The Roth Conversion Strategy Affluent Couples Over 60 Are Using to Drain a $1.4 Million 401(k) Before RMDs Begin

Photo of Michael Williams
By Michael Williams Published

Quick Read

  • Retiring at 61 with no Social Security yet creates a 12-year window to convert a $1.4M 401(k) into a Roth at voluntarily chosen tax rates.

  • Converting $240,000 annually keeps a couple inside the 22% bracket, draining the full balance in 6-7 years before RMDs force withdrawals at 32%-plus.

  • Conversions must stop before age 63, since Medicare's two-year IRMAA lookback uses that income to set higher premiums when coverage begins at 65.

  • 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.

This post may contain links from our sponsors and affiliates, and Flywheel Publishing may receive compensation for actions taken through them.
The Roth Conversion Strategy Affluent Couples Over 60 Are Using to Drain a $1.4 Million 401(k) Before RMDs Begin

© PeopleImages / Getty Images

A married couple, both 61, just walked away from W-2 income with $1.4 million in a traditional 401(k). They plan to defer Social Security until 70. That decision, paired with the fact that required minimum distributions don’t begin until 73, hands them something most retirees never get: a roughly 12-year runway where their taxable income is whatever they choose to make it.

Affluent couples in this exact spot are using that window to systematically drain the pre-tax 401(k) into a Roth, paying tax voluntarily at today’s brackets to avoid a forced withdrawal at tomorrow’s. The math is unusually clean, and the 2026 brackets make it cleaner than it has been in years.

The bracket-fill math on a $1.4 million balance

Start with the 2026 numbers for a married couple filing jointly. The standard deduction is $32,200. The 22% bracket runs up to $100,800 of taxable income, the 24% bracket extends to $211,400, and the 32% cliff doesn’t hit until $403,550.

With no wages, no Social Security yet, and only modest brokerage income, this couple can convert roughly $240,000 per year and still keep taxable income at the top of the 22% bracket. Push to the top of the 24% bracket and the annual conversion grows to $375,000 to $435,000. At the 22% pace, the entire $1.4 million empties in about six to seven years, well inside the runway, every dollar taxed at 22% to 24% instead of the 32%-plus rates a swollen RMD could force.

That is the central insight. Timing and rate are the only variables; the tax itself is unavoidable. Wes Moss made the same point on a recent Clark Howard segment, noting that retirees with pensions and large IRAs often “find yourself today in the 15% tax bracket, but in retirement you’re going to be in the 20% bracket” once Social Security and RMDs stack on top of each other.

Pay the tax from the brokerage, not the IRA

A $240,000 conversion at a 22% effective federal rate generates roughly $50,000 of tax. Pulling that $50,000 from the 401(k) itself defeats most of the strategy because it shrinks the asset base growing tax-free inside the Roth. Affluent couples doing this well fund the tax bill from a taxable brokerage account, often parked in short Treasuries yielding 3.8% at six months or 3.9% at one year, so the cash is liquid when the estimated payment is due.

The IRMAA trap waiting at 63

The conversion plan runs into Medicare at age 65, and the rules use a two-year lookback on income. A large conversion at 63 sets the IRMAA surcharge at 65. A large conversion at 71 sets the surcharge at 73, exactly when RMDs land on top. The cleanest pattern is to front-load conversions in the early 60s, then taper sharply before the 63rd birthday, accepting that the final tranche may need to stretch into the 24% bracket to clear the balance in time.

Two more rules matter. Each conversion starts its own five-year clock before earnings can be withdrawn penalty-free, a point Suze Orman has flagged repeatedly: “the time clock on a Roth 401 does not transfer with you to a Roth IRA”. And Roth IRAs themselves carry no RMDs during the original owner’s lifetime, which is the entire reason this exercise pays off.

Three moves to make this quarter

  1. Model the 22% versus 24% fill. Run both scenarios against your actual 2026 income. The 22% plan stretches seven years; the 24% plan compresses to four or five and may be the better fit if one spouse has a pension landing at 65.
  2. Build the tax-payment bucket now. Move enough from equities to short Treasuries or a money market to cover two years of conversion taxes, so a market drawdown doesn’t force you to sell into weakness in April.
  3. Stop conversions cold the year you turn 63. The two-year IRMAA lookback means income that year sets Medicare premiums at 65. If your combined income will exceed the first IRMAA threshold, the surcharge alone justifies a fee-only CPA review before December.
Photo of Michael Williams
About the Author Michael Williams →

I am a long time investor and student of business, and believe finding good companies that can become great investments is the best game on earth. After 20 years of writing and researching the public markets it is clear that individuals have never had more tools and information to take control of their financial lives. From ETFs and $0 commissions to cryptos and prediction markets there has never been a greater democratization of access to investing. 

I write to help people understand the investments available to them so they can make the best choice for their portfolio, whether they're starting out or looking for income in retirement. 

Continue Reading

Top Gaining Stocks

DVN Vol: 4,929,849
CPB Vol: 5,474,932
BRO Vol: 513,289
INCY Vol: 1,056,913
LYV Vol: 666,389

Top Losing Stocks

SMCI Vol: 46,813,568
CTRA Vol: 73,319,495
GNRC Vol: 598,843
NRG Vol: 735,658
ON Vol: 3,449,850