How to Get the Most Tax Benefits from a Roth IRA

A white egg with the word 'ROTH' engraved on it, resting in a nest made of twigs.
Symbolizing the growth potential of Roth IRAs.

Source: CPA Advisor

Under the “ordering rules” established under IRS regulations, most of the payout of a nonqualified Roth distribution may be tax-free anyway—maybe even all of it.

Are you considering a contribution to a Roth IRA or a conversion of some or all of the funds in a traditional IRA to a Roth? The Roth offers the appeal of 100% tax-free distributions in the future, usually in retirement. But the tax exemption isn’t automatic—not by a long shot. What’s more, if you’re below a certain age threshold, you may be slapped with an extra tax penalty on top of the regular income tax you’ll owe on nonqualified distributions.

Fortunately, you probably have more leeway than you think. In fact, under the “ordering rules” established under IRS regulations, most of the payout of a nonqualified Roth distribution may be tax-free anyway—maybe even all of it!

Basic rules: There’s no current tax break for contributing to a Roth or converting traditional IRA funds into a Roth. However, qualified distributions from a Roth IRA existing for at least five years are 100% exempt from federal income tax.  For this purpose, qualified distributions include those made in the following situations:

  • After attaining age 59½;
  • Made due to death or disability; or
  • Used to pay qualified homebuyer expenses (up to a lifetime limit of $10,000).

The problem for some taxpayers is that they have to keep their hands off the Roth money for at least five years. To add insult to injury, you’re hit with the 10% penalty tax if you’re under the magic age of 59½. But you have an ace up your sleeve: Roth payouts are taxed under favorable ordering rules.

Specifically, the IRS says that funds are treated as being distributed from a Roth IRA in the following order.

1. Roth IRA contributions.  This means you can withdraw any amount you contributed tax-free in any event.

2. Contributions from converting a traditional IRA into Roth status (i.e., “taxable conversion contributions”). These may be withdrawn tax-free even if they are part of a nonqualified distribution, but the 10% penalty tax generally applies to withdrawals within five years, unless you’re age 59½ or older.

3. Contributions from converting nontaxable traditional IRA balances into Roth IRA status (i.e., “nontaxable conversion contributions”). Such contributions may also be withdrawn on a tax-free basis subject to the 10% penalty.

4. Earnings within the Roth IRA. These amounts are taxable when withdrawn unless they meet the definition of qualified distributions. In addition, the 10% penalty tax applies to withdrawals made before age 59½.

As you can see, federal income tax on a distribution isn’t triggered until you’ve worked your way through the first three categories. For many individuals with a sizeable amount in a Roth, distributions won’t be taxable at all, even if funds are withdrawn within five years of setting up the account.

Final words: Keep these ordering rules in mind when you have to make Roth withdrawals earlier than expected. The tax damage may be nominal or nonexistent. Your professional advisor can provide additional guidance if needed.

Read more Insights

Tax Planning Should You Elect to Forgo Preferential Tax Treatment on Capital Gains and Dividends? Evaluate the decision to forgo capital gains tax treatment for potential investment interest deductions.
Tax Planning 5 Ways to Gift Yourself Tax Savings This Holiday Season The Illinois CPA Society offers five money moves to create tax-time savings now and in the year ahead.
Tax Planning Feel Good and Cut Taxes By Using These Five Charitable Giving Strategies These tips can help you spread the love even more to charities you trust.
Tax Planning Tax Considerations for High-Net-Worth Individuals in 2023 Stay ahead of 2023 tax changes affecting high-net-worth individuals and their advisors.
Tax Planning IRS Offering Taxpayers Special Tax Credit in 2024 Individuals earning under $36,500 can save up to $1,000 in taxes by contributing to retirement plans.
Tax Planning IRS Delays Imposing $600 Threshold for Reporting Income From Apps The IRS has delayed the new $600 reporting threshold for income from third-party apps until 2025.
Tax Planning IRS Announces Interest Rates for Underpayment of Taxes for Q1 2024 Leverage the Tax Code for effective tax management.
Tax Planning IRS Increases Gift and Estate Tax Exempt Limits — Here’s How Much You Can Give Without Paying Discover the increased gift and estate tax exempt limits for 2024, enhancing your gifting strategy.
Tax Planning The Russia-Ukraine War Will Affect Your Finances. Here’s How. Discover the financial implications of the Russia-Ukraine conflict and how to navigate this economic storm.
Tax Planning Physicians and Dentists: A Guide to Navigating the Tax Maze A guide for physicians and dentists to navigate complex tax challenges effectively.
Tax Planning How to Maximize Depreciation in a 1031 Exchange Explore ways to maximize depreciation benefits in a 1031 exchange for better tax outcomes.
Tax Planning The 8 Biggest Tax Increases in Biden’s 2024 Budget An overview of Biden’s proposed tax changes in the 2024 budget affecting high-income Americans and businesses.
Back to InsightsView Case StudiesExplore Services