October Newsletter from Jean Keener

Did you convert a traditional IRA to a Roth IRA in 2008 only to see your new Roth IRA balance decline due to market conditions? If so, you may want to consider recharacterizing your conversion. A recharacterization essentially allows you to undo the conversion and treat it as if it never occurred. But you must act quickly--the deadline for recharacterizing 2008 conversions is October 15, 2009.

Why would you want to recharacterize your conversion? When you convert a traditional IRA to a Roth IRA, you're taxed as if you received a distribution on the conversion date. But if your Roth IRA has suffered a significant loss since the conversion, you wind up paying tax on assets that no longer exist. A recharacterization lets you undo the conversion, and may result in significant tax savings.

You would also want to recharacterize if you converted a traditional IRA to a Roth in 2008 and then found you weren't eligible to convert because your 2008 income exceeded the $100,000 limit that applies to conversions before 2010.

If you recharacterize your Roth 2008 conversion in 2009, you'll be able to reconvert your traditional IRA to a Roth after waiting at least 30 days following the date of the recharacterization. In addition, if you reconvert in 2010, you'll be eligible for a special rule that allows you to report half of the resulting income on your 2011 tax return, and the other half on your 2012 tax return.

Example(s): Mary converted a $100,000 traditional IRA to a Roth IRA in June 2008. She filed for a federal income tax extension, giving her until October 15, 2009, to file her 2008 federal return. But Mary's IRA is currently worth only $60,000--it has lost 40 percent of its value since the conversion. Nevertheless, Mary must pay income taxes based on the conversion date value of $100,000. She has until October 15, 2009, to recharacterize her conversion, and avoid paying federal income taxes on the $100,000. (If Mary has already filed her 2008 income tax return and paid the taxes on a timely basis, she can file an amended return for a refund, as long as she recharacterizes the conversion by October 15.) Mary can again convert her traditional IRA to a Roth IRA after waiting 30 days from the date of the recharacterization.

To recharacterize a 2008 conversion, you need to carefully follow specific IRS rules. Your financial professional can help you determine if a recharacterization, or reconversion, is right for you, and help guide you through the procedural requirements.