Tax · 7 min read

S-Corp Year-End Payroll Checklist

S-Corp owners get one shot per year to clean up payroll. Miss reasonable comp, mishandle health insurance on the W-2, or skip the accountable plan, and the IRS notices.

Reasonable compensation

  • Confirm year-to-date W-2 wages reflect reasonable compensation for the work you did
  • If you're light, run an extra payroll (and remit payroll taxes) before year-end
  • Document how you arrived at the number — comparable salary data beats a guess
  • Distributions on top of reasonable comp are fine — the IRS attacks the inverse

Owner health insurance on the W-2

Health, dental, and long-term care premiums paid by the S-Corp for a >2% shareholder must be added to Box 1 (and Box 14) wages — not subject to FICA. This step is what unlocks the self-employed health insurance deduction on your personal return.

  • Tell your payroll provider before the final run of the year
  • Include all premiums paid by the S-Corp, including for spouse and dependents
  • Confirm it appears on the W-2 — don't wait until April to discover it was missed

Accountable plan reimbursements

  • Reimburse owner for home office, cell phone, internet, and mileage under a written accountable plan
  • Owner submits receipts/mileage log; S-Corp reimburses and deducts as a business expense
  • Avoid 'home office deduction' on the 1040 (S-Corp owners don't qualify directly)
  • Process any outstanding reimbursements before 12/31
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Retirement contributions

  • Solo 401(k) employee deferrals must come out of W-2 wages paid by 12/31
  • Employer profit sharing calculated on W-2, not distributions — fund by extended due date
  • If you have non-owner employees, watch coverage and discrimination rules

Reconcile before W-2s go out

  • Tie 941 totals to year-to-date payroll
  • Confirm state unemployment wages and rates are correct
  • Verify owner SSN, address, and benefit amounts on the draft W-2
  • Issue 1099-NECs to contractors paid $600+ by 1/31

Frequently asked

I forgot to run any payroll this year — can I fix it in December?

You can run a catch-up payroll, but the IRS frowns on a single December run that looks designed to dodge payroll-tax timing. Better to spread next year and document why this year was off.

Do I have to put my health insurance on the W-2 every year?

Yes, every year, before the final payroll. Missing this step is the #1 reason S-Corp owners lose the self-employed health insurance deduction.

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Every November-and-December move worth making — retirement deadlines, equipment timing, S-Corp payroll, charitable giving, loss harvesting, and the close checklist — in one CPA-built PDF.

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