Dialectic

Dialectic

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Dialectic episodes

  • 2: Michael Dempsey - The Craft of Investing in the Future

    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


    Resources & Links:

    • On Inflection Points
    • Signal 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 Compound
    • The Artificial Intelligence Revolution: Part 1 - Wait But Why

    Dialectic is available on all platforms.

    1 hr 49 min
  • 1: Jason Liu - The Freedom in Being Nobody

    Jason 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 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 prolific
    • (53:46): Mastery, complex games, and creative fingerprints
    • (57:47): Programming, animation, and style vs. cohesion
    • (1:07:56): Jason only writes with his voice--with some LLM help
    • (1:12:47): Flooding the airwaves with content
    • (1:14:10): Twitter growth: simple math
    • (1:19:49): Using the “sawdust”
    • (1:23:30): ELI5 RAG (Retrieval augmented generation)
    • (1:27:39): A final rant against couches
    • References

      • Losing My Hands by Jason
      • Advice to Young People, The Lies I Tell Myself by Jason
      • A Critique on Couches by Jason
        <...
        1 hr 35 min

      About Dialectic

      From the publisher's feed

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

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