The Retirement Navigator

Episode 17: 61 and Counting: The Retirement Generation, The Deadline, and The Formula (#freedom)

• Kwame Kuadey

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What happens when an entire generation grows up right as pensions disappear, 401(k)s get introduced with little guidance, and nobody bothers explaining the difference? In this episode, Kwame speaks with Jana, a longtime financial journalist and co-author of *Retirement Bites: A Gen X Guide to Securing Your Financial Future*, about why personal finance often isn't as personal as it feels — and what that means for anyone preparing for retirement today.

This conversation covers real, practical numbers: how much you should have saved by 50, 60, and 67, how to assess what you actually have versus what you'll need, and why so many people in their 50s and 60s quietly feel behind without ever running the real math. Jana also breaks down the "great wealth transfer," why Medicare doesn't cover long-term care, and the often-overlooked financial and emotional weight of caring for aging parents while still supporting your own children.

This episode matters because retirement planning isn't only about individual choices — larger economic forces, policy decisions, and timing all play a real role. Understanding where you stand, and having honest conversations with family before a crisis hits, can make a meaningful difference in how prepared you feel.


Key Topics Covered

- Simple savings benchmarks by age (50, 60, 67) to gauge where you stand
- How to calculate what you'll actually need in retirement using your income and Social Security estimate
- Why Medicare does not cover long-term care, and what options exist instead
- The "5-year lookback rule" for Medicaid and why early planning matters
- How to start honest financial conversations with aging parents before a crisis hits
- Why paying off debt, especially credit card debt, should be a top early priority
- How health changes in your 40s and 50s can meaningfully affect your finances later


Who This Episode Is For

This episode is for Gen Xers approaching retirement, as well as anyone in the "sandwich generation" juggling financial responsibility for both their children and their aging parents. It's also valuable for retirees and near-retirees who want a clear, simple way to assess their own readiness.


Why This Matters Now

As more people live longer and pensions become increasingly rare, understanding your own numbers — and having early conversations with family about long-term care — has become more important than ever. Small, proactive steps taken now can meaningfully ease financial and emotional stress later.


Resources Mentioned

- Retirement Bites: A Gen X Guide to Securing Your Financial Future by Jana and Kerry Hannon

Hardcover:
https://www.amazon.com/Retirement-Bites-Securing-Financial-Future/dp/154170584X

Kindle Edition:
https://www.amazon.com/Retirement-Bites-Securing-Financial-Future-ebook/dp/B0DS9YTGVJ

- Social Security's online benefits estimator (ssa.gov)

- AARP and Vanguard retirement calculators


Guest Bio

Janna Herron is an award-winning journalist with two decades of experience covering personal finance, retirement, taxes, real estate, and economics. She previously served as Senior Columnist and on-air expert at Yahoo Finance, where she covered the forces shaping financial security and wealth-building, and has held roles at major outlets including USA TODAY, Bankrate, and The Associated Press.

Known for turning complex financial and economic issues into practical, easy-to-understand guidance, Janna helps everyday people make better decisions with the money they have. She is the co-author, with Kerry Hannon, of Retirement Bites: A Gen X Guide to Securing Your Financial Future (2025), a book born from her reporting on a generation caught between pensions and do-it-yourself retirement planning — with little guidance on how to bridge the gap.

Connect with Janna Herron:
linkedin.com/in/janna-herron-40316814


If this episode helped you think differently about your own retirement timeline, or gave you a starting point for a conversation with your parents or siblings, we'd love for you to subscribe and share it with someone who might find it helpful. Understanding where you stand today is one of the most valuable steps you can take for your future.

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