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64 afleveringen, van nieuw naar oud
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14: Alex Zhang - Curating Cultural Playgrounds
21 april 2025 · 1 uur 52 min
Alex 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 experiences for them: whether that means parties, music festivals, or mountain towns. He joined Summit Series out of school, throwing large scale events around the world and working on Powder Mountain, a Utah mountain resort the ownership group had acquired. He then joined one of the first social DAOs, Friends with Benefits (FWB) as Mayor/CEO, after being tapped by its founder Trevor McFedries to scale the tokenized social club beyond a Discord Server. He launched FWB Fest, an annual in-person music festival and crypto conference with past performers including James Blake, Charli XCX, and Caroline Polachek. Most recently, he joined Reed Hastings to return to Powder Mountain after the Netflix co-founder acquired a controlling stake in the resort. Alex leads brand, art, architecture, and marketing.
Blending culture, commerce, and "cool" is anything but a science, but Alex has made a career of it. I've known him for a decade and it's been a thrill to watch him continue to find strange intersections, blending worlds like music and tech, crypto and culture, and skiing and art. We talk about this, how to create spaces and events, living in the mountains, large scale art experiences, Christopher Alexander and Jane Jacobs, challenges in creating new cities, learning from Reed Hastings, and a life of deepening one's taste.
I hope you enjoy and are inspired to life a more connected, playful, and present life.
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This episode is brought to you by Hampton, a private, highly vetted membership for founders. Hampton makes entrepreneurship less lonely by matching you with a core group of likeminded founders along with community, events, retrea… Lees meer -
13: Nabeel S. Qureshi - The Will to Care
31 maart 2025 · 1 uur 59 min
Nabeel 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.
The first half of the conversation focuses on two big ideas. First: the growth of "slop" across media and culture and how "care" is its opposite. Then: how to think, learn, and understand more deeply across domains over a lifetime. We discuss how both of these sit against the backdrop of AI's rapid challenging of what it means to make and what it means to think.
Then we discuss Palantir and "grey areas" that many technologists avoid working on or thinking about, government bureaucracy and DOGE, and how technologists are pursuing and accumulating power. We also chat about Nabeel's idea maze ahead of the new company, art and what it is for, and a range of other topics that showcase how curious, polymathic, and considerate Nabeel is.
As the world changes at a breakneck pace thanks to technology and AI, Nabeel embodies a deeply humanistic approach that also accepts change as the default. This conversation inspired me to embrace surprise and strangeness, especially in creativity; to push through the friction and temptation to accept the answers at face value and instead yearn to more deeply understand; and to pursue a life of growth, practice, and care.
Full transcript with all linked references available here.
Timestamps: Lees meer(3:21): “The Opposite of Slop Is Care.”
(4:15): Defining Slop
(14:17): Do We Decide What We Care About?
(20:16): Original Seeing and Intimacy as a Path to Care
(24:05): Creativity, Craft, and Care in the Digital World and Physical World
(28:24): The Human Moat and Practice
(32:48): Can AIs Care?
(35:52): Understanding Things Deeply and “The Will to Think”
(39:52): School: Getting the Answer vs. Dee…
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12: Che-Wei Wang & Taylor Levy (CW&T) - Iterating Together with Time
24 maart 2025 · 1 uur 55 min
Che-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 and MIT. They won the 2022 Cooper Hewitt National Design Award for Product Design. They design and manufacture everyday objects including clocks, pens, tools, and other strange objects that challenge our relationship with time, attention, and materiality. Their most recognizable products include the Pen Type-A, Pen Type-C (my favorite), Time Since Launch (a one-time-use, 100-year timekeeper), and Solid State Watch, a remix of the classic Casio F-91W.
Our conversation explores their fascination with time, their commitment to creating heirloom-quality objects in a disposable world, and how they've built a sustainable creative practice on their own terms. We discuss their prototyping-centered approach, the tension between digital and physical creation, and how they navigate collaboration as partners in life and work.
Throughout, Che-Wei and Taylor reveal a philosophy that treats making as its own reward—they create what fascinates them first, trusting that others will connect with their vision. In a world increasingly dominated by disposable products and digital experiences, CW&T offers a refreshing counterpoint: a workshop where physical objects are thoughtfully conceived, meticulously crafted, and built to accompany us through life's journeys. Their work invites us to reconsider our relationship with the objects we use daily and the passage of time itself, offering a refreshing counterpoint to our increasingly digital, ephemeral world.
Full transcript with all links and references.
Timestamps Lees meer(00:00): Time: a pattern across CW&T’s careers
(11:21): Time Since Launch: the idea of counting up instead of down, and creating …
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11: Eugene Wei - Amusing Each Other to Death
17 maart 2025 · 2 uur 19 min
Eugene 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 then led product, design, editorial, and marketing teams at Hulu, co-founded Erly, and worked at Flipboard and Oculus. Today, he works on his own ideas at the intersection of media and technology while advising and angel investing.
This conversation explores the evolving landscape of entertainment, social media, community, and humanity in our digital age—topics Eugene has examined deeply. We revisit some of Eugene’s greatest hits on how platforms like Twitter and TikTok shape society and also get into fresh ideas he's yet to share publicly.
We start by discussing how today's social media world compares to the television-centric world that Neil Postman lamented in Amusing Ourselves to Death, and how entertainment-maximizing, adversarial, algorithmic social platforms might lead us to "Amusing Each Other to Death." Eugene unpacks TikTok's profound impact on our "digital nervous system," differentiating between social networks and social media—highlighting the latter's emphasis on frictionless positivity rather than meaningful connection.
Amid rising nihilism among young people, Eugene analyzes how cultural and economic structures contribute to lost hope, exploring social media’s role in exacerbating these trends. We discuss power laws influencing tech, media, sports, and finance, and how that drives pervasive speculation across culture. Then, he traces these themes through American television, from 1960s-1990s sitcoms to shows like The Sopranos, Succession, and Industry, revealing how they reflect the erosion of community and purpose in late-stage capitalism.
Throughout, Eugene offers nuanced observations on how technology's r… Lees meer -
10: Josh Wolfe - Illuminating Tomorrow
25 februari 2025 · 1 uur 25 min
Josh 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—and has backed countless breakthrough companies in AI, space, biotech, robotics, defense, and beyond. Beyond investing, Josh founded Coney Island Prep charter school and is a trustee at the Santa Fe Institute.
Our conversation explores the interplay between science and storytelling, the power of belief in both doubters and advocates, patterns in creative rebels, and what makes someone both "arrogant" enough to assert a new reality while remaining grounded enough to see reality clearly. We discuss America's scientific competitiveness, the value of competition in institutions, Josh's voracious appetite for the new, and his personal journey with control, trust, and family.
Josh is one of my favorite examples of someone who is radically unhedged on himself: he leans into his genius—and thus sometimes, disfunction—in ways that make him authentically effective. Throughout the episode, he demonstrates his rare combination of wisdom and childlike curiosity, competitive drive, and deep care for the things that matter to him. His ideas on storytelling, science, and human nature offer a guide for thinking about bringing new things into the world.
Episode transcript.
Timestamps
(2:12): Science & Stories
(6:30): Are technology outcomes and timelines determined or variable based on cultural movements, societal reaction, and stories?
(11:14): Who is Imagining the Future of Tomorrow?
(16:34): Originality, AI, and Everything is a Remix
(20:52): Improving as a Storyteller
(23:55): Secrets & Magic
(31:35): Josh's Biggest Believers
(34:20): Belief Beyond Capital, Motivation, and Fuel
(37:53): Patterns in Creative Rebels
(40:53): "Arrogance of… Lees meer -
9: Jacob Horne - Markets for What Matters
19 februari 2025 · 2 uur 32 min
Jacob 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 central interest is how people coordinate together using the internet—the includes currencies, markets, ownership, art, speculation, and memes. We discuss how memes and symbols enable coordination, "The Meme and the Memo," words, money, and laws, Zora's premise built on Stewart Brand's "information wants to be free but it also wants to be expensive," a case for markets around attention, the new version of Zora and "a coin for every piece of content," speculation vs. gambling, token-powered brands, Ethereum and Solana, Coinbase and USDC, and a wide-ranging personal section that showcases why Jacob is so generative.
The parting prompt I hope this conversation leaves all of us with is this: while information is ~free today (and also abundant, infinite), it is also quite expensive to consume in terms of time. We ought to think carefully about what content we spend our precious time consuming and rewarding. That you would spend some of yours listening to Dialectic is as always a privilege and I hope you find it worthwhile.
Transcript available here.
Timestamps
(3:03): Obsession with Memes: How do you get people to organize?
(8:46): The Meme and the Memo via Balaji Srinivasan
(11:32): Three Fundamental Questions: Words, Money, Laws
(12:39): The Midwit Meme and other Favorites
(15:55): What makes media and information valuable?
(19:26): Zora, Tokenized Media, and Information wants to be Free and Expensive
(22:53): Provenance
(28:30): Why Do We Want Markets for Attention? Lees meerDeeper Crypto Section
(37:08): A coin for every piece of content: prediction markets on attention
(42:49): Investing in People or “Creator” / “Social”Tokens
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8: Steph Ango - Tools for Amplifying Our Light
4 februari 2025 · 2 uur 49 min
Steph 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. Lees meer
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, words, wood, furniture, ink, color schemes, open-source systems, video, podcasts, and more. Above all, he makes tools—deeply opinionated ones—designed to reduce friction for himself and others in the act of creating.
Steph joined Obsidian after initially contributing as a fan and enthusiast and impressing its co-founders, Shida Li and Erica Xu. Under his leadership, Obsidian has grown into one of the most beloved and powerful independent software tools in the world, with millions of users. As a daily user myself, I rely on Obsidian for my research and thinking for this podcast. Before Obsidian, Steph founded Lumi and Inkodye, the former of which was acquired by Narvar.
Beyond design, Steph is one of my favorite writers. His concise, sub-500-word essays have shaped my thinking on design, software, learning, agency, constraints, and creativity. While we couldn’t cover all of his ideas in this conversation, we explored many of them in what became my longest conversation to date—one that is packed with wisdom. I believe these ideas will challenge you in unexpected ways and push you to be more creative, agentic, and optimistic.
Transcript for episode 8.
Timestamps:
(1:56): Constraints and style
(11:51): Aggressively planting creative seeds but being patient for them to grow
(17:42): Stadium of past and future selves
(22:34): Asking what can be removed and making incremental progress
(28:47): Building a product and company (Obsidian) with the "constraint" of ideology and principles
(38:52): Using Obsidian makes Steph better at building Obsidian
(44:09): What makes for good design and seeing the world as something des…
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7: Toby Shorin - The Shapes of Culture
28 januari 2025 · 1 uur 40 min
Toby Shorin (Website, Blog, X) is a researcher, writer, consultant, and cultural anthropologist for the internet era. Lees meer
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 community and research platform focused on mental health and spirituality. Toby also co-founded Other Internet, a research institute known for its deep cultural analysis and work with crypto organizations. Conversations with Toby and his work—especially ‘Headless Brands’ and ‘Squad Wealth’—were deeply influential to my interest in crypto and related subcultures and ideologies. Over time, I have been even more energized by his broader thinking and ability to interpret cultural change especially with regard to evolving sources of meaning, identity, and connection.
This conversation is primarily about themes I’ve noticed across his work and how those have evolved toward what he is working on now. In many ways, this is the pattern of modern culture “secularizing” more sacred forms—including but not limited to practice, faith, ideology, morality, and religion—and how that happens at individual and collective levels.
Episode Transcript
Timestamps:
(02:26): Post-Authenticity & Romantic-Era Individualism
(10:08): Squad Wealth: a seed of collectivism--the collective as the atomic unit
(14:40): Other Internet
(18:45): Life after lifestyle, headless brands, and new forms of collective beliefs, cults, and religions
(30:55): Toby's pivot away digital to physical social forms; from technology and brands to health
(38:51): The body, the will, and new kinds of individualism and collectivism
(52:47): Prototyping Social Forms of Care
(58:08): The theme of Toby's work: practice-- and new spiritual and religious forms
(1:00:50): Secular and Sacred
(1:04:35): The social body and the social spirit
(1:05:56): Toby's central question
(1:10:13):… -
6: Chris Paik - Intentionally in Search of the New
21 januari 2025 · 1 uur 59 min
Chris Paik is a General Partner and Co-founder of Pace Capital, a Venture Capital firm in New York City. Lees meer
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 who relies on behavioral economics to build robust frameworks for understanding technology, businesses, the internet, and human nature. As we discuss, intentionality runs through Chris's life and actions. While Chris has strong views about incentives and markets that may seem in conflict with some kinds of idealism, he is also strongly optimistic and earnest in his love for the world and its people, and for what we might create for each other.
We discuss Chris's frameworks and approach to explanations, markets and incentives, top-down and bottom-up thinking and companies, approaches to new markets and raising capital, his obsession with discovering the new, how his ideas become published thinking, the positive and negative impacts of the internet, Pace and its values, and the inner-workings of Chris's truly unique and fascinating approach to the world.
Timestamps:
(01:08): What does it mean to be intentional?
(05:21): Good Explanations
(07:28): Sharing explanations and thinking publicly
(14:45): Pendulum Theory
(22:14): The efficient market hypothesis
(27:34): Top-down vs. bottom-up thinking and companies
(48:09): First-to-market vs. best-to-market
(55:44): Cost of capital and when venture capital makes sense
(1:03:28): How Chris finds new things and how he curates what he consumes
(1:07:59): Chris's ideation funnel: thinking > sparring > publishing
(1:10:42): Is the internet actually good for us? What about capitalism? What rules above capitalism?
(1:18:56): The internet as a lever on agency and ability to take risk
(1:23:47): Pace Capital: Values, Brand and Reputation, Truth-Seeking, and People
(1:32:20): A pre-mort… -
5: Tina He - Internet Citizen and Philosopher in Action
17 december 2024 · 1 uur 43 min
Tina 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. Lees meer
Tina grew up in China before moving the U.S. at age 14. As an adult, Tina has been a dual-citizen of New York City and the internet. As she has put it, Tina is interested in the culture of technology and the technology of culture. While we share a love of technology and the internet as a "place," Tina is also my favorite person to get reading recommendations from. She studies philosophy, immerses herself in art, film, and fashion, and has been writing online since she was a teenager. I aimed to give listeners a glimpse of the types of wide-ranging conversations that I've enjoyed with Tina over the years.
We cover identity, locality, NYC, the internet, writing and sharing online, finding your people online, her career arc from comparative literature in college to venture capital and crypto, how labor markets and economies lay a foundation for culture in cities and online, what it means to be serious, patriotism and greatness, ambition, philosophy, ideas and action, Benjamin Labatut's When We Cease to Understand the World, her favorite philosophers from Kierkegaard to Wittgenstein to Byung-Chul Han, Beauty, taste, aesthetics, film, fashion, and how love and attention underpin her life.
Timestamps:
(1:07): Identity & Place: What Does it Mean to be Local?
(7:46): New York City
(14:24): Urban Design and Evolution in Cities and Online
(19:03): Being a Citizen of the Internet & Sharing Yourself Online
(31:55): Tina's Unique Path: from Comparative Literature & CS to VC to Crypto
(45:58): Station & Coinbase: Why Economic Systems & Labor Markets are Upstream of Cultural Outcomes
(55:22): Being a Serious Person
(58:53): When We Cease to Understand the World
(1:02:47): Greatness, Patriotism, and Ambition…
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4: Ava - Alive in Writing and in Love
9 december 2024 · 1 uur 42 min
Ava (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. Lees meer
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 my favorite parts of this episode was reading excerpts from Ava's essays over the years back to her. We cover a ton of ground, including writing, consistency, commitment, friendship, authenticity, self-respect, taste, beauty, and much more.
Timestamps:
(1:09): What makes for good writing & what Ava writes about
(5:49): Flow, Writing Practice, Consistency, Commitment, and Maintenance
(14:08): Audience Consideration, Vulnerability, Sincerity, and Ava's Readership
(26:30): Feedback Loops, Getting Better at Writing
(28:51): Distribution and Growth; Writing Online vs. Making a Living with Writing
(34:39): Social Psychology and Seeing People More Clearly
(36:21): Do People Change?
(42:44): Relationships & Helping Others Find Love
(44:32): The Friendship Theory of Everything
(1:00:35): Consistency, Self-Respect, and Self-Trust
(1:03:45): Frames: Consistency in Our Relationships with Others
(1:08:21): Authenticity and Honesty
(1:15:12): Taste & Interiority
(1:24:14): Two Core Interests: Relationships and Technology
(1:26:12): San Francisco
(1:29:48): Writing in the Second Person
(1:31:52): Substack Recommendations and a Novel
(1:33:07): Motivation & Energy
(1:33:50): 10 Years Back, 10 Years Ahead
(1:35:46): Uselessness
(1:39:06): Beauty
Links & Resources:
Ava's Writing:
protecting flow
on maintaining attention
is everything copy?
december
what's up with modern love?
the friendship theory of everything
everything I know about love
frames
the girl the internet made me (Authenticity)
taste
what we talk about when we talk about taste
in praise of uselessness
Others:
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3: Dan Romero - Why Information Should Flow on Protocols
2 december 2024 · 2 uur 13 min
Dan Romero (Farcaster, X, Website) is the CEO and co-founder of Farcaster, an open Twitter/X-like social network protocol built on blockchain rails. Lees meer
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 about and used Twitter-like networks for nearly two decades and is passionate about open information flow, market-enabled progress, and individual freedom.
Timestamps:
(01:39): We were promised flying cars and all we got was 140 characters
(8:48): Bring Your Own Algorithm (BYOA), RSS, Elon, and The News Channel-ification of Social Networks
(35:54): The Field of Dreams Fallacy: If You Build It, It Doesn't Mean They'll Come
[Farcaster & Crypto-Focused Section Begins]
(44:25): Status as a Service and Building the Home for Crypto Status
(55:03): What is Farcaster?
(59:34): Why not counter-position against Elon?
(01:03:42): Programmable social and “Open APIs”
(1:14:22): The Future of Farcaster
(1:18:01): Farcaster's Value Capture
(1:25:01): Sufficient Decentralization
(1:28:44): Why Dan has created NFTs but not tokens
[Farcaster & Crypto Focus Ends]
(1:29:53): Product Market Fit, Focus, and The Idea Maze
(1:37:01): Dan's career arc, contrarian paths, distributed systems, and creative destruction
(01:44:09): Coinbase: pre-2017 learnings, hypergrowth, comparisons between building a culture and social network, and anti-lessons
(1:49:20): Brian Armstrong and fostering repeatable innovation
(1:52:24): What do you wish Balaji [Srinivasan] could work on?
(1:53:20): Group Chats and the pendulum between private and public discourse
(01:58:55): Power: Elon, Zuck, Trump?
(2:00:24): Politics, Populism, Going Direct, and the Podcast Era
(2:08:48): What have you changed your mind on this year?
(2:10:22): Final Questions
Full transcript.
Links & Resources
RSS+ by Dan Romero
The Rise and Demise of RSS by Sinclair Ta…
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2: Michael Dempsey - The Craft of Investing in the Future
25 november 2024 · 1 uur 48 min
Michael 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 prolifically across a range of topics and I've always admired his ability and tenacity to think about the future and paint an optimistic, yet grounded view of where things are going. He's deeply reflective and wise, and I've known both his dedication to craft and the size of his heart for nearly a decade as a friend.
Timestamps:
(0:00): Technology, Science, and Cultural Change
(08:37): Inflection Points and seeing the present vs. predicting the future
(13:00): Being original and/or contrarian; what is "alpha"
(16:58): "Post-science projects"
(21:54): Technological timing and false inflection points
(34:44): Heroes, Talent, Elon, and Zuck
(45:30): Founders of the future will spike on creativity
(49:46): Fighting decay
(55:53): Future shock: "time is collapsing"
(1:06:56): The future of humanity and our biology
(1:12:16): Bryan Johnson and biological experimentation
(1:14:48): AI Therapy
(1:19:38): Vtubers, digital influencers, and pseudonymity online
(1:26:19): Authenticity online: "Being known is being loved
(1:31:57): Discipline, Curiosity, and Writing
(1:36:29): Inertia and Friendship
(1:44:44): A life of Craft Lees meerResources & Links:
On Inflection PointsSignal vs. Noise, Market Efficiency, & Evolving Alpha
Power & Technology
Moral obligations when investing in the future & The Vulnerable World Hypothesis
Serendipity in Venture Capital is BS…(and other views on the seed VC landscape)
Being Known is Being Loved
Inertia, mortality, & Friendship
A Biohacker Future by CompoundThe Artificial Intelligence Revolution: Part 1 - Wait But Why
Dialectic is available on all platforms.
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1: Jason Liu - The Freedom in Being Nobody
18 november 2024 · 1 uur 35 min
Jason Liu (Website, X, Github, Newsletter) is a technologist, consultant, teacher, and friend. Lees meer
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 time reclaiming somatic experience in learning to free-dive, train Jiu-Jitsu, and return to the pottery practice he developed in art school, all while reckoning with big questions of ambition, purpose, and self-fulfillment. Since then, he's built a consulting practice helping modern AI companies better implement RAG (retrieval-augmented generation), avoid system design mistakes, hire elite talent, and build for an LLM-centric world. He maintains a large structured output library called Instructor with about 1m downloads per month, writes prolifically (which he does entirely via voice input with LLM editing, as we discuss), tweets semi-manically (he's grown to 30K followers on X with the simplest strategy I've ever heard anyone articulate—tweeting 30K times), and teaches courses on RAG and online consulting. Finally, my man can yap. He was a perfect first guest because he has no shortage of ideas but comes at nearly everything with a beginner's mindset.
Timestamps
(0:00): Intro to Dialectic
(2:55): Brick laying vs. capital allocating
(6:04): Acid Story: Trying so hard to be a somebody
(9:20): Planning, judgement, elasticity, and abundance
(11:28): Ambition and Trusting your future self
(14:20): Fear; Confidence is the memory of success
(18:46): Compounding psychology of risk taking
(21:30): Do you get what you deserve?
(22:32): Playing life on hard mode
(27:22): Agency, Taking Accountability, and becoming essential
(35:58): Consulting and Independent Contracting
(39:52): Ambition and “Manhattan Project” Appeal
(42:30): What are you motivated by?
(44:36): Challenge runs and side quests
(46:39): How to be p…