Episodes

  • Why Market Recoveries Still Feel Risky Near Retirement
    May 1 2026

    Market rebounds don’t always bring peace of mind—especially when retirement is getting close. In this episode, Tim Wood explains why inflation, volatility, and fear are causing many Americans to delay retirement, even after markets recover. The conversation breaks down the emotional and financial risks of staying fully exposed to the market, why rebalancing means more than just shifting investments, and how guaranteed income planning can change the way retirees think about risk. Tim also addresses healthcare costs, hardship withdrawals, and common mistakes that can quietly derail retirement without proper planning.

    Join Certified Financial Fiduciary®, Retirement Income Certified Professional®, and bestselling author Tim Wood each week to discuss protecting your retirement dollars, guaranteeing your lifetime income, wisely planning for taxes, and more. Visit us online at www.SafeMoneyRetirement.com for more information, to join us for this week's webinar, or to get a FREE copy of Tim's bestselling book.

    Safe Money Retirement® - Insuring Your Retirement Dreams

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    31 mins
  • The Retirement Tax Surprises Too Many People Miss
    Apr 24 2026

    Taxes don’t end when work paychecks stop—they often get more complicated in retirement. In this episode, Tim Wood breaks down why unexpected taxes, required minimum distributions, and Medicare surcharges can catch retirees off guard without proactive planning. The discussion covers retirement tax planning basics, Roth conversions, Social Security timing, and how annuities can fit into an overall income strategy when used with intention. Tim also explains why understanding the purpose of your money matters more than getting lost in fine print, and how simplifying complex decisions can ease stress as retirement approaches.

    Join Certified Financial Fiduciary®, Retirement Income Certified Professional®, and bestselling author Tim Wood each week to discuss protecting your retirement dollars, guaranteeing your lifetime income, wisely planning for taxes, and more. Visit us online at www.SafeMoneyRetirement.com for more information, to join us for this week's webinar, or to get a FREE copy of Tim's bestselling book.

    Safe Money Retirement® - Insuring Your Retirement Dreams

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    31 mins
  • Why Procrastinating on Retirement Planning Gets Expensive
    Apr 17 2026

    One bad market swing early in retirement can undo decades of saving. In this episode, Tim Wood explains why sequence‑of‑returns risk, poor diversification, and procrastination are some of the most expensive mistakes retirees make. Using real‑world examples, including his own family’s experience, Tim breaks down the critical shift from growth to protection as retirement approaches. The conversation also explores how often portfolios should be reviewed, why “diversified” doesn’t always mean safe, and the hidden cost of waiting too long to put a true retirement plan in place.

    Join Certified Financial Fiduciary®, Retirement Income Certified Professional®, and bestselling author Tim Wood each week to discuss protecting your retirement dollars, guaranteeing your lifetime income, wisely planning for taxes, and more. Visit us online at www.SafeMoneyRetirement.com for more information, to join us for this week's webinar, or to get a FREE copy of Tim's bestselling book.

    Safe Money Retirement® - Insuring Your Retirement Dreams

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    35 mins
  • FOMO, YOLO, or JOMO: Choosing a Smarter Retirement Mindset
    Apr 10 2026

    Trying to guess whether markets have hit bottom can create more stress than clarity in retirement. In this episode, Tim Wood explains why relying on headlines, timing calls, or acquisition‑focused thinking can undermine retirement confidence. The discussion explores shifting from growth to income, managing inflation and longevity risk, and avoiding the pressure of having everything tied to market performance. Tim also unpacks FOMO, YOLO, and JOMO mindsets—and why enjoying retirement requires a plan that reduces uncertainty rather than chasing the next market move.

    Join Certified Financial Fiduciary®, Retirement Income Certified Professional®, and bestselling author Tim Wood each week to discuss protecting your retirement dollars, guaranteeing your lifetime income, wisely planning for taxes, and more. Visit us online at www.SafeMoneyRetirement.com for more information, to join us for this week's webinar, or to get a FREE copy of Tim's bestselling book.

    Safe Money Retirement® - Insuring Your Retirement Dreams

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    29 mins
  • Why Retirement Shouldn’t Feel Like Game‑Day Pressure
    Apr 3 2026

    Retirement shouldn’t feel like the final minutes of a championship game. In this episode, Tim Wood explains why market pressure, inflation, longevity risk, and emotional decisions can make retirement unnecessarily stressful—and how planning can help reduce that pressure. The conversation covers guaranteed income, managing market exposure, avoiding the trap of underliving retirement, and making thoughtful decisions after an inheritance. Tim also shares why confidence to spend, intentional pacing, and separating emotion from strategy matter more than chasing returns once paychecks stop.

    Join Certified Financial Fiduciary®, Retirement Income Certified Professional®, and bestselling author Tim Wood each week to discuss protecting your retirement dollars, guaranteeing your lifetime income, wisely planning for taxes, and more. Visit us online at www.SafeMoneyRetirement.com for more information, to join us for this week's webinar, or to get a FREE copy of Tim's bestselling book.

    Safe Money Retirement® - Insuring Your Retirement Dreams

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    29 mins
  • Do You Know Your Bracket Better Than Your Retirement Plan?
    Mar 27 2026

    If you know more about your March Madness bracket than your retirement plan, you’re not alone—and that disconnect can matter. In this episode, Tim Wood explains why retirement planning has to go beyond spreadsheets and generic labels to reflect real life, real goals, and real risks. The conversation explores common blind spots like unmanaged risk, tax inefficiency, income planning gaps, and long‑term care concerns. Tim also shares why treating retirement like a product instead of a personal game plan often leads to costly surprises later on.

    Join Certified Financial Fiduciary®, Retirement Income Certified Professional®, and bestselling author Tim Wood each week to discuss protecting your retirement dollars, guaranteeing your lifetime income, wisely planning for taxes, and more. Visit us online at www.SafeMoneyRetirement.com for more information, to join us for this week's webinar, or to get a FREE copy of Tim's bestselling book.

    Safe Money Retirement® - Insuring Your Retirement Dreams

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    26 mins
  • Why Timing Matters More Than Taxes Alone
    Mar 20 2026

    The wrong tax move at the wrong time can quietly reshape retirement. In this episode, Tim Wood breaks down when Roth conversions make sense, why timing matters more than rules of thumb, and how partial conversions can offer flexibility as tax brackets shift. The conversation also explores common retirement blind spots—guessing instead of planning, spending too much too early, overlooking healthcare costs, and assuming you’ll always be able to work. Tim explains why focusing on income first helps retirees navigate inflation, market volatility, and long‑term uncertainty with greater clarity.

    Join Certified Financial Fiduciary®, Retirement Income Certified Professional®, and bestselling author Tim Wood each week to discuss protecting your retirement dollars, guaranteeing your lifetime income, wisely planning for taxes, and more. Visit us online at www.SafeMoneyRetirement.com for more information, to join us for this week's webinar, or to get a FREE copy of Tim's bestselling book.

    Safe Money Retirement® - Insuring Your Retirement Dreams

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    29 mins
  • The Hidden Risks Lurking in the Retirement Red Zone
    Mar 16 2026

    That million‑dollar nest egg may not be entirely yours once taxes, timing, and healthcare enter the picture. In this episode, Tim Wood explains why “paper wealth” can quickly turn into a surprise tax problem, especially after selling a business, home, or large investment. The discussion covers proactive tax planning, the risks of the retirement red zone, and why sequence‑of‑returns and long‑term care planning are often overlooked until it’s too late. Tim also shares real client stories that highlight how planning early can reduce uncertainty and avoid costly missteps later.

    Join Certified Financial Fiduciary®, Retirement Income Certified Professional®, and bestselling author Tim Wood each week to discuss protecting your retirement dollars, guaranteeing your lifetime income, wisely planning for taxes, and more. Visit us online at www.SafeMoneyRetirement.com for more information, to join us for this week's webinar, or to get a FREE copy of Tim's bestselling book.

    Safe Money Retirement® - Insuring Your Retirement Dreams

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    27 mins