade deeper into the waters of internet and crypto-native coordination and creativity and co-founded Zora. His…
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8: Steph Ango - Tools for Amplifying Our Light
2:48:55
2:48:55
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2:48:55Steph Ango aka Kepano (Website, X) is a designer, writer, entrepreneur,and toolmaker, best known as the CEO of Obsidian, a powerful and flexible writing and thinking tool. Steph's education is in biology and industrial design, but he is true multi-hyphenate creative, working across mediums including software, hardware, supply chain and packaging, w…
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7: Toby Shorin - The Shapes of Culture
1:40:07
1:40:07
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1:40:07Toby Shorin (Website, Blog, X) is a researcher, writer, consultant, and cultural anthropologist for the internet era. His interests and work include culture, identity, organizational design, psychology, cryptocurrency and blockchains, brands, health and care, spirituality, and social forms and institutions. Today, Toby works on Care Culture, a comm…
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6: Chris Paik - Intentionally in Search of the New
1:58:48
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1:58:48Chris Paik is a General Partner and Co-founder of Pace Capital, a Venture Capital firm in New York City. He invests in technology and internet businesses at Pace, and previously did the same at Thrive Capital, which he joined in the earliest days. At Thrive, Chris invested in Twitch, Unity, Patreon, among others. Chris is a profoundly deep thinker …
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5: Tina He - Internet Citizen and Philosopher in Action
1:42:55
1:42:55
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1:42:55Tina He (Site, X, Newsletter) is a product designer, entrepreneur, writer, and amateur philosopher. She is a product lead at Coinbase, where she works on developer tools for its network Base. She joined Coinbase through the acquisition of her company, Station Labs. Tina grew up in China before moving the U.S. at age 14. As an adult, Tina has been a…
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4: Ava - Alive in Writing and in Love
1:41:42
1:41:42
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1:41:42Ava (X) is one of my favorite writers. She writes full-time for her Substack, Bookbear Express, and focuses on love, friendship, emotions, culture, and psychology. I'm not sure there's anyone I've more consistently recommended to friends and loved ones in recent years, and it seems like the world agrees: Ava now has over 30,000 subscribers. One of …
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3: Dan Romero - Why Information Should Flow on Protocols
2:12:47
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2:12:47Dan Romero (Farcaster, X, Website) is the CEO and co-founder of Farcaster, an open Twitter/X-like social network protocol built on blockchain rails. Before co-founding Farcaster in 2020, Dan previously worked at Coinbase as a Vice President, among many other roles. He joined the company as the 20th employee in 2014 and left in 2019. He's thought ab…
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2: Michael Dempsey - The Craft of Investing in the Future
1:48:03
1:48:03
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1:48:03Michael Dempsey (Website, X) is an investor, writer, technologist, and Managing Partner of Compound, an early-stage, thesis-driven, research-centric investment firm. Michael and Compound invest in seed and pre-seed science and technology companies in categories like healthcare and biotech, machine learning and AI, robotics, and crypto. He writes pr…
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1: Jason Liu - The Freedom in Being Nobody
1:34:39
1:34:39
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1:34:39Jason Liu (Website, X, Github, Newsletter) is a technologist, consultant, teacher, and friend. He spent the first part of his career as a machine learning engineer, mostly at Stitchfix, only to run into a wall: a hand injury that prevented him from being able to write any software for over a year. Fortunately, he's not so one-dimensional, and spent…
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