• Don’t Let This 401(k) Mistake Happen to You | Is This a Good Time to Take a Profit from the Stock Market? | Should You Push Off Social Security and Live Off Other Retirement Accounts?
    Jul 18 2026

    On this episode:

    • She bought her dream house on the beach but may have done it the wrong way.
    • Is the greed factor getting you in this stock market?
    • If you delay Social Security and draw off your 401(k), does the math work?

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    1 hr and 1 min
  • Why Does the Financial Industry Want You to Hate Annuities?
    Jul 14 2026

    What if the biggest reason retirees avoid annuities has nothing to do with the product itself? Greg examines why annuities continue setting sales records while remaining one of the most criticized financial tools. He breaks down the differences between annuities, CDs, and market-based investments, explains the role of guarantees and risk management, and shares his perspective on why parts of the financial industry push back against them. Plus, a look at where annuities may fit within a broader retirement strategy.

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    11 mins
  • The Market Keeps Chasing the Next Big Thing—Should Retirees? | A Financial Advisor's Advice Raised Some Eyebrows | The Biggest Retirement Regrets People Have in Their 60s
    Jul 11 2026

    On this episode:

    • Micron's earnings sparked excitement, but market volatility remains. Greg explains why retirement planning shouldn't depend on stock picking or chasing the next hot investment.
    • From 401(k)s to advisory accounts, fees can quietly drain retirement assets. Greg breaks down the true cost of financial advice and why value matters.
    • An advisor suggested borrowing instead of spending retirement money. Greg examines the math, tax consequences, and why some retirement advice may not serve clients.
    • Delayed dreams, working too long, tax mistakes, and outdated estate plans. Greg shares lessons retirees wish they had learned sooner.

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    51 mins
  • Will You Be Writing Checks to the IRS Even in Retirement? | Buffett Just Went to Cash, Should I Do the Same? | Choosing Your Retirement Planner by How They Get Paid
    Jul 4 2026

    On this episode:

    • Most people believe they will be in a lower tax bracket and will get tax refunds in retirement. That may not be true.
    • Is it time to pull back on your market risk when you retire?
    • Financial advisors get paid in many ways. What is right for you?

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    See omnystudio.com/listener for privacy information.

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    56 mins
  • Has the Financial Industry Been Lying to You?
    Jun 30 2026

    What if everything the financial industry has told you about retirement isn't quite the full story? Headlines insist you need $1.8 million to retire, yet only 3% of retirees actually have that — and 82% say they have enough and are happy. So what's really going on? On this episode, Greg Aler unpacks why the industry leans on fear, inflation talk, and savings targets to keep retirees uncertain and dependent.

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    12 mins
  • A Headline the Financial Industry Is Going to Hate | Should You Have All Your Retirement in a 401(k)? | Retirement Tactics That Have Become Out of Date
    Jun 27 2026

    On this episode:

    • Maybe we don’t all need a million dollars to retire.
    • Are we all leaning too much on our 401(k) money?
    • It worked for mom and dad, why won’t it work for me?

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    52 mins
  • Avoiding Mistakes in the First 5 Years of Retirement | Too Many Assumptions in an IRA-to-Roth Conversion? | How Did This Guy Get Stuck in Probate for 5 Years?
    Jun 23 2026

    On this episode:

    • Many retirement plans fail in the first 5 years of retirement…why?
    • Is an IRA-to-Roth conversion a good move for you? One article says be careful.
    • How one man had to wait 5 years to settle his father’s estate, only to find out about a big tax surprise.

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    48 mins