Pay This Year's Tax Through December Withholding Instead of Estimates?

Short answer: Yes, for federal income tax, withholding is generally treated as paid evenly through the year under Form 2210. That means an owner who can raise federal withholding on a late payroll (for example, an S-Corp owner paying themselves W-2 wages) can often cover tax that would otherwise have required quarterly estimated payments. A late estimated payment does not get the same treatment. It counts when you pay it.
This is planning math, not advice. The right move depends on your safe-harbor target, payroll capacity, state rules, and whether you would rather keep cash invested and accept a possible underpayment addition.
Why does December withholding work differently from a late estimate?
The IRS estimated-tax rules look at four installment due dates during the year. For most people those dates fall around mid-April, mid-June, mid-September, and mid-January of the following year.
Estimated tax payments count on the date paid. If you miss the September installment and send money in December, that payment helps the later period. It does not rewrite the September due date.
Federal income tax withholding is different. The Instructions for Form 2210 say you are generally considered to have paid one-fourth of your withholding on each payment due date unless you elect to use the actual withholding dates (Form 2210, Part II, box D). In plain English, a large withholding amount late in the year is usually spread backward across the year for penalty purposes.
That is the catch-up many payroll-paid owners use: raise federal income tax withholding before year end, hit a safe harbor, and avoid (or shrink) the underpayment addition that a missed quarterly estimate would have created.
Who can actually use this move?
It works best when someone can change withholding on wages, a pension, or another payment that withholds federal income tax. Common examples:
- An S-Corp owner who still has room to run W-2 wages before December 31
- A business owner with a spouse on a W-2 who can adjust Form W-4
- Someone with a day job plus side income who under-withheld earlier and can catch up on the W-2
It does not help in the same way if the only cash available is an owner distribution, a draw, or a personal transfer. Those do not create federal income tax withholding. You can still make an estimated payment, but that payment keeps its actual date.
If you are comparing entity choices while you think about payroll, see S-Corp vs LLC taxes.
What safe harbor are you aiming for?
You generally avoid the federal underpayment penalty when either of these is true:
- Tax shown on the return, minus withholding, is less than $1,000, or
- Withholding plus timely estimated payments equal at least the smaller of:
- 90% of the current year's tax, or
- 100% of the prior year's tax (110% if prior-year AGI was more than $150,000, or $75,000 if married filing separately)
Those percentages come from the IRS estimated-tax and Form 2210 rules. For many owners with rising income, the prior-year 100%/110% target is the easiest number to hit because last year's tax is already known.
A practical year-end workflow looks like this:
- Pull last year's total tax (the Form 2210 prior-year base, not just the balance due).
- Decide whether you need 100% or 110%.
- Add year-to-date withholding and timely estimates.
- Figure the gap.
- If you can close the gap with payroll withholding before year end, model that first. If not, make an estimated payment and accept that it counts on the payment date.
For the broader quarterly framework, including who generally owes estimates, see Quarterly estimated taxes.
What does the underpayment penalty actually cost?
The underpayment addition is figured separately for each installment. It applies the IRS underpayment interest rate to the shortfall for the number of days it stayed unpaid. The rate changes by calendar quarter.
For the fourth quarter of 2026 (October 1 through December 31), the IRS announced a 7% annual underpayment rate for individuals, compounded daily (IR-2026-98; Revenue Ruling 2026-15). Earlier quarters in 2026 used 7%, 6%, then 7% again on the quarterly interest-rate table.
That rate is why some owners treat a small shortfall as a cash decision rather than an emergency. If the expected underpayment addition is modest and cash left in the business or in an investment has a realistic chance of earning more after tax, they may accept the addition. If the shortfall is large, the days unpaid are many, or the cash would just sit idle, paying the tax on time is usually cheaper.
Two cautions matter:
- Returns elsewhere are not guaranteed. Comparing a known IRS rate with a hoped-for investment return is not the same as earning that return.
- Interest can continue on unpaid tax, penalties, and interest until the balance is paid. A "small" underpayment addition is not always the end of the story if the underlying tax stays unpaid.
How do you raise withholding before year end?
For a W-2 job, give the employer a new Form W-4 that requests additional withholding per paycheck. The IRS Tax Withholding Estimator can help size the extra amount.
For an S-Corp owner on payroll:
- Confirm the payroll provider can withhold a large federal income tax amount on one run
- Leave enough wage room for the net check, Social Security, Medicare, and any 401(k) deferral already planned
- Run the payroll early enough that it is paid in the current year, not after December 31
- Keep the withholding as federal income tax withholding, not a random owner transfer labeled later
Payroll timing also shows up in other year-end moves. If retirement contributions are part of the same late payroll, coordinate both so one run does not break the other.
When is this the wrong tool?
Skip or rethink the December withholding catch-up when:
- You cannot create real W-2 withholding before year end
- Hitting the safe harbor would require an unrealistic paycheck
- State estimated-tax rules are the bigger problem (states can use different timing and thresholds; verify your state's rules separately)
- Your income was heavily front-loaded and you want to use the actual-withholding-date election or the annualized income method on Form 2210
- You already met the safe harbor and are only moving cash for comfort
Also remember the $1,000 after-withholding exception. If withholding alone leaves a balance under $1,000, the federal underpayment penalty generally does not apply even without estimates.
A simple way to decide
Ask four questions before you skip an estimate and wait for payroll:
- What exact safe-harbor number am I trying to hit?
- Can I create enough federal income tax withholding, in time, through wages?
- If I miss, what is a realistic underpayment addition at current IRS rates?
- What is my honest after-tax alternative use of that cash?
If the answers are clear, the December withholding catch-up can be a clean year-end move. If any answer is fuzzy, pay the estimate or get the calculation reviewed before the next due date. For related year-end timing reminders, see 2026 tax deadlines.
This article is general information about federal estimated-tax and withholding rules. It is not tax, legal, or investment advice for your situation.