Roth Conversions in Retirement: Smart Tax Moves Explained

Learn how Roth conversions from IRAs and 401(k)s can lower lifetime taxes, reduce RMDs, and create tax-free income in retirement.

Taxes Don’t Retire When You Do

For many retirees, taxes quietly become one of their largest ongoing expenses.

Every dollar you withdraw from a traditional IRA or 401(k) is taxable.

Required Minimum Distributions (RMDs) can push you into higher brackets.

Social Security may be taxed.

Even Medicare premiums increase if your income climbs too high.

That’s why one of the most effective tools in retirement planning today is the Roth conversion—turning taxable savings into tax-free income for life.

Common Question

“A Roth conversion sounds like a pain in the neck. Is it really necessary to go through with it?”

We get this one a lot—and the short answer is: It depends on timing, but yes, it can be worth the effort.

Roth conversions give you control over when and how you pay taxes—on your terms, not the IRS’s. They’re not about beating the system; they’re about making it work more efficiently for you.

What Exactly Is a Roth Conversion?

A Roth conversion simply means moving money from a tax-deferred account (like a traditional IRA) to a Roth IRA.

You’ll pay income tax on the amount you convert now—but once in the Roth, it grows and comes out completely tax-free.

Example:

You convert $50,000 from your IRA to a Roth this year.

That $50,000 adds to your taxable income today, but from then on, every penny of growth and every withdrawal is tax-free.

Think of it like paying taxes on the seed so you never have to pay on the harvest.

Why Roth Conversions Matter in Retirement

1. Locking In Today’s Historically Low Tax Rates

Even after Congress extended the 2017 Tax Cuts and Jobs Act brackets, today’s top marginal rates (10%–37%) remain near 40-year lows. With record deficits and Social Security funding pressure, rates could easily rise over the next decade.

For many retirees, converting during low-bracket years offers peace of mind — you’re locking in taxes at rates we know today rather than rates that might rise later.

2. Avoiding the RMD Tax Shock

At age 73 (or 75 if born in 1960 or later), the IRS forces withdrawals from pre-tax accounts.

These RMDs can spike your taxable income, affect your Medicare premiums, and limit your flexibility.

Each dollar converted to Roth before then reduces future RMDs.

3. Keeping Medicare Premiums in Check

Medicare premiums (IRMAA) rise once income crosses specific thresholds.

Doing smaller, strategic conversions in lower-income years helps manage those costs.

4. Leaving a Tax-Free Legacy

Your heirs must empty inherited IRAs within 10 years (thanks to the SECURE Act).

Leaving them a Roth IRA instead can save them thousands in taxes and avoid overpaying the IRS.

Beyond Taxes: Social Security and Medicare Impact

A Roth conversion doesn’t just affect your tax bill—it can also impact Social Security and Medicare premiums.

  • Social Security: Up to 85% of your benefits can be taxable. The amount you convert increases your “combined income,” which determines that percentage.
  • Medicare: The year you convert, the amount adds to your Modified Adjusted Gross Income (MAGI), which determines your Medicare premiums two years later (IRMAA).

Tip: Plan ahead. Strategic conversions before enrolling in Medicare or while delaying Social Security often produce the biggest savings.

When a Roth Conversion Makes Sense

  • During the gap years between retirement and RMDs
  • Before claiming Social Security
  • After a market downturn (convert when balances are lower)
  • While both spouses are alive (to avoid the “widow’s penalty”)
  • For early retirees (FIRE) with several low-income years ahead

When It Might Not Make Sense to do a Roth Conversion

  • You’re in a high-income year (bonus, property sale, etc.)
  • You’ll need the money within a few years (not enough time for tax-free growth)
  • You’re charitably inclined—and plan to use Qualified Charitable Distributions (QCDs) instead and/or your Estate Plan has all or a good portion of your money going to charitable organizations after you pass.

If You’re Charitably Inclined

If giving is part of your plan, you may already have a powerful tax strategy at hand:

  • Qualified Charitable Distributions (QCDs): Starting at age 70½, you can give up to $108,000 per year (indexed annually for inflation) directly from your IRA to charity. It’s tax-free and counts toward your RMD.
  • Leave pre-tax IRAs to charities (they pay no tax).
  • Leave Roth IRAs to heirs (they withdraw tax-free).
  • Donor-Advised Funds (DAFs): A great way to offset conversion income with a large charitable deduction.

If a significant portion of your IRA will go to charity, a Roth conversion might not be necessary.

How to Run the Numbers

Before converting, ask yourself:

✅ What’s my tax bracket today—and what is it projected to be later?  Do a projection for single filing if married filing jointly now too.

✅ How close am I to the next Medicare or tax bracket threshold?

✅ How long can I let the money grow tax-free?

✅ Do I have cash outside retirement accounts to pay the taxes?

Running a multi-year projection—instead of a one-year snapshot—helps determine how much to convert each year from a tax planning perspective as well as portfolio growth.

Questions to Ask Before Doing a Roth Conversion

  • Will my tax rate be higher now or later?
  • How would this affect my Medicare premiums two years from now?
  • How would this affect Affordable Care Act Subsidies?
  • What’s the impact on my Social Security taxation?
  • How much can I convert each year without crossing a new bracket?
  • Do I have non-retirement cash to pay the tax bill comfortably?
  • What is the money for? (e.g. your lifestyle, your heirs, organizations, a combination.  Most would say its not for the government but few plan ahead.

Real-Life Example

Meet Tom and Lisa:

  • Ages: 62 and 60
  • Filing status: Married filing jointly
  • Both recently retired
  • Primary goal: Simplify taxes and create flexibility before RMDs

Their Financial Picture

  • Total pre-tax assets: $1.2 million
  • Taxable brokerage account: $300,000
  • Cash savings: $50,000
  • Home (paid off): $425,000

Their Lifestyle & Spending

They want to maintain about $90,000/year in total spending—including living expenses, healthcare, and taxes.

Their Tax-Smart Retirement Income Plan

Before Social Security and RMDs begin, their income comes from:

  • Part-time work: $35,000/year
  • Dividends & interest: $5,000/year
  • Taxable account withdrawals: $50,000/year
  • Total: $90,000/year

Their taxable income after deductions is roughly $8,000

They use the taxable brokerage account to fund their lifestyle and pay taxes on conversions.

The Roth IRA Conversion Strategy

Their planner runs a multi-year projection and identifies to convert at least $100,000 per year from their IRAs to a Roth IRA each year while evaluating it in Q4 at the end of each year for a more accurate amount.

Each year, they:

  • Convert $100,000+ from traditional IRAs to Roth.
  • Because Iowa excludes most retirement income for those 55 and older, Tom and Lisa’s conversions are effectively free of state tax.
  • About $10-$15k in federal taxes from their taxable account.
  • Repeat for at least five years (ages 62–66).

Social Security Timing

  • Tom claims at 70 ($4,000/month)
  • Lisa claims at 67 or potentially earlier ($2,200/month)

They coordinate conversions before claiming Social Security—avoiding taxation overlap and keeping flexibility later.

They plan to give most or all of their money to their kids so want to covert a good portion. They will also consider doing QCDs starting at age 70.5.

Common Mistakes to Avoid

  1. Converting Too Much at Once
  2. Jumping brackets may defeat the purpose—pace your conversions.
  3. Withholding Taxes from the Conversion
  4. Pay the tax from savings, not the IRA if possible, so more goes into the Roth.
  5. Factor in IRMAA or State Taxes
  6. A small income increase can spike Medicare premiums or trigger state taxes.
  7. Not running the short-term and long-term numbers
  8. Tax brackets, timing, and coordination with Social Security

Two-Minute Take

  • Traditional IRAs = taxed later at ordinary income rates
  • Roth IRAs = tax-free growth + withdrawals, no RMDs
  • Roth conversions = pay taxes at today’s rate for tax-free income later
  • Watch IRMAA + Social Security taxation when converting
  • The best results come from small, strategic conversions across multiple years

The Bottom Line

Roth conversions aren’t right for everyone—but when used strategically, they can:

  • Lower lifetime taxes
  • Create tax-free retirement income
  • Offer flexibility during market or policy changes
  • Build a tax-free legacy for loved ones

At Ignite Financial, we help retirees and near-retirees design tax-smart income plans to maximize what they keep and minimize what goes to the IRS.

Take the Next Step Toward Tax-Smart Retirement Income

Most retirees pay more tax than they need to—simply because they never plan their withdrawals.

A quick conversation could reveal how much you might save with a Roth conversion strategy tailored to you.

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Frequently Asked Questions

1. When does it make sense to do a Roth conversion?

Roth conversions often make the most sense in low-income years — such as the years between retirement and when Required Minimum Distributions (RMDs) or Social Security benefits begin.

They can also be smart after a market downturn, when account values are temporarily lower, or during early retirement (FIRE years) when your income is intentionally reduced.

2. How is a Roth conversion taxed?

The amount you convert from a traditional IRA or 401(k) is added to your taxable income for that year.

You pay ordinary income tax on the converted amount — but no early withdrawal penalty applies if the funds go directly into a Roth IRA.

Ideally, pay the taxes from cash or a taxable account, not from the IRA being converted, so the full amount continues to grow tax-free.

3. Can a Roth conversion increase my Medicare premiums?

Yes. Roth conversions increase your Modified Adjusted Gross Income (MAGI) for the year, which can affect your Medicare IRMAA premiums two years later.

Working with your financial planner to monitor income thresholds helps prevent unwanted premium increases.

4. How does a Roth conversion affect Social Security taxation?

The conversion amount increases your combined income, which can make up to 85% of your Social Security benefits taxable in that year.

That’s why many retirees complete conversions before claiming Social Security, when they have more control over income levels.

5. What’s the difference between converting a traditional IRA and a 401(k)?

Both can be converted to a Roth IRA, but 401(k) conversions usually require a rollover to an IRA first (unless your plan allows in-plan Roth conversions).

An advisor can help you compare options, coordinate timing, and ensure there’s no unnecessary withholding.

6. Do I need to convert all my IRA at once?

Not at all. Many retirees do partial conversions over several years — often between ages 60 and 70 — to stay within favorable tax brackets and minimize Medicare impacts.

This approach can significantly lower lifetime taxes and provide long-term flexibility.

7. Can charitable giving offset Roth conversion taxes?

Yes. If you itemize deductions, Donor-Advised Fund (DAF) contributions or large charitable gifts in the same year as a conversion can help reduce your taxable income.

Once you reach age 70½, Qualified Charitable Distributions (QCDs) let you give directly from your IRA to charity — keeping that amount off your tax return altogether.