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Roth conversions: when paying tax early makes sense

Illustrative examples, education not advice.

In plain words

A Roth conversion takes money from a traditional IRA or old 401(k) and moves it into a Roth IRA. The amount you convert counts as taxable income that year. After that, the money grows in the Roth, and qualified withdrawals are tax-free.

There’s no income limit on conversions and no cap on the amount. The only real cost is the tax bill. So the question isn’t “can I?” but “is this a cheap year to pay tax?”

Since 2018, conversions can’t be undone. Once you convert, the tax is owed, even if the market falls the next week.

How it helps real people

Conversions are how many households fix a lopsided retirement mix. Years of pre-tax 401(k) saving can leave almost everything in one bucket, all taxed later. Converting slices of it in low-tax years can:

  • Shrink future required minimum distributions, which start at 73 or 75 and can push you into a higher bracket.
  • Lower taxes for a surviving spouse, who often moves to the narrower single brackets.
  • Leave tax-free money to heirs, who usually must empty an inherited account within 10 years, often in their own peak earning years.
  • Give you control. Roth money doesn’t raise taxable income when you spend it.

The classic window is the gap years: after you stop working and before Social Security and RMDs begin. Income is often low, so you can convert at 10%, 12% or 22% instead of facing higher rates later.

A worked example

Illustrative. Mark and Joy, both 63, retire with $1.1 million in traditional IRAs and $150,000 in a taxable account. They plan to delay Social Security to 70.

Living on their taxable savings, their other income is about $20,000 a year in interest. In 2026, married couples filing jointly pay 12% on taxable income up to $100,800 and 22% up to $211,400. With the $32,200 standard deduction, they can have about $133,000 of total income before leaving the 12% bracket, and about $243,600 before leaving the 22% bracket. (From 65, extra senior deductions can raise those figures.)

They choose to convert about $120,000 a year for seven years. That puts their taxable income near $107,800, just into the 22% bracket. The federal tax is about $13,000 a year, paid from the taxable account, not from the IRA. By 73, their IRA is much smaller, RMDs are modest, and they have a large Roth for later years and for their children.

These numbers are illustrative only. They don’t include state tax, and real results depend on returns and future law.

Who it’s for

  • People with large pre-tax balances and a few low-income years ahead.
  • People who expect higher tax rates later, for themselves, a surviving spouse or heirs.
  • People who can pay the conversion tax from money outside the IRA.

Who it’s not for

  • People who would need to use IRA money to pay the tax, especially before 59½, when the withheld part may face a 10% penalty.
  • People who expect much lower tax rates in retirement, or plan to move to a lower-tax state soon.
  • People who plan to leave most of their IRA to charity, which pays no income tax on it anyway.

Risks and trade-offs

  • The bill comes now. You pay tax years before any benefit arrives.
  • Medicare premiums. Conversion income at 63 or later can raise Medicare Part B and D premiums two years later through income-related surcharges. For 2026, surcharges start above $109,000 (single) or $218,000 (joint) of income from 2024.
  • Lost credits and deductions. Higher income can shrink income-tested benefits, such as health insurance premium credits or the extra senior deduction, which phases out above $75,000 of modified adjusted gross income ($150,000 joint) for 2025 to 2028.
  • The five-year rule. Each conversion has its own five-year clock for penalty-free withdrawal of the converted amount if you are under 59½.
  • No undo. Recharacterization of conversions is no longer allowed.

Common mistakes

  • Converting too much in one year and jumping into a high bracket. Small, planned slices often work better.
  • Forgetting the pro-rata rule. If you hold both pre-tax and after-tax money across your IRAs, each conversion is a mix of both. You can’t convert only the after-tax part.
  • Ignoring Social Security taxation. Once benefits start, conversion income can make more of your benefit taxable.
  • Not checking estimated taxes. A big conversion may need extra tax payments during the year to avoid underpayment penalties.

FAQs

Is there an age limit for Roth conversions?

No. You can convert at any age. Once RMDs begin, you must take that year’s RMD first. The RMD itself can’t be converted.

Can I convert part of my IRA?

Yes. You choose the amount, from a few dollars to the whole account.

Does a conversion count as a contribution?

No. It doesn’t use your $7,500 annual IRA contribution limit for 2026.

When is the best time in the year to convert?

Some people convert late in the year once they know their income. Others convert after a market drop, when the same number of shares costs less tax to move.

Should I always pay the tax from outside the IRA?

It usually helps, because more money stays growing in the Roth. A licensed tax professional can model the trade-off for you.

Your next step

Ask VeraLife (/#ask) to sketch a conversion range that keeps you inside your current bracket.

Education, not advice. Examples are illustrative. VeraLife.ai is not a registered investment adviser, broker-dealer or insurance agency.

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