Roth Conversions: Timing Matters—An Expert’s Guide

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Timing Is Everything: Your Ultimate Guide to Roth Conversions

When it comes to managing your retirement savings, timing is everything. Financial advisers often refer to the months of November and December as “Roth Conversion Season.” This crucial period is your last opportunity to take impactful tax actions for the current year.

For many, these end-of-year months serve as a catalyst to reduce their tax burden in retirement. As the year winds down, the overall tax picture becomes clearer, empowering clients to maximize their Roth conversions without unintentionally inflating their current tax bill. But don’t wait until the festive chaos to strategize—start your planning now!


Understanding Roth Conversions

At first glance, a Roth conversion appears straightforward: it involves transferring assets from a tax-deferred account—like a traditional IRA or a 401(k)—to a Roth account. This means paying taxes now instead of when you withdraw funds in retirement, allowing for tax-free growth and withdrawals later.

However, it’s more than just a simple swap of accounts. Timing, strategy, and individual circumstances all play significant roles in optimizing this financial move.

Why Convert to a Roth?

The Hidden Downsides of Tax-Deferred Accounts

Tax-deferred accounts, such as traditional IRAs and 401(k)s, have dominated retirement planning for decades. Many believe that they will fall into a lower income tax bracket upon retirement, thereby reducing their tax liability. However, this assumption can prove misleading.

  1. Required Minimum Distributions (RMDs): These are mandatory withdrawals dictated by age (73 for those born between 1951 and 1959, and 75 for anyone born later). The government mandates these withdrawals to recoup the taxes you deferred. The larger your account, the heftier the tax bill on your RMDs.

  2. Tax Policy Changes: The current environment boasts some of the lowest income tax rates in history, but economic and political factors could alter this landscape. Especially with the impacts of the Tax Cuts and Jobs Act (TCJA), rates are unlikely to stay low forever.

Would you rather pay taxes on your retirement savings now or potentially on a significantly larger amount decades down the line? This is the question every retiree must ponder.

Age and Tax Implications

Your age significantly affects your ability to execute a Roth conversion successfully. If you’re over 59½, you can cover the taxes associated with the conversion using funds from the account itself. Conversely, if you’re younger, withdrawing from your account for this purpose could lead to a 10% tax penalty due to early distribution.

In fact, with 20% of high earners living paycheck to paycheck, the thought of facing a substantial tax bill can be daunting. Ensure you can cover taxes from other sources before proceeding with a Roth conversion.

The Bottom Line: Timing and Strategy Matter

Roth conversions can be a valuable tool for tax savings, but navigating them requires careful consideration. Engaging with a financial adviser can provide personalized insights tailored to your unique circumstances.

Don’t be caught unprepared—start thinking strategically about your Roth conversion today!


For more expert insights on managing your wealth and making informed financial decisions, consider subscribing to Kiplinger’s Personal Finance for invaluable advice.

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This article is brought to you by our contributing adviser. For additional information on advisers, visit the SEC or FINRA.

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