How to Get the Most Tax Benefits from a Roth IRA

Understand Roth IRA ordering rules for tax-efficient withdrawals.

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 These may be withdrawn tax-free even if they are part of a nonqualified distribution, but the 10% penalty tax generally applies to withdrawals within five years, unless you’re age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 Such contributions may also be withdrawn on a tax-free basis subject to the 10% penalty.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.

Questions people ask

When are Roth IRA withdrawals tax-free?

Withdrawals from a Roth IRA are tax-free if the account has been open at least five years and the payout happens after age 59½, due to disability, after the owner's death, or for first-time homebuyer expenses up to $10,000. Otherwise, earnings may be taxable and subject to a penalty.

What are the IRS 'ordering rules' for Roth IRA distributions?

The IRS specifies that Roth IRA distributions are treated as coming out first from regular contributions, then taxable conversion contributions, then nontaxable conversion contributions, and finally from earnings. Only earnings are taxable and penalized if withdrawn before meeting qualified distribution criteria.

Can I withdraw my Roth IRA contributions at any time without tax or penalty?

You can withdraw the amount you personally contributed to a Roth IRA at any time without incurring tax or penalty. This rule applies only to your direct contributions, not to earnings or funds converted from other retirement accounts.

Do Roth IRA conversions face penalties if withdrawn early?

Converted funds withdrawn within five years of the conversion may be subject to a 10% penalty if you are under age 59½. Withdrawals from converted balances avoid immediate income tax, but the penalty can still apply during the five-year holding period.

What happens if I withdraw earnings from a Roth IRA before it is qualified?

If you take out earnings from a Roth IRA before the account is five years old and before age 59½ (outside of approved exceptions), the earnings portion will be subject to income tax and usually a 10% penalty as well.