Retirement Income School™ Blog

The $750K Roth Conversion IRMAA Trap

May 14, 2026

                                                                 

Roth conversions sound simple on the surface. Pay taxes now so you can create tax-free income later. But once you factor in Medicare and taxes, they can get complicated fast.

One of the biggest mistakes retirees make is converting too much money in a single year without understanding how it impacts IRMAA — the Income Related Monthly Adjustment Amount tied to Medicare premiums.

And the frustrating part is that many people don’t realize the problem until after the conversion has already happened.

In this article, I’m walking you through a real-world $750,000 Roth conversion case study and showing you how strategic planning can help retirees reduce taxes, avoid unnecessary Medicare premium spikes, and create a more tax-efficient legacy for their children.


What Is IRMAA?

IRMAA stands for Income Related Monthly Adjustment Amount.

It’s an additional surcharge added to Medicare Part B and Part D premiums for higher-income retirees. The government looks at your modified adjusted gross income and determines whether you owe additional Medicare premiums based on a tier system.

The challenge is that IRMAA operates on a cliff structure.

That means if your income goes even one dollar over a threshold, you move into the next premium bracket and pay the higher amount for the entire year.

Unlike ordinary income tax brackets, there’s no gradual phase-in.

That’s why Roth conversion planning matters so much.

A poorly timed conversion can unintentionally increase your Medicare costs for years.


The Roth Conversion Case Study

Let’s look at Sally and Sam.

Sally is 65 and Sam is 62. Together, they have a total net worth of approximately $3.75 million.

Their assets include:

  • $1 million in Roth assets
  • $750,000 in a Traditional IRA
  • $1 million in a brokerage account
  • $1 million in real estate

They also have approximately $125,000 of annual taxable income.

Their goal was straightforward:

  • Convert the entire $750,000 Traditional IRA into Roth assets
  • Stay within Tier 2 IRMAA thresholds
  • Minimize lifetime taxes
  • Pass at least $2.5 million tax-free to their children

One important detail is that Sally and Sam did not need this IRA money for retirement income.

Their primary motivation was legacy planning.

They had previously inherited a Traditional IRA themselves and experienced firsthand how taxable inherited accounts can create significant tax problems for children during their peak earning years.

Because of that experience, they wanted to leave Roth assets instead.


Why Roth Inheritance Planning Matters

Under current rules, most non-spouse beneficiaries must fully distribute inherited IRA assets within 10 years.

When children inherit Traditional IRAs during their highest earning years, those distributions can create major tax consequences.

Roth IRAs work differently.

While heirs still generally must distribute the account within 10 years, qualified Roth distributions remain tax-free.

That allows inherited Roth assets to continue growing tax-free for up to a decade before distribution.

For many families, this can create a significantly more efficient wealth transfer strategy.


The Problem With One Large Conversion

The simplest option would have been converting the entire $750,000 in one year.

But that approach would have pushed Sally and Sam into dramatically higher IRMAA tiers while also creating a substantial tax spike.

Instead of rushing the process, we looked at a structured multi-year Roth conversion strategy designed to keep them within Tier 2 IRMAA limits.

This is where precision matters.

The goal isn’t simply converting money to Roth.

The goal is converting strategically.


Why We Used an Annuity

In this case, we used a Roth-friendly fixed index annuity as part of the conversion strategy.

One reason annuities can work well during Roth conversions is because they provide protected growth while reducing concerns about market volatility during the conversion period.

Many retirees feel uncomfortable converting assets during uncertain market environments because they worry about losing money while simultaneously paying taxes on the conversion.

A fixed index annuity helps create a protected growth environment while still offering upside potential tied to market indexes.

For Sally and Sam, this provided peace of mind while spreading the Roth conversion over multiple years.

Another advantage is that annuity strategies can help retirees manage taxable income more carefully during conversion years.

That level of control becomes especially important when trying to stay within specific IRMAA thresholds.


The Multi-Year Conversion Strategy

Using Roth conversion software, we mapped out a strategy that spread the conversion across multiple years before required minimum distributions began.

The strategy projected:

  • Annual partial Roth conversions
  • Taxes paid from outside assets
  • IRMAA bracket management
  • Coordinated timing with retirement income planning
  • Long-term Roth growth potential

The goal was to complete the Roth conversion before RMD age while minimizing unnecessary tax and Medicare costs along the way.

By using this structured approach, the projections showed the potential for significant long-term Roth growth while still staying within the targeted IRMAA range.


Why Partial Roth Conversions Matter

One of the biggest mistakes retirees make is converting too much too quickly.

That can create:

  • Significant tax spikes
  • Higher IRMAA surcharges
  • Increased Medicare premiums
  • Reduced planning flexibility later

Instead, partial Roth conversions allow retirees to manage income year by year while coordinating tax brackets, Medicare planning, Social Security timing, and future RMD exposure.

This is why Roth conversions should never be viewed as just a tax strategy.

They’re also a Medicare strategy and a retirement income planning strategy.


Key Roth Conversion Lessons

There are several important takeaways from this case study.

Precision Matters

Roth conversions should be carefully planned around tax brackets and IRMAA thresholds.

Even small income increases can trigger large Medicare premium increases.

 

Timing Matters

The years before required minimum distributions begin are often some of the best opportunities for Roth conversion planning.

Once RMDs start, flexibility becomes more limited.

Annuities Can Help

For retirees looking for protected growth and more predictable income planning, fixed index annuities can create a useful framework during Roth conversion years.

Legacy Planning Matters

For families focused on passing wealth efficiently to children, Roth assets can create substantially better inheritance outcomes than Traditional IRAs.


The Bottom Line

A Roth conversion is not simply a tax decision.

It’s a tax planning strategy, Medicare strategy, retirement income strategy, and legacy planning strategy all working together.

When structured properly, Roth conversions can help retirees:

  • Reduce future tax exposure
  • Manage Medicare premium costs
  • Create more tax-efficient inheritance plans
  • Increase long-term financial flexibility

But getting the details right matters.

Especially when IRMAA is involved.

If you’re considering a Roth conversion and want to explore whether a structured multi-year strategy using annuities could make sense for your situation, you can learn more at Retirement Income School


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DISCLAIMER:
The information in this lesson is provided for general educational purposes only and does not constitute financial, legal, or tax advice. Retirement Income School™ and Dr. Amanda Barrientez do not provide individual investment recommendations. Always consult with a licensed advisor or tax professional before implementing any strategy discussed.

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