Everyone Talks About Roth Conversions. Few Should Rush Into One.
Personal Finance·October 24, 2026
Roth conversions have become one of the most discussed moves in retirement planning, and it is easy to feel that everyone with a traditional IRA is already doing one. In reality, relatively few people convert, and that gap is less a sign of missed opportunity than a sign that the strategy depends heavily on individual circumstances.
The basic idea is straightforward. You move money from a traditional IRA or 401(k) into a Roth IRA and pay income tax on the amount you convert in that year. In exchange, the money grows tax-free from that point on, qualified withdrawals in retirement are generally tax-free, and Roth IRAs carry no required minimum distributions during the owner's lifetime. For someone who expects to be in a higher tax bracket later, or who wants to leave tax-free assets to heirs, that trade can look appealing on paper.
The catch is that the converted amount is added to your taxable income for the year. A large conversion can push you into a higher bracket, increase the portion of Social Security benefits subject to tax, and raise Medicare premiums through income-related surcharges two years later. If you are under 65 and buying health insurance through the marketplace, it can also reduce premium subsidies. Each conversion also starts its own five-year clock before converted principal can be withdrawn penalty-free if you are under 59½. These side effects are why the arithmetic matters more than the headline.
Conversions tend to work best in the gap years, the stretch after you stop working but before Social Security and required distributions begin. If your taxable income is unusually low during that window, converting a measured amount each year can fill lower brackets at a relatively modest tax cost. Paying the tax bill from a taxable account, rather than from the converted money itself, usually leaves more to compound in the Roth.
The practical takeaway is that a conversion is a calculation, not a trend to chase. Project your taxes over several years, compare your current bracket with the one you are likely to face later, and check how the change would affect Medicare, Social Security taxation, and any subsidies you receive. If the numbers are close, a fee-only planner or tax professional can model scenarios you might miss. Choosing not to convert is also a legitimate decision. Many retirees do well with traditional accounts and a carefully planned withdrawal order.
Reporting based on an external source.