DiscoverMoneywiseI Let Go of the Hustle. Embraced Feminine Leadership. Built $10M.
I Let Go of the Hustle. Embraced Feminine Leadership. Built $10M.

I Let Go of the Hustle. Embraced Feminine Leadership. Built $10M.

Update: 2025-06-17
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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


Jess Chan scaled to 7 figures fast, then tore it all down. Today, she’s worth ~$10M, spends less than ever, and says profit > revenue every time.


Here’s what we talk about:

  • Jess hit $40K/month as a freelancer, then walked away to build her agency, Longplay.
  • Why chasing $1M in revenue nearly burned her out, and what she did to rebuild.
  • The shift from ego-driven growth to sustainable, profitable business.
  • How embracing feminine leadership transformed her company and her life.
  • Her net worth is ~$10M, but her monthly spend has dropped to ~$6K.
  • The underrated skill: learning how to spend money well.
  • Why contentment and ambition can coexist and how chasing more can actually cost you.
  • Jess’s financial setup: super simple. Mostly ETFs. Barely checks it.

Cool Links:


Chapters:
(00:00 ) Introduction to Jess Chan's Journey
(00:58 ) Early Revenue Chase and Freelancing
(02:03 ) Building and Scaling Long Play
(02:55 ) Challenges and Burnout
(04:42 ) Rebuilding and Stabilizing
(06:14 ) Shifting Focus from Revenue to Profit
(08:20 ) Embracing Feminine Leadership
(15:03 ) Redefining Wealth and Success
(19:37 ) Breaking Free from Business Metrics
(20:21 ) Childhood Reflections and Entrepreneurial Drive
(22:09 ) The Unexpected Path to Entrepreneurship
(27:41 ) Transparency in Financial Success
(31:57 ) Personal Finance and Contentment
(37:00 ) Balancing Ambition and Contentment

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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I Let Go of the Hustle. Embraced Feminine Leadership. Built $10M.

I Let Go of the Hustle. Embraced Feminine Leadership. Built $10M.

Hampton