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.
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