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.