The steep market declines of the past three years have made converting from a traditional Individual Retirement Account (IRA) to a Roth IRA more attractive. When you convert, transferred amounts must be included in income if taxable when withdrawn (e.g., contributions and earnings in traditional IRAs and earnings in nondeductible IRAs), but are exempt from the 10% federal income tax penalty. Once the IRA is converted to a Roth IRA, qualified distributions may be taken on a tax-free basis. Thus, converting while values are low allows you to pay a lower tax bill and then withdraw the funds tax free in the future, hopefully after the values have recovered.
To convert, your adjusted gross income (AGI) cannot exceed $100,000 in the conversion year, excluding any conversion amounts. There are many factors to consider before converting, but the ability to pay the tax bill with funds outside the IRA is a major advantage.
To use this strategy effectively, you need to decide when to convert. Taxes are paid based on your investments' values on the conversion date. If those values decline after you convert, you end up paying taxes on more than the current market value.
If you're in that situation, consider recharacterizing your conversion. For conversions made in 2002, you can recharacterize until October 15, 2003, meaning you can convert back to your original traditional IRA. Just make sure not to take possession of the funds. The transfer from the Roth IRA to the traditional IRA should be a trustee-to-trustee transfer. After the recharacterization, it is as if you did not convert, so you owe no taxes.
If you already filed your 2002 tax return and paid the taxes, you may file an amended return to get a refund. You can then reconvert your traditional IRA at a later date, provided your AGI does not exceed $100,000 in the conversion year. The reconversion can be completed at the later of 30 days after the recharacterization or the beginning of the tax year following the first conversion.
You may recharacterize just a portion of the conversion. However, if you have several investments in the IRA, you can't simply choose the ones with the biggest losses for recharacterization. In that situation, a pro-rata portion of all the gains and losses in the account will be considered in the recharacterization.
You can bypass this rule by setting up separate Roth IRAs for each investment. Then, if one declines substantially, you may recharacterize that one Roth IRA account, leaving the other accounts intact.
There are other situations where you might want to recharacterize. You might have converted to a Roth IRA, thinking your income for the year would be less than $100,000. If you later find out your income is over that threshold, you may recharacterize the conversion. Otherwise, in addition to the income taxes due, you would also have to pay a 10% federal income tax penalty and a 6% excise tax.
You may also recharacterize annual IRA contributions. Perhaps you contributed to a traditional IRA, but found out your income is too high. You could then recharacterize to a Roth IRA contribution. Or you may have contributed to a Roth IRA, only to find your income is too high for a Roth contribution. You may recharacterize the contribution as a traditional nondeductible IRA contribution.