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Is a Roth Conversion right for you?

| August 15, 2025

As retirement planning strategies evolve, one question keeps popping up:

“Should I convert my traditional IRA to a Roth IRA?”

Like most financial decisions, the honest answer is: it depends. I know, that sounds like a cop-out—but in this case, it's true. Your income, tax bracket, legacy plans, and even your marital status can all play a role. Still, Roth conversions are absolutely worth discussing.


What Is a Roth IRA Conversion?

A Roth conversion means moving money from a pre-tax retirement account—like a traditional IRA or a 401(k)—into a Roth IRA. In doing so, you’ll pay income taxes on the amount converted. That’s the painful part.

The upside? Once inside the Roth, the money grows tax-free, and qualified withdrawals in retirement are also tax-free. I say “qualified” because there are a couple of IRS rules to clear first— age 59 ½ or 5 years to access growth tax free…whichever is longer.


Why Even Consider a Roth Conversion?

There are several solid reasons to at least explore the idea:

  • Tax-Free Income in Retirement
    Withdrawals from Roth IRAs don’t increase your taxable income, giving you more flexibility with your tax bracket.
  • No Required Minimum Distributions (RMDs)
    Roth IRAs aren’t subject to RMDs during your lifetime, giving you more control over when and how you use your retirement savings.

·         Bridging the Healthcare Gap Before Medicare

If you’re planning to retire before age 65, one of the biggest challenges ishealth insurance. Withdrawals from a Roth IRA do not count as income when calculating eligibility for Affordable Care Act premium tax credits.

  • A Hedge Against Future Tax Increases
    If you think tax rates will go up over time, paying the taxes now at a lower rate can be a smart move.
  • Estate Planning Opportunities
    Leaving a Roth IRA to heirs allows them to benefit from years of tax-free growth and withdrawals—depending on how the account is structured.
  • Planning for the Loss of a Spouse
    This one is overlooked far too often. If you’re married now and filing jointly, you may be in a relatively favorable tax bracket. But eventually, one spouse will likely be filing as single, which typically comes with a higher effective tax rate. Converting while filing jointly could save your surviving spouse significant taxes down the road.

When a Roth Conversion Might Make Sense

  • You expect to be in a higher tax bracket later.
  • You have cash outside of retirement accounts to cover the taxes.
  • Your income is temporarily low—due to a job transition, early retirement, business/farming losses, large deduction (generally healthcare), etc.
  • You want to minimize future RMDs.
  • You’re married now and anticipate filing as single later.  Especially with large IRA balances for a prolonger period of time.
  • You’re retiring before Medicare (age 65) and would like to qualify for Premium tax credits.
  • You’re building a tax-free legacy for your heirs.

When a Roth Conversion Might Not Be the Best Move

  • You’re nearing retirement and expect lower income in the future.
  • Paying the tax bill would require pulling funds from the IRA itself.
  • A large conversion would push you into a higher tax bracket or trigger Medicare IRMAA or Social Security taxation.
  • If you don’t already have a Roth IRA open and you’ll need access to the converted money within five years.

It Doesn’t Have to Be All or Nothing

One of the best strategies? Partial conversions. You can convert smaller amounts over several years, managing your tax impact and potentially keeping your income in a lower bracket. This kind of planning works especially well when you’re in a low-income year or have some flexibility in your tax situation.  In some cases, retirees with a low enough income don't pay any taxes because of their standard deduction.  Those people should be maximizing that 'standard deduction' amount every single year.  Even if it means just taking out or converting $2,000 or $3,000...with 0% tax implications.  It's worth it!  You lose that standard deduction amount December 31st of each year.  Maximize it!


Let’s Run the Numbers Together

A Roth conversion isn’t a one-size-fits-all strategy. It takes careful planning, projections, and tax awareness. That’s where we come in. We’ll help you explore the advantages, understand the trade-offs, and decide—based on your actual numbers—if a Roth conversion is a smart move for you.

If this is something you’ve been wondering about, let’s sit down and talk. It’s always better to make these decisions with a conversation, clarity and confidence.

Enjoy your day-

Keith