tax

S-Corp Educational Assistance: The 5% Owner Trap

OBBBA made the Section 127 educational assistance exclusion permanent for student loan payments. The 2% shareholder rule doesn’t block S-corp owners here — but the 5% owner cap usually does.

S-Corp Gym Membership Deduction: The Real IRS Rule

An outside gym or country club membership is taxable wages for S-corp owners and staff alike. Here’s the narrow on-premises facility rule that actually qualifies for tax-free treatment, and why it holds up even for 2% shareholders.

S-Corp Long-Term Care Insurance: The 2% Owner Premium Cap

S-corp long-term care insurance premiums for 2% shareholders go on the W-2 as taxable wages just like health insurance — but the personal deduction is capped by age under 2026’s Section 213(d)(10) limits, not fully deductible like ordinary health premiums.

S-Corp Disability Insurance: The 2% Shareholder Rules

For S-corp owners who are 2% shareholders, disability insurance premiums the company pays are taxable W-2 wages, not a tax-free fringe benefit — but that quirk is exactly what makes the eventual benefit tax-free.

How to Close an S-Corp: Dissolution and Final Taxes

Closing an S-corp requires a specific filing order: Form 966, the final 1120-S and K-1, liquidating-distribution gain rules, and a state dissolution filing. Here’s how it works and where owners lose deductions.