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Can I roll over trad IRA into a Roth in 2016 and then recharacterize it to a trad IRA prior to October 15 of 2017 to avoid paying taxes on the original IRA rollover?

Because of the new IRS ruling that you may only do one IRA rollover per 12 month period I am looking at a major tax liability for my second rollover.  In both roll overs I had checks sent to me.
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6 Replies

Can I roll over trad IRA into a Roth in 2016 and then recharacterize it to a trad IRA prior to October 15 of 2017 to avoid paying taxes on the original IRA rollover?

Oh Boy ... you are in deep dodo and the IRA custodian should have warned you what would happen.  

You are correct that the second distribution cannot be considered a roll over (or contribution)   and the first distribution had only a 60 day window to complete the roll over transaction.  If you converted the first distribution (again in the 60 day window) to a Roth then you do have until October 2017 to recharacterize the conversion back to a traditional IRA. 


Per the IRS ....   

Tax consequences of the one-rollover-per-year limit

Beginning in 2015, if you receive a distribution from an IRA of previously untaxed amounts:

  • you must include the amounts in gross income if you made an IRA-to-IRA rollover in the preceding 12 months (unless the transition rule above applies), and
  • you may be subject to the 10% early withdrawal tax on the amounts you include in gross income.

Additionally, if you pay the distributed amounts into another (or the same) IRA, the amounts may be:

https://www.irs.gov/retirement-plans/ira-one-rollover-per-year-rule

Can I roll over trad IRA into a Roth in 2016 and then recharacterize it to a trad IRA prior to October 15 of 2017 to avoid paying taxes on the original IRA rollover?

IRA One-Rollover-Per-Year Rule

Beginning in 2015, you can make only one rollover from an IRA to another (or the same) IRA in any 12-month period, regardless of the number of IRAs you own (Announcement  2014-15 and Announcement 2014-32). The limit will apply by aggregating all of an individual’s IRAs, including SEP and SIMPLE IRAs as well as traditional and Roth IRAs, effectively treating them as one IRA for purposes of the limit.

  • Trustee-to-trustee transfers between IRAs are not limited
  • Rollovers from traditional to Roth IRAs ("conversions") are not limited
Transition rule ignores some 2014 distributions

IRA distributions rolled over to another (or the same) IRA in 2014 will not prevent a 2015 distribution from being rolled over provided the 2015 distribution is from a different IRA involved in the 2014 rollover.

Example: If you have three traditional IRAs, IRA-1, IRA-2 and IRA-3, and in 2014 you took a distribution from IRA-1 and rolled it into IRA-2, you could not roll over a distribution from IRA-1 or IRA-2 within a year of the 2014 distribution but you could roll over a distribution from IRA-3. This transition rule applies only to 2014 distributions and only if different IRAs are involved. So if you took a distribution from IRA-1 on January 1, 2015, and rolled it over into IRA-2 the same day, you could not roll over any other 2015 IRA distribution (unless it’s a conversion).

Background of the one-per-year rule

Under the basic rollover rule, you don’t have to include in your gross income any amount distributed to you from an IRA if you deposit the amount into another eligible plan (including an IRA) within 60 days (Internal Revenue Code Section 408(d)(3)); also see FAQs: Waivers of the 60-Day Rollover Requirement). Internal Revenue Code Section 408(d)(3)(B) limits taxpayers to one IRA-to-IRA rollover in any 12-month period. Proposed Treasury Regulation Section 1.408-4(b)(4)(ii), published in 1981, and IRS Publication 590-A, Contributions to Individual Retirement Arrangements (IRAs)interpreted this limitation as applying on an IRA-by-IRA basis, meaning a rollover from one IRA to another would not affect a rollover involving other IRAs of the same individual. However, the Tax Court held in 2014 that you can’t make a non-taxable rollover from one IRA to another if you have already made a rollover from any of your IRAs in the preceding 1-year period (Bobrow v. Commissioner, T.C. Memo. 2014-21).

Tax consequences of the one-rollover-per-year limit

Beginning in 2015, if you receive a distribution from an IRA of previously untaxed amounts:

  • you must include the amounts in gross income if you made an IRA-to-IRA rollover in the preceding 12 months (unless the transition rule above applies), and
  • you may be subject to the 10% early withdrawal tax on the amounts you include in gross income.

Additionally, if you pay the distributed amounts into another (or the same) IRA, the amounts may be:

Direct transfers of IRA money are not limited

This change won’t affect your ability to transfer funds from one IRA trustee directly to another, because this type of transfer isn’t a rollover (Revenue Ruling 78-406, 1978-2 C.B. 157). The one-rollover-per-year rule of Internal Revenue Code Section 408(d)(3)(B) applies only to rollovers.

Additional resources


Can I roll over trad IRA into a Roth in 2016 and then recharacterize it to a trad IRA prior to October 15 of 2017 to avoid paying taxes on the original IRA rollover?

Can I roll over trad IRA into a Roth in 2016 and then recharacterize it to a trad IRA prior to October 15 of 2017 to avoid paying taxes on the original IRA rollover?

Thanks both. I did a roll over on the first trad IRA to a trad IRA. I am still in my 60 days for the second rollover. If I do roll over my second IRA to a Roth can I recharacterize the Roth prior to October 15 2017 and avoid taxes on my mistake?
dmertz
Level 15

Can I roll over trad IRA into a Roth in 2016 and then recharacterize it to a trad IRA prior to October 15 of 2017 to avoid paying taxes on the original IRA rollover?

Most IRA experts believe that the tax code allows this.  I've never heard of a case where the IRS has ever challenged this.

Can I roll over trad IRA into a Roth in 2016 and then recharacterize it to a trad IRA prior to October 15 of 2017 to avoid paying taxes on the original IRA rollover?

No ... you are SOL ... there is no way to avoid paying the taxes (and possibly a penalty) on the second distribution. Read the IRS  rules I linked to in my earlier answer.

These new rules were to keep folks from doing 60 day interest free loans to themselves all year long ... the one roll over per 12 month period is to keep people from doing this.  If you had done a trustee to trustee transfer then you would not have an issue ... or if the checks were written to the receiving IRA you would be in the clear ... but the moment you take a second distribution in your name you are subject to the new rules.

@SweetieJean ... you cannot recharacterize a roll over that was not allowed to begin with.

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