The Tom Dupree Show

The Tom Dupree Show

Investing For Retirement.

Episodes

July 11, 2026 45 mins

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Bull Markets, Investor Hubris, and the Hidden Risks of Annuities

Are you feeling smarter about your investments after years of strong market returns? In this episode of The Financial Hour of The Tom Dupree Show, Tom Dupree and Mike Johnson explore a critical truth that even legendary investors like Benjamin Graham learned the hard way: bull markets can create dangerous overconfidence. For those thinking about retirement or...

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THE TOM DUPREE SHOW  |  PODCAST SHOW NOTES

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That is the trap. And it is compounded right now by something called recency bias — the tendency to assume that what has been happening will keep happening. Markets have gone up for a long time. New IPOs are capturing attention. There is enthusiasm in the air. And enthusiasm breeds complacency. People assume...

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The Hidden Investment Risks Pre-Retirees and Retirees Don’t See Coming: Kentucky Retirement Planning Insights

Are you approaching retirement and concerned about protecting your life savings from market volatility? In this comprehensive episode of the Tom Dupree Show, Kentucky retirement planning advisors Tom Dupree and Mike Johnson explore the multidimensional nature of investment risk and...

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When to Hold...

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Buying a Stock Is Easy. Knowing When to Sell Is Everything.

The Tom Dupree Show  |  Dupree Financial Group  |  dupreefinancial.com  | ...

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June 21, 2026 45 mins

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The Tom Dupree Show  |  Podcast Show Notes

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Where Did My Returns Go? The Cost of Mutual Funds and Annuities

The Tom Dupree Show | Dupree Financial Group | dupreefinancial.com | 859-233-0400


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The AI Build-Out Is Real — And It’s Reshaping How We Invest for Retirement

THE TOM DUPREE SHOW  |  PODCAST SHOW NOTES

The AI Build-Out Is Real — And It’s Reshaping How We Invest for Retirement

The Tom Dupree Show  |  Dupree Financial Group  |  dupr...

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I’m 55 and Behind on Retirement — Here’s What You Can Actually Do About It

The Tom Dupree Show  |  Dupree Financial Group  |  dupreefinancial.com  |  859-233-0400

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Episode  ·  May 30, 2026

What to Do When You Inherit Money: The Rules, the Risks, and the Right Moves

The Tom Dupree Show|Dupree Financial Group|dupreefinancial.com|859-233-0400

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THE TOM DUPREE SHOW  |  PODCAST SHOW NOTES

All-Time Highs and America’s Second Industrial Revolution

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    What to Expect When You Finally Call a Financial Advisor

    The Tom Dupree Show  |  Dupree Financial Group  |  dupreefinancial.com  |  859-233-0400

    Episode Description

    For many people approaching retirement, the thought of calling a financial advisor triggers more anxiety than excitement. Will they judge what I have? Will I be pressured into something ...

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    Reading the Market Through the Fog: AI Momentum, Iran’s Economic Shadow, and What It Means for Your Retirement Portfolio

    The Tom Dupree Show  |  Dupree Financial Group  |  dupreefinancial.com  |  859-233-0400  |  Air Date: May 9, 2026


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    The market rarely moves in one direction for one...

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    Episode: The Tom Dupree Show  |  Host: Tom Dupree  |  Co-host: Mike Johnson


    Episode Summary

    Tom Dupree and Mike Johnson tackle one of the most common misconceptions in retirement planning: that a 401(k) balance is a retirement plan. It isn’t. It’s a savings vehicle — and a very good one — but it was designed to collect money, not distribute...

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    THE TOM DUPREE SHOW  |  PODCAST SHOW NOTES

    What Happens to Your Money When You’re Gone: A Practical Guide to Legacy Planning

    The Tom Dupree Show  |  Dupree Financial Group  |  dupreefinancial.com  |  859-233-0400

    Air Date: April 25, 2026

    Episode Description

    Most people spend decades building their wealth. Far fewer spend even an hour making sure it ends up where they ...

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