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Roth conversions are widely considered financially advantageous. Financial advisors often recommend them, and online calculators frequently frame them as a tax-saving strategy.
The idea behind it is simple: pay taxes now to move savings from pre-tax retirement accounts into a Roth account, where funds can grow tax-free and be withdrawn later.
However, these calculations only tell part of the story. Roth conversions are not just a tax strategy — they’re also a bet on longevity, market performance and long-term tax rates. In other words, the strategy works best if you’re in a low tax bracket today, a higher tax bracket later and live long enough to recoup the upfront taxes.
For many people, especially those retiring later with less than $2 million in savings, the odds of a net benefit are lower.
Here’s a closer look at the risks of converting to a Roth.
If you pay taxes upfront to convert assets from a 401(k) or traditional IRA to a Roth account, the assets must grow enough to offset the taxes paid.
For example, if you convert $100,000 and pay $20,000 in taxes, it may take several years before the remaining $80,000 grows past $100,000 to recoup the tax cost.
In general, the lower the upfront tax and the longer the investment horizon, the greater the potential payoff, according to a study published by the Financial Planning Association (1).
Many financial advisors and online calculators assume a 30-year retirement, giving ample time for the conversion strategy to pay off.
But actual retirement lengths are often shorter. If you retire at age 62, your life expectancy may be about 19.6 years, and if you retire at 67, it may be just over 16 years, according to the Social Security Administration’s actuarial tables (2).
Depending on the taxes paid to convert, this may not leave enough time for a substantial payoff.
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The core assumption of a Roth conversion is that you’re paying taxes now to avoid taxes in retirement. But if your current tax bracket is high, the trade-off may not be beneficial.