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

Moneywise

Hampton

Business, Entrepreneurship, Investing

4.8 • 674 Ratings

🗓️ 11 March 2025

⏱️ 48 minutes

🔗️ Recording | iTunes | RSS

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Summary

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)

Transcript

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0:00.0	I sold it for 100, 100 million.
0:03.3	My spending is over a million dollars a year.
0:06.9	I didn't know where I belonged.
0:08.2	I constantly searched for it.
0:09.9	It's like a traumatic first 10 years of life.
0:12.9	It seems like you believe that you are not a one-hit wonder
0:15.7	and that you can make it again.
0:17.1	Fuck yeah, dude.
0:21.7	I'm Sam Parr, and this is MoneyWise, the only show on the internet where we get high net worth people to break down their monthly income, their expenses, their asset allocation, and everything about the personal finances.
0:34.7	I had the idea for this show because I run this thing called Hampton.
0:38.1	It's a community for founders and CEOs and people who generally have a really high net worth.
0:43.1	And I was seeing all types of private conversations about money. And I thought this should be
0:47.9	public. This should be a show. This should be money wise. And so if you want to be part of these
0:52.1	conversations, conversations that happen amongst people who run businesses that are doing tens or hundreds of millions of dollars a year in revenue,
0:58.3	check out Hampton. Joinhampton.com. But until you join or until you get there, you have this podcast.
1:04.2	You have Money Wise. And today's episode is with Don Burger. Don started and then sold his company
1:10.0	for over $100 million. Now, on this podcast,
1:13.8	we have a ton of people who say that they want to die with zero, meaning they want to spend
1:18.5	or donate all their money before they die. I hear it a lot, but Don is a guy who I actually believe.
1:25.0	I actually believe he's going to die with zero. And in this podcast, we're going to dive deep
1:28.9	and we're going to figure out why.
1:30.7	Also, if you're someone who has started and sold a company
	...

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