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.