Managing Tech Millions

$20K monthly cash flow from a $3M portfolio, here’s how…

September 1, 2026·12 min
Episode Description from the Publisher

Most advisors hand you the same plan. Accumulate for 30 years, then withdraw 4% a year and hope the math holds. I ran that plan through real numbers in this video: the taxes, the sequence risk, the principal you liquidate every year to pay yourself. It's a water tank you drain while praying it rains again.Ultra-wealthy families operate differently. I've sat on both sides of the table, as a GP allocating capital and an LP writing checks, and today my portfolio covers my family's essential expenses without touching the principal.The difference comes down to the job your assets do. They stop accumulating and start operating.I walk you through the framework I use in my own portfolio and in the funds I run: how the assets get selected, how the tax bill shrinks, and what families north of $20M actually hold instead of index funds. Then I put both models side by side.One funds a retirement. The other funds independence.

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