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Year-End Payroll: A Small Business Checklist

A month-by-month year-end payroll checklist for small businesses: what to do from October to January, the deadlines, and what your provider leaves to you.

Nick Anisimov

Nick Anisimov

FirstHR Founder

Payroll
19 min

Year-End Payroll

A month-by-month checklist, the deadlines, and the tasks your payroll provider quietly leaves to you

Year-end payroll is not difficult. It is just badly timed, because almost everything on the list depends on somebody else answering you, and the month you need those answers is the month nobody is at their desk.

That is the actual insight worth having about this topic, and it reframes the whole task. The reason year-end goes wrong at small companies is not that the forms are complicated. It is that in the last week of December you discover you need a Social Security number from a contractor who has stopped replying, or an address from someone who moved in August, or a signed W-4 that was never collected. In October those are five-minute problems. In January they are the reason you file late.

So this guide is organized as a timeline rather than a list. What to do in October, November, December, and January, the deadlines for the current cycle, the tasks your payroll provider quietly does not do for you, what changed on the 2026 W-2, and how to reconcile before you file rather than after an agency writes to you. To be clear about what FirstHR is: an HR and onboarding platform, not a payroll provider. It does not run payroll or file taxes. It keeps the employee records that year-end depends on accurate. This is general information rather than tax advice, and you should confirm current deadlines and figures before relying on them.

TL;DR
Year-end payroll is closing out the payroll year: verifying employee data, reconciling wages against your quarterly filings, running the final payroll, filing W-2s and W-3 with the SSA, issuing 1099-NECs, and filing Q4 Form 941 and annual Form 940. Start in October, because the hard tasks depend on other people responding. For the 2026 tax year the January 31 deadline falls on a Sunday, moving to February 1, 2027. The 2026 W-2 adds Box 12 codes TP, TT, and TA, and the 1099-NEC threshold is now $2,000.

The Short Answer

Year-end payroll is the process of closing out the payroll year and meeting your annual reporting obligations: verifying employee data, reconciling wages and withholding, running the final payroll, filing W-2s with the Social Security Administration, issuing 1099-NECs, and filing your fourth-quarter and annual tax returns.

Start in October. Every task that becomes painful in January is easy three months earlier, and the difference is entirely about whether the people you need answers from are available.

October
When year-end payroll should actually start, not December
Feb 1, 2027
W-2 and 1099-NEC deadline for the 2026 tax year, since Jan 31 is a Sunday
10
Information returns in total that trigger the mandatory e-filing requirement

What Year-End Payroll Means

The phrase covers more than the December payroll run, which is the common misunderstanding.

Definition
Year-End Payroll
Year-end payroll is the set of tasks an employer completes to close the payroll year and satisfy annual wage reporting obligations. It includes verifying employee identity and address data, reconciling year-to-date wages and withholding against quarterly filings, processing final bonuses and taxable fringe benefits, running the final payroll of the year, filing Forms W-2 and W-3 with the Social Security Administration, issuing information returns to contractors, filing the fourth-quarter employment tax return and the annual federal unemployment return, and updating rates and thresholds for the new year.

Two framings help. Year-end payroll is the year proving itself out: every payroll you ran must now sum to something you file, and any error from March that nobody caught surfaces here. And it is mostly a data problem rather than a tax problem, which is why the timeline below is weighted so heavily toward October.

The October to January Timeline

Most guides give you a checklist. A checklist is fine in November and useless on December 28, because half the items assume a response from someone. Here it is by month instead.

OctoberClean the data while there is time
Ask every employee to confirm their legal name, address, and Social Security number matches their card
Chase missing or unsigned W-4s and state withholding forms
Collect W-9s from every contractor you have paid, before you need the number in January
Check that anyone who left this year is actually terminated in payroll, with the right last day
NovemberReconcile and decide
Reconcile year-to-date wages and withholding against your quarterly filings so far
Decide bonus amounts and dates, and whether they run in a separate payroll
Identify taxable fringe benefits that need to be added to wages before the final run
Confirm your first pay date of the new year and whether it shifts for holidays
DecemberRun the last payroll correctly
Process any fringe benefit and bonus adjustments before the final regular run
Run the final payroll of the year, and check the register more carefully than usual
Verify the final year-to-date totals per employee look right before anything is filed
Order or set up W-2 delivery, and confirm addresses one last time
JanuaryFile, distribute, and reset
Reconcile the four quarterly Forms 941 against your W-2 and W-3 totals before filing
Furnish W-2s to employees and file with the Social Security Administration
File 1099-NECs for contractors, to both the recipient and the IRS
File Q4 Form 941 and annual Form 940, and update tax tables and rates for the new year
October is the month that makes January easy. Every task in the first block is harder in December and considerably harder in January, when the people you need answers from are on holiday.

The single most valuable line in that whole timeline is the first one: ask every employee to confirm their name, address, and Social Security number in October. A name that does not match the Social Security card produces a mismatch notice and a corrected W-2. A stale address means a W-2 arrives at the wrong house in February. Both cost minutes to prevent and hours to fix.

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What Your Provider Does Not Do

This is the section competing guides skip, presumably because most of them are written by payroll providers. If you use one, the boundary of what they handle is not where most owners assume it is.

Provider
Calculating withholding and filing your returnsThis is what you pay them for, and they generally do it well.
Provider
Depositing taxes on the correct scheduleBut the liability for a missed deposit is still yours, not theirs.
Provider
Producing and filing W-2s and 1099sFrom the data in their system. Which is the whole point below.
You
Making sure names and SSNs are correctA mismatch produces an SSA notice and a corrected W-2, and the provider files what you gave them.
You
Confirming everyone on the register still works herePayroll pays whoever is active. Deactivating leavers is an HR task nobody assigns.
You
Classifying workers as employee or contractorProviders process what you tell them. Misclassification exposure sits entirely with you.
You
Identifying taxable fringe benefitsPersonal use of a company car, gift cards, certain stipends. The provider does not know unless you say.
You
Collecting W-9s from contractorsIn January you need a TIN from someone who may have stopped answering emails.
You
Reasonable compensation if you are an S corpNobody at the payroll company is checking whether the owner took a salary.
Everything in the amber rows depends on data quality that originates outside the payroll system. That is the actual year-end workload for a small business, and no provider does it for you.

The pattern is consistent and worth stating plainly: your provider processes what you give it. It calculates correctly, deposits on schedule, and files on time, all based on data it did not gather and cannot verify. Every failure in the amber rows produces a correct calculation on wrong inputs, which is the most expensive kind of error because nothing looks broken.

That is also why year-end at a small company is an HR task wearing an accounting costume. The work is confirming that the people, statuses, classifications, and documents are right. The tax part is largely automated.

Before the Final Payroll

Seven checks before you run payroll for the last time in the year. Anything you find here is a correction inside your own records. Anything you find afterwards is an amended filing.

1
Confirm the employee list is exactly right
Everyone who worked this year should have a record, including people who left in March. Everyone currently on the register should still work here. Both directions matter.
2
Verify names and Social Security numbers
Against the card, not against memory. Name changes from marriage are the most common source of a mismatch, and the employee usually has not thought to tell you.
3
Check addresses for everyone, including leavers
A W-2 goes to someone who left in April at whatever address you have on file. If they moved, it does not reach them and you will hear about it in April.
4
Reconcile year-to-date wages against your 941s
The three quarters already filed should tie to your records. Finding a difference now means correcting your records, not amending a return.
5
Identify taxable fringe benefits
Personal use of a company vehicle, gift cards, certain group life coverage, and various stipends are wages. They have to be added before the final run, not after.
6
Decide bonuses and how they are taxed
Supplemental wages have their own withholding treatment. Decide the amount, the date, and whether it is a separate run, well before the week you want to pay it.
7
Collect any missing paperwork
Unsigned W-4s, missing state forms, W-9s from contractors. This is the item that is trivial in October and awful in the last week of December.

Fringe Benefits and Bonuses

Two things that have to happen before the final payroll rather than after it, and both are routinely missed by businesses without a payroll administrator.

Taxable fringe benefits are non-cash compensation that must be included in wages. The rule is broad: a fringe benefit is taxable unless a specific exclusion applies. Personal use of a company vehicle, gift cards of any amount, certain group-term life insurance coverage, and most cash-equivalent perks all belong in wages. If they were never run through payroll during the year, the final run is your last chance to add them without amending anything.

Bonuses are supplemental wages and carry their own withholding rules. The practical point is timing rather than mechanics: a bonus paid in January is next year's wages, and a bonus paid on December 31 is this year's. Decide which you want, and tell whoever runs payroll before the run rather than during it.

The Fringe Benefit Nobody Reports
The most commonly missed item at small companies is gift cards. They feel like a gesture rather than compensation, and they are never de minimis regardless of amount, because cash and cash equivalents are excluded from that rule entirely. If you gave your team $100 gift cards in December, that is taxable wages and it belongs on the W-2. The second most missed is personal use of a company vehicle, which requires a valuation and is almost never tracked at businesses that have one truck.

The Forms and Who Gets What

Five forms cover almost every small business, and the confusion is usually about which agency receives which.

FormWhat it reportsWho receives itWhen
W-2Each employee's annual wages and withholdingThe employee, and the Social Security AdministrationBy the January deadline
W-3Transmittal summarizing all your W-2sSocial Security Administration onlyWith the W-2 filing
1099-NECPayments to non-employees for servicesThe contractor, and the IRSBy the same January deadline
941Quarterly wages, withholding, and employer taxesIRSQ4 return due with the January filings
940Annual federal unemployment taxIRSAnnually, with the January filings

Two details that trip people up. W-2s go to the Social Security Administration, not the IRS, which surprises almost everyone the first time. And the general instructions for Forms W-2 and W-3 are the authoritative reference when a box is ambiguous, which is more often than you would like.

On e-filing: if you file ten or more information returns in total, electronic filing is mandatory. The threshold aggregates across form types rather than counting each type separately, so six W-2s plus four 1099-NECs reaches it. That threshold dropped from 250 to 10 in 2024 and pulled a great many small businesses into mandatory electronic filing who had always filed on paper.

The Deadlines

The dates shift each year with the calendar, and the current cycle has a shift worth knowing in advance.

The dates that matter, for the 2026 tax year
January 31, 2027 falls on a Sunday, so the deadlines that normally land on January 31 move to the next business day: Monday, February 1, 2027.
W-2 furnished to employees and filed with the SSAFeb 1, 2027
1099-NEC to contractors and to the IRSFeb 1, 2027
Form 941 for Q4 2026Feb 1, 2027
Form 940, annual FUTA returnFeb 1, 2027
Most other 1099 forms, e-filed with the IRSMar 31, 2027
Note the trap: 1099-NEC has no split deadline. Unlike most 1099 forms, the recipient copy and the IRS copy are both due on the same early date, and there is no automatic extension. Confirm current dates with the IRS before you rely on them, since these shift with the calendar each year.

The 1099-NEC point deserves emphasis because it catches people who remember the old rules. Most 1099 forms give you until late February on paper or the end of March electronically to file with the IRS, even though the recipient copy is due earlier. 1099-NEC has no such split. Both copies are due on the same early date, and Form 8809 does not provide an automatic extension for it.

Confirm the current year's dates against the IRS employment tax due dates before you plan around them, since weekend and holiday shifts change them annually.

What Changed on the W-2

The W-2 you issue for this year is not the same form you issued last year, and the changes affect a wide range of ordinary small businesses rather than an exotic few.

New on the 2026 Form W-2
Box 12, code TPTotal cash tips reported to the employerApplies to: Any employer with tipped employees
Box 12, code TTTotal qualified overtime compensation, meaning the premium half of time-and-a-half required by the FLSAApplies to: Any employer paying FLSA overtime
Box 12, code TAEmployer contributions to a Trump account under a Section 128 programApplies to: Only employers running such a program
Box 14bTreasury Tipped Occupation Code, required whenever tips are reported under code TPApplies to: Employers with tipped employees
These apply to wages paid in 2026, reported on the W-2s you issue in early 2027. Code TT reports the overtime premium only, and unlike TA it is not excluded from Box 1 wages; it identifies the portion the employee may deduct on their own return.
Why This Matters More Than It Sounds
For the 2025 tax year the IRS provided transition relief and did not require separate reporting of qualified overtime. That relief is gone. The IRS finalized the 2026 Form W-2 in January 2026, and code TT is now the operative reporting mechanism for qualified overtime. If you pay FLSA overtime to anyone, your payroll system needs to have been accumulating the overtime premium separately throughout 2026 in order to populate it. This is worth checking with your provider in October rather than discovering in January that the data was never captured.

Two clarifications that competitor coverage tends to blur. Code TT reports only the premium portion of overtime, the extra half in time-and-a-half, not the whole overtime payment. And unlike code TA, the TT amount is not excluded from Box 1: it is already in taxable wages, and the code simply identifies the portion the employee may deduct on their own return.

Where tips are reported under code TP, Box 14b must carry the Treasury Tipped Occupation Code. Employees can hold up to two codes if they earned tips in more than one qualifying occupation, and a non-qualifying occupation is reported as 000.

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Contractors and the 1099 Threshold

The reporting threshold for 1099-NEC changed recently, and getting the timing right matters because the two figures apply to different years.

Payments made inReported inThresholdNote
2025Early 2026$600The long-standing threshold, still correct for that year
2026Early 2027$2,000Raised by the One Big Beautiful Bill Act for payments after December 31, 2025
2027 onwardFollowing year$2,000, indexedThe threshold is adjusted for inflation beginning in 2027

Two caveats regardless of the threshold. Backup withholding situations require a form no matter the amount. And the threshold is about reporting, not about classification: paying someone under $2,000 does not make them a contractor, and the misclassification question is entirely separate and considerably more expensive to get wrong.

The practical year-end task here is boring and important: collect W-9s before you need them. In January you need a taxpayer identification number from someone whose engagement ended in August and who has no particular incentive to reply quickly. In October they are still in touch with you.

The Reconciliation That Prevents Notices

One check, done before you file rather than after, prevents the most common category of year-end letter from a federal agency.

The sum of your four quarterly Forms 941 should equal the totals on your Form W-3. Check four things individually rather than in aggregate: total wages, federal income tax withheld, Social Security wages, and Medicare wages. The IRS and the Social Security Administration each perform this comparison after you file, and a mismatch produces a notice from one of them.

The Direction of the Mismatch Tells You Who Writes
If your W-2 totals are lower than the sum of your 941s, the Social Security Administration typically follows up, because employees are being credited with less than you reported paying. If your W-2 totals are higher, the IRS typically follows up, because you reported more wages than the tax returns account for. Either way the resolution involves amended forms. Catching the difference in December means correcting a spreadsheet; catching it in April means filing Form 941-X and Form W-2c.

This is the same activity described in the payroll reconciliation guide, applied annually. If you have been reconciling quarterly, the year-end version is a formality. If you have not, this is where nine months of small discrepancies present themselves at once.

If You Have People in More Than One State

A growing small business acquires multi-state payroll almost by accident, usually the first time someone works remotely from somewhere else, and year-end is when the consequences arrive.

Pros
Confirm you are registered for withholding in every state where an employee actually works
Check your state unemployment rate for each state, since each is specific to your business and reissued annually
Verify state wage totals reconcile separately, because state and federal taxable wages can legitimately differ
Check whether any locality requires separate withholding, which is easy to miss in the states that have it
Cons
Do not assume the state where you are registered is the state where the employee works
Do not treat a remote employee's state as a formality. It determines withholding, unemployment, and often paid leave contributions
Do not file state reconciliations late because the federal ones are done. State deadlines vary and some are earlier
Do not carry forward last year's SUTA rate. Rates are reissued and using the old one produces underpayment

The last item in the second column is the most common multi-state error at small companies and it is entirely avoidable. State unemployment rates arrive by mail or in a state portal in late autumn or early in the new year, are specific to your business based on claims history, and change. A payroll system carrying last year's rate underpays quietly all year.

Setting Up the New Year

Year-end is only half the job. Five things reset in January and getting them wrong affects every run until somebody notices.

What resetsWhat to doWhat happens if you skip it
Social Security wage baseConfirm the new figure is loaded in payrollWithholding stops or continues at the wrong point for high earners
State unemployment ratesEnter the new rate for each state you operate inQuiet underpayment or overpayment all year
Deposit scheduleConfirm monthly or semi-weekly based on your lookback periodLate deposits and failure-to-deposit penalties
Paid time off balancesReset or carry over per your written policyDisputes in February about balances nobody can explain
First pay date of the yearConfirm it, since the holidays often shift itA missed payday, which is the one error employees notice immediately

The deposit schedule row is the one that produces penalties. Your required deposit frequency is determined by your tax liability in a prior lookback period, which means it can change from one year to the next without anything else about your business changing. Confirm it rather than assuming continuity.

What worked for me
The year I got caught out, it was not a form or a deadline. It was that I had not asked anyone to confirm their address since we hired them, and one person had moved eighteen months earlier without mentioning it, because why would you. Their W-2 went to an address they had not lived at in a year and a half. Nothing terrible happened, but the fix in February involved reissuing, a slightly awkward conversation, and my discovering that two other people were also out of date. What I do now takes one email in early October: a short message asking everyone to reply confirming their legal name, current address, and that the Social Security number we hold is right. Most people reply the same day. It has caught something every single year since, which tells you the problem was never rare, only invisible.

Where Small Businesses Get This Wrong

Six patterns, and the first is responsible for most of the January stress.

The Recurring Failures
Starting in December, when the tasks that need other people to respond are already impossible. Assuming the payroll provider handles everything, when data accuracy, classification, and fringe benefits are all yours. Missing taxable fringe benefits, especially gift cards, which are never de minimis. Not reconciling 941s to the W-3 before filing, which converts a spreadsheet fix into an amended return. Carrying forward last year's state unemployment rate. And treating 1099-NEC like other 1099 forms, which have a later IRS deadline that it does not share.

If you change one habit, make it the October data request. It is a single email, it takes people a minute to answer, and it removes the entire category of problem that turns January from administrative into stressful.

Key Takeaways
Year-end payroll starts in October, not December. The tasks that depend on other people responding are easy in autumn and nearly impossible in the last week of the year.
Your payroll provider calculates, deposits, and files. It does not verify names and Social Security numbers, confirm who still works for you, classify workers, or identify fringe benefits you never told it about.
For the 2026 tax year, January 31 falls on a Sunday, so W-2, 1099-NEC, Q4 Form 941, and Form 940 deadlines move to February 1, 2027.
1099-NEC is unusual: recipient and IRS copies are due on the same early date, with no later e-file deadline and no automatic extension.
The 2026 Form W-2 adds Box 12 codes TP for tips, TT for qualified overtime, and TA for Trump account contributions, plus a Box 14 split into 14a and 14b.
Code TT reports only the overtime premium and is not excluded from Box 1. Transition relief that applied for 2025 is gone.
The 1099-NEC threshold is $2,000 for payments made in 2026, up from $600 for 2025 payments. Get the year right when applying it.
E-filing is mandatory at ten or more information returns in total, aggregated across form types rather than counted per type.
Reconcile the four quarterly 941s against the W-3 before filing. Which agency writes to you depends on the direction of the mismatch.
Gift cards are taxable wages regardless of amount. Cash and cash equivalents are never de minimis benefits.

Frequently Asked Questions

What is year-end payroll?

Year-end payroll is the set of tasks an employer completes to close out the payroll year and meet its annual reporting obligations. It covers verifying employee data, reconciling wages and withholding against quarterly filings, processing any final bonuses or taxable fringe benefits, running the last payroll of the year, filing Forms W-2 and W-3 with the Social Security Administration, issuing 1099-NECs to contractors, filing the fourth-quarter Form 941 and annual Form 940, and updating tax rates for the new year.

When should you start year-end payroll?

October, not December. The tasks that are genuinely difficult in January are the ones that depend on other people responding: confirming Social Security numbers and addresses, chasing missing W-4s, and collecting W-9s from contractors. All of those are easy in October and nearly impossible in the last week of December, when the people you need are unavailable. December is for running the final payroll correctly, and January is for filing. The work that makes January calm happens three months earlier.

What is the deadline for W-2s and 1099-NECs?

Normally January 31 for both furnishing to the recipient and filing with the agency. For the 2026 tax year that date falls on a Sunday, so the deadline moves to the next business day, Monday February 1, 2027. Note that 1099-NEC is unusual: unlike most 1099 forms, there is no later deadline for filing with the IRS, so the recipient copy and the agency copy are both due on the same early date, and no automatic extension is available.

What does my payroll provider not do at year end?

More than most owners assume. Providers calculate withholding, deposit taxes, and produce and file W-2s and 1099s. They do not verify that names and Social Security numbers are correct, confirm that everyone on the register still works for you, decide whether a worker is an employee or a contractor, identify taxable fringe benefits you have not told them about, collect W-9s from contractors, or check whether an S corporation owner has taken reasonable compensation. All of those are yours, and all of them fail quietly.

What are the new W-2 codes for 2026?

The IRS finalized the 2026 Form W-2 with three new Box 12 codes: TP for total cash tips reported to the employer, TT for total qualified overtime compensation, and TA for employer contributions to a Trump account under a Section 128 program. Box 14 was also split into 14a for the traditional other category and 14b for Treasury Tipped Occupation Codes, required whenever tips are reported under code TP. These apply to wages paid in 2026, reported on W-2s issued in early 2027.

Do I still send a 1099-NEC for payments under $600?

The threshold changed, and the timing matters. Under the One Big Beautiful Bill Act, the 1099-NEC reporting threshold rose from $600 to $2,000 for payments made after December 31, 2025. That means for payments made during 2026, reported in early 2027, the $2,000 threshold applies. Payments made in 2025 and reported in early 2026 were still subject to the old $600 threshold. Backup withholding situations still require a form regardless of amount, and the threshold is indexed for inflation from 2027.

Do I have to file W-2s electronically?

If you file ten or more information returns in total, yes. The IRS threshold is aggregated across all information return types combined, not counted per form type, so ten W-2s alone triggers it and so does a mix of six W-2s and four 1099-NECs. That threshold dropped from 250 to 10 effective in 2024, which pulled in a large number of small businesses that previously filed on paper. The Social Security Administration provides Business Services Online for filing W-2s electronically.

What should you reconcile before filing W-2s?

The sum of your four quarterly Forms 941 should equal the totals on Form W-3: total wages, federal income tax withheld, Social Security wages, and Medicare wages, each checked individually rather than in aggregate. The IRS and the Social Security Administration both perform this comparison after you file, and a mismatch generates a notice from one or the other. Catching a difference in December is a correction in your own records. Catching it in March means filing an amended return.

What happens if you miss the W-2 deadline?

Penalties apply per form and rise the longer you wait, with a separate penalty for failing to furnish the form to the employee and for failing to file it with the agency, meaning a single late form can incur both. Intentional disregard carries substantially higher penalties with no cap. Practically, the more common cost is not the headline penalty but the correction cycle: a filed W-2 with a wrong Social Security number or address requires a Form W-2c, which is more work than getting it right the first time.

What should you do in January for the new payroll year?

Update anything that resets or changes annually. The Social Security wage base changes each January, state unemployment rates are reissued and are specific to your business, and any state or local tax rate changes take effect. Confirm your deposit schedule for the new year, since it can change based on your prior lookback period. Reset paid time off balances according to your policy, and confirm the first pay date of the year, which often shifts because of the holidays.

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