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What You Need to Know About
Roth Conversions

Lock in tax-free retirement income with no money down and up to three years to pay.

By Mary Beth Franklin, Senior Editor

From Kiplinger's Personal Finance magazine, January 2010
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1. Good News: You're eligible. Until now, only taxpayers with income of $100,000 or less were permitted to convert a traditional retirement account to a Roth IRA. But the income-eligibility limit on Roth conversions disappears on January 1 (income-eligibility limits on contributions remain in effect). That means that high earners can now hop on the tax-free-retirement-income gravy train.

2. And just in time. With federal budget deficits expected to top $9 trillion over the next ten years, it's a safe bet that income taxes will increase to deal with the rising sea of red ink. Upper-income Americans, previously barred from funding Roth IRAs, are likely to bear the brunt of future tax hikes. That makes a compelling argument for converting assets in traditional IRAs, which will be fully taxed when you tap them in retirement, to tax-free Roths.

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The catch is that you must pay income taxes at your current rate on any amount you convert. Plus, if you’re younger than 59 ˝, your Roth must be open at least five years before you can tap the converted amount penalty-free. The five-year rule does not apply to taxpayers over age 59 ˝. Once you reach that age, you can withdraw converted amounts from your Roth without penalty. If you run through the entire converted amount and begin dipping into earnings before you pass the five-year test, the earnings would be taxed-- although no penalty would apply if you're at least 59 ˝. In general, all of your Roth withdrawals, including earnings, are tax-free and penalty-free as long as you are at least 59 ˝ years old and the converted account has been open at least five years.

3. Plus, no payments for one year. If you convert to a Roth in 2010, you're entitled to extra time to pay the tax bill on the converted amount. Although you will be taxed on the entire amount you convert, you can spread the bill over the next two years, reporting half of the conversion on your 2011 tax return (due in April 2012) and the balance on your 2012 return (due in April 2013). That gives you a lot of time to come up with the cash to pay your tax. This is not an all-or-nothing deal; you can convert a portion of your IRA at any time and pay the taxes as you go. But the option to spread the tax bill over two years is available only if you convert in 2010. One note of caution: If you convert a large amount of money to a Roth, it could boost your taxable income substantially, and you might need to pay quarterly estimated tax in 2011 and 2012 to avoid an underpayment penalty.

4. The sooner you act, the better. You owe taxes on the value of the IRA as of the conversion date. So making the switch early in 2010 will save you money if the account value continues to grow throughout the year. And if the Roth's value declines later on, there's a way out: You can convert the account back to a traditional IRA (a process known as a recharacterization) without paying income tax. You have until October 15, 2011, to make a final decision on any 2010 Roth conversion.

5. You could hedge your bets. You might divide the converted amounts among multiple Roth IRAs according to asset class. Say, for example, your stock funds soar but your bond funds tank. You end up with a bargain tax bill on the winning stock-portfolio account, and you can recharacterize the losing bond account without a tax liability.

6. The feds aren't going to hit the undo button. No need to worry that Congress will one day eliminate the tax-free Roth after you've paid your taxes. The taxes collected on Roth conversions are a moneymaker for the cash-strapped U.S. government. If Congress were to decide to kill the Roth, existing accounts would likely be grandfathered -- or lawmakers would face a taxpayer revolt.

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Reader Comments (27)

Posted by: Fred Oswald at 12/05/2009 07:45:17 PM

Please clarify this last sentance from the Roth conversion article: "Plus, your Roth must be open at least five years before you can tap the converted amount penalty-free. After that, all of your Roth withdrawals, including earnings, are tax-free and penalty-free once you turn 59 1/2 years old." Does the 5-year limit apply to those already over 59 1/2? Also, please confirm that someone withan existing Roth will be able to tap that without consequence. Thanks.

Posted by: kevin mccormally at 12/09/2009 08:15:39 PM

Kevin McCormally of Kiplinger's here with the clarification Fred Oswald asks for. First, sorry for the confusion. The five-year rule does NOT apply to taxpayers over age 59 1/2. Once you reach that age, you can withdraw converted amounts from your Roth without penalty. If you run through the entire converted amount and begin dipping into earnings before you pass the five year test, the earnings would be taxed although, again, if you're at least 59 1/2, no penalty would apply. Congress added the 5 year rule on conversions to prevent folks from getting around the 59 1/2 year old requirement for penalty free withdrawals from IRAs by converting from a traditional IRA to a Roth and then immediately withdrawing the funds. But, if you're 59 1/2 or older, you can withdraw converted amounts tax-free and penalty-free.

Posted by: Larry Quade at 12/16/2009 02:47:06 PM

Some time back you had an article about recharacteizations wherein you in so many words said "if the market goes down you can get a do-over by recharacterizing back to your regular IRA". You also mention that in this article. However, when I did that my brokerage not only transferred back the securities originally converted but in addition to that they transferred cash to make up the difference in value between the original converted value and the recharacterized value of the securities. This means that I will now have to pay taxes again on the amount of cash that was transferred back to the Reg IRA. This is NOT getting a do-over at all in fact it results in double taxation! If you were right, then my brokerage is wrong. Please help me understand as my 2009 tax return is looking to be a nightmare, due to following your advice. Help!

Posted by: kevin mccormally at 12/16/2009 05:30:43 PM

Kevin McCormally of Kiplinger here with an answer for Larry Quade. Whoa! Don't blame us. The strategy we outlined works. If assets in a converted Roth lose value before the deadline for rechracterizing passes -- that's October 15 of the year following the year of the conversion -- you can recharacterize, reclaim all taxes paid on the conversion and, if you later convert the smaller amount, you'll owe less tax because you'll have less income to report. This "do over" can take away some of the pain of the market losses. What I can't understand is where did the extra cash come from when your broker topped off your recharacterized IRA. Did the broker give you that money? Or did he take it from some other account owned by you? Either way, I think it would be an illegal contribution to your IRA...which could make your tax return even more of a nightmare. But, again, please don't blame us. We're here to help. Good luck.

Posted by: Graten at 01/04/2010 11:36:45 PM

Hi Mary Beth! If I convert several mutual funds from a Traditional IRA to a Roth IRA in 2010, can I recharacterize some of the mutual funds, if they decrease in value after the conversion, and not others that increase or do I need to put each mutual fund into it's own Roth Account?

Posted by: Tom Thompson at 01/14/2010 02:02:22 AM

I would like to maximize this year's conversion to Roth but not so much that I am pushed into a higher marginal tax bracket. Can I spread my taxes over three years..... a portion I select taxable in 2010 with the remaining portion split half in 2011 and half in 2012? If I go for the 2011/2012 plan, does that preclude converting additional amounts when those years roll around? Thank you.

Posted by: Jonathan P at 01/16/2010 03:28:00 PM

I have a traditional IRA with only nondeductible contributions and which has losses. If I convert this to a Roth IRA in 2010 would I owe any tax on the conversion? Can I claim the loss as itemized miscellanous expense?

Posted by: MARTHA L at 02/04/2010 02:27:20 PM

My husband and I are over 70. We each plan to convert our trad IRAs to a Roth this year. I plan to pay the taxes on my conversion in 2010 while my husband wants to pay his conversion taxes in 2011 & 2012. Is this permissible if we file a joint return?

Posted by: kevin mccormally at 02/06/2010 09:15:50 PM

Kevin McCormally of Kiplinger here with an answer for Graten who asks if a Roth owner can recharacterize individual funds inside an IRA -- to unconvert funds that fall in value -- and leave winning funds alone. No, you can't pick and choose the investments inside the IRA to recharacterize. You must recharacterize the full IRA. The multiple Roth conversion strategy outlined in our story requires putting different asset classes into different Roth conversions IRAs

Posted by: kevin mccormally at 02/06/2010 09:32:18 PM

Kevin McCormally of Kiplinger here, with an answer for Jonathan P who wonders whether if he has only made non deductible contributions to his traditional IRA and he has suffered a loss in the account...can he convert to a Roth with no tax cost on the conversion and can he deduct the loss on the traditional IRA. First, if your basis in the traditional IRA (basis is the total of your nondeductible contributions and should be tracked on Form 8606) is more than in the account at the time of the conversion, there would be no tax on the conversion. What's taxed when you convert is funds that up to that point have never been taxed, i.e., deductible contributions and tax-deferred earnings. Second, the loss might be deductible. Such losses are deductible only if you close all your IRAs (if you have more than one) and the total distributed to you is less than your basis. So, if you only have the one IRA and it show a loss, and you close the account (in order to roll the funds into a Roth IRA), the loss is deductible. But, there's another hurdle to cross.This deduction is a miscellaneous expense, deductible only if you itemize and then only to the extent that all your miscellaneous expenses exceed 2% of your adjusted gross income.

Posted by: kevin mccormally at 02/06/2010 09:41:28 PM

Kevin McCormally of Kiplinger here with an answer for MARTHA L who wonders if she and her husband both convert traditional IRAs to Roths in 2010, can one report the income in 2010 and the other spread the conversion income over 2011 and 2012. First, great question. Some readers have asked if a taxpayer could report part of a 2010 conversion in 2010 and the rest in 2011 and 2012, to spread the tax bill over three years. The answer to that one is no. You either report it all in 2010 or report it 50/50 on your 2011 and 2012 returns. But when both husband and wife convert, each one gets to choose which reporting method to use. So wife could report all of her 2010 conversion on the 2010 return and the husband could report half of his conversion income on the 2011 return and the rest on the 2012 return. So a couple can effectively spread the tax bill over three years...if both husband and wife convert an IRA.

Posted by: Stuart S. Mukamal at 02/08/2010 12:44:29 PM

Anyone seeking to do a Roth conversion must first confirm that their state has adopted the Federal standards and standards governing such conversions. Wisconsin has not, and other states may not have as well. If you live in Wisconsin or in another state that has conformed to Federal standards, any attempt to convert will result in heavy and continuing State tax penalties.

Posted by: Jack at 02/08/2010 06:46:32 PM

RE above you state: "The catch is that you must pay income taxes at your current rate on any amount you convert." Isn't the catch that you pay income taxes ONLY on the converted traditional IRA deposits that were invested AND deducted? For example, my wife and I belong to a retirement plan through employment, plus we earned a little too much to qualify to deduct our IRA contributions for the years we made them (all, actually). Thus we have already paid income taxes on the amount we contributed to our traditional IRAs. It seems by your statement, that if we converted those traditional IRA funds, we would pay income taxes TWICE on the same money!? That can't be right.

Posted by: Jerry at 02/08/2010 07:24:21 PM

What keeps a high income earner from opening a new Traditional IRA and Roth IRA with a custodian, making 2009 and 2010 contributions to the Traditional IRA (before April 15), and then immediately converting the 2009/2010 contributions to the Roth IRA? Isn't this a method that highly compensated folks can contribute to a Roth IRA with virtually no tax consequences? Thanks in advance for your answer!

Posted by: Mary Beth Franklin at 02/09/2010 08:53:47 AM

To Jack, hi, Mary Beth Franklin here, author of this article. If your traditional IRA consists solely of nondeductible contributions plus earnings, you would only owe income taxes on the earnings when you convert to a Roth IRA. (If your IRA balance is equal to or less than your original contribution amount, you would owe no tax on a Roth IRA conversion. See Kevin McCormally's previous answer on how to deduct losses in an IRA). However, if your IRA consists of both before and after-tax contributions, or you have other IRAs with pre-tax contributions, any conversion to a Roth IRA must follow pro-rata rules. Say all your IRAs total $60,000 but only $20,000 represent non-deductible contributions. Then 1/3 of any amount you convert--whether it's all of just some of your IRA balances--will be tax-free and the remainder would be taxed at your regular income tax rate. Hope this helps.

Posted by: Mary Beth Franklin at 02/09/2010 09:01:18 AM

Jerry, Mary Beth Franklin here, author of this article. Nothing is stopping you from making "back door" contributions to a Roth IRA for 2009 and 2010. You can then convert the nondeductible contributions in your traditional IRA to a Roth IRA. Although the $100,000 income eligibility limits for conversions to Roth IRAs disappeared on January 1, a separate income eligibility limits (Up to $120,000 for individuals/$177,000 for married couples filing jointly) still exist for Roth IRA contributions. But as you noted, Jerry, you can get around those by making nondeductible contributions to a traditional IRA and then converting it immediatetly to a Roth IRA and pay no taxes on the conversion. Hope this helps.

Posted by: kevin mccormally at 02/20/2010 03:03:31 PM

Kevin McCormally of Kiplinger here with an comment on Stuart S. Mukamal's warning that some states have not changed their laws to allow taxpayers with more than $100,000 of income convert to IRAs. Wisconsin is the only state that has not conformed and legislation has been introduced in the state assembly and state senate to do so. It's expected that the law will be change by the time the legislature quits for the year in April. Wisconsin residents can take a wait and see approach or, if they want to convert, go ahead and convert and, if Wisconsin fails to get on board, they'll have until October, 2011, to undo the conversion and avoid any Wisconsin penalties.

Posted by: Teo T at 02/23/2010 06:06:23 PM

I have individual stocks in my IRA account. If I convert these stocks to ROTH and they lose value through OCT 15, I can re-coup some of the taxes paid based on the value at the time of conversion through re-characterization. Is this correct? Will this work the same way for cash conversion to ROTH and then invest in stocks?

Posted by: Teo T at 02/24/2010 10:36:20 AM

Let's just say I have $15K worth of stocks in traditional IRA. I sell these stocks and convert $15K of cash to ROTH. I then invest this $15K of ROTH in stocks and they lose value (let's just say losing $7K). I now have $8K. If I re-characterize (before the deadline OCT 15 of the following year), I may reclaim all taxes paid on the conversion of $15K. Correct? After the re-characterization, I then again have a "traditional IRA" with the value of $8K. If I choose to convert this amount $8K to ROTH, I will pay tax on this value. Please comment on this. Thanks.

Posted by: iacobazzi at 02/25/2010 02:45:55 PM

I have a 401K at work which I max out. To make things simple I would like to setup a separate non-deductible IRA and use that to convert to a Roth. Can I pay taxes on the non-deductible IRA conversion without having to consider 401K? I remember having read something about having to factor the other IRA accounts when doing the Roth conversions

Posted by: mike at 02/27/2010 10:06:35 AM

I am in mid-seventies. Taking mandatory distributions from traditional IRA. I do not need the withdrawal income nor want it. Will not need income from traditional IRA. Want to leave to heirs. Would it make sense for me to convert to a ROTH and pay (in 2011 and 2012) the taxes due from the assets of the traditional IRA? Thanks...

Posted by: Sue at 03/04/2010 03:03:39 PM

I am 53 yrs old. I contributed $6000.00 to my roth ira account in 2009 ( I have no regular ira and thus no conversion). I didn't realize our combined adjusted gross income would be above the max allowed for the year to qualify for this contribution but it was. What will the penalty be for me?

Posted by: Steve at 03/08/2010 10:10:27 PM

Thanks for a great article and the helpful clarifications to this complex subject. Regarding a Roth conversion in 2010, if a single taxpayer does two conversions but from separate traditional IRA accounts, can you elect to pay the tax for 2010 on one conversion and split the tax for 2011/2012 on the other conversion? This would effectively allow you to spread the tax over three years. I did pose this question to the IRS and they indicated it might be allowable because it would result in two separate 1099-R forms. However, I was told to check back when the final instructions are written for the 2010 form 8606. If your understanding is different, please advise. Thanks again.

Posted by: Tom Walker at 03/18/2010 08:25:49 AM

I am over age 59-1/2. I plan to convert my traditional IRA to a Roth in parts over the next three years, in 2010, 2011 and 2012. After Jan. 2015 (five years after the first conversion), would withdrawals of ALL earnings from my conversion Roth account be tax-free, or only those earnings attributable to the first conversion? Would the result be different if each conversion was made into a separate Roth account?

Posted by: Kelly Choice at 03/20/2010 08:39:26 PM

Is there a maximum amount of dollars contributed that can be converted to a Roth? I have been contributing to a Traditional IRA for the last 10 years, including 2009 and 2010 in February of 2010. I exceed the income level and would like to convert my 09 and 10 dollars immediately. But, would also like to convert previous years that were all Traditional IRA contributions with no deductions. Is there a maximum?

Posted by: Kanti Mehta at 04/22/2010 11:18:49 PM

If I want to convert substantial amount of IRA and 401K to Roth, would it make sense to move to a income tax free state before conversion to save state income tax, Like Florida or Texas?

Posted by: william askew at 09/26/2010 06:02:43 PM

I rolled over stocks from my IRA, to a Roth IRA in Dec. 2009, and I also rolled over other stocks in 2010 to the same account. Can I recharacterize the 2009 stocks that were rolled into the Roth before OCT. 15th. and keep the 2010 stocks in the account ? Please answer as the tax deadline for 2009 is here .



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