Bonus Edition · September 15, 2026

Spending Without the Fear of Running Out of Money

A bonus edition. You spent decades learning how to save. Almost nobody teaches you how to spend.

The Question Nobody Prepares You For

For decades, we are taught to save: contribute to retirement accounts, invest consistently, avoid unnecessary debt, and allow compounding to do its work. What receives far less attention is what happens when the saving years end.

The paycheck stops. You may have accumulated enough to retire comfortably, yet spending that money can feel surprisingly difficult. After thirty or forty years of building, you are suddenly asked to do the one thing you trained yourself not to do: begin drawing it down.

That creates two very different fears. The first is the one everyone names: how much can I spend without running out of money? The second is asked far less often: am I being so careful that I am failing to enjoy the years I spent decades preparing for?

Both fears are real.

The full edition is on LinkedIn now. It will be published here in full on September 29.

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Jimmy T. Singh is the author of A Life Well Lived: From a Small Village to a Life of Purpose, Success, and Love and The Wealth You Build: A Lifetime of Financial Wisdom. Both are available now in paperback and Kindle.

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