If I have a tax-deferred 401(k). Can I convert it to a Roth IRA without paying the taxes deferred if I roll it over?
-Tommy
In general, the answer here is no. There is usually no method to completely avoid taxes on a Roth conversion. Eventually, Uncle Sam will come to collect on your tax-deferred retirement accounts — either when you make a Roth conversion, withdraw money, or collect your required minimum distributions (RMDs).
That said, your inability to avoid taxes completely does not translate into an inability to reduce them. Here are some smart strategies to lower your tax bill on a Roth conversion. (Consider working with a financial advisor to learn more about taxes and retirement.)
Strategies to Reduce Your Tax Bill on a Roth Conversion
To reduce the tax consequences of rolling a tax-deferred account into a Roth, consider these methods:
Make a tax-conscious partial Roth conversion
One strategy to reduce the tax liability of a Roth conversion is to spread your rollovers over several years. To use this strategy, you convert just enough to bring your total income up to the limits of your current tax bracket without moving into the next tax bracket. (Consider working with a financial advisor to learn more about taxes and retirement.)
Roll over your money in a low-tax year
For many people, a prime time for Roth conversions occurs in the years after retirement, but before Social Security and RMDs kick in. These may be relatively low-income years where initiating a conversion can result in a threefold benefit. Those benefits include: lower tax bills, lower RMDs, and future tax-free growth.
Speaking of timing, if you suspect tax rates will rise with the expected demise of the Tax Cuts and Jobs Act or due to political machinations on Capitol Hill, a Roth conversion may be an option now.
You maintain your current tax rate and hopefully benefit from any future increases. Keep in mind that no one has a crystal ball, and this strategy involves making predictions about the future. (For more information about how tax policy can impact retirement planning, consider working with a financial advisor.)
Pay taxes wisely
Many experts recommend paying the taxes on your Roth conversion with non-retirement assets. That’s as opposed to withholding some of your retirement money to pay the bill. This allows you to move the largest amount into your new Roth account and watch it continue to grow tax-free.
Work with a financial advisor
A financial advisor may be able to help you take a holistic look at your tax and retirement profile, and identify opportunities to minimize taxes while adhering to an investment philosophy that suits your stage of life.