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Roth conversion and under payment penalty

I plan on an IRA to Roth conversion at the end of 2025.  This conversion will significantly increase my income and my income taxes for the year.  Do I need to increase my regular monthly Fed tax deductions now to account for the anticipated increase in taxes for the year?  Thanks, DR

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5 Replies

Roth conversion and under payment penalty

Yes, that would work.

 

If you have a lump sum income (conversion) in December, the IRS is going to want to see quarterly estimated tax payments that were due April 15, June 15, Sept 15, and Jan 16, 2026.  You already missed the first two payments.  You can make estimated payments in Sept and January, and then include the penalty form 2210 with schedule AI with your tax return to show the IRS that even though you did not make payments over the whole year, your payments were appropriate for your income in each quarter.

 

Because withholding is assumed to be evenly spread out over the whole year, even if it is not, you could increase your W-2 withholding to cover the tax, by having enough extra taken out over the last 4 months to cover the conversion taxes.

 

A third option is to have taxes withheld from the conversion.  Suppose you convert $20,000 and have $5000 withheld.  That will satisfy the IRS because both income and withholding are assumed to be spread out over the whole year.  Then, you can send the Roth IRA a check for the $5000, and tell them it is also a conversion/rollover.  They don't need to know or care that this is part of the same conversion.  You must send the make-up check within 60 days, and you can only use this method once per year.  But if you have the cash available to make estimated payments, this is an alternative way of getting your taxes received by the IRS in a way that avoids the penalty calculation.

 

Finally, if you converted in the beginning of the year (Jan-March), the IRS will want to see 4 equal payments of 1/4 each on those same dates, April, June, Sept and Jan.   That would allow you to invest the tax money in the mean time.

robtm
Level 10

Roth conversion and under payment penalty

The answer is Yes you need to increase your 2025 estimated tax payments to account for the amount you convert to the Roth account.

Roth conversion and under payment penalty

Thank for the prompt and detailed reply.  I have a question about option 3 - the lump sum conversion with taxes with held at the time of the conversion.  I would rather not reduce the amount of the conversion by the taxes. 1)  Can I make a lump sum payment of the taxes in December from a non-retirement account?  or - I may have misunderstood your answer - can I contribute the conversion taxes back to the Roth ?  Thanks, Dan

Roth conversion and under payment penalty

@rogersdan164   Yes.  You can make a 1040ES estimated payment from any account in December.  I always make my 4th quarter estimated payment  (due Jan 15) in December.

 

And yes you have 60 days to put the tax withholding on the conversion into the ROTH to make up for it.  If you have the cash outside the IRA that is the best method.  

Roth conversion and under payment penalty


@rogersdan164 wrote:

Thank for the prompt and detailed reply.  I have a question about option 3 - the lump sum conversion with taxes with held at the time of the conversion.  I would rather not reduce the amount of the conversion by the taxes. 1)  Can I make a lump sum payment of the taxes in December from a non-retirement account?  or - I may have misunderstood your answer - can I contribute the conversion taxes back to the Roth ?  Thanks, Dan


You don't have to reduce the conversion.  Let me try to explain again.

 

If you convert (let's say) $10,000 in December, you can make an estimated payment ($1500 or $2200 for most taxpayers) which is due no later than January 15.   However, this will still trigger a penalty, unless you include penalty form 2210 with your tax return and use the "annualized income" method, schedule AI, to show the IRS that your payments were uneven because your income was uneven.

 

As an alternative, you can convert the $10,000 and ask for $2200 of withholding.  That means that only $7800 goes into the new Roth IRA.  But you then take $2200 from your bank account (that you already have ready to pay the tax) and deposit that money in the Roth IRA by telling them it is an indirect rollover.   On your tax return, you don't report a $7800 conversion and a $2200 contribution, you report a $10,000 conversion.  As long as you make the separate payment within 60 days, it counts as part of the conversion.  And then, because the IRS "sees" withholding differently than payments, you won't have any need to include form 2210 with your tax return. 

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