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Level 4
April 17, 2026
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Estimated Tax Question - Paying just 90% of Estimated Tax (Unemployed in all of 2025)

  • April 17, 2026
  • 1 reply
  • 304 views

I was out of the country and returned to the country on April 16.  Today (the 17th) I realized I missed making my first estimated payment for 2026 that was due two days ago (April 15 2026).   I believe I have just incurred a two-day penalty.

 

I understand I should  use line 24 of the 2025 Form 1040 and divide it by 4 which will be the estimated tax I need to pay for each of the 4 periods.   However, can I pay just 90% of my estimated taxes as I was unemployed in all of 2025 (most income was derived from ROTH IRA conversion)?  

 

    Best answer by Mike9241

    There will be no federal penalties for not prepaying enough taxes during the year if withholding

    1) and timely estimated tax payments equal or exceed 90% of your 2026 tax or

    2) and timely estimated tax payments equal or exceed 100% of your 2025 tax (110% if your 2025 adjusted gross income was more than $150K) or

    3) the balance due after subtracting taxes withheld from 90% of your 2026 tax is less than $1,000 or

    4) your total 2026 taxes are less than $1,000

     

    The lower of 1 or 2 is your required prepayments. 1 is difficult to know until the year-end, so option 2 is safer.  Under the simplified method, 25% of your estimated tax payments must be paid in each period by 4/15, 6/15, 9/15 and 1/15/26. Unless you choose otherwise. 25% of your annual withholding is assumed to occur in each period, but you can use actual.  

     

    Failing the safe harbors, you can use the annualized installment income method. This method requires knowing your income and deductions thru 3/31, 5/31, 8/31, and finally, the year-end, which is the same as the tax return. The income is annualized. taxes are computed on the annualized income and then de- annualized. Your cumulative tax payments (estimates and withholding) for each period must equal or exceed these amounts to avoid penalties.

     

    if you can increase withholding to meet any exception, then paying the estimates is not required. Some taxpayers choose to pay the penalties because they can make more on the money they keep than the penalties

    state laws vary

     

    1 reply

    Mike9241
    Level 15
    Mike9241Level 15Answer
    Level 15
    April 18, 2026

    There will be no federal penalties for not prepaying enough taxes during the year if withholding

    1) and timely estimated tax payments equal or exceed 90% of your 2026 tax or

    2) and timely estimated tax payments equal or exceed 100% of your 2025 tax (110% if your 2025 adjusted gross income was more than $150K) or

    3) the balance due after subtracting taxes withheld from 90% of your 2026 tax is less than $1,000 or

    4) your total 2026 taxes are less than $1,000

     

    The lower of 1 or 2 is your required prepayments. 1 is difficult to know until the year-end, so option 2 is safer.  Under the simplified method, 25% of your estimated tax payments must be paid in each period by 4/15, 6/15, 9/15 and 1/15/26. Unless you choose otherwise. 25% of your annual withholding is assumed to occur in each period, but you can use actual.  

     

    Failing the safe harbors, you can use the annualized installment income method. This method requires knowing your income and deductions thru 3/31, 5/31, 8/31, and finally, the year-end, which is the same as the tax return. The income is annualized. taxes are computed on the annualized income and then de- annualized. Your cumulative tax payments (estimates and withholding) for each period must equal or exceed these amounts to avoid penalties.

     

    if you can increase withholding to meet any exception, then paying the estimates is not required. Some taxpayers choose to pay the penalties because they can make more on the money they keep than the penalties

    state laws vary

     

    Mike9241
    Level 4
    April 18, 2026

    Hi  @Mike9241  

     

    So based on your detailed responses, it looks like I will be assessed penalty as I did not make a  "timely"  estimated tax payment for first quarter (April 15) .   IRS says it will assess a daily interest so I will send my first quarter ES today.  

     

    I under-estimated my 2025 income so I over-compensated in my Roth conversion (and thereby raising my total 2025 income).   Learned from that experience so my 2026 income will be lower than 2025 unless I can find employment (hopefully).  

     

    Thank you for taking the time to respond to my inquiry in  detail.  Have a nice weekend!