Retirees with large traditional 401(k)s can face effective marginal rates near 40% when RMDs, Social Security taxation, and Medicare IRMAA surcharges stack simultaneously at age 73.

Married couples can convert roughly $133,000 annually from pretax 401(k) to Roth at a 12% rate, paying about 9% effective tax before hitting the 22% bracket.

Always pay Roth conversion taxes from a taxable brokerage account, because withholding from the converted balance shrinks the Roth and can trigger a 10% penalty if you are under age 59½.

Are you ahead, or behind on retirement? SmartAsset's free tool can match you with a financial advisor in minutes to help you answer that today. Each advisor has been carefully vetted, and must act in your best interests. Don't waste another minute; learn more here.

A couple retires at 62 with $1.5 million split across two traditional 401(k) plans, no pension, and Social Security on hold until 70. They feel financially set. Eleven years later, required minimum distributions push them into the 22% federal bracket, drag 85% of their Social Security benefit into taxable income, and trigger Medicare IRMAA surcharges that follow them the rest of their lives. The strategy that prevents all of that is called bracket smoothing, and the window to use it closes the day the first RMD hits.

For a married couple filing jointly in 2026, the 12% federal bracket ends at $100,800 of taxable income. The standard deduction is $32,200. Stack them, and a retired couple with no other income can pull roughly $133,000 out of a pretax 401(k) each year before a single dollar gets taxed at 22%.

Single filers have a tighter window. The 12% bracket ends at $50,400, the standard deduction is $16,100, and the ceiling lands near $66,500 of gross withdrawals before the 22% layer kicks in.

That ceiling is the entire thesis. Every dollar moved from pretax into Roth at 12% today is a dollar that will not be forced out at 22% or 24% later, when RMDs, Social Security taxation, and Medicare premiums stack on top of each other.

Take the couple above. Between 62 and 70 they have an eight-year window with no earned income and no Social Security check. If they convert $100,000 a year from traditional 401(k) to Roth, taxable income lands near $67,800 after the standard deduction. Federal tax on that conversion runs roughly about $7,600. Filling the bracket all the way to the ceiling costs $11,600, or roughly 9% effective.

Now run the path where they leave the account alone. At a blended return, the balance grows to roughly $2.85 million by age 73. The first RMD using the IRS Uniform Lifetime Table lands near $107,000. Add a delayed Social Security benefit close to $80,000 for the household, and gross income clears $187,000 before any portfolio income.

Are you ahead, or behind on retirement? SmartAsset's free tool can match you with a financial advisor in minutes to help you answer that today. Each advisor has been carefully vetted, and must act in your best interests. Don't waste another minute; learn more here.

Once Social Security taxation phase-in and IRMAA tiers fire together, the effective rate on the next $10,000 withdrawn runs close to 40% for many households in that income band, well above the 22% bracket headline. Bracket smoothing trades 8% taxes today for that 40% trap later.

Three real-world variables matter. The 10-year Treasury yields almost 5%, so a sleeve of converted Roth dollars can sit in safe assets and still earn real return while the tax-free wrapper compounds. The Federal Funds upper bound sits at near 4% after the December 2025 cut, so cash reserved to pay the conversion tax carries a real opportunity cost. Pay conversion taxes from a taxable brokerage account, never from the converted balance. And the SECURE 2.0 Roth catch-up rule now forces workers earning more than $150,000 in W-2 wages to route any 401(k) catch-up into a Roth, which means high earners are already building the Roth bucket the bracket smoother needs.

Map your taxable income floor for the year. Subtract the $32,200 standard deduction (or $16,100 single) from the top of the 12% bracket. The difference is your conversion headroom. Stop one dollar short of the 22% line.

Pay the tax from a brokerage account. Withholding from the converted balance shrinks the Roth, defeats the math, and can trigger a 10% penalty if you are under 59½.

Watch the IRMAA two-year lookback once Medicare starts. A conversion at age 63 sets your Part B premium at age 65. If a large conversion would clear the first IRMAA tier, split it across two calendar years instead.

A couple who runs this play for eight years converts roughly $1 million at a blended rate under 9%, walks into RMD age with a much smaller pretax balance, and keeps their lifetime federal bracket capped at 12%. That is the point of bracket smoothing: pay tax once, at the lowest rate you will ever see, and keep the cascade from ever firing.

Retirement planning doesn’t have to feel overwhelming. The key is finding expert guidance, and SmartAsset’s simple quiz makes it easier than ever for you to connect with a vetted financial advisor. Here’s how:

Answer a Few Simple Questions. 

Get Matched with Vetted Advisors 

Choose Your  Fit 

Why wait? Start building the retirement you’ve always dreamed of. Get started today! (sponsor)