In this episode of the Smart Wealth & Retirement Podcast, financial advisors and retirement planners Jim Martin & Casey Bibb challenge the idea that Roth IRAs are always the best solution. While Roth accounts offer incredible benefits like tax-free growth and no required minimum distributions, they also come with risks and timing issues that can derail your retirement plan.

Jim and Casey share real-life examples, including a client who paid unnecessary taxes after converting too much too fast. Together, they unpack situations where a Roth may not make sense — such as when future tax rates are lower, when you don’t have cash to cover conversion taxes, or when healthcare and Medicare surcharges come into play.

Listeners will walk away with a deeper understanding of how to evaluate Roth conversions and contributions strategically — as part of a broader financial plan, not just because “everyone’s doing it.”

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⏱️ Episode Breakdown

00:00 – Introduction: The other side of the Roth story

00:55 – Client Story: Mr. Reynolds’ $500,000 Roth conversion gone wrong

04:30 – The Importance of Tax Timing and why conversions should be done gradually

06:18 – Reason #1: Expecting lower taxes in retirement — when a Roth may not make sense

08:40 – Reason #2: You don’t have extra cash to pay conversion taxes

10:52 – Reason #3: Roth conversions can impact Medicare and Social Security taxes (IRMAA)

13:24 – Reason #4: You may not have enough time for the Roth to pay off

15:46 – Reason #5: Charitable giving — why Roths don’t help charities or QCDs

18:05 – Reason #6: If you’re child-free, legacy benefits may not apply

20:40 – Reason #7: High-income earners may not benefit from Roth contributions

23:16 – Reason #8: Already diversified with tax-free income sources (munis, life insurance, Roth 401k)

26:00 – Final Thoughts: It’s not about following trends — it’s about personalized planning

27:55 – Q&A:

 • Should you convert a little each year or all at once?

 • What if tax rates go up later — will I regret not converting?

30:50 – Closing Thoughts: Use math, not emotion, when making conversion decisions

32:00 – Wrap-Up & Disclosures: Visit martinwealth.com for more information

⚠️ Disclaimer

Opinions expressed herein are solely those of Martin Wealth Solutions, unless otherwise specifically cited. Material presented is believed to be from reliable sources, but no representations are made by our firm as to another party’s informational accuracy or completeness. Content provided herein is for informational purposes only and should not be used or construed as investment advice or a recommendation regarding the purchase or sale of any security.

There is no guarantee that any statements, opinions, or forecasts provided herein will prove to be correct. All information or ideas provided should be discussed in detail with an advisor, accountant, or legal counsel prior to implementation. Past performance may not be indicative of future results. Investing involves risk, including the potential for loss of principal. There is no assurance that any investment plan or strategy will be successful.