Dialectic

Jackson Dahl

Conversational portraits of original people, across technology, media, business, and creativity. By Jackson Dahl.

  1. 1d ago

    Dan Lilienthal & José Chayet: As [untitled] as it Comes

    Dan Lilienthal (X, LinkedIn) and José Chayet (X, LinkedIn) are childhood friends and cofounders of [untitled] (X, Instagram), a platform for musicians that they describe as a sacred place for work-in-progress music. It is where a song lives between recording and streaming. [untitled] is closer to the Photos app than to a social network: a private place to store, listen to, and slowly share demos, with no feed. Dan and José are not trained musicians, engineers, or designers, but they have built a product artists love by “method acting” their way into deep empathy. The platform has grown to 50K paying users and now allows artists to share unreleased music directly with fans. Lorde recently released XRAYS on [untitled]: 49 demos and works in progress from her album Virgin, creating a kind of museum behind the record. We discuss music as a form of communication and a connection to the divine; why they have resisted adding a feed; product inspirations like the iPod and Snapchat; how empathy and QA underpin their product philosophy; designing for 16-year-olds and superstars; AI as an instrument; which parts of the creative process are worth sharing; what it means for software to be sacred; and building a company with your best friend. I hope you’re inspired to consider what is sacred, share and live with the things you make, seek out music that inspires you, and stay untitled a little longer than is comfortable. Full transcript and all links: dialectic.fm/untitled This episode on [untitled]. - Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams think together and create their best work. You can learn more at notion.com/dialectic. - Timestamps: (0:00) Opening Highlights (1:24) Intro to Dan & José & Thanks to Notion (4:42) Start: Brackets, How Creativity Makes the World Bigger, and Music's Connection to the Divine (20:40) Duchamp, Music as a Set of Choices, and The Museum Behind the Work (27:52) [untitled]: A Medium for Music In-Progress (45:03) From a Better Dropbox to a Creativity Company (52:13) Empathy as a Product Philosophy and The Collaboration's Origins (1:01:04) Scaling the Sacred Place and Product Intuition (1:10:33) Lorde's XRAYS Drop and Designing for a Wide Range of Artists (1:17:26) 10K Unheard Songs and Whether Process Should be Seen (1:24:10) Brand, Trust, Alignment with Artists and the [studio] (1:30:54) The Word "Sacred" and Resisting the Feed (1:40:52) AI as an Instrument: Building Tools Artists Actually Want (1:49:27) Building a Company with Your Best Friend (1:56:31) Closing Questions: Dream Users, Rapid Fire Brackets, and Titles (2:08:52) Thanks Again to Notion

    Dan Lilienthal & José Chayet: As [untitled] as it Comes
  2. 1d ago

    Ian Rogers: Never a Spectator

    Full transcript and all links and references: ⁠dialectic.fm/ian-rogers⁠. Ian and I made a playlist with albums/songs mentioned here (Apple, Spotify). Ian Rogers (X, LinkedIn) is Chief Human Agency Officer of Ledger, the Paris-based security company whose hardware wallets secure much of the world's crypto. He now focuses on how Ledger can enable us to work with AI agents while maintaining our secrets and value. His career has spanned music, culture, brand, and "the technolog(ies) people are going to hate next." He built and ran the Beastie Boys web presence in the 90s before working on music on the internet for over a decade: file sharing Nullsoft (Gnutella and WinAmp), early streaming at Yahoo!, direct-to-fan commerce at Topspin, Beats Music, and finally Apple, as an abbreviated list. He then joined LVMH as its first Chief Digital Officer, working with Bernard Arnault and its many Maisons to bring them into the internet era. More recently, he joined Ledger to improve its product experience, including collaborating with Tony Fadell to create Ledger's flagship form factor, Ledger Stax. Ian's roots are skateboarding and music, which formed alongside a punk rock ideology while growing up in Indiana in the 1980s. I am glad to have captured a long conversation that covers the many flavors of Ian, and the threads that have persisted through his many lives. That includes: individuality; being a participant, not a spectator; what makes a scene; building brands; trying to help Kanye; and why new culture is always being made—it's just that you have to find the 1% that's awesome. Also: ushering forward and translating frontier technologies; being pushed by Jimmy Iovine; why security matters in the AI era; why AIs aren't people; what he wants to automate; learning to fail; advice on relationships across work, parenting, and love; and a whole lot of love for music—from his 2026 pick Twisted Teens to his desert island albums to tea with Paul McCartney. I hope you're inspired to participate in the world and make great things. Thanks to our friends at Ledger for hosting me. --- Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams think together and create their best work. You can learn more at notion.com/dialectic. --- Timestamps (0:00) Opening Highlights (1:37) Intro to Ian & Thanks to Notion (5:22) Start: Tattoos, Individuality, and Punk Rock: Spectator vs Participant (16:44) What Makes a Scene? (25:24) New Culture, 99% of Everything is Garbage, Finding the 1% (40:09) Niche, Quality, and The Blockbuster vs. The Snowball (53:35) Brand, Selling Culture Before Product, and The Age of the Individual (1:08:12) Aggression, Patience, and Being Pushed (1:16:52) Translating New Technologies, Empowerment, and Agency (1:25:19) Interfaces, Ledger, Security, and Ideology (1:39:56) Ian's New Role: Chief Human Agency Officer (2:06:03) Seeing What is Real, Comfort Being Wrong, Chasing What's Fun and Cool (2:13:45) Lessons from Skateboarding and Favorite Albums (2:22:56) Working with Your Friends, Parenting, Love, and Remembering to Stay a Participant (2:35:47) Thanks Again to Notion

    Ian Rogers: Never a Spectator
  3. Jul 29

    Zhengdong Wang: Feeling the Wave

    Zhengdong Wang (Website, X, LinkedIn) is an AI researcher based in London. He writes annual letters (inspired by Dan Wang), mainly about AI progress, and his 2025 letter blew me away and inspired me to meet him. In it, he describes his ‘compute theory of everything,’ and makes the case that it would be stranger if AI progress slowed down than if it continued. Put a different way, reading his letter helped me get closer to truly feeling the wave of AI progress. It took Zhengdong a long time to become “AGI-pilled,” despite years of feeling like he was late to AI and working as a research engineer for the last five. I talked to him about what it will take for the rest of us to see what he sees, and feel what he feels. We also discuss why AGI may be a hazier target than simply seeing AI progress as “the model does the eval,” and why recursive self-improvement may be both happening and less fantastical than it may seem. ZD makes the case that based on the rate of progress and scaling, skeptics will simply be proven right or wrong soon. We talk a bit through what narrative and political challenges the AI industry faces ahead of this transition. Then there are the implications of all of this—namely how AI progress accelerates the question of what we each value, how we will spend our time, and where we will find or create meaning. ZD takes a stab at some of those impossible questions and shares some other favorite miscellanea that is reflective of the range of his letters. I hope this conversation helps you feel the wave a bit yourself, and that you remember that, regardless of how much change lies ahead, we still get to make our meaning. We get to choose. Full transcript and all links: dialectic.fm/zhengdong --- Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams think together and create their best work. You can learn more at notion.com/dialectic. --- Timestamps: (0:00) Opening Highlights (1:16) Intro to Zhengdong & Thanks to Notion (4:33) Start: Why Research: "I Just Want to Know" (12:25) The Model Does the Eval: AGI as a Moving Target, RSI, and Laser Beams (33:17) The Compute Theory of Everything and Feeling the Wave (53:17) The Myths AI Needs, Competition vs. Power Concentration, and Whether Progress Is Inevitable (1:13:42) "Who Could Possibly Compete?": Post-AGI Meaning, Work, and Questing (1:29:28) Are You Having Fun? Vacations, Mattering, and How to Live (1:47:13) Annual Letters, Economist Obituaries, London, and Burke (2:06:33) Closing & Thanks to Notion

    Zhengdong Wang: Feeling the Wave
  4. Jul 21

    Jack Conte: Draw the Next Page

    Full transcript and all links: ⁠dialectic.fm/jack-conte⁠ Jack Conte (Patreon, YouTube, YouTube Pt2, X, LinkedIn) is the co-founder and CEO of Patreon. He is also a lifelong artist and musician, who at his peak released 100 music videos per year between his bands Pomplamoose (a duo with wife Nataly Dawn) and Scary Pockets (a funk collective), and was a longtime YouTuber. Jack is not a tech CEO who happens to like music. He is an obsessive, prolific artist whose first conventional job is running Patreon. This has shaped him as a founder and executive, and his mission at Patreon is to build an enduring and truly creator-first company that empowers creators to earn a living from their work. We began with how he manages to do it all, where his energy comes from, and what it’s like to be “post-chaos.” Then, we talked about art, content, and commerce, Patreon’s model (that isn’t actually pure patronage), and why Silicon Valley undervalues art, brand, and narrative — and Patreon. Jack shared the benefits of a business model that is fully aligned with creators, why he hates the word influencer, and why he’s still the right man for the job after 13 years of leading Patreon. We also covered what great leadership looks like, building fans and community, filmmaking, authenticity (from Charlie Kaufman to Prince), and remembering to take risks until the very end. I hope you’re inspired to make things you are proud of and to draw the next page even when you have no business doing so. While I have you: I’d strongly recommend Jack’s recent SXSW talk on AI, creativity, and change. -- Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams think together and create their best work. Learn more about Notion's new developer platform and workers here. You can learn more at notion.com/dialectic. -- Timestamps: (0:00) Opening Highlights (1:38) Intro to Jack & Thanks to Notion (3:44) Start: Prolific Output, Energy, Juggling, Endurance, and Becoming Post-Chaos (22:04) Combining Creativity and Business and Art vs. Content (33:21) Advertising vs. Membership & Patronage vs. Patreon (44:06) Jack's First and Only Job, and Silicon Valley's Undervaluing of Creativity, Brand, and Storytelling (and Patreon) (55:17) Building for Creators First, Incentive Alignment, Trust, 100 Years of Patreon, and Why Jack is the Right CEO for Now (1:04:49) Leadership: Types of Ambition, Obsession, Self Reflection, Bias to Action, Learning from Others (1:12:59) Talent vs. Enthusiasm, Being Proud of What You Make, Making Fans and Being True, Managing Parasociality, and Community (1:28:30) Filmmaking, Labels and Collectives vs Individuals, Breaking Patterns, Creative Intimacy, Music, Patreon's Origin, Persistence, Lucid Dreaming, and Taking Risks (1:49:26) Thanks Again to Notion

    Jack Conte: Draw the Next Page
  5. Jul 14

    Nan Ransohoff: Power Laws for Philanthropy

    Nan Ransohoff (X, Substack, Website) is Head of Public Goods and former Head of Climate at Stripe. This includes Frontier (which she co-founded): an advance market commitment that accelerates carbon removal by guaranteeing demand for it before it exists. They also recently launched Intercept Fund, a new effort to end respiratory infections, led by Nan and Charlie Petty. Nan has written extensively about Stripe’s efforts and philanthropy broadly, including her call for general managers for the world’s pressing problems, and on what she calls the third wave of American philanthropy. We talk about what a "Nan" is and why we need GM’s: ambitious founder-like people who obsess over an outcome and work backwards from it, wearing whatever hat the problem requires. We discuss taste in big problems, slicing them up and making them tractable, and why vision is in short supply. We also discuss the coming wave of new philanthropic dollars (est. ~$40B/year), primarily driven by The OpenAI Foundation, Anthropic Founders, and Anthropic employee matching, and how the ecosystem will need to mature to effectively deploy this much capital. Nan also reflects on her unlikely turn toward philanthropy and what it felt like to get off the ladder of a specific kind of ambition. We wrap up with a range of miscellanea and some fun debates. I hope you are inspired to notice problems you can’t ignore, be optimistic and specific about the world you hope for, and choose an (unlikely) path that you are proud of. Transcript and all links: https://dialectic.fm/nan - Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams think together and create their best work. Watch here for more on Notion's new developer platform and workers. You can learn more at notion.com/dialectic. - Timestamps: (0:00) Opening Highlights (1:15) Intro to Nan (3:18) Thanks to Notion (4:53) Start: What is a Nan? Nerd-Sniped by Orphaned Problems (12:39) GMs, Seeing the Chessboard, and Working Backwards from Outcomes (18:55) Good Taste in Problems, Vision, and Good Finish Lines (35:43) Advance Market Commitments Tactically Solving Carbon Removal (41:35) Focus and Sketching Out or Slicing Up Messy Problems (49:39) Legibility, Public Rallying, and Ambition in Philanthropy (54:38) Third Wave Philanthropy and Hard to Quantify Problems (1:06:50) Risk Tolerance in Philanthropy and Scarcity of Funders and Allocators (1:15:22) The $40B Tidal Wave of New AI-Money and Why Start Now (1:19:53) Amount of Capital, Government Philanthropy, and Making Philanthropic Founders Rich (1:31:44) Nan's Mid-Career Inflection Point and Getting Off the Obvious Path (1:39:47) Grab-bag: Why Stripe Funds Public Goods, Making Things with Friends, Creative Partnership, Iceland Drone, and Scone Heads (1:49:39) Syllabi for the Squishy Topics & Study vs. Experience (1:57:01) Inputs & Outputs and GLPs for Attention (2:04:38) Closing: Interviewing Parents and Imagining an Obituary (2:09:58) Thanks Again to Notion

    Nan Ransohoff: Power Laws for Philanthropy
  6. Jun 30

    Tyler Cowen & Nabeel Qureshi: An Appetite For More

    Tyler Cowen (Website, X, Marginal Revolution, Conversations with Tyler) is an economist at George Mason University, leads the Mercatus Center, and is the author of many books including The Great Stagnation and Average Is Over. He has blogged nearly daily at Marginal Revolution for over 20 years, has interviewed hundreds of world-experts on Conversations with Tyler, and runs Emergent Ventures, a prolific grants program that has funded multiple Dialectic guests. Nabeel S. Qureshi (Website, X, Substack) is an entrepreneur, writer, and researcher. He runs a stealth startup. Previously, he was a Visiting Scholar at Mercatus and spent nearly eight years at Palantir. He writes some of my favorite essays, including "What Makes Art Great" and "Rented Virtue", and was previously a guest on Dialectic for episode 13: "The Will to Care." Tyler and Nabeel are good friends, and given how prolific Tyler is, I decided to use Nabeel as an entry point and interview them together. We discuss sacred commitments, AI acceleration, mentorship, friendship, and more, but I focused the majority of the conversation on art and aesthetics. Tyler and Nabeel are unlikely aesthetes given their day jobs, but in fact take art deeply seriously. They have a shared love for and similar tastes in art, music, and film, in particular. We discuss strange and beautiful art, aesthetic stagnation, and a wide range of favorites: The Beatles, Mozart, Mondrian, Springsteen, Lana Del Rey, Kanye West, Cassavetes, The Sopranos, Apichatpong Weerasethakul, and more. Please enjoy, and thank you for supporting, listening, and watching through fifty episodes of Dialectic. I can't wait for the next fifty! Transcript and all links: dialectic.fm/tyler-nabeel --- Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams think together and create their best work. Learn more about Notion's new developer platform and workers here. You can learn more at notion.com/dialectic. Timestamps: (0:00) Opening Highlights (1:18) Intro to Tyler & Nabeel (3:02) Thanks to Notion (4:38) Start: Sacred Commitments, AI, Markets, and Acceleration (20:23) How Art Moves Us (27:08) "Beauty," Strangeness, Great Art, Music, and The Beatles (44:09) Film, Critics, Learning to Appreciate Depth, More Music, "Lowbrow" Art (1:02:25) New Aesthetics, Sources of Inspiration, Optimism & Pessimism (1:11:22) The Internet & Twitter's Virtue, Group Chats, and Cities (1:21:35) Mentors, (Possibly Quitting) Writing Books, Friendship (1:34:54) Interviewing, Identifying Talent, and Agency (1:47:21) Closing Questions (1:53:38) Thanks Again to Notion

    Tyler Cowen & Nabeel Qureshi: An Appetite For More
  7. Jun 18

    Jasmine Sun: Close Enough to See Clearly

    Jasmine Sun (Substack, X, LinkedIn) is an independent writer and journalist. She is a contributing writer for The Atlantic and also writes for other major publications, like The New York Times. She previously led core product at Substack. Jasmine focuses on Silicon Valley and AI, and is something of a participant observer, living among the strange and inspiring people pulling the future forward in San Francisco. In her writing, she plays to both sides: focusing on a more endemic audience with her newsletter while telling the broader world about what she learns in flagship pieces for major publications. Several of these anchor around memes that she thinks may deeply matter: “the permanent underclass,” “chinese peptides,” and “claude code psychosis,” to name a few. Jasmine has done many interviews about these individual topics, so I wanted to focus on her and her approach: playing to both audiences, her taste in questions and topics, doing both “serious” journalism and more personal writing, how going independent wasn’t so risky, what she admires in great writing, AI and her coming “AlphaGo moment,” China, and more. Please enjoy. --- Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams think together and create their best work. Learn more about Notion’s new developer platform and workers here. Check out Brian’s X/Twitter sync worker. You can learn more at notion.com/dialectic. Timestamps: (0:00) Opening Highlights (1:30) Intro to Jasmine (2:13) Thanks to Notion (3:24) Start: Being a "Historian of Vibe" and Learning to Look (15:00) Taste for Questions & The Depth Behind Memes (24:28) Translating Between Silicon Valley and The World (40:27) Substack vs. "Serious" Journalism and Integrity as a Writer (47:35) Integrity when Using AI and the AlphaGo Question (58:42) Strategy Across Publications & Maximizing an Idea's Reach (1:06:45) Going Independent, Risk, and Commercial Tradeoffs (1:24:35) Great Writing: Style, Voice, and Resisting Summary (1:35:35) Literary Inspirations, Favorite Essays, Writing vs. Thinking, and Getting Better (1:51:09) Writing to Publish, Authenticity, and Art (2:00:38) Grab Bag: China, Silicon Valley's Virtues and Problems, AI Transition, The Relational Economy, Parties, Debates, Self Belief, and More (2:35:16) Thanks Again to Notion Select Articles From Jasmine Silicon Valley is Bracing for a Permanent Underclass (NYT) ‘Chinese Peptides’ Are the Latest Biohacking Trend in the Tech World (NYT) Claude code psychosis (Substack) Notes on AI, labor, and China (Substack) America against china against america (Substack) The Human Skill That Eludes AI (The Atlantic)

    Jasmine Sun: Close Enough to See Clearly
  8. Jun 17

    Henri Stern - Principled Enough to Be Pragmatic

    Henri Stern (X, LinkedIn) is the co-founder and CEO of Privy. Privy builds wallet infrastructure for developers, enabling them to let their users hold and use crypto, including stablecoins. Privy was acquired by Stripe in 2025, and remain an independent organization within the company. They work with large fintechs like Ramp and Klarna while also supporting some of the most notable crypto-native platforms like Hyperliquid. Henri also supports a number of other crypto efforts within Stripe. Henri is thoughtful, measured, and principled. Yet he is also pragmatic. He doesn’t like to play philosopher and yet he is one of my favorite people ask big questions about our future and our digital lives. Our conversation is anchored in the phrase at the bottom of Privy's website: "technical decisions are moral decisions." He and Asta Li started Privy to focus on user data privacy, and we talk about what digital privacy means and why it still matters. After realizing they were trying to serve the market something it didn’t want, Privy found an inflection point initially by enabling developers to embed crypto wallets in their apps. We talk about the painful decision to pivot, and later, to commit to both ends of the crypto market: hardcore, trading-oriented products and stablecoins as they flooded into traditional fintech infrastructure. We also talk about joining Stripe, what Crypto’s future looks like, and his level-headed mindset for our tumultuous future. All links and transcript available at dialectic.fm/henri-stern. --- Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams think together and create their best work. Learn more about Notion’s new developer platform and workers here. Check out Brian’s X/Twitter sync worker. You can learn more at notion.com/dialectic. --- Timestamps: 0:00 - Opening Highlights 1:40 - Intro to Henri 3:10 - Thanks to Notion 4:51 - Start: Technical Decisions are Moral Decisions 15:41 - Ambition, Startups, and Crypto 23:39 - Why Digital Privacy Matters: Self-Determination, Security, and Identity 41:52 - Embedded Wallets, the Pivot, and Privy's Core Bet 55:18 - Reinventing Around Stablecoins Without Abandoning Crypto-Natives 1:06:42 - Joining Stripe, Privy Today, and What Stripe Is Becoming 1:22:54 - Crypto's Future, Power Laws, Optimism and Pessimism 1:38:14 - Closing: Asta, Stripe's Leaders, Being French, and Never Compromising 1:52:48 - Thanks Again to Notion

    Henri Stern - Principled Enough to Be Pragmatic

Ratings & Reviews

4.9
out of 5
37 Ratings

About

Conversational portraits of original people, across technology, media, business, and creativity. By Jackson Dahl.

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