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

Moneywise

Hampton

Business, Entrepreneurship, Investing

4.8 • 674 Ratings

🗓️ 17 June 2025

⏱️ 45 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

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:

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

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.

Transcript

Click on a timestamp to play from that location

0:00.0	When you have wealth, you need to see all of it in real time across every account, every asset class, anywhere in the world.
0:08.4	That's why I use Kubara. It's the only platform that gives me a complete and real-time view of everything I own.
0:15.5	That means bank accounts, stocks, private investments, crypto, real estate, and even personal assets like art and collectibles.
0:23.6	But it's not just about tracking where I am today. It's about understanding where I'm headed.
0:29.1	Kubera's fast forward feature lets me model out different financial scenarios. So that means market shifts,
0:34.5	liquidity events, major purchases. So I always have a clear picture of what's next.
0:40.1	I depend on Kibera to say on top of my wealth.
0:42.4	And if you want the same clarity, go to kubera.com.
0:45.4	That's K-U-B-E-R-A.com.
0:58.0	Jess Chan says revenue is just the number to stroke your ego.
0:59.8	But she didn't always think like that.
1:03.4	To me, being a real entrepreneur meant certain figures in revenue.
1:05.2	Like before that, it didn't really count.
1:09.6	Year three and four was tearing all of it down.
1:14.4	This moment flipped her thinking on money, happiness, and how entrepreneurship, whether we realize it or not, leans hard on masculine energy, often at the expense of the feminine, which
1:19.6	has changed everything for her.
1:21.0	Once my relationship changes, the business has always succeeded more.
1:24.6	Sneak preview, she's worth about 10 million today, but she spends less than ever.
1:28.6	I'm Harry Morton and this is Money Wise, a podcast not about how to get rich, but about how to use
1:33.4	your wealth to live a happy and fulfilling life, mostly by learning from the mistakes of others.
1:38.9	This is a podcast made for the Hampton community, which is for successful founders currently on
1:43.2	this exact journey.
	...

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