$10M Net Worth. $2.5M Cashflow. No Plans to Exit.

Moneywise

Hampton

Business, Entrepreneurship, Investing

4.8 • 674 Ratings

🗓️ 8 July 2025

⏱️ 47 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

127 founders (net worth: ~$1M–$100M+) opened up their personal books. Want to see how your finances stack up? https://www.joinhampton.com/wealth-report

Jay Berard’s never sold a company, but with $2.5M in cashflow and $10M net worth, is he confidence-rich or risk-blind?"

Here’s what we talk about:

His early days: a Craigslist job ad, 100% commission, no safety net… and a one-way ticket from Winnipeg.
Jay’s net worth: ~$10M, mostly liquid, mostly public equities, and why he values his business equity at zero.
He makes ~$2.5M/year in personal cash flow, but keeps fixed expenses surprisingly lean.
Why he turned down acquisition offers and sees more value in control than an exit.
From saving every penny to flying business class to how his spending evolved with his mindset.
Why “rich” should mean more than just money and how he’s redefining wealth on his terms.
What a “big life” really means and the tension between comfort and growth he’s wrestling with today.

Cool Links:

Hampton https://www.joinhampton.com/
Lower Street https://www.lowerstreet.co/

Chapters:

(01:19) Jay's Financial Philosophy

(05:07) Personal Cash Flow and Lifestyle

(06:32) The Concept of Safety Net

(12:50) Early Career Struggles and Successes

(17:48) The Role of Fear and Anxiety in Success

(21:35) Struggling with Consistency

(22:12) Deep Work and Self-Improvement

(25:20) Revenue Journey and Business Growth

(32:19) Balancing Work and Personal Life

(35:49) Defining Success and Living a Big Life

(38:42) Future Goals and Business Aspirations

This podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.

Your Host: Harry Morton

Founder of Lower Street, a podcast production company helping brands launch and grow top-tier podcasts.
Co-parents a cow named Eliza.

Transcript

Click on a timestamp to play from that location

0:00.0	All right, so here's the deal. I just came from our 25-person all-hands meeting with all my staff at Hampton.
0:08.3	Right after the meeting finished, it was now time for me to do ad reads for Moneywise.
0:13.6	Today's sponsor is a company called Oceans. So it's Oceans Talent.com.
0:18.4	And I was given this script to read and I just said, screw it, I'm just going to tell you what just happened.
0:23.7	So at my all hands, that just end, about four of the 25 people there, they were people we found via oceans.
0:31.3	And so offshoring gets a bad rap.
0:34.4	And it gets a bad rap because a lot of people think that the people you hire via offshoreing
0:39.7	firms are low-level talent and do low-level work or they just do stuff that AI is already
0:45.4	replacing.
0:46.3	That is not true at all.
0:48.2	The people who we have who are EAs at our company, they help us with marketing.
0:52.0	They do operations.
0:53.0	And we treat them as fully part of our
0:55.9	team because they are. And I know who they are. And it's just like a regular employee in America.
1:02.4	And what's great about oceans is you can get top talent and finance marketing operations,
1:07.0	basically any role that you're hiring for, for only about $3,000, at least that's the
1:11.6	starting point. And you can get amazing, talented people in like two weeks. One of these
1:16.4	folks who worked for us, I think we've got her in like five days, and she's amazing. We've worked
1:21.4	with her for like a year now. And so if you don't want to burn a lot of cash, but you still want
1:25.9	the best high caliber people and you don't want bloat and you don't want to burn a lot of cash, but you still want the best high caliber people
1:27.6	and you don't want bloat and you don't want fluff at your company,
1:30.5	you guys got to check them out.
	...

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