Dialectic

39: Andrew Reed - Don't Flinch


Listen Later

Full transcript and links: https://dialectic.fm/andrew-reed.

Andrew Reed (X, Website, Sequoia) is a growth investor at Sequoia Capital, where he has invested in companies including Robinhood, Figma, Klarna, Phantom, Vanta, and ElevenLabs. He is quietly one of the best growth investors of his generation.

We begin with how Andrew's competitiveness and humanity coexist—the twin brother rivalry, the football player who also did musicals, the Goldman analyst who came to value people over spreadsheets. He also shares how an early lack of confidence helped him become a great observer of people and situations.

We talk through his approach to investing: why spreadsheets are “always wrong” in one direction, how he underwriters revenue growth, and what he sees in the world-beaters he invests in. We discuss several of his most formative investments—Robinhood as a 27-year-old’s first check, and again during the first week of COVID; Figma at a price people thought was insane; and a 14-second conviction on Vanta’s—and what each taught him about conviction, timing, and not flinching.

Andrew shares his perspective on serving as a board member, knowing when to double down, closing deals, and how craft can be a commercial input. We also talk extensively about Sequoia Capital and its legendary leaders, from Don Valentine, to Doug Leone and Mike Moritz, to newly-appointed Co-Steward Pat Grady. Andrew reflects on what it means to apprentice at an institution where greatness is the expectation and the champagne toast lasts five minutes.

I hope this conversation inspires you to show up ready for the day you don't expect, to rise to the stakes rather than shrink from them, and to move through your life and work a little more lightly.

-

Dialectic is presented by Notion. Notion is an AI-powered connected workspace where teams build their best work. Notion is also where I compile research for episodes and the home of this site where you can find all links and transcripts. My “What are You Building This Year feature with Notion on Instagram.

-

Timestamps

  • (0:00) - Opening Highlights
  • (2:02) - Intro: Andrew Reed
  • (3:50) - Thanks to Notion
  • (5:23) - Start: Humanity, Spotting Weird, and Competitiveness
  • (19:07) - Investing & Great Founders
  • (37:53) - Andrew's Style, Pat Grady, and Continuous Learning
  • (47:31) - Doubling Down and Not Flinching
  • (56:09) - Empathy on Boards, Learning the Real Business, "Expensive" Prices, and Selling
  • (1:07:18) - Managing Ego and Becoming a Leader
  • (1:14:08) - Craft as a Commercial Input, Knowing vs. Feeling, Preparing for Big Days, Becoming a Great Closer
  • (1:28:39) - Sequoia Capital
  • (1:38:57) - Don Valentine, Mike Moritz, and Doug Leone
  • (1:51:29) - Closing Questions
  • (1:59:08) - Thanks Again to Notion
  • ...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

    542 Listeners

    The Knowledge Project by Shane Parrish

    The Knowledge Project

    2,679 Listeners

    Conversations with Tyler by Mercatus Center at George Mason University

    Conversations with Tyler

    2,457 Listeners

    The a16z Show by Andreessen Horowitz

    The a16z Show

    1,096 Listeners

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

    Invest Like the Best with Patrick O'Shaughnessy

    2,335 Listeners

    Founders by David Senra

    Founders

    2,185 Listeners

    Dwarkesh Podcast by Dwarkesh Patel

    Dwarkesh Podcast

    561 Listeners

    No Priors: Artificial Intelligence | Technology | Startups by Conviction

    No Priors: Artificial Intelligence | Technology | Startups

    141 Listeners

    Latent Space: The AI Engineer Podcast by Latent.Space

    Latent Space: The AI Engineer Podcast

    100 Listeners

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

    "Econ 102" with Noah Smith and Erik Torenberg

    154 Listeners

    How I Write by David Perell

    How I Write

    8 Listeners

    BG2Pod with Brad Gerstner and Bill Gurley by BG2Pod

    BG2Pod with Brad Gerstner and Bill Gurley

    459 Listeners

    TBPN by John Coogan & Jordi Hays

    TBPN

    140 Listeners

    Uncapped with Jack Altman by Alt Capital

    Uncapped with Jack Altman

    41 Listeners

    David Senra by Scicomm Media

    David Senra

    230 Listeners