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Stay Wealthy Retirement Podcast

Stay Wealthy Retirement Podcast

By: Taylor Schulte CFP®
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Retirement is too important to leave to guesswork, headlines, or conflicting advice. The Stay Wealthy Retirement Show is an award-winning retirement podcast designed to help you make smarter decisions with your money, reduce taxes, invest wisely, and create a retirement income plan you can trust. Want to avoid overpaying the IRS in retirement? Prepare for the next stock market downturn? Optimize retirement timing? Turn your investments into reliable income without second-guessing every decision? You're in the right place. I'm Taylor Schulte, a Certified Financial Planner™ and retirement tax planning expert. Each week, I simplify the biggest retirement planning questions so you can feel more informed, more confident, and better prepared to "stay wealthy" in retirement. Economics Personal Finance
Episodes
  • Can $5M in T-Bills Safely Fund Your Retirement? (History Says No)
    Jul 16 2026

    Kevin O'Leary says you only need one thing to retire safely:

    $5 million in Treasury bills.

    Not stocks. Not real estate. Just T-bills — and you've "safeguarded your family for life."

    It sounds like the ultimate safe retirement plan.

    But when a recent research article tested this advice against 40 years of market history, the results told a very different story.

    In this episode, I break down the research behind the "T-Bill and Chill" strategy and what it really means for your retirement plan.

    Here's what you'll learn:

    → The two hidden forces working against a portfolio built entirely on "safe" assets

    → What happened to a hypothetical retiree who followed this exact advice

    → Why Kevin O'Leary might still be right... just not for the reason he thinks

    By the end, you'll know exactly what job "safe" money should (and shouldn't) have in your retirement plan.

    ***

    📆 BOOK A CALL WITH OUR TEAM:

    Your retirement involves complex, interconnected decisions—taxes, income, healthcare, estate planning, investments.

    See how they fit together in one coordinated strategy built around your numbers.

    👉 Learn More and Book a Call

    ***

    EPISODE RESOURCES:

    Grab the Episode Show Notes

    Join the Stay Wealthy Retirement Newsletter

    Learn About the Total Retirement System™

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    16 mins
  • Why Great Savers Struggle to Spend (5 Steps to Fix It)
    Jul 9 2026

    Research shows that retirees following traditional withdrawal rules rarely come close to depleting their portfolios.

    In fact, many end up leaving behind balances that are surprisingly large.

    Which raises an important question: why is it so hard to spend the money you spent decades saving?

    Today, I'm revisiting my conversation with Brian Portnoy, Ph.D., CFA to explore the psychology behind the fear of spending and what retirees can do to move through it.

    Longtime listeners will also recognize Brian as the source of a quote I've shared many times on the show, and in this episode, he finally shares the story behind it.

    In this episode, we discuss:

    → Why retirees with healthy, well-funded plans still struggle to spend

    → The flawed logic behind "If I just had $X, I'd finally feel comfortable"

    → 5 steps to overcome the fear of spending, whether retirement is five years away or already here

    → What "funded contentment" means, and why it may be the real difference between being rich and being wealthy

    Because the goal of retirement planning isn't to die with the biggest possible balance... it's to use your money to support a life that feels meaningful to you.

    ***

    📆 BOOK A CALL WITH OUR TEAM:

    Your retirement involves complex, interconnected decisions—taxes, income, healthcare, estate planning, investments.

    See how they fit together in one coordinated strategy built around your numbers.

    👉 Learn More and Book a Call

    ***

    EPISODE RESOURCES:

    Grab the Episode Show Notes

    Join the Stay Wealthy Retirement Newsletter

    Learn About the Total Retirement System™

    Show More Show Less
    35 mins
  • 6 (Counterintuitive) Facts About Retirement, Investing, and Longevity
    Jul 2 2026

    Today, we're stepping away from the spreadsheets, tax strategies, and retirement tactics to have a little fun.

    I'm sharing six facts that challenge conventional wisdom — including one involving a famous gangster and a reminder that taxes touch almost everything.

    A few highlights:

    → The surprising fate of investors who bought the exact top of the dot-com bubble

    → How much a crystal ball that picks winning funds is actually worth

    → What a 50-year backtest reveals about the real role of bonds in your portfolio

    → The one thing the longest-living retirees have that most retirement plans ignore

    By the end, I think you'll feel even more confident in the patient, disciplined, evidence-based approach we talk about so often on this show.

    And, if nothing else, you'll walk away with a few new stats and stories worth sharing the next time markets come up in conversation.

    ***

    📆 BOOK A CALL WITH OUR TEAM:

    Your retirement involves complex, interconnected decisions—taxes, income, healthcare, estate planning, investments.

    See how they fit together in one coordinated strategy built around your numbers.

    👉 Learn More and Book a Call

    ***

    EPISODE RESOURCES:

    Grab the Episode Show Notes

    Join the Stay Wealthy Retirement Newsletter

    Learn About the Total Retirement System™

    Show More Show Less
    21 mins
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