Dialectic

29: Billy Oppenheimer - Attuned to Clues


Listen Later

Billy 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 from Rick Rubin. He shares the story Rick told him when he learned and adopted this language, which is so representative of how Billy (and I!) research in our work.

From there, we talk about Billy's robust research process and how he has created an external brain of the ideas and patterns that inspire him rather than relying on memory. We also talk about the importance of time as a filter and a series of maxims that underpin his work and creativity. We discuss the importance of inputs over outputs and his big idea and book title, "The Work is the Win," as well many related ideas on success, complacency, compounding, standards, initiative, local maximums, and more. We finish with some lessons from Billy's favorite people.

This conversation is a field guide for making things, pushing through the messiness of progress, and attuning yourself to the richness of the world that often takes the shape of clues.

Full transcript and all links: https://dialectic.fm/billy-oppenheimer

Timestamps:

  • 0:00 - Intro
  • 1:20 - Looking for Clues with Rick Rubin
  • 17:42 - Billy's Own Clue-Seeking
  • 24:26 - Balancing Listening to the Market and Finding Unique Influences
  • 31:17 - Memory, Notecards, and Billy's External Brain
  • 37:13 - Making Notes for an Ignorant Stranger, or Leaving Clues for Your Future Self
  • 45:09 - Lingering and Time as a Filter
  • 52:51 - Billy's Book and Big Idea: "The Work is the Win"
  • 1:00:07 - Be Great Regardless
  • 1:04:31 - Following Up Even When Your Abilities and Standards Don't Match
  • 1:10:10 - Fending Off the Wolf at the Door
  • 1:15:55 - Unfolding and Planting Seeds
  • 1:18:17 - Taking Initiative and Opening Doors: "He Who Hesitates is Lost"
  • 1:24:58 - Stupid Bravery and Getting Past the Sewage
  • 1:30:16 - Local Maximums and Resisting Personal "Folklore"
  • 1:36:14 - Some of Billy's Favorites: Ryan Holiday, Rick Rubin, Steve Jobs, John Mayer, Greta Gerwig, Jerry Seinfeld, Ralph Waldo Emerson
  • 1:56:45 - Side Quests
  • 2:02:26 - "I Know What We Do Here" and Creative Environments
  • 2:05:28 - Bringing Familiar and Unfamiliar Together
  • 2:09:26 - Mastery and Compounding
  • 2:12:44 - The Real Life of Appearances
  • 2:15:43 - "Ton-goo-ey" and The Gifts We Give Ourselves
  • Links:

    • ‎McCartney 3, 2, 1 (2021)
    • The Way of the Tracker: The Path of “not this” - Boyd Varty
    • Eddie Murphy Is Tracy Morgan's Favorite | Comedians In Cars Getting Coff...
    • ...more
      View all episodesView all episodes
      Download on the App Store

      DialecticBy Jackson Dahl

      • 5
      • 5
      • 5
      • 5
      • 5

      5

      27 ratings


      More shows like Dialectic

      View all
      The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

      The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

      533 Listeners

      The Knowledge Project by Shane Parrish

      The Knowledge Project

      2,704 Listeners

      Conversations with Tyler by Mercatus Center at George Mason University

      Conversations with Tyler

      2,456 Listeners

      The a16z Show by Andreessen Horowitz

      The a16z Show

      1,095 Listeners

      Invest Like the Best with Patrick O'Shaughnessy by Colossus | Investing & Business Podcasts

      Invest Like the Best with Patrick O'Shaughnessy

      2,343 Listeners

      Founders by David Senra

      Founders

      2,186 Listeners

      Dwarkesh Podcast by Dwarkesh Patel

      Dwarkesh Podcast

      535 Listeners

      No Priors: Artificial Intelligence | Technology | Startups by Conviction

      No Priors: Artificial Intelligence | Technology | Startups

      140 Listeners

      Latent Space: The AI Engineer Podcast by swyx + Alessio

      Latent Space: The AI Engineer Podcast

      99 Listeners

      "Econ 102" with Noah Smith and Erik Torenberg by Turpentine

      "Econ 102" with Noah Smith and Erik Torenberg

      158 Listeners

      How I Write by David Perell

      How I Write

      88 Listeners

      BG2Pod with Brad Gerstner and Bill Gurley by BG2Pod

      BG2Pod with Brad Gerstner and Bill Gurley

      468 Listeners

      TBPN by John Coogan & Jordi Hays

      TBPN

      125 Listeners

      Uncapped with Jack Altman by Alt Capital

      Uncapped with Jack Altman

      42 Listeners

      David Senra by Scicomm Media

      David Senra

      217 Listeners