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Ali Katz's Great Wealth Transfer · Aug 5, 2026

Family Wealth Manager: The Boom-Bust Rule Every Investor Ignores | Keith Alpert

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Ali Katz · Ali Katz's Great Wealth Transfer

Keith Alpert spent most of his life with almost no view into his family's wealth — until a single conversation turned him into the full-time steward of his father's estate. Six years, and one $100 trillion generational wealth transfer later, Keith opens up about what it actually takes to manage a family fortune: the week-long inventory that started it all, the "gold digger" email that blew up trust in his own family, and the exact conversation he now recommends every adult child have with their parents before it's too late.

In this episode, you'll learn:

  • Why the first real step toward family wealth stewardship is a full inventory, not a will — and what happens if you skip it

  • How to open the estate-planning conversation with your parents without it reading as "what's in it for me"

  • The real story of a "caring" email that got read as greed — and cost a family its trust

  • Why "he wanted to create family security" is a stronger reason to plan than fear of dying

  • How to raise financially capable adult kids without doing the work for them

  • The "bucket" system for managing cash and investments across three generations at once

  • Why timing the market matters less than knowing your own risk tolerance and time horizon

Guest — Keith Alpert

Instagram — @rockinout68: https://www.instagram.com/rockinout68/

LinkedIn — /in/keithalpert: https://www.linkedin.com/in/keithalpert/

More From Ali Katz

Instagram — @thealikatz: https://www.instagram.com/thealikatz

Facebook — The Ali Katz: https://www.facebook.com/TheAliKatz/

LinkedIn — /in/thealikatz: https://www.linkedin.com/in/thealikatz/

Website: https://alikatz.com/

Free Resource: Get my Inheritance Guide — practical guides on what's actually transferring, and how to talk about it: https://www.alikatz.com

Join Ali Katz's free estate planning masterclass to learn essential strategies for protecting your assets and ensuring your family's future: https://personalfamilylawyer.com/masterclass

Read the original on greatwealthtransfer.substack.com

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