Tax Strategy

Roth Conversions: Is Now the Right Time?

Converting traditional IRA assets to a Roth can be a powerful tax strategy — but only under the right circumstances. Here's what to evaluate.

6 min readBy Ilya Khait, CFP®

A Roth conversion involves moving money from a traditional IRA or 401(k) — where contributions were made pre-tax — into a Roth IRA, where future growth and qualified withdrawals are tax-free. The conversion itself is a taxable event: you pay income tax on the amount converted in the year of the conversion.

The strategic question is whether paying taxes now is preferable to paying them later. If you expect to be in a higher tax bracket in retirement than you are today, converting now locks in the lower rate. If your bracket will be lower in retirement, it may make more sense to leave assets in the traditional account.

The years between retirement and age 73 — when required minimum distributions begin — often represent a unique window. Income may be lower than during peak earning years, and RMDs haven't yet started forcing taxable withdrawals. This gap is frequently the most tax-efficient time to convert.

Partial conversions are often more effective than converting everything at once. By converting just enough to fill up your current tax bracket without pushing into the next, you can systematically reduce your traditional IRA balance over several years while managing your tax liability.

Roth conversions can also reduce future RMDs, lower Medicare premium surcharges (IRMAA), and create a tax-free inheritance for your heirs. These secondary benefits can be substantial, particularly for high-net-worth households.

The decision requires careful modeling of your current and projected tax situation, Social Security timing, and estate goals. It's not a one-size-fits-all strategy, but for many pre-retirees and early retirees, a multi-year Roth conversion plan is one of the most powerful tools available.

Key Takeaways

The window between retirement and age 73 is often the optimal time for Roth conversions.

Partial conversions that fill — but don't exceed — your current bracket are typically most efficient.

Conversions reduce future RMDs and can lower Medicare premium surcharges.

Roth assets pass to heirs income-tax-free, making them a powerful estate planning tool.

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MavenStone Wealth Management is a financial advisory practice of Prudential Financial. The information provided in this article is for educational purposes only and does not constitute personalized financial, tax, or legal advice. Please consult with a qualified professional before making any financial decisions.