• I Sold for $100M and Now I Spend $1M/Year

  • Mar 11 2025
  • Duración: 48 m
  • Podcast

I Sold for $100M and Now I Spend $1M/Year

  • Resumen

  • This podcast is a ridiculous concept: high-net-worth people reveal their personal finances.


    Inspired by real conversations happening in the Hampton community.


    If you're a founder doing at least $3M/year in sales, check out Hampton: https://www.joinhampton.com/.



    Dan Berger sold his company Social Tables for $100 million in 2018. But his net worth today hasn’t moved at all. Why?


    Here's what we talk about:


    • How Dan went from bootstrapping websites to an eight-figure exit
    • Why his net worth hasn’t grown in seven years (and he’s totally fine with that)
    • His biggest post-exit financial mistakes: angel investing, dumb NFTs, and a $7.5M NYC apartment
    • The hidden struggles of founders post-exit—why selling doesn’t solve your problems
    • How Dan’s early-life struggles led to a lifelong search for belonging
    • What entrepreneurs get wrong about identity, success, and relationships
    • His perspective on the Die With Zero philosophy—and how he’s ACTUALLY living by it.
    • How he rebuilt his sense of purpose


    Your Hosts:


    Sam Parr

    • Founder of Hampton, a private community for CEOs.
    • Sold his last company, The Hustle, for tens of millions.
    • Big fan of first-class flights (unlike Dan).


    Harry Morton

    • Founded and runs Lower Street, the leading branded podcast production service in the world.
    • Hampton Member.


    Cool Links:

    • Hampton – Join the Founder Community https://www.joinhampton.com/
    • Lower Street – Podcast Production https://www.lowerstreet.co/
    • The Quest by Dan Berger – A book on belonging and identity. https://www.belongingquest.com/
    • Die With Zero by Bill Perkins – The book that inspired Dan’s financial philosophy. https://www.diewithzerobook.com/welcome


    Chapters:

    Meet Dan Berger: The $100 Million Exit (01:08)

    The Journey of Social Tables (01:49)

    Life After the Big Sale (03:47)

    Financial Transparency and Mistakes (08:10)

    Living the Die With Zero Philosophy (18:01)

    Rediscovering Success (22:39)

    Financial Insights: Investments and Income Sources (23:40)

    The Belonging Crisis: A Personal Journey (24:21)

    Adoption, Abandonment, and Immigration: Early Life Struggles (24:45)

    Building Belonging: From Company Culture to Personal Connections (26:02)

    Addiction and Recovery: A Path to Belonging (30:01)

    Men in Crisis: Addressing Modern Masculinity (36:58)

    Post-Exit Reflections: Investing and Finding Purpose (40:51)

    Creating Community: The Birth of Hampton (45:44)

    Más Menos
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