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Roth Conversions After 60

Roth Conversions After 60: When They Make Sense—and When They Don’t

Posted On September 10, 2025 By Scott Stratton, CFP(R), CFA In Financial Planning, Tax Strategies /  

For baby boomers and pre-retirees with $500,000 to $5 million in investable assets who want a fiduciary advisor they can work with remotely.

Roth conversions after age 60 can be a powerful tax-planning tool when used thoughtfully, but they are not automatically the best choice for every retiree. Whether a conversion makes sense depends on your current tax situation, future tax expectations, Social Security timing, Medicare implications, and retirement income goals.


What Is a Roth Conversion?

A Roth conversion moves money from a Traditional IRA or 401(k) into a Roth IRA by paying taxes now so that future growth and withdrawals are tax-free.
Traditional accounts grow tax-deferred and are taxed as ordinary income when withdrawn. In contrast, once assets are in a Roth IRA, they grow and can be withdrawn tax-free for life.


When Do Roth Conversions Make Sense?

Roth conversions generally make sense when you expect your current tax rate to be lower than your future tax rate or when tax diversification enhances your retirement plan.

Lower Tax Rates Now vs. Later

Converting in years when your income is relatively low — for example, after retiring but before taking Social Security — can result in paying less tax upfront.

Avoiding or Reducing Future RMDs

Roth IRAs do not have lifetime required minimum distributions (RMDs), unlike Traditional IRAs. Converting to a Roth can reduce future RMDs — here’s how to manage required minimum distributions.

Tax Diversification and Estate Planning

Having Roth assets provides flexibility in retirement withdrawals and can reduce the tax drag that comes with RMDs, while also offering a tax-free legacy to heirs.

Conversions in Lower-Value Markets

Converting during a market downturn means you pay tax on a lower base and allow the Roth portion to grow tax-free when the market recovers.

Roth conversions rarely make sense in isolation. They should be evaluated as part of a broader tax planning for retirees strategy that coordinates income, Medicare premiums, and future Required Minimum Distributions.


When Roth Conversions May Not Make Sense

Roth conversions are not always beneficial — especially if they trigger higher taxes or costly side effects.

Higher Current Tax Brackets

If converting pushes you into a much higher marginal tax bracket, the immediate tax cost may outweigh long-term tax benefits. For example, are you subject to the 3.8% Medicare Surtax?

Medicare IRMAA Impacts

Roth conversions increase MAGI and can affect Medicare premiums — learn how to reduce IRMAA.

Social Security Tax Interactions

Higher income from conversions may increase the taxable portion of Social Security benefits or affect tax bracket thresholds.

Charitable Goals or QCDs

If a large portion of your IRA assets will go to charity, converting may not be advantageous. Qualified Charitable Distributions (QCDs) can achieve similar goals without paying tax.

Low Future Tax Expectations

If your future tax rates will be lower — due to relocation to a no-tax state or anticipated lower income — conversions may have less value.


How to Evaluate a Roth Conversion

Proper evaluation requires side-by-side tax scenario analysis over your expected retirement horizon.

  1. Project current vs. future tax rates
  2. Consider Medicare, Social Security, and IRMAA effects
  3. Estimate the timing and size of RMDs
  4. Model multi-year conversion strategies
  5. Analyze impacts on estate planning and legacy goals

This type of analysis is best done with planning tools or with a fiduciary who runs these scenarios as part of a comprehensive plan.


What Many Advisers Miss

Conversions cannot fix every retirement issue. They are just one lever in a broader strategy that includes:

  • Timing Social Security benefits can affect your conversion strategy.
  • Managing RMDs intelligently
  • Balancing taxable, tax-deferred, and tax-free buckets
  • Integrating Roth decisions with your overall retirement income plan
  • If you are under 65, ACA income planning affects conversion decisions.

If you want a full set of questions to assess an advisor’s process — including how they approach tax strategies like conversions — check out our guide: Questions to Ask a Financial Advisor.


Realistic Examples (High Level)

Beneficial Scenario:
A 62-year-old retiree with moderate income converts modest amounts each year in the gap years between retirement and starting RMDs. This reduces future RMDs and grows tax-free assets.

Less Beneficial Scenario:
A 68-year-old with significant Social Security income and Medicare IRMAA thresholds may pay more in tax and premiums in the year of conversion, reducing the net benefit.

Each situation is unique and should be modeled specifically.


How We Approach Roth Conversions

We integrate Roth conversion planning into your overall retirement income strategy. That means:

  • Understanding your tax situation
  • Considering Medicare and Social Security timing
  • Coordinating with cash flow needs
  • Evaluating impacts on estate planning

We work with clients nationwide and can help you explore whether conversion strategies fit your financial goals. Roth conversions can materially improve long-term outcomes when coordinated with withdrawal strategy and cash-flow needs as part of thoughtful retirement income planning.

If this topic feels important to your retirement plan, you might also be interested in our Who We Help page to see if our approach aligns with your needs: Who We Help: Retirement Planning for Retirees and Pre-Retirees Nationwide.

This topic is often part of a broader retirement or tax planning conversation. If you’d like help applying these ideas to your own situation, you can request an introductory conversation here.


Frequently Asked Questions

Should I convert to a Roth IRA after age 60?

Roth conversions after age 60 can make sense when your current tax rate is the same or lower than your expected future tax rate, but the decision depends on Social Security timing, Medicare IRMAA, and your overall retirement income plan.

Will a Roth conversion increase my Medicare premiums?

Yes. Large conversions increase your adjusted gross income (AGI), which may trigger higher Medicare Part B and D premiums under IRMAA rules.

Related Retirement Income Topics
– Retirement Income Planning
– Guardrails Withdrawal Strategy
– Social Security: It Pays to Wait
– Required Minimum Distributions
– What Is a MYGA?

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Scott Stratton, CFP(R), CFA

Scott Stratton is a fiduciary financial advisor and CFP®/CFA who has worked with retirees and pre-retirees since 2004. He specializes in retirement income planning, tax planning, and portfolio management for households who typically have $500,000 to $5 million in investable assets. He works with clients nationwide on a remote basis.

All articles by: Scott Stratton, CFP(R), CFA

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Good Life Wealth Management LLC is a registered investment advisor offering advisory services in Arkansas, Texas, and in other jurisdictions where exempted. Fiduciary retirement planning for retirees and pre-retirees nationwide | $500k–$5M portfolios | Remote-friendly

scott@goodlifewealth.com

214-478-3398

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