I Sold For $100M And Now I Spend $1M/Year Moneywise podcast

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

22h ago 47:25

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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 Don 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)

44 episodes