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Ali Katz's Great Wealth Transfer · Jul 29, 2026

I Had Million Dollar Businesses and Still Felt Broke | Ali Katz

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Ali Katz · Ali Katz's Great Wealth Transfer

$124 trillion is moving from one generation to the next — and if you think that's a billionaire problem, think again.

In this solo episode, Ali Katz breaks down money dysmorphia: the distorted relationship with wealth that keeps people feeling broke no matter how much they make. She shares her own story of feeling broke while earning $165,000 a year as a lawyer — and again while running $2 million businesses — and explains why $1–$30 million in family wealth counts as rich, even when it doesn't feel that way.

Ali also gets practical, walking through why most people never take real ownership of their finances (like her mother asking a male teacher to invest her retirement account, or Ali herself blindly picking a 401(k) option at 28), and why $70 billion currently sits unclaimed in state coffers because families never find out what their loved ones had.

In this episode:

  • What money dysmorphia is, and why it keeps you feeling "not rich enough"

  • Why $1–$30 million in wealth counts as rich

  • How to treat your finances like your own family office

  • What happens if you never take real ownership of your money

  • Why "eyes squeezed shut" financial decisions cost you more than you think

  • How to reframe estate planning as a rite of passage into adulthood

Free Resource: Get my Inheritance Guide — practical guides on what's actually transferring, and how to talk about it: https://www.alikatz.com "I'm making $165,000 a year and I still felt broke." — Ali Katz "If we have money dysmorphia, no matter how much we have, we're never going to feel rich." — Ali Katz

Follow and subscribe to get notified of every new episode, and share this one with someone you love — someone who needs to hear this too.

Connect with Ali Katz: Instagram: https://www.instagram.com/thealikatz Facebook: https://www.facebook.com/TheAliKatz/ LinkedIn: https://www.linkedin.com/in/thealikatz/ Website: https://alikatz.com/

Read the original on greatwealthtransfer.substack.com

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