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Taxstra • Planning worksheet • 2026-10-30

S Corp Owner Health Insurance: 2% Shareholder W-2 and Deduction Rules

Use this worksheet alongside the guide. The figures and schedules are educational illustrations, not individualized tax advice or a recommendation for your circumstances.

Work through your records

Read the explanation in the guide before filling in the schedule. Keep the illustrated values separate from your actual records. For each row, identify the supporting document, applicable period, unresolved assumption, and person responsible. Do not treat example percentages or classifications as established facts for your situation.

Form W-2 box What to enter for the premiums Source Your records / questions
Box 1, wages Include them IRS S corporation compensation page
Boxes 3 and 5, Social Security and Medicare wages Exclude them when paid under a plan for employees generally or a class of employees Notice 2008-1 and section 3121(a)(2)(B)
Box 14 (14a on the 2026 form) Show the amount as an information item Form 1120-S instructions, line 7
Line Without the W-2 step (paid personally) With the W-2 step Your records / questions
W-2 Box 1 $100,000 $118,000
W-2 Boxes 3 and 5 $100,000 $100,000
Combined Social Security and Medicare on wages $15,300 $15,300
K-1 ordinary income ($200,000 less wages and $7,650 employer payroll tax) $92,350 $74,350
Schedule 1, line 17 deduction $0 $18,000
Wages plus K-1 income, less the deduction $192,350 $174,350
Handoff Information needed Check Your records / questions
Owner to bookkeeper Premium invoices and proof of payment Covered people and periods
Bookkeeper to payroll Supported annual qualifying amount Shareholder classification
Payroll to tax preparer W-2 and benefit reporting Agreement with ledger
Tax preparer to owner Eligibility and deduction calculation Other coverage and income limits

Resolve the decision

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